Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Frontier Airlines

The cheapest airline(s) flying from Tampa to Chicago is Frontier Airlines.

  • Frontier Airlines Frontier Airlines
  • American Airlines American Airlines
  • Southwest Airlines Southwest Airlines
  • United Airlines United Airlines
  • JetBlue Airways JetBlue Airways
  • Spirit Airlines Spirit Airlines
  • Alaska Airlines Alaska Airlines
Cheapest Month March

Travel Period: January 2025 - December 2025

The cheapest month(s) to fly from Tampa to Chicago is March.

  • Jan 2025
  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
  • Jun 2025
  • Jul 2025
  • Aug 2025
  • Sep 2025
  • Oct 2025
  • Nov 2025
  • Dec 2025
Cheapest Day of the Week Friday

The cheapest day(s) of the week to fly from Tampa to Chicago is Friday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday

Flight Schedules

Last Updated: Mon, 2 Dec, 2024

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    • Airline Filter by Airline
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      • Availability
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 19:10 TPA
        20:50 MDW
        2Hrs, 40m Direct
      • TPATampa International Airport 19:10 - MDW 20:50 2h 40m Direct
      • TPATampa International Airport 19:10
      • MDWChicago Midway Airport 20:50
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 164)Boeing 737 800
      • Southwest Airlines (WN 164)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 19:15 TPA
        20:55 MDW
        2Hrs, 40m Direct
      • TPATampa International Airport 19:15 - MDW 20:55 2h 40m Direct
      • TPATampa International Airport 19:15
      • MDWChicago Midway Airport 20:55
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 164)Boeing 737 800
      • Southwest Airlines (WN 164)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 20:10 TPA
        21:50 MDW
        2Hrs, 40m Direct
      • TPATampa International Airport 20:10 - MDW 21:50 2h 40m Direct
      • TPATampa International Airport 20:10
      • MDWChicago Midway Airport 21:50
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 164)Boeing 737 800
      • Southwest Airlines (WN 164)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 20:46 TPA
        22:33 MDW
        2Hrs, 47m Direct
      • TPATampa International Airport 20:46 - MDW 22:33 2h 47m Direct
      • TPATampa International Airport 20:46
      • MDWChicago Midway Airport 22:33
      • 2h 47m
      • Direct
      • Frontier Airlines (F9 3899)Airbus A320 Neo
      • Frontier Airlines (F9 3899)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 20:46 TPA
        22:33 MDW
        2Hrs, 47m Direct
      • TPATampa International Airport 20:46 - MDW 22:33 2h 47m Direct
      • TPATampa International Airport 20:46
      • MDWChicago Midway Airport 22:33
      • 2h 47m
      • Direct
      • Frontier Airlines (F9 1185)Airbus A320 Neo
      • Frontier Airlines (F9 1185)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus A320 Neo
      • 20:50 TPA
        22:50 ORD
        3Hrs, 00m Direct
      • TPATampa International Airport 20:50 - ORD 22:50 3h Direct
      • TPATampa International Airport 20:50
      • ORDChicago O'Hare International Airport 22:50
      • 3h
      • Direct
      • Frontier Airlines (F9 2317)Airbus A320 Neo
      • Frontier Airlines (F9 2317)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 21:43 TPA
        23:56 ORD
        3Hrs, 13m Direct
      • TPATampa International Airport 21:43 - ORD 23:56 3h 13m Direct
      • TPATampa International Airport 21:43
      • ORDChicago O'Hare International Airport 23:56
      • 3h 13m
      • Direct
      • Frontier Airlines (F9 2317)Airbus
      • Frontier Airlines (F9 2317)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus
      • 21:55 TPA
        23:35 MDW
        2Hrs, 40m Direct
      • TPATampa International Airport 21:55 - MDW 23:35 2h 40m Direct
      • TPATampa International Airport 21:55
      • MDWChicago Midway Airport 23:35
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 2503)Boeing 737 800
      • Southwest Airlines (WN 2503)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 22:31 TPA
        00:18 MDW
        2Hrs, 47m Direct
      • TPATampa International Airport 22:31 - MDW 00:18 2h 47m Direct
      • TPATampa International Airport 22:31
      • MDWChicago Midway Airport 00:18
      • 2h 47m
      • Direct
      • Frontier Airlines (F9 3899)Airbus A320 Neo
      • Frontier Airlines (F9 3899)
        • -
        • -
        • -
        • T
        • -
        • -
        • S
      • Airbus A320 Neo
      • 05:40 TPA
        07:20 MDW
        2Hrs, 40m Direct
      • TPATampa International Airport 05:40 - MDW 07:20 2h 40m Direct
      • TPATampa International Airport 05:40
      • MDWChicago Midway Airport 07:20
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 268)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 268)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 05:49 TPA
        07:47 ORD
        2Hrs, 58m Direct
      • TPATampa International Airport 05:49 - ORD 07:47 2h 58m Direct
      • TPATampa International Airport 05:49
      • ORDChicago O'Hare International Airport 07:47
      • 2h 58m
      • Direct
      • Spirit Airlines (NK 1066)Airbus Industrie A321 Sharklets
      • Spirit Airlines (NK 1066)
        • M
        • T
        • -
        • T
        • F
        • S
        • S
      • Airbus Industrie A321 Sharklets
      • 06:10 PIE
        07:55 RFD
        2Hrs, 45m Direct
      • PIESt. Pete–Clearwater International Airport 06:10 - RFD 07:55 2h 45m Direct
      • PIESt. Pete–Clearwater International Airport 06:10
      • RFDChicago Rockford Airport 07:55
      • 2h 45m
      • Direct
      • Allegiant Air LLC (G4 1077)Airbus
      • Allegiant Air LLC (G4 1077)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus
      • 06:40 PIE
        08:25 RFD
        2Hrs, 45m Direct
      • PIESt. Pete–Clearwater International Airport 06:40 - RFD 08:25 2h 45m Direct
      • PIESt. Pete–Clearwater International Airport 06:40
      • RFDChicago Rockford Airport 08:25
      • 2h 45m
      • Direct
      • Allegiant Air LLC (G4 1038)Airbus
      • Allegiant Air LLC (G4 1038)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Airbus
      • 06:40 PIE
        08:25 RFD
        2Hrs, 45m Direct
      • PIESt. Pete–Clearwater International Airport 06:40 - RFD 08:25 2h 45m Direct
      • PIESt. Pete–Clearwater International Airport 06:40
      • RFDChicago Rockford Airport 08:25
      • 2h 45m
      • Direct
      • Allegiant Air LLC (G4 1095)Airbus
      • Allegiant Air LLC (G4 1095)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus
      • 07:00 TPA
        09:05 ORD
        3Hrs, 05m Direct
      • TPATampa International Airport 07:00 - ORD 09:05 3h 05m Direct
      • TPATampa International Airport 07:00
      • ORDChicago O'Hare International Airport 09:05
      • 3h 05m
      • Direct
      • American Airlines (AA 354)Boeing 737 800
      • American Airlines (AA 354)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 07:25 TPA
        09:10 MDW
        2Hrs, 45m Direct
      • TPATampa International Airport 07:25 - MDW 09:10 2h 45m Direct
      • TPATampa International Airport 07:25
      • MDWChicago Midway Airport 09:10
      • 2h 45m
      • Direct
      • Southwest Airlines (WN 172)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 172)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 07:45 TPA
        09:47 ORD
        3Hrs, 02m Direct
      • TPATampa International Airport 07:45 - ORD 09:47 3h 02m Direct
      • TPATampa International Airport 07:45
      • ORDChicago O'Hare International Airport 09:47
      • 3h 02m
      • Direct
      • United Airlines (UA 2195)Boeing 737 800
      • United Airlines (UA 2195)
        • -
        • T
        • -
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 07:45 TPA
        09:47 ORD
        3Hrs, 02m Direct
      • TPATampa International Airport 07:45 - ORD 09:47 3h 02m Direct
      • TPATampa International Airport 07:45
      • ORDChicago O'Hare International Airport 09:47
      • 3h 02m
      • Direct
      • United Airlines (UA 2195)Boeing 737 900
      • United Airlines (UA 2195)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 900
      • 09:20 TPA
        11:10 MDW
        2Hrs, 50m Direct
      • TPATampa International Airport 09:20 - MDW 11:10 2h 50m Direct
      • TPATampa International Airport 09:20
      • MDWChicago Midway Airport 11:10
      • 2h 50m
      • Direct
      • Southwest Airlines (WN 3813)Boeing 737 800
      • Southwest Airlines (WN 3813)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 09:35 TPA
        17:05 ORD
        8Hrs, 30m Direct
      • TPATampa International Airport 09:35 - ORD 17:05 8h 30m Direct
      • TPATampa International Airport 09:35
      • ORDChicago O'Hare International Airport 17:05
      • 8h 30m
      • Direct
      • United Airlines (UA 2125)Boeing 737 800
      • United Airlines (UA 2125)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 09:35 TPA
        17:07 ORD
        8Hrs, 32m Direct
      • TPATampa International Airport 09:35 - ORD 17:07 8h 32m Direct
      • TPATampa International Airport 09:35
      • ORDChicago O'Hare International Airport 17:07
      • 8h 32m
      • Direct
      • United Airlines (UA 2125)Boeing 737 800
      • United Airlines (UA 2125)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 09:40 TPA
        11:30 MDW
        2Hrs, 50m Direct
      • TPATampa International Airport 09:40 - MDW 11:30 2h 50m Direct
      • TPATampa International Airport 09:40
      • MDWChicago Midway Airport 11:30
      • 2h 50m
      • Direct
      • Southwest Airlines (WN 3669)Boeing 737 700
      • Southwest Airlines (WN 3669)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 10:00 TPA
        12:02 ORD
        3Hrs, 02m Direct
      • TPATampa International Airport 10:00 - ORD 12:02 3h 02m Direct
      • TPATampa International Airport 10:00
      • ORDChicago O'Hare International Airport 12:02
      • 3h 02m
      • Direct
      • United Airlines (UA 1596)Boeing 737 900
      • United Airlines (UA 1596)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 900
      • 10:34 TPA
        12:35 ORD
        3Hrs, 01m Direct
      • TPATampa International Airport 10:34 - ORD 12:35 3h 01m Direct
      • TPATampa International Airport 10:34
      • ORDChicago O'Hare International Airport 12:35
      • 3h 01m
      • Direct
      • American Airlines (AA 3028)Boeing 737 800
      • American Airlines (AA 3028)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 10:36 TPA
        12:46 ORD
        3Hrs, 10m Direct
      • TPATampa International Airport 10:36 - ORD 12:46 3h 10m Direct
      • TPATampa International Airport 10:36
      • ORDChicago O'Hare International Airport 12:46
      • 3h 10m
      • Direct
      • Frontier Airlines (F9 1415)Airbus A320 Neo
      • Frontier Airlines (F9 1415)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 10:41 TPA
        12:29 MDW
        2Hrs, 48m Direct
      • TPATampa International Airport 10:41 - MDW 12:29 2h 48m Direct
      • TPATampa International Airport 10:41
      • MDWChicago Midway Airport 12:29
      • 2h 48m
      • Direct
      • Frontier Airlines (F9 1185)Airbus A320 Neo
      • Frontier Airlines (F9 1185)
        • M
        • -
        • -
        • -
        • F
        • -
        • -
      • Airbus A320 Neo
      • 11:05 TPA
        13:07 ORD
        3Hrs, 02m Direct
      • TPATampa International Airport 11:05 - ORD 13:07 3h 02m Direct
      • TPATampa International Airport 11:05
      • ORDChicago O'Hare International Airport 13:07
      • 3h 02m
      • Direct
      • United Airlines (UA 1596)Boeing 737 900
      • United Airlines (UA 1596)
        • M
        • T
        • -
        • T
        • F
        • S
        • -
      • Boeing 737 900
      • 11:05 TPA
        13:06 ORD
        3Hrs, 01m Direct
      • TPATampa International Airport 11:05 - ORD 13:06 3h 01m Direct
      • TPATampa International Airport 11:05
      • ORDChicago O'Hare International Airport 13:06
      • 3h 01m
      • Direct
      • United Airlines (UA 1596)Boeing 737 900
      • United Airlines (UA 1596)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 900
      • 11:14 TPA
        13:24 ORD
        3Hrs, 10m Direct
      • TPATampa International Airport 11:14 - ORD 13:24 3h 10m Direct
      • TPATampa International Airport 11:14
      • ORDChicago O'Hare International Airport 13:24
      • 3h 10m
      • Direct
      • Frontier Airlines (F9 1415)Airbus A320 Neo
      • Frontier Airlines (F9 1415)
        • -
        • -
        • -
        • T
        • -
        • -
        • S
      • Airbus A320 Neo
      • 11:24 TPA
        13:34 ORD
        3Hrs, 10m Direct
      • TPATampa International Airport 11:24 - ORD 13:34 3h 10m Direct
      • TPATampa International Airport 11:24
      • ORDChicago O'Hare International Airport 13:34
      • 3h 10m
      • Direct
      • Frontier Airlines (F9 1415)Airbus A320 Neo
      • Frontier Airlines (F9 1415)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Airbus A320 Neo
      • 11:31 TPA
        13:20 MDW
        2Hrs, 49m Direct
      • TPATampa International Airport 11:31 - MDW 13:20 2h 49m Direct
      • TPATampa International Airport 11:31
      • MDWChicago Midway Airport 13:20
      • 2h 49m
      • Direct
      • Frontier Airlines (F9 1185)Airbus A320 Neo
      • Frontier Airlines (F9 1185)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 11:50 TPA
        13:35 MDW
        2Hrs, 45m Direct
      • TPATampa International Airport 11:50 - MDW 13:35 2h 45m Direct
      • TPATampa International Airport 11:50
      • MDWChicago Midway Airport 13:35
      • 2h 45m
      • Direct
      • Southwest Airlines (WN 1794)Boeing 737 700
      • Southwest Airlines (WN 1794)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 700
      • 12:10 TPA
        13:50 MDW
        2Hrs, 40m Direct
      • TPATampa International Airport 12:10 - MDW 13:50 2h 40m Direct
      • TPATampa International Airport 12:10
      • MDWChicago Midway Airport 13:50
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 2503)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2503)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 12:20 TPA
        16:45 MDW
        5Hrs, 25m Direct
      • TPATampa International Airport 12:20 - MDW 16:45 5h 25m Direct
      • TPATampa International Airport 12:20
      • MDWChicago Midway Airport 16:45
      • 5h 25m
      • Direct
      • Southwest Airlines (WN 2753)Boeing 737 800
      • Southwest Airlines (WN 2753)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 12:45 TPA
        14:47 ORD
        3Hrs, 02m Direct
      • TPATampa International Airport 12:45 - ORD 14:47 3h 02m Direct
      • TPATampa International Airport 12:45
      • ORDChicago O'Hare International Airport 14:47
      • 3h 02m
      • Direct
      • United Airlines (UA 2187)Boeing 737 900
      • United Airlines (UA 2187)
        • -
        • -
        • W
        • -
        • F
        • -
        • S
      • Boeing 737 900
      • 12:45 TPA
        14:47 ORD
        3Hrs, 02m Direct
      • TPATampa International Airport 12:45 - ORD 14:47 3h 02m Direct
      • TPATampa International Airport 12:45
      • ORDChicago O'Hare International Airport 14:47
      • 3h 02m
      • Direct
      • United Airlines (UA 2187)Boeing 737 800
      • United Airlines (UA 2187)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 12:45 TPA
        14:47 ORD
        3Hrs, 02m Direct
      • TPATampa International Airport 12:45 - ORD 14:47 3h 02m Direct
      • TPATampa International Airport 12:45
      • ORDChicago O'Hare International Airport 14:47
      • 3h 02m
      • Direct
      • United Airlines (UA 2187)Airbus A321 Neo
      • United Airlines (UA 2187)
        • M
        • -
        • -
        • T
        • -
        • S
        • -
      • Airbus A321 Neo
      • 13:00 TPA
        15:00 ORD
        3Hrs, 00m Direct
      • TPATampa International Airport 13:00 - ORD 15:00 3h Direct
      • TPATampa International Airport 13:00
      • ORDChicago O'Hare International Airport 15:00
      • 3h
      • Direct
      • American Airlines (AA 1446)Boeing 737 800
      • American Airlines (AA 1446)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 800
      • 13:01 TPA
        15:01 ORD
        3Hrs, 00m Direct
      • TPATampa International Airport 13:01 - ORD 15:01 3h Direct
      • TPATampa International Airport 13:01
      • ORDChicago O'Hare International Airport 15:01
      • 3h
      • Direct
      • American Airlines (AA 1446)Boeing 737 800
      • American Airlines (AA 1446)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 800
      • 13:55 TPA
        15:40 MDW
        2Hrs, 45m Direct
      • TPATampa International Airport 13:55 - MDW 15:40 2h 45m Direct
      • TPATampa International Airport 13:55
      • MDWChicago Midway Airport 15:40
      • 2h 45m
      • Direct
      • Southwest Airlines (WN 2503)Boeing 737 800
      • Southwest Airlines (WN 2503)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 13:56 TPA
        15:56 ORD
        3Hrs, 00m Direct
      • TPATampa International Airport 13:56 - ORD 15:56 3h Direct
      • TPATampa International Airport 13:56
      • ORDChicago O'Hare International Airport 15:56
      • 3h
      • Direct
      • American Airlines (AA 1446)Boeing 737 800
      • American Airlines (AA 1446)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 15:00 TPA
        16:40 MDW
        2Hrs, 40m Direct
      • TPATampa International Airport 15:00 - MDW 16:40 2h 40m Direct
      • TPATampa International Airport 15:00
      • MDWChicago Midway Airport 16:40
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 1794)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1794)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 15:25 TPA
        17:05 MDW
        2Hrs, 40m Direct
      • TPATampa International Airport 15:25 - MDW 17:05 2h 40m Direct
      • TPATampa International Airport 15:25
      • MDWChicago Midway Airport 17:05
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 3601)Boeing 737 700
      • Southwest Airlines (WN 3601)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 16:18 TPA
        18:18 ORD
        3Hrs, 00m Direct
      • TPATampa International Airport 16:18 - ORD 18:18 3h Direct
      • TPATampa International Airport 16:18
      • ORDChicago O'Hare International Airport 18:18
      • 3h
      • Direct
      • American Airlines (AA 2920)Boeing 737 800
      • American Airlines (AA 2920)
        • M
        • -
        • -
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 16:26 TPA
        18:28 ORD
        3Hrs, 02m Direct
      • TPATampa International Airport 16:26 - ORD 18:28 3h 02m Direct
      • TPATampa International Airport 16:26
      • ORDChicago O'Hare International Airport 18:28
      • 3h 02m
      • Direct
      • United Airlines (UA 2627)Boeing 737 900
      • United Airlines (UA 2627)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Boeing 737 900
      • 16:26 TPA
        18:28 ORD
        3Hrs, 02m Direct
      • TPATampa International Airport 16:26 - ORD 18:28 3h 02m Direct
      • TPATampa International Airport 16:26
      • ORDChicago O'Hare International Airport 18:28
      • 3h 02m
      • Direct
      • United Airlines (UA 2627)Airbus A321 Neo
      • United Airlines (UA 2627)
        • M
        • T
        • W
        • T
        • -
        • S
        • S
      • Airbus A321 Neo
      • 17:44 TPA
        19:44 ORD
        3Hrs, 00m Direct
      • TPATampa International Airport 17:44 - ORD 19:44 3h Direct
      • TPATampa International Airport 17:44
      • ORDChicago O'Hare International Airport 19:44
      • 3h
      • Direct
      • American Airlines (AA 1148)Boeing 737 800
      • American Airlines (AA 1148)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 17:44 TPA
        19:44 ORD
        3Hrs, 00m Direct
      • TPATampa International Airport 17:44 - ORD 19:44 3h Direct
      • TPATampa International Airport 17:44
      • ORDChicago O'Hare International Airport 19:44
      • 3h
      • Direct
      • American Airlines (AA 1811)Boeing 737 800
      • American Airlines (AA 1811)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 17:45 TPA
        21:45 MDW
        5Hrs, 00m Direct
      • TPATampa International Airport 17:45 - MDW 21:45 5h Direct
      • TPATampa International Airport 17:45
      • MDWChicago Midway Airport 21:45
      • 5h
      • Direct
      • Southwest Airlines (WN 1006)Boeing 737 700
      • Southwest Airlines (WN 1006)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 17:55 TPA
        19:35 MDW
        2Hrs, 40m Direct
      • TPATampa International Airport 17:55 - MDW 19:35 2h 40m Direct
      • TPATampa International Airport 17:55
      • MDWChicago Midway Airport 19:35
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 6316)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 6316)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 18:01 TPA
        20:02 ORD
        3Hrs, 01m Direct
      • TPATampa International Airport 18:01 - ORD 20:02 3h 01m Direct
      • TPATampa International Airport 18:01
      • ORDChicago O'Hare International Airport 20:02
      • 3h 01m
      • Direct
      • United Airlines (UA 2335)Boeing 737 Max 8 Passenger
      • United Airlines (UA 2335)
        • M
        • -
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 Max 8 Passenger
      • 18:10 TPA
        22:00 MDW
        4Hrs, 50m Direct
      • TPATampa International Airport 18:10 - MDW 22:00 4h 50m Direct
      • TPATampa International Airport 18:10
      • MDWChicago Midway Airport 22:00
      • 4h 50m
      • Direct
      • Southwest Airlines (WN 3908)Boeing 737 700
      • Southwest Airlines (WN 3908)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 700
      • 18:10 TPA
        19:50 MDW
        2Hrs, 40m Direct
      • TPATampa International Airport 18:10 - MDW 19:50 2h 40m Direct
      • TPATampa International Airport 18:10
      • MDWChicago Midway Airport 19:50
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 1794)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1794)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 18:45 TPA
        20:49 ORD
        3Hrs, 04m Direct
      • TPATampa International Airport 18:45 - ORD 20:49 3h 04m Direct
      • TPATampa International Airport 18:45
      • ORDChicago O'Hare International Airport 20:49
      • 3h 04m
      • Direct
      • Spirit Airlines (NK 139)Airbus Industrie A321 Sharklets
      • Spirit Airlines (NK 139)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Airbus Industrie A321 Sharklets
      • 19:08 TPA
        23:25 ORD
        5Hrs, 17m 1 Stop (IAD)
      • TPATampa International Airport 19:08 - ORD 23:25 5h 17m 1 Stop (IAD) Washington
      • TPATampa International Airport 19:08
        IADWashington Dulles International Airport 22:20
      • IADWashington Dulles International Airport 21:25
        ORDChicago O'Hare International Airport 23:25
      • 5h 17m (55m)
      • 1 Stop IAD · Washington 55m
      • United Airlines (UA 1370)Boeing 737 800
        United Airlines (UA 1738)Boeing 757 200 Series
      • United Airlines (UA 1370)
        • M
        • T
        • -
        • T
        • F
        • -
        • -
      • 19:28 TPA
        00:26 ORD
        5Hrs, 58m 1 Stop (MIA)
      • TPATampa International Airport 19:28 - ORD 00:26 5h 58m 1 Stop (MIA) Miami
      • TPATampa International Airport 19:28
        MIAMiami International Airport 21:45
      • MIAMiami International Airport 20:41
        ORDChicago O'Hare International Airport 00:26
      • 5h 58m (1h 04m)
      • 1 Stop MIA · Miami 1h 04m
      • American Airlines (AA 3139)Airbus
        American Airlines (AA 376)Boeing 737 800
      • American Airlines (AA 3139)
        • M
        • -
        • -
        • T
        • F
        • S
        • S
      • 19:42 TPA
        23:37 ORD
        4Hrs, 55m 1 Stop (CLT)
      • TPATampa International Airport 19:42 - ORD 23:37 4h 55m 1 Stop (CLT) Charlotte
      • TPATampa International Airport 19:42
        CLTCharlotte Airport 22:25
      • CLTCharlotte Airport 21:29
        ORDChicago O'Hare International Airport 23:37
      • 4h 55m (56m)
      • 1 Stop CLT · Charlotte 56m
      • American Airlines (AA 2692)Airbus
        American Airlines (AA 1180)Boeing 737 800
      • American Airlines (AA 2692)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 19:43 TPA
        23:37 ORD
        4Hrs, 54m 1 Stop (CLT)
      • TPATampa International Airport 19:43 - ORD 23:37 4h 54m 1 Stop (CLT) Charlotte
      • TPATampa International Airport 19:43
        CLTCharlotte Airport 22:25
      • CLTCharlotte Airport 21:30
        ORDChicago O'Hare International Airport 23:37
      • 4h 54m (55m)
      • 1 Stop CLT · Charlotte 55m
      • American Airlines (AA 2692)Airbus
        American Airlines (AA 1180)Boeing 737 800
      • American Airlines (AA 2692)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 20:00 TPA
        01:00 MDW
        6Hrs, 00m 1 Stop (HOU)
      • TPATampa International Airport 20:00 - MDW 01:00 6h 1 Stop (HOU) Houston
      • TPATampa International Airport 20:00
        HOUHouston Hobby Airport 22:40
      • HOUHouston Hobby Airport 21:30
        MDWChicago Midway Airport 01:00
      • 6h (1h 10m)
      • 1 Stop HOU · Houston 1h 10m
      • Southwest Airlines (WN 698)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 1732)Boeing 737 700
      • Southwest Airlines (WN 698)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 20:05 TPA
        23:10 MDW
        4Hrs, 05m 1 Stop (ATL)
      • TPATampa International Airport 20:05 - MDW 23:10 4h 05m 1 Stop (ATL) Atlanta
      • TPATampa International Airport 20:05
        ATLAtlanta Hartsfield-Jackson Intl Airport 22:15
      • ATLAtlanta Hartsfield-Jackson Intl Airport 21:35
        MDWChicago Midway Airport 23:10
      • 4h 05m (40m)
      • 1 Stop ATL · Atlanta 40m
      • Southwest Airlines (WN 1232)Boeing 737 700
        Southwest Airlines (WN 4703)Boeing 737 800
      • Southwest Airlines (WN 1232)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 20:15 TPA
        01:00 MDW
        5Hrs, 45m 1 Stop (HOU)
      • TPATampa International Airport 20:15 - MDW 01:00 5h 45m 1 Stop (HOU) Houston
      • TPATampa International Airport 20:15
        HOUHouston Hobby Airport 22:40
      • HOUHouston Hobby Airport 21:45
        MDWChicago Midway Airport 01:00
      • 5h 45m (55m)
      • 1 Stop HOU · Houston 55m
      • Southwest Airlines (WN 1792)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 1732)Boeing 737 700
      • Southwest Airlines (WN 1792)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 20:35 TPA
        23:55 MDW
        4Hrs, 20m 1 Stop (STL)
      • TPATampa International Airport 20:35 - MDW 23:55 4h 20m 1 Stop (STL) Saint Louis
      • TPATampa International Airport 20:35
        STLSt Louis Lambert Intl Airport 22:45
      • STLSt Louis Lambert Intl Airport 22:00
        MDWChicago Midway Airport 23:55
      • 4h 20m (45m)
      • 1 Stop STL · Saint Louis 45m
      • Southwest Airlines (WN 4405)Boeing 737 700
        Southwest Airlines (WN 652)Boeing 737 700
      • Southwest Airlines (WN 4405)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 20:35 TPA
        23:40 MDW
        4Hrs, 05m 1 Stop (ATL)
      • TPATampa International Airport 20:35 - MDW 23:40 4h 05m 1 Stop (ATL) Atlanta
      • TPATampa International Airport 20:35
        ATLAtlanta Hartsfield-Jackson Intl Airport 22:45
      • ATLAtlanta Hartsfield-Jackson Intl Airport 22:05
        MDWChicago Midway Airport 23:40
      • 4h 05m (40m)
      • 1 Stop ATL · Atlanta 40m
      • Southwest Airlines (WN 2070)Boeing 737 700
        Southwest Airlines (WN 598)Boeing 737 700
      • Southwest Airlines (WN 2070)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 21:10 TPA
        00:25 MDW
        4Hrs, 15m 1 Stop (BNA)
      • TPATampa International Airport 21:10 - MDW 00:25 4h 15m 1 Stop (BNA) Nashville
      • TPATampa International Airport 21:10
        BNANashville Airport 22:50
      • BNANashville Airport 22:00
        MDWChicago Midway Airport 00:25
      • 4h 15m (50m)
      • 1 Stop BNA · Nashville 50m
      • Southwest Airlines (WN 1771)Boeing 737 800
        Southwest Airlines (WN 1647)Boeing 737 800
      • Southwest Airlines (WN 1771)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:05 TPA
        10:42 ORD
        6Hrs, 37m 1 Stop (DFW)
      • TPATampa International Airport 05:05 - ORD 10:42 6h 37m 1 Stop (DFW) Dallas
      • TPATampa International Airport 05:05
        DFWDallas/Fort Worth Intl Airport 08:14
      • DFWDallas/Fort Worth Intl Airport 07:08
        ORDChicago O'Hare International Airport 10:42
      • 6h 37m (1h 06m)
      • 1 Stop DFW · Dallas 1h 06m
      • American Airlines (AA 1694)Boeing 737 800
        American Airlines (AA 328)Boeing 737 800
      • American Airlines (AA 1694)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • 05:05 TPA
        10:35 ORD
        6Hrs, 30m 1 Stop (DFW)
      • TPATampa International Airport 05:05 - ORD 10:35 6h 30m 1 Stop (DFW) Dallas
      • TPATampa International Airport 05:05
        DFWDallas/Fort Worth Intl Airport 08:14
      • DFWDallas/Fort Worth Intl Airport 07:08
        ORDChicago O'Hare International Airport 10:35
      • 6h 30m (1h 06m)
      • 1 Stop DFW · Dallas 1h 06m
      • American Airlines (AA 1694)Boeing 737 800
        American Airlines (AA 328)Airbus
      • American Airlines (AA 1694)
        • M
        • T
        • -
        • T
        • F
        • S
        • S
      • 05:20 TPA
        10:00 MDW
        5Hrs, 40m 1 Stop (ATL)
      • TPATampa International Airport 05:20 - MDW 10:00 5h 40m 1 Stop (ATL) Atlanta
      • TPATampa International Airport 05:20
        ATLAtlanta Hartsfield-Jackson Intl Airport 09:05
      • ATLAtlanta Hartsfield-Jackson Intl Airport 06:50
        MDWChicago Midway Airport 10:00
      • 5h 40m (2h 15m)
      • 1 Stop ATL · Atlanta 2h 15m
      • Southwest Airlines (WN 183)Boeing 737 800
        Southwest Airlines (WN 1432)Boeing 737 700
      • Southwest Airlines (WN 183)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:25 TPA
        10:20 MDW
        5Hrs, 55m 1 Stop (BWI)
      • TPATampa International Airport 05:25 - MDW 10:20 5h 55m 1 Stop (BWI) Baltimore
      • TPATampa International Airport 05:25
        BWIBaltimore Washington International Airport 09:10
      • BWIBaltimore Washington International Airport 07:35
        MDWChicago Midway Airport 10:20
      • 5h 55m (1h 35m)
      • 1 Stop BWI · Baltimore 1h 35m
      • Southwest Airlines (WN 2988)Boeing 737 800
        Southwest Airlines (WN 6315)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2988)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 05:30 TPA
        11:15 MDW
        6Hrs, 45m 1 Stop (HOU)
      • TPATampa International Airport 05:30 - MDW 11:15 6h 45m 1 Stop (HOU) Houston
      • TPATampa International Airport 05:30
        HOUHouston Hobby Airport 08:50
      • HOUHouston Hobby Airport 07:00
        MDWChicago Midway Airport 11:15
      • 6h 45m (1h 50m)
      • 1 Stop HOU · Houston 1h 50m
      • Southwest Airlines (WN 1792)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 4191)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1792)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 05:45 TPA
        09:00 MDW
        4Hrs, 15m 1 Stop (ATL)
      • TPATampa International Airport 05:45 - MDW 09:00 4h 15m 1 Stop (ATL) Atlanta
      • TPATampa International Airport 05:45
        ATLAtlanta Hartsfield-Jackson Intl Airport 08:05
      • ATLAtlanta Hartsfield-Jackson Intl Airport 07:15
        MDWChicago Midway Airport 09:00
      • 4h 15m (50m)
      • 1 Stop ATL · Atlanta 50m
      • Southwest Airlines (WN 1232)Boeing 737 800
        Southwest Airlines (WN 1336)Boeing 737 800
      • Southwest Airlines (WN 1232)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 05:45 TPA
        09:05 MDW
        4Hrs, 20m 1 Stop (ATL)
      • TPATampa International Airport 05:45 - MDW 09:05 4h 20m 1 Stop (ATL) Atlanta
      • TPATampa International Airport 05:45
        ATLAtlanta Hartsfield-Jackson Intl Airport 08:10
      • ATLAtlanta Hartsfield-Jackson Intl Airport 07:15
        MDWChicago Midway Airport 09:05
      • 4h 20m (55m)
      • 1 Stop ATL · Atlanta 55m
      • Southwest Airlines (WN 1232)Boeing 737 800
        Southwest Airlines (WN 1336)Boeing 737 800
      • Southwest Airlines (WN 1232)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • 05:50 TPA
        11:30 ORD
        6Hrs, 40m 1 Stop (DAL)
      • TPATampa International Airport 05:50 - ORD 11:30 6h 40m 1 Stop (DAL) Dallas
      • TPATampa International Airport 05:50
        DALDallas/Fort Worth Love Field Airport 09:05
      • DALDallas/Fort Worth Love Field Airport 07:35
        ORDChicago O'Hare International Airport 11:30
      • 6h 40m (1h 30m)
      • 1 Stop DAL · Dallas 1h 30m
      • Southwest Airlines (WN 3017)Boeing 737 800
        Southwest Airlines (WN 309)Boeing 737 800
      • Southwest Airlines (WN 3017)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:50 TPA
        10:45 MDW
        5Hrs, 55m 1 Stop (DAL)
      • TPATampa International Airport 05:50 - MDW 10:45 5h 55m 1 Stop (DAL) Dallas
      • TPATampa International Airport 05:50
        DALDallas/Fort Worth Love Field Airport 08:35
      • DALDallas/Fort Worth Love Field Airport 07:35
        MDWChicago Midway Airport 10:45
      • 5h 55m (1h)
      • 1 Stop DAL · Dallas 1h
      • Southwest Airlines (WN 3017)Boeing 737 800
        Southwest Airlines (WN 2330)Boeing 737 700
      • Southwest Airlines (WN 3017)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:00 TPA
        11:38 ORD
        6Hrs, 38m 1 Stop (EWR)
      • TPATampa International Airport 06:00 - ORD 11:38 6h 38m 1 Stop (EWR) New York City
      • TPATampa International Airport 06:00
        EWRNewark Liberty International Airport 10:00
      • EWRNewark Liberty International Airport 08:47
        ORDChicago O'Hare International Airport 11:38
      • 6h 38m (1h 13m)
      • 1 Stop EWR · New York City 1h 13m
      • United Airlines (UA 1430)Boeing 737 900
        United Airlines (UA 1525)Boeing 737 Max 8 Passenger
      • United Airlines (UA 1430)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • 06:00 TPA
        11:38 ORD
        6Hrs, 38m 1 Stop (EWR)
      • TPATampa International Airport 06:00 - ORD 11:38 6h 38m 1 Stop (EWR) New York City
      • TPATampa International Airport 06:00
        EWRNewark Liberty International Airport 10:00
      • EWRNewark Liberty International Airport 08:47
        ORDChicago O'Hare International Airport 11:38
      • 6h 38m (1h 13m)
      • 1 Stop EWR · New York City 1h 13m
      • United Airlines (UA 1430)Boeing 737 900
        United Airlines (UA 1525)Boeing 737 900
      • United Airlines (UA 1430)
        • M
        • T
        • -
        • T
        • F
        • S
        • S
      • 06:04 TPA
        11:44 ORD
        6Hrs, 40m 1 Stop (MIA)
      • TPATampa International Airport 06:04 - ORD 11:44 6h 40m 1 Stop (MIA) Miami
      • TPATampa International Airport 06:04
        MIAMiami International Airport 09:12
      • MIAMiami International Airport 07:18
        ORDChicago O'Hare International Airport 11:44
      • 6h 40m (1h 54m)
      • 1 Stop MIA · Miami 1h 54m
      • American Airlines (AA 3035)Airbus
        American Airlines (AA 2174)Boeing 737 800
      • American Airlines (AA 3035)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 06:04 TPA
        10:46 ORD
        5Hrs, 42m 1 Stop (MIA)
      • TPATampa International Airport 06:04 - ORD 10:46 5h 42m 1 Stop (MIA) Miami
      • TPATampa International Airport 06:04
        MIAMiami International Airport 08:20
      • MIAMiami International Airport 07:18
        ORDChicago O'Hare International Airport 10:46
      • 5h 42m (1h 02m)
      • 1 Stop MIA · Miami 1h 02m
      • American Airlines (AA 3035)Airbus
        American Airlines (AA 1431)Boeing 737 800
      • American Airlines (AA 3035)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 06:07 TPA
        11:01 ORD
        5Hrs, 54m 1 Stop (CLT)
      • TPATampa International Airport 06:07 - ORD 11:01 5h 54m 1 Stop (CLT) Charlotte
      • TPATampa International Airport 06:07
        CLTCharlotte Airport 09:40
      • CLTCharlotte Airport 07:55
        ORDChicago O'Hare International Airport 11:01
      • 5h 54m (1h 45m)
      • 1 Stop CLT · Charlotte 1h 45m
      • American Airlines (AA 2374)Airbus
        American Airlines (AA 1668)Boeing 737 Max 8 Passenger
      • American Airlines (AA 2374)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 06:15 TPA
        10:55 MDW
        5Hrs, 40m 1 Stop (DAL)
      • TPATampa International Airport 06:15 - MDW 10:55 5h 40m 1 Stop (DAL) Dallas
      • TPATampa International Airport 06:15
        DALDallas/Fort Worth Love Field Airport 08:45
      • DALDallas/Fort Worth Love Field Airport 08:00
        MDWChicago Midway Airport 10:55
      • 5h 40m (45m)
      • 1 Stop DAL · Dallas 45m
      • Southwest Airlines (WN 2210)Boeing 737 700
        Southwest Airlines (WN 938)Boeing 737 800
      • Southwest Airlines (WN 2210)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 06:15 TPA
        11:25 MDW
        6Hrs, 10m 1 Stop (MCI)
      • TPATampa International Airport 06:15 - MDW 11:25 6h 10m 1 Stop (MCI) Kansas City
      • TPATampa International Airport 06:15
        MCIKansas City International Airport 10:00
      • MCIKansas City International Airport 08:10
        MDWChicago Midway Airport 11:25
      • 6h 10m (1h 50m)
      • 1 Stop MCI · Kansas City 1h 50m
      • Southwest Airlines (WN 2907)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 382)Boeing 737 700
      • Southwest Airlines (WN 2907)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • 06:25 TPA
        11:25 MDW
        6Hrs, 00m 1 Stop (MCI)
      • TPATampa International Airport 06:25 - MDW 11:25 6h 1 Stop (MCI) Kansas City
      • TPATampa International Airport 06:25
        MCIKansas City International Airport 10:00
      • MCIKansas City International Airport 08:20
        MDWChicago Midway Airport 11:25
      • 6h (1h 40m)
      • 1 Stop MCI · Kansas City 1h 40m
      • Southwest Airlines (WN 2907)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 382)Boeing 737 700
      • Southwest Airlines (WN 2907)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 06:40 TPA
        12:16 ORD
        6Hrs, 36m 1 Stop (IAH)
      • TPATampa International Airport 06:40 - ORD 12:16 6h 36m 1 Stop (IAH) Houston
      • TPATampa International Airport 06:40
        IAHHouston George Bush Intercontinental Airport 09:30
      • IAHHouston George Bush Intercontinental Airport 08:18
        ORDChicago O'Hare International Airport 12:16
      • 6h 36m (1h 12m)
      • 1 Stop IAH · Houston 1h 12m
      • United Airlines (UA 2393)Boeing 737 Max 8 Passenger
        United Airlines (UA 2124)Boeing 737 900
      • United Airlines (UA 2393)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • 06:45 TPA
        12:16 ORD
        6Hrs, 31m 1 Stop (IAH)
      • TPATampa International Airport 06:45 - ORD 12:16 6h 31m 1 Stop (IAH) Houston
      • TPATampa International Airport 06:45
        IAHHouston George Bush Intercontinental Airport 09:30
      • IAHHouston George Bush Intercontinental Airport 08:23
        ORDChicago O'Hare International Airport 12:16
      • 6h 31m (1h 07m)
      • 1 Stop IAH · Houston 1h 07m
      • United Airlines (UA 2393)Boeing 737 Max 8 Passenger
        United Airlines (UA 2124)Boeing 737 900
      • United Airlines (UA 2393)
        • M
        • -
        • -
        • T
        • F
        • S
        • S
      • 06:45 TPA
        12:16 ORD
        6Hrs, 31m 1 Stop (IAH)
      • TPATampa International Airport 06:45 - ORD 12:16 6h 31m 1 Stop (IAH) Houston
      • TPATampa International Airport 06:45
        IAHHouston George Bush Intercontinental Airport 09:30
      • IAHHouston George Bush Intercontinental Airport 08:23
        ORDChicago O'Hare International Airport 12:16
      • 6h 31m (1h 07m)
      • 1 Stop IAH · Houston 1h 07m
      • United Airlines (UA 2393)Boeing 737 Max 8 Passenger
        United Airlines (UA 2124)Boeing 737 800
      • United Airlines (UA 2393)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • 06:50 TPA
        10:10 MDW
        4Hrs, 20m 1 Stop (ATL)
      • TPATampa International Airport 06:50 - MDW 10:10 4h 20m 1 Stop (ATL) Atlanta
      • TPATampa International Airport 06:50
        ATLAtlanta Hartsfield-Jackson Intl Airport 09:15
      • ATLAtlanta Hartsfield-Jackson Intl Airport 08:25
        MDWChicago Midway Airport 10:10
      • 4h 20m (50m)
      • 1 Stop ATL · Atlanta 50m
      • Southwest Airlines (WN 183)Boeing 737 800
        Southwest Airlines (WN 1925)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 183)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:50 TPA
        11:04 ORD
        5Hrs, 14m 1 Stop (FLL)
      • TPATampa International Airport 06:50 - ORD 11:04 5h 14m 1 Stop (FLL) Broward County
      • TPATampa International Airport 06:50
        FLLFort Lauderdale/Hollywood Intl Airport 08:42
      • FLLFort Lauderdale/Hollywood Intl Airport 08:00
        ORDChicago O'Hare International Airport 11:04
      • 5h 14m (42m)
      • 1 Stop FLL · Broward County 42m
      • Spirit Airlines (NK 323)Airbus A320 Neo
        Spirit Airlines (NK 2)Airbus Industrie A321 Sharklets
      • Spirit Airlines (NK 323)
        • M
        • T
        • -
        • T
        • F
        • S
        • S
      • 06:55 TPA
        11:44 ORD
        5Hrs, 49m 1 Stop (MIA)
      • TPATampa International Airport 06:55 - ORD 11:44 5h 49m 1 Stop (MIA) Miami
      • TPATampa International Airport 06:55
        MIAMiami International Airport 09:12
      • MIAMiami International Airport 08:10
        ORDChicago O'Hare International Airport 11:44
      • 5h 49m (1h 02m)
      • 1 Stop MIA · Miami 1h 02m
      • American Airlines (AA 2083)Boeing 737 800
        American Airlines (AA 2174)Boeing 737 800
      • American Airlines (AA 2083)
        • M
        • -
        • -
        • T
        • F
        • S
        • S
      • 07:00 TPA
        12:45 ORD
        6Hrs, 45m 1 Stop (FLL)
      • TPATampa International Airport 07:00 - ORD 12:45 6h 45m 1 Stop (FLL) Broward County
      • TPATampa International Airport 07:00
        FLLFort Lauderdale/Hollywood Intl Airport 10:18
      • FLLFort Lauderdale/Hollywood Intl Airport 08:15
        ORDChicago O'Hare International Airport 12:45
      • 6h 45m (2h 03m)
      • 1 Stop FLL · Broward County 2h 03m
      • Silver Airways (3M 54)Aerospatiale Alenia Atr 42
        United Airlines (UA 2418)Boeing 737 800
      • Silver Airways (3M 54)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 07:00 TPA
        12:42 ORD
        6Hrs, 42m 1 Stop (FLL)
      • TPATampa International Airport 07:00 - ORD 12:42 6h 42m 1 Stop (FLL) Broward County
      • TPATampa International Airport 07:00
        FLLFort Lauderdale/Hollywood Intl Airport 10:15
      • FLLFort Lauderdale/Hollywood Intl Airport 08:15
        ORDChicago O'Hare International Airport 12:42
      • 6h 42m (2h)
      • 1 Stop FLL · Broward County 2h
      • Silver Airways (3M 54)Aerospatiale Alenia Atr 42
        United Airlines (UA 2418)Airbus
      • Silver Airways (3M 54)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 07:00 TPA
        12:15 ORD
        6Hrs, 15m 1 Stop (PHL)
      • TPATampa International Airport 07:00 - ORD 12:15 6h 15m 1 Stop (PHL) Philadelphia
      • TPATampa International Airport 07:00
        PHLPhiladelphia International Airport 10:41
      • PHLPhiladelphia International Airport 09:33
        ORDChicago O'Hare International Airport 12:15
      • 6h 15m (1h 08m)
      • 1 Stop PHL · Philadelphia 1h 08m
      • American Airlines (AA 835)Airbus
        American Airlines (AA 1920)Boeing 737 800
      • American Airlines (AA 835)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 07:00 TPA
        12:42 ORD
        6Hrs, 42m 1 Stop (FLL)
      • TPATampa International Airport 07:00 - ORD 12:42 6h 42m 1 Stop (FLL) Broward County
      • TPATampa International Airport 07:00
        FLLFort Lauderdale/Hollywood Intl Airport 10:15
      • FLLFort Lauderdale/Hollywood Intl Airport 08:15
        ORDChicago O'Hare International Airport 12:42
      • 6h 42m (2h)
      • 1 Stop FLL · Broward County 2h
      • Silver Airways (3M 54)Aerospatiale Alenia Atr 42
        United Airlines (UA 2418)Airbus
      • Silver Airways (3M 54)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 07:00 TPA
        12:00 MDW
        6Hrs, 00m 1 Stop (DAL)
      • TPATampa International Airport 07:00 - MDW 12:00 6h 1 Stop (DAL) Dallas
      • TPATampa International Airport 07:00
        DALDallas/Fort Worth Love Field Airport 09:50
      • DALDallas/Fort Worth Love Field Airport 08:50
        MDWChicago Midway Airport 12:00
      • 6h (1h)
      • 1 Stop DAL · Dallas 1h
      • Southwest Airlines (WN 3017)Boeing 737 800
        Southwest Airlines (WN 1548)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3017)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 07:05 TPA
        10:50 MDW
        4Hrs, 45m 1 Stop (MSY)
      • TPATampa International Airport 07:05 - MDW 10:50 4h 45m 1 Stop (MSY)
      • TPATampa International Airport 07:05
        MSYNew Orleans Louis Armstrong Intl Airport 08:35
      • MSYNew Orleans Louis Armstrong Intl Airport 07:55
        MDWChicago Midway Airport 10:50
      • 4h 45m (40m)
      • 1 Stop MSY · 40m
      • Southwest Airlines (WN 5297)Boeing 737 700
        Southwest Airlines (WN 736)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 5297)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • 07:10 TPA
        13:00 ORD
        6Hrs, 50m 1 Stop (BNA)
      • TPATampa International Airport 07:10 - ORD 13:00 6h 50m 1 Stop (BNA) Nashville
      • TPATampa International Airport 07:10
        BNANashville Airport 11:10
      • BNANashville Airport 08:10
        ORDChicago O'Hare International Airport 13:00
      • 6h 50m (3h)
      • 1 Stop BNA · Nashville 3h
      • Southwest Airlines (WN 908)Boeing 737 800
        Southwest Airlines (WN 2660)Boeing 737 800
      • Southwest Airlines (WN 908)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 07:19 TPA
        12:12 ORD
        5Hrs, 53m 1 Stop (CLT)
      • TPATampa International Airport 07:19 - ORD 12:12 5h 53m 1 Stop (CLT) Charlotte
      • TPATampa International Airport 07:19
        CLTCharlotte Airport 11:01
      • CLTCharlotte Airport 09:10
        ORDChicago O'Hare International Airport 12:12
      • 5h 53m (1h 51m)
      • 1 Stop CLT · Charlotte 1h 51m
      • American Airlines (AA 3196)Airbus
        American Airlines (AA 2279)Airbus A321 Neo
      • American Airlines (AA 3196)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • 07:19 TPA
        12:07 ORD
        5Hrs, 48m 1 Stop (CLT)
      • TPATampa International Airport 07:19 - ORD 12:07 5h 48m 1 Stop (CLT) Charlotte
      • TPATampa International Airport 07:19
        CLTCharlotte Airport 10:59
      • CLTCharlotte Airport 09:10
        ORDChicago O'Hare International Airport 12:07
      • 5h 48m (1h 49m)
      • 1 Stop CLT · Charlotte 1h 49m
      • American Airlines (AA 3196)Airbus
        American Airlines (AA 2279)Boeing 737 800
      • American Airlines (AA 3196)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 07:19 TPA
        12:12 ORD
        5Hrs, 53m 1 Stop (CLT)
      • TPATampa International Airport 07:19 - ORD 12:12 5h 53m 1 Stop (CLT) Charlotte
      • TPATampa International Airport 07:19
        CLTCharlotte Airport 11:01
      • CLTCharlotte Airport 09:10
        ORDChicago O'Hare International Airport 12:12
      • 5h 53m (1h 51m)
      • 1 Stop CLT · Charlotte 1h 51m
      • American Airlines (AA 3196)Airbus
        American Airlines (AA 2279)Boeing 737 800
      • American Airlines (AA 3196)
        • M
        • T
        • -
        • T
        • F
        • -
        • S
      • 07:19 TPA
        11:01 ORD
        4Hrs, 42m 1 Stop (CLT)
      • TPATampa International Airport 07:19 - ORD 11:01 4h 42m 1 Stop (CLT) Charlotte
      • TPATampa International Airport 07:19
        CLTCharlotte Airport 09:40
      • CLTCharlotte Airport 09:10
        ORDChicago O'Hare International Airport 11:01
      • 4h 42m (30m)
      • 1 Stop CLT · Charlotte 30m
      • American Airlines (AA 3196)Airbus
        American Airlines (AA 1668)Boeing 737 Max 8 Passenger
      • American Airlines (AA 3196)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 07:29 TPA
        12:54 ORD
        6Hrs, 25m 1 Stop (LGA)
      • TPATampa International Airport 07:29 - ORD 12:54 6h 25m 1 Stop (LGA) New York City
      • TPATampa International Airport 07:29
        LGANew York La Guardia Airport 11:00
      • LGANew York La Guardia Airport 10:01
        ORDChicago O'Hare International Airport 12:54
      • 6h 25m (59m)
      • 1 Stop LGA · New York City 59m
      • American Airlines (AA 1932)Boeing 737 800
        American Airlines (AA 4343)Embraer Emb 175
      • American Airlines (AA 1932)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • 07:29 TPA
        12:45 ORD
        6Hrs, 16m 1 Stop (LGA)
      • TPATampa International Airport 07:29 - ORD 12:45 6h 16m 1 Stop (LGA) New York City
      • TPATampa International Airport 07:29
        LGANew York La Guardia Airport 11:00
      • LGANew York La Guardia Airport 10:01
        ORDChicago O'Hare International Airport 12:45
      • 6h 16m (59m)
      • 1 Stop LGA · New York City 59m
      • American Airlines (AA 1932)Boeing 737 800
        American Airlines (AA 3205)Airbus
      • American Airlines (AA 1932)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 07:29 TPA
        13:14 ORD
        6Hrs, 45m 1 Stop (LGA)
      • TPATampa International Airport 07:29 - ORD 13:14 6h 45m 1 Stop (LGA) New York City
      • TPATampa International Airport 07:29
        LGANew York La Guardia Airport 11:19
      • LGANew York La Guardia Airport 10:01
        ORDChicago O'Hare International Airport 13:14
      • 6h 45m (1h 18m)
      • 1 Stop LGA · New York City 1h 18m
      • American Airlines (AA 1932)Boeing 737 800
        American Airlines (AA 4669)Embraer Emb 175
      • American Airlines (AA 1932)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • 07:30 TPA
        13:15 ORD
        6Hrs, 45m 1 Stop (EWR)
      • TPATampa International Airport 07:30 - ORD 13:15 6h 45m 1 Stop (EWR) New York City
      • TPATampa International Airport 07:30
        EWRNewark Liberty International Airport 11:37
      • EWRNewark Liberty International Airport 10:15
        ORDChicago O'Hare International Airport 13:15
      • 6h 45m (1h 22m)
      • 1 Stop EWR · New York City 1h 22m
      • United Airlines (UA 2628)Boeing 737 900
        United Airlines (UA 1875)Boeing 757 200 Series
      • United Airlines (UA 2628)
        • M
        • T
        • W
        • T
        • F
        • S
        • -
      • 07:42 TPA
        13:15 ORD
        6Hrs, 33m 1 Stop (EWR)
      • TPATampa International Airport 07:42 - ORD 13:15 6h 33m 1 Stop (EWR) New York City
      • TPATampa International Airport 07:42
        EWRNewark Liberty International Airport 11:37
      • EWRNewark Liberty International Airport 10:27
        ORDChicago O'Hare International Airport 13:15
      • 6h 33m (1h 10m)
      • 1 Stop EWR · New York City 1h 10m
      • United Airlines (UA 2628)Boeing 737 900
        United Airlines (UA 1875)Boeing 757 200 Series
      • United Airlines (UA 2628)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 08:10 TPA
        12:15 MDW
        5Hrs, 05m 1 Stop (BNA)
      • TPATampa International Airport 08:10 - MDW 12:15 5h 05m 1 Stop (BNA) Nashville
      • TPATampa International Airport 08:10
        BNANashville Airport 10:35
      • BNANashville Airport 09:05
        MDWChicago Midway Airport 12:15
      • 5h 05m (1h 30m)
      • 1 Stop BNA · Nashville 1h 30m
      • Southwest Airlines (WN 4820)Boeing 737 800
        Southwest Airlines (WN 4877)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 4820)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
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      What’s the fastest flight time from Tampa to Chicago?

      The fastest flight time for direct flights from Tampa to Chicago is 2 hours 40 minutes. Check latest flight schedules & prices on Wego.

      What’s the most popular airline flying from Tampa to Chicago?

      The most popular airline flying from Tampa to Chicago is Spirit Airlines. Find the latest flight deals on Wego.

      How far is Chicago from Tampa?

      The flight distance between Tampa and Chicago is 1618km. Check all available flights on Wego.

      When is the earliest and latest flight of the day?

      The earliest flight of the day departs at 05:05. The last flight of the day departs at 19:08. See the full list of flight times on Wego.

      How many airlines offer direct flights from Tampa to Chicago?

      There are 6 airlines that offer direct flights from Tampa to Chicago. Find out the list of airlines on Wego.

      Popular Airlines Flying From Tampa to Chicago

      Spirit Airlines ‏()

      Popular Destinations From Chicago

      Popular Destinations From Tampa

      Popular Hotels in Chicago

      Hotels In Popular Destinations