Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Frontier Airlines

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

  • Frontier Airlines Frontier Airlines
  • United Airlines United Airlines
  • American Airlines American Airlines
  • Southwest Airlines Southwest Airlines
  • Spirit Airlines Spirit Airlines
  • Alaska Airlines Alaska Airlines
  • Qatar Airways Qatar Airways
  • Japan Airlines Japan Airlines
  • JetBlue Airways JetBlue Airways
  • Sun Country Airlines Sun Country Airlines
Cheapest Month December

Travel Period: December 2024 - November 2025

The cheapest month(s) to fly from Philadelphia to Chicago is December.

  • Dec 2024
  • Jan 2025
  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
  • Jun 2025
  • Jul 2025
  • Aug 2025
  • Sep 2025
  • Oct 2025
  • Nov 2025
Cheapest Day of the Week Friday

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

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

Flight Schedules

Last Updated: Sat, 2 Nov, 2024

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    • Airline Filter by Airline
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      • Availability
        • M
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        • S
      • 19:25 PHL
        20:46 MDW
        2Hrs, 21m Direct
      • PHLPhiladelphia International Airport 19:25 - MDW 20:46 2h 21m Direct
      • PHLPhiladelphia International Airport 19:25
      • MDWChicago Midway Airport 20:46
      • 2h 21m
      • Direct
      • Frontier Airlines (F9 4367)Airbus A320 Neo
      • Frontier Airlines (F9 4367)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Airbus A320 Neo
      • 20:30 PHL
        21:40 MDW
        2Hrs, 10m Direct
      • PHLPhiladelphia International Airport 20:30 - MDW 21:40 2h 10m Direct
      • PHLPhiladelphia International Airport 20:30
      • MDWChicago Midway Airport 21:40
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 3269)Boeing 737 800
      • Southwest Airlines (WN 3269)
        • M
        • -
        • -
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        • F
        • -
        • S
      • Boeing 737 800
      • 21:20 PHL
        22:53 ORD
        2Hrs, 33m Direct
      • PHLPhiladelphia International Airport 21:20 - ORD 22:53 2h 33m Direct
      • PHLPhiladelphia International Airport 21:20
      • ORDChicago O'Hare International Airport 22:53
      • 2h 33m
      • Direct
      • American Airlines (AA 2554)Boeing 737 800
      • American Airlines (AA 2554)
        • M
        • T
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        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 22:00 PHL
        23:20 MDW
        2Hrs, 20m Direct
      • PHLPhiladelphia International Airport 22:00 - MDW 23:20 2h 20m Direct
      • PHLPhiladelphia International Airport 22:00
      • MDWChicago Midway Airport 23:20
      • 2h 20m
      • Direct
      • Frontier Airlines (F9 4815)Airbus A320 Neo
      • Frontier Airlines (F9 4815)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Airbus A320 Neo
      • 06:20 PHL
        07:44 ORD
        2Hrs, 24m Direct
      • PHLPhiladelphia International Airport 06:20 - ORD 07:44 2h 24m Direct
      • PHLPhiladelphia International Airport 06:20
      • ORDChicago O'Hare International Airport 07:44
      • 2h 24m
      • Direct
      • United Airlines (UA 2467)Airbus
      • United Airlines (UA 2467)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus
      • 06:25 PHL
        07:45 MDW
        2Hrs, 20m Direct
      • PHLPhiladelphia International Airport 06:25 - MDW 07:45 2h 20m Direct
      • PHLPhiladelphia International Airport 06:25
      • MDWChicago Midway Airport 07:45
      • 2h 20m
      • Direct
      • Frontier Airlines (F9 1617)Airbus A320 Neo
      • Frontier Airlines (F9 1617)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 06:25 PHL
        07:56 ORD
        2Hrs, 31m Direct
      • PHLPhiladelphia International Airport 06:25 - ORD 07:56 2h 31m Direct
      • PHLPhiladelphia International Airport 06:25
      • ORDChicago O'Hare International Airport 07:56
      • 2h 31m
      • Direct
      • American Airlines (AA 1652)Boeing 737 800
      • American Airlines (AA 1652)
        • M
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        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 06:30 PHL
        07:54 ORD
        2Hrs, 24m Direct
      • PHLPhiladelphia International Airport 06:30 - ORD 07:54 2h 24m Direct
      • PHLPhiladelphia International Airport 06:30
      • ORDChicago O'Hare International Airport 07:54
      • 2h 24m
      • Direct
      • United Airlines (UA 2467)Boeing 737 800
      • United Airlines (UA 2467)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 06:30 PHL
        07:54 ORD
        2Hrs, 24m Direct
      • PHLPhiladelphia International Airport 06:30 - ORD 07:54 2h 24m Direct
      • PHLPhiladelphia International Airport 06:30
      • ORDChicago O'Hare International Airport 07:54
      • 2h 24m
      • Direct
      • United Airlines (UA 2467)Boeing 737 Max 8 Passenger
      • United Airlines (UA 2467)
        • -
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        • -
      • Boeing 737 Max 8 Passenger
      • 06:40 PHL
        07:55 MDW
        2Hrs, 15m Direct
      • PHLPhiladelphia International Airport 06:40 - MDW 07:55 2h 15m Direct
      • PHLPhiladelphia International Airport 06:40
      • MDWChicago Midway Airport 07:55
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 2944)Boeing 737 700
      • Southwest Airlines (WN 2944)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 07:00 PHL
        08:10 MDW
        2Hrs, 10m Direct
      • PHLPhiladelphia International Airport 07:00 - MDW 08:10 2h 10m Direct
      • PHLPhiladelphia International Airport 07:00
      • MDWChicago Midway Airport 08:10
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 2944)Boeing 737 800
      • Southwest Airlines (WN 2944)
        • M
        • -
        • -
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        • F
        • -
        • S
      • Boeing 737 800
      • 07:15 PHL
        08:34 MDW
        2Hrs, 19m Direct
      • PHLPhiladelphia International Airport 07:15 - MDW 08:34 2h 19m Direct
      • PHLPhiladelphia International Airport 07:15
      • MDWChicago Midway Airport 08:34
      • 2h 19m
      • Direct
      • Frontier Airlines (F9 1617)Airbus A320 Neo
      • Frontier Airlines (F9 1617)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus A320 Neo
      • 07:35 PHL
        08:45 MDW
        2Hrs, 10m Direct
      • PHLPhiladelphia International Airport 07:35 - MDW 08:45 2h 10m Direct
      • PHLPhiladelphia International Airport 07:35
      • MDWChicago Midway Airport 08:45
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 2944)Boeing 737 700
      • Southwest Airlines (WN 2944)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 09:42 PHL
        11:13 ORD
        2Hrs, 31m Direct
      • PHLPhiladelphia International Airport 09:42 - ORD 11:13 2h 31m Direct
      • PHLPhiladelphia International Airport 09:42
      • ORDChicago O'Hare International Airport 11:13
      • 2h 31m
      • Direct
      • American Airlines (AA 2095)Boeing 737 800
      • American Airlines (AA 2095)
        • M
        • T
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        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 10:10 PHL
        11:31 MDW
        2Hrs, 21m Direct
      • PHLPhiladelphia International Airport 10:10 - MDW 11:31 2h 21m Direct
      • PHLPhiladelphia International Airport 10:10
      • MDWChicago Midway Airport 11:31
      • 2h 21m
      • Direct
      • Frontier Airlines (F9 1617)Airbus A320 Neo
      • Frontier Airlines (F9 1617)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Airbus A320 Neo
      • 10:10 PHL
        11:29 ORD
        2Hrs, 19m Direct
      • PHLPhiladelphia International Airport 10:10 - ORD 11:29 2h 19m Direct
      • PHLPhiladelphia International Airport 10:10
      • ORDChicago O'Hare International Airport 11:29
      • 2h 19m
      • Direct
      • United Airlines (UA 408)Boeing 737 800
      • United Airlines (UA 408)
        • M
        • T
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        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 10:26 PHL
        11:52 ORD
        2Hrs, 26m Direct
      • PHLPhiladelphia International Airport 10:26 - ORD 11:52 2h 26m Direct
      • PHLPhiladelphia International Airport 10:26
      • ORDChicago O'Hare International Airport 11:52
      • 2h 26m
      • Direct
      • Frontier Airlines (F9 2111)Airbus A321 Neo
      • Frontier Airlines (F9 2111)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus A321 Neo
      • 10:46 PHL
        12:25 ORD
        2Hrs, 39m Direct
      • PHLPhiladelphia International Airport 10:46 - ORD 12:25 2h 39m Direct
      • PHLPhiladelphia International Airport 10:46
      • ORDChicago O'Hare International Airport 12:25
      • 2h 39m
      • Direct
      • American Airlines (AA 1920)Boeing 737 800
      • American Airlines (AA 1920)
        • M
        • -
        • -
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        • F
        • -
        • S
      • Boeing 737 800
      • 10:46 PHL
        12:12 ORD
        2Hrs, 26m Direct
      • PHLPhiladelphia International Airport 10:46 - ORD 12:12 2h 26m Direct
      • PHLPhiladelphia International Airport 10:46
      • ORDChicago O'Hare International Airport 12:12
      • 2h 26m
      • Direct
      • Frontier Airlines (F9 2111)Airbus A321 Neo
      • Frontier Airlines (F9 2111)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Airbus A321 Neo
      • 10:46 PHL
        12:24 ORD
        2Hrs, 38m Direct
      • PHLPhiladelphia International Airport 10:46 - ORD 12:24 2h 38m Direct
      • PHLPhiladelphia International Airport 10:46
      • ORDChicago O'Hare International Airport 12:24
      • 2h 38m
      • Direct
      • American Airlines (AA 1920)Boeing 737 800
      • American Airlines (AA 1920)
        • -
        • T
        • W
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 11:55 PHL
        13:15 ORD
        2Hrs, 20m Direct
      • PHLPhiladelphia International Airport 11:55 - ORD 13:15 2h 20m Direct
      • PHLPhiladelphia International Airport 11:55
      • ORDChicago O'Hare International Airport 13:15
      • 2h 20m
      • Direct
      • United Airlines (UA 539)Boeing 737 700
      • United Airlines (UA 539)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 12:07 PHL
        13:24 MDW
        2Hrs, 17m Direct
      • PHLPhiladelphia International Airport 12:07 - MDW 13:24 2h 17m Direct
      • PHLPhiladelphia International Airport 12:07
      • MDWChicago Midway Airport 13:24
      • 2h 17m
      • Direct
      • Frontier Airlines (F9 4367)Airbus A320 Neo
      • Frontier Airlines (F9 4367)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 12:09 PHL
        13:29 ORD
        2Hrs, 20m Direct
      • PHLPhiladelphia International Airport 12:09 - ORD 13:29 2h 20m Direct
      • PHLPhiladelphia International Airport 12:09
      • ORDChicago O'Hare International Airport 13:29
      • 2h 20m
      • Direct
      • United Airlines (UA 539)Boeing 737 900
      • United Airlines (UA 539)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 900
      • 12:13 PHL
        13:33 ORD
        2Hrs, 20m Direct
      • PHLPhiladelphia International Airport 12:13 - ORD 13:33 2h 20m Direct
      • PHLPhiladelphia International Airport 12:13
      • ORDChicago O'Hare International Airport 13:33
      • 2h 20m
      • Direct
      • United Airlines (UA 539)Boeing 737 900
      • United Airlines (UA 539)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 900
      • 12:15 PHL
        13:25 MDW
        2Hrs, 10m Direct
      • PHLPhiladelphia International Airport 12:15 - MDW 13:25 2h 10m Direct
      • PHLPhiladelphia International Airport 12:15
      • MDWChicago Midway Airport 13:25
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 3550)Boeing 737 800
      • Southwest Airlines (WN 3550)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 12:15 PHL
        13:35 ORD
        2Hrs, 20m Direct
      • PHLPhiladelphia International Airport 12:15 - ORD 13:35 2h 20m Direct
      • PHLPhiladelphia International Airport 12:15
      • ORDChicago O'Hare International Airport 13:35
      • 2h 20m
      • Direct
      • United Airlines (UA 539)Airbus
      • United Airlines (UA 539)
        • M
        • T
        • -
        • T
        • F
        • -
        • -
      • Airbus
      • 12:40 PHL
        13:57 MDW
        2Hrs, 17m Direct
      • PHLPhiladelphia International Airport 12:40 - MDW 13:57 2h 17m Direct
      • PHLPhiladelphia International Airport 12:40
      • MDWChicago Midway Airport 13:57
      • 2h 17m
      • Direct
      • Frontier Airlines (F9 3179)Airbus A320 Neo
      • Frontier Airlines (F9 3179)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus A320 Neo
      • 12:55 PHL
        14:05 MDW
        2Hrs, 10m Direct
      • PHLPhiladelphia International Airport 12:55 - MDW 14:05 2h 10m Direct
      • PHLPhiladelphia International Airport 12:55
      • MDWChicago Midway Airport 14:05
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 3269)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3269)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 13:15 PHL
        14:25 MDW
        2Hrs, 10m Direct
      • PHLPhiladelphia International Airport 13:15 - MDW 14:25 2h 10m Direct
      • PHLPhiladelphia International Airport 13:15
      • MDWChicago Midway Airport 14:25
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 3890)Boeing 737 800
      • Southwest Airlines (WN 3890)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 13:20 PHL
        14:36 MDW
        2Hrs, 16m Direct
      • PHLPhiladelphia International Airport 13:20 - MDW 14:36 2h 16m Direct
      • PHLPhiladelphia International Airport 13:20
      • MDWChicago Midway Airport 14:36
      • 2h 16m
      • Direct
      • Frontier Airlines (F9 1617)Airbus A320 Neo
      • Frontier Airlines (F9 1617)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Airbus A320 Neo
      • 13:41 PHL
        15:09 ORD
        2Hrs, 28m Direct
      • PHLPhiladelphia International Airport 13:41 - ORD 15:09 2h 28m Direct
      • PHLPhiladelphia International Airport 13:41
      • ORDChicago O'Hare International Airport 15:09
      • 2h 28m
      • Direct
      • American Airlines (AA 470)Airbus
      • American Airlines (AA 470)
        • -
        • T
        • W
        • -
        • -
        • S
        • -
      • Airbus
      • 13:45 PHL
        15:14 ORD
        2Hrs, 29m Direct
      • PHLPhiladelphia International Airport 13:45 - ORD 15:14 2h 29m Direct
      • PHLPhiladelphia International Airport 13:45
      • ORDChicago O'Hare International Airport 15:14
      • 2h 29m
      • Direct
      • American Airlines (AA 470)Airbus
      • American Airlines (AA 470)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Airbus
      • 14:30 PHL
        15:56 ORD
        2Hrs, 26m Direct
      • PHLPhiladelphia International Airport 14:30 - ORD 15:56 2h 26m Direct
      • PHLPhiladelphia International Airport 14:30
      • ORDChicago O'Hare International Airport 15:56
      • 2h 26m
      • Direct
      • Frontier Airlines (F9 2111)Airbus A320 Neo
      • Frontier Airlines (F9 2111)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus A320 Neo
      • 15:55 PHL
        17:05 MDW
        2Hrs, 10m Direct
      • PHLPhiladelphia International Airport 15:55 - MDW 17:05 2h 10m Direct
      • PHLPhiladelphia International Airport 15:55
      • MDWChicago Midway Airport 17:05
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 3481)Boeing 737 800
      • Southwest Airlines (WN 3481)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 16:00 PHL
        17:31 ORD
        2Hrs, 31m Direct
      • PHLPhiladelphia International Airport 16:00 - ORD 17:31 2h 31m Direct
      • PHLPhiladelphia International Airport 16:00
      • ORDChicago O'Hare International Airport 17:31
      • 2h 31m
      • Direct
      • American Airlines (AA 1090)Boeing 737 800
      • American Airlines (AA 1090)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 16:00 PHL
        17:32 ORD
        2Hrs, 32m Direct
      • PHLPhiladelphia International Airport 16:00 - ORD 17:32 2h 32m Direct
      • PHLPhiladelphia International Airport 16:00
      • ORDChicago O'Hare International Airport 17:32
      • 2h 32m
      • Direct
      • American Airlines (AA 1090)Boeing 737 800
      • American Airlines (AA 1090)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 16:06 PHL
        17:36 ORD
        2Hrs, 30m Direct
      • PHLPhiladelphia International Airport 16:06 - ORD 17:36 2h 30m Direct
      • PHLPhiladelphia International Airport 16:06
      • ORDChicago O'Hare International Airport 17:36
      • 2h 30m
      • Direct
      • American Airlines (AA 1090)Airbus
      • American Airlines (AA 1090)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus
      • 16:44 PHL
        18:10 ORD
        2Hrs, 26m Direct
      • PHLPhiladelphia International Airport 16:44 - ORD 18:10 2h 26m Direct
      • PHLPhiladelphia International Airport 16:44
      • ORDChicago O'Hare International Airport 18:10
      • 2h 26m
      • Direct
      • Frontier Airlines (F9 2111)Airbus A320 Neo
      • Frontier Airlines (F9 2111)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Airbus A320 Neo
      • 16:54 PHL
        18:11 MDW
        2Hrs, 17m Direct
      • PHLPhiladelphia International Airport 16:54 - MDW 18:11 2h 17m Direct
      • PHLPhiladelphia International Airport 16:54
      • MDWChicago Midway Airport 18:11
      • 2h 17m
      • Direct
      • Frontier Airlines (F9 4367)Airbus A320 Neo
      • Frontier Airlines (F9 4367)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus A320 Neo
      • 17:06 PHL
        18:30 ORD
        2Hrs, 24m Direct
      • PHLPhiladelphia International Airport 17:06 - ORD 18:30 2h 24m Direct
      • PHLPhiladelphia International Airport 17:06
      • ORDChicago O'Hare International Airport 18:30
      • 2h 24m
      • Direct
      • United Airlines (UA 2386)Boeing 737 900
      • United Airlines (UA 2386)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 900
      • 17:25 PHL
        18:35 MDW
        2Hrs, 10m Direct
      • PHLPhiladelphia International Airport 17:25 - MDW 18:35 2h 10m Direct
      • PHLPhiladelphia International Airport 17:25
      • MDWChicago Midway Airport 18:35
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 1462)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1462)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 17:40 PHL
        18:50 MDW
        2Hrs, 10m Direct
      • PHLPhiladelphia International Airport 17:40 - MDW 18:50 2h 10m Direct
      • PHLPhiladelphia International Airport 17:40
      • MDWChicago Midway Airport 18:50
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 1462)Boeing 737 700
      • Southwest Airlines (WN 1462)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 700
      • 18:13 PHL
        19:45 ORD
        2Hrs, 32m Direct
      • PHLPhiladelphia International Airport 18:13 - ORD 19:45 2h 32m Direct
      • PHLPhiladelphia International Airport 18:13
      • ORDChicago O'Hare International Airport 19:45
      • 2h 32m
      • Direct
      • American Airlines (AA 490)Airbus
      • American Airlines (AA 490)
        • -
        • T
        • W
        • -
        • -
        • S
        • -
      • Airbus
      • 18:35 PHL
        20:04 ORD
        2Hrs, 29m Direct
      • PHLPhiladelphia International Airport 18:35 - ORD 20:04 2h 29m Direct
      • PHLPhiladelphia International Airport 18:35
      • ORDChicago O'Hare International Airport 20:04
      • 2h 29m
      • Direct
      • American Airlines (AA 490)Airbus
      • American Airlines (AA 490)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Airbus
      • 18:40 PHL
        20:04 ORD
        2Hrs, 24m Direct
      • PHLPhiladelphia International Airport 18:40 - ORD 20:04 2h 24m Direct
      • PHLPhiladelphia International Airport 18:40
      • ORDChicago O'Hare International Airport 20:04
      • 2h 24m
      • Direct
      • United Airlines (UA 422)Boeing 737 800
      • United Airlines (UA 422)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 18:40 PHL
        20:04 ORD
        2Hrs, 24m Direct
      • PHLPhiladelphia International Airport 18:40 - ORD 20:04 2h 24m Direct
      • PHLPhiladelphia International Airport 18:40
      • ORDChicago O'Hare International Airport 20:04
      • 2h 24m
      • Direct
      • United Airlines (UA 422)Airbus
      • United Airlines (UA 422)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus
      • 18:40 PHL
        19:50 MDW
        2Hrs, 10m Direct
      • PHLPhiladelphia International Airport 18:40 - MDW 19:50 2h 10m Direct
      • PHLPhiladelphia International Airport 18:40
      • MDWChicago Midway Airport 19:50
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 1462)Boeing 737 800
      • Southwest Airlines (WN 1462)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 19:20 PHL
        23:55 MDW
        5Hrs, 35m 1 Stop (BNA)
      • PHLPhiladelphia International Airport 19:20 - MDW 23:55 5h 35m 1 Stop (BNA) Nashville
      • PHLPhiladelphia International Airport 19:20
        BNANashville Airport 22:25
      • BNANashville Airport 20:35
        MDWChicago Midway Airport 23:55
      • 5h 35m (1h 50m)
      • 1 Stop BNA · Nashville 1h 50m
      • Southwest Airlines (WN 2829)Boeing 737 700
        Southwest Airlines (WN 1647)Boeing 737 700
      • Southwest Airlines (WN 2829)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 19:28 PHL
        23:58 MDW
        5Hrs, 30m 1 Stop (ATL)
      • PHLPhiladelphia International Airport 19:28 - MDW 23:58 5h 30m 1 Stop (ATL) Atlanta
      • PHLPhiladelphia International Airport 19:28
        ATLAtlanta Hartsfield-Jackson Intl Airport 23:00
      • ATLAtlanta Hartsfield-Jackson Intl Airport 22:01
        MDWChicago Midway Airport 23:58
      • 5h 30m (59m)
      • 1 Stop ATL · Atlanta 59m
      • Frontier Airlines (F9 2297)Airbus A320 Neo
        Frontier Airlines (F9 2291)Airbus A320 Neo
      • Frontier Airlines (F9 2297)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 05:15 PHL
        09:05 MDW
        4Hrs, 50m 1 Stop (ATL)
      • PHLPhiladelphia International Airport 05:15 - MDW 09:05 4h 50m 1 Stop (ATL) Atlanta
      • PHLPhiladelphia International Airport 05:15
        ATLAtlanta Hartsfield-Jackson Intl Airport 08:10
      • ATLAtlanta Hartsfield-Jackson Intl Airport 07:30
        MDWChicago Midway Airport 09:05
      • 4h 50m (40m)
      • 1 Stop ATL · Atlanta 40m
      • Southwest Airlines (WN 4769)Boeing 737 700
        Southwest Airlines (WN 1048)Boeing 737 700
      • Southwest Airlines (WN 4769)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 06:10 PHL
        11:01 ORD
        5Hrs, 51m 1 Stop (DCA)
      • PHLPhiladelphia International Airport 06:10 - ORD 11:01 5h 51m 1 Stop (DCA) Washington
      • PHLPhiladelphia International Airport 06:10
        DCAWashington Ronald Reagan National Airport 09:45
      • DCAWashington Ronald Reagan National Airport 07:16
        ORDChicago O'Hare International Airport 11:01
      • 5h 51m (2h 29m)
      • 1 Stop DCA · Washington 2h 29m
      • American Airlines (AA 4441)Embraer Emb 175
        American Airlines (AA 1200)Airbus
      • American Airlines (AA 4441)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:15 PHL
        10:50 ORD
        5Hrs, 35m 1 Stop (CLT)
      • PHLPhiladelphia International Airport 06:15 - ORD 10:50 5h 35m 1 Stop (CLT) Charlotte
      • PHLPhiladelphia International Airport 06:15
        CLTCharlotte Airport 09:33
      • CLTCharlotte Airport 08:08
        ORDChicago O'Hare International Airport 10:50
      • 5h 35m (1h 25m)
      • 1 Stop CLT · Charlotte 1h 25m
      • American Airlines (AA 2813)Boeing 737 800
        American Airlines (AA 1668)Boeing 737 Max 8 Passenger
      • American Airlines (AA 2813)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:15 PHL
        10:10 MDW
        4Hrs, 55m 1 Stop (ATL)
      • PHLPhiladelphia International Airport 06:15 - MDW 10:10 4h 55m 1 Stop (ATL) Atlanta
      • PHLPhiladelphia International Airport 06:15
        ATLAtlanta Hartsfield-Jackson Intl Airport 09:15
      • ATLAtlanta Hartsfield-Jackson Intl Airport 08:30
        MDWChicago Midway Airport 10:10
      • 4h 55m (45m)
      • 1 Stop ATL · Atlanta 45m
      • Southwest Airlines (WN 755)Boeing 737 800
        Southwest Airlines (WN 1925)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 755)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:15 PHL
        10:48 ORD
        5Hrs, 33m 1 Stop (CLT)
      • PHLPhiladelphia International Airport 06:15 - ORD 10:48 5h 33m 1 Stop (CLT) Charlotte
      • PHLPhiladelphia International Airport 06:15
        CLTCharlotte Airport 09:33
      • CLTCharlotte Airport 08:07
        ORDChicago O'Hare International Airport 10:48
      • 5h 33m (1h 26m)
      • 1 Stop CLT · Charlotte 1h 26m
      • American Airlines (AA 2813)Airbus
        American Airlines (AA 1668)Boeing 737 Max 8 Passenger
      • American Airlines (AA 2813)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 06:15 PHL
        10:50 ORD
        5Hrs, 35m 1 Stop (CLT)
      • PHLPhiladelphia International Airport 06:15 - ORD 10:50 5h 35m 1 Stop (CLT) Charlotte
      • PHLPhiladelphia International Airport 06:15
        CLTCharlotte Airport 09:33
      • CLTCharlotte Airport 08:07
        ORDChicago O'Hare International Airport 10:50
      • 5h 35m (1h 26m)
      • 1 Stop CLT · Charlotte 1h 26m
      • American Airlines (AA 2813)Airbus
        American Airlines (AA 1668)Boeing 737 Max 8 Passenger
      • American Airlines (AA 2813)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:19 PHL
        09:49 ORD
        4Hrs, 30m 1 Stop (IAD)
      • PHLPhiladelphia International Airport 06:19 - ORD 09:49 4h 30m 1 Stop (IAD) Washington
      • PHLPhiladelphia International Airport 06:19
        IADWashington Dulles International Airport 08:35
      • IADWashington Dulles International Airport 07:35
        ORDChicago O'Hare International Airport 09:49
      • 4h 30m (1h)
      • 1 Stop IAD · Washington 1h
      • United Airlines (UA 4860)Embraer
        United Airlines (UA 672)Boeing 737 800
      • United Airlines (UA 4860)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:20 PHL
        09:49 ORD
        4Hrs, 29m 1 Stop (IAD)
      • PHLPhiladelphia International Airport 06:20 - ORD 09:49 4h 29m 1 Stop (IAD) Washington
      • PHLPhiladelphia International Airport 06:20
        IADWashington Dulles International Airport 08:35
      • IADWashington Dulles International Airport 07:35
        ORDChicago O'Hare International Airport 09:49
      • 4h 29m (1h)
      • 1 Stop IAD · Washington 1h
      • United Airlines (UA 6228)Embraer 175
        United Airlines (UA 672)Boeing 737 800
      • United Airlines (UA 6228)
        • M
        • T
        • W
        • T
        • F
        • -
        • -
      • 06:20 PHL
        09:29 ORD
        4Hrs, 09m 1 Stop (IAD)
      • PHLPhiladelphia International Airport 06:20 - ORD 09:29 4h 09m 1 Stop (IAD) Washington
      • PHLPhiladelphia International Airport 06:20
        IADWashington Dulles International Airport 08:15
      • IADWashington Dulles International Airport 07:35
        ORDChicago O'Hare International Airport 09:29
      • 4h 09m (40m)
      • 1 Stop IAD · Washington 40m
      • United Airlines (UA 6228)Embraer 175
        United Airlines (UA 672)Boeing 737 800
      • United Airlines (UA 6228)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 07:45 PHL
        11:45 MDW
        5Hrs, 00m 1 Stop (STL)
      • PHLPhiladelphia International Airport 07:45 - MDW 11:45 5h 1 Stop (STL) Saint Louis
      • PHLPhiladelphia International Airport 07:45
        STLSt Louis Lambert Intl Airport 10:35
      • STLSt Louis Lambert Intl Airport 09:15
        MDWChicago Midway Airport 11:45
      • 5h (1h 20m)
      • 1 Stop STL · Saint Louis 1h 20m
      • Southwest Airlines (WN 1178)Boeing 737 700
        Southwest Airlines (WN 2364)Boeing 737 800
      • Southwest Airlines (WN 1178)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 08:20 PHL
        11:56 ORD
        4Hrs, 36m 1 Stop (IND)
      • PHLPhiladelphia International Airport 08:20 - ORD 11:56 4h 36m 1 Stop (IND) Indianapolis
      • PHLPhiladelphia International Airport 08:20
        INDIndianapolis Airport 11:43
      • INDIndianapolis Airport 10:35
        ORDChicago O'Hare International Airport 11:56
      • 4h 36m (1h 08m)
      • 1 Stop IND · Indianapolis 1h 08m
      • American Airlines (AA 5096)Canadair Regional
        American Airlines (AA 3899)Embraer 170
      • American Airlines (AA 5096)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 08:20 PHL
        11:57 ORD
        4Hrs, 37m 1 Stop (IND)
      • PHLPhiladelphia International Airport 08:20 - ORD 11:57 4h 37m 1 Stop (IND) Indianapolis
      • PHLPhiladelphia International Airport 08:20
        INDIndianapolis Airport 11:44
      • INDIndianapolis Airport 10:35
        ORDChicago O'Hare International Airport 11:57
      • 4h 37m (1h 09m)
      • 1 Stop IND · Indianapolis 1h 09m
      • American Airlines (AA 5096)Canadair Regional
        American Airlines (AA 3899)Embraer 170
      • American Airlines (AA 5096)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 08:22 PHL
        11:56 ORD
        4Hrs, 34m 1 Stop (IND)
      • PHLPhiladelphia International Airport 08:22 - ORD 11:56 4h 34m 1 Stop (IND) Indianapolis
      • PHLPhiladelphia International Airport 08:22
        INDIndianapolis Airport 11:43
      • INDIndianapolis Airport 10:37
        ORDChicago O'Hare International Airport 11:56
      • 4h 34m (1h 06m)
      • 1 Stop IND · Indianapolis 1h 06m
      • American Airlines (AA 5096)Canadair Regional
        American Airlines (AA 3899)Embraer 170
      • American Airlines (AA 5096)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 08:22 PHL
        11:57 ORD
        4Hrs, 35m 1 Stop (IND)
      • PHLPhiladelphia International Airport 08:22 - ORD 11:57 4h 35m 1 Stop (IND) Indianapolis
      • PHLPhiladelphia International Airport 08:22
        INDIndianapolis Airport 11:44
      • INDIndianapolis Airport 10:37
        ORDChicago O'Hare International Airport 11:57
      • 4h 35m (1h 07m)
      • 1 Stop IND · Indianapolis 1h 07m
      • American Airlines (AA 5096)Canadair Regional
        American Airlines (AA 3899)Embraer 170
      • American Airlines (AA 5096)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 08:30 PHL
        11:43 ORD
        4Hrs, 13m 1 Stop (PIT)
      • PHLPhiladelphia International Airport 08:30 - ORD 11:43 4h 13m 1 Stop (PIT) Pittsburgh
      • PHLPhiladelphia International Airport 08:30
        PITPittsburgh International Airport 11:00
      • PITPittsburgh International Airport 09:56
        ORDChicago O'Hare International Airport 11:43
      • 4h 13m (1h 04m)
      • 1 Stop PIT · Pittsburgh 1h 04m
      • American Airlines (AA 5540)Canadair Regional
        American Airlines (AA 3746)Embraer 170
      • American Airlines (AA 5540)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 08:34 PHL
        11:46 ORD
        4Hrs, 12m 1 Stop (CVG)
      • PHLPhiladelphia International Airport 08:34 - ORD 11:46 4h 12m 1 Stop (CVG) Cincinnati
      • PHLPhiladelphia International Airport 08:34
        CVGCincinnati Northern Kentucky Intl Airport 11:20
      • CVGCincinnati Northern Kentucky Intl Airport 10:47
        ORDChicago O'Hare International Airport 11:46
      • 4h 12m (33m)
      • 1 Stop CVG · Cincinnati 33m
      • American Airlines (AA 5724)Er4 Embraer Rj145 Amazon
        American Airlines (AA 6373)Crj 700 Canadair Regional
      • American Airlines (AA 5724)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 08:34 PHL
        12:15 ORD
        4Hrs, 41m 1 Stop (CLT)
      • PHLPhiladelphia International Airport 08:34 - ORD 12:15 4h 41m 1 Stop (CLT) Charlotte
      • PHLPhiladelphia International Airport 08:34
        CLTCharlotte Airport 11:10
      • CLTCharlotte Airport 10:30
        ORDChicago O'Hare International Airport 12:15
      • 4h 41m (40m)
      • 1 Stop CLT · Charlotte 40m
      • American Airlines (AA 2498)Airbus
        American Airlines (AA 2279)Boeing 737 800
      • American Airlines (AA 2498)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 08:34 PHL
        13:10 ORD
        5Hrs, 36m 1 Stop (CLT)
      • PHLPhiladelphia International Airport 08:34 - ORD 13:10 5h 36m 1 Stop (CLT) Charlotte
      • PHLPhiladelphia International Airport 08:34
        CLTCharlotte Airport 11:40
      • CLTCharlotte Airport 10:30
        ORDChicago O'Hare International Airport 13:10
      • 5h 36m (1h 10m)
      • 1 Stop CLT · Charlotte 1h 10m
      • American Airlines (AA 2498)Airbus
        American Airlines (AA 2279)Boeing 737 800
      • American Airlines (AA 2498)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 08:34 PHL
        12:24 ORD
        4Hrs, 50m 1 Stop (CLT)
      • PHLPhiladelphia International Airport 08:34 - ORD 12:24 4h 50m 1 Stop (CLT) Charlotte
      • PHLPhiladelphia International Airport 08:34
        CLTCharlotte Airport 11:13
      • CLTCharlotte Airport 10:30
        ORDChicago O'Hare International Airport 12:24
      • 4h 50m (43m)
      • 1 Stop CLT · Charlotte 43m
      • American Airlines (AA 2498)Airbus
        American Airlines (AA 2279)Boeing 737 800
      • American Airlines (AA 2498)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 08:45 PHL
        13:06 ORD
        5Hrs, 21m 1 Stop (DTW)
      • PHLPhiladelphia International Airport 08:45 - ORD 13:06 5h 21m 1 Stop (DTW) Detroit
      • PHLPhiladelphia International Airport 08:45
        DTWDetroit Wayne County 12:40
      • DTWDetroit Wayne County 10:43
        ORDChicago O'Hare International Airport 13:06
      • 5h 21m (1h 57m)
      • 1 Stop DTW · Detroit 1h 57m
      • American Airlines (AA 5437)Canadair Regional
        American Airlines (AA 3758)Embraer 170
      • American Airlines (AA 5437)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 08:46 PHL
        12:30 ORD
        4Hrs, 44m 1 Stop (AVL)
      • PHLPhiladelphia International Airport 08:46 - ORD 12:30 4h 44m 1 Stop (AVL) Asheville
      • PHLPhiladelphia International Airport 08:46
        AVLAsheville Airport 11:18
      • AVLAsheville Airport 10:45
        ORDChicago O'Hare International Airport 12:30
      • 4h 44m (33m)
      • 1 Stop AVL · Asheville 33m
      • American Airlines (AA 5716)Er4 Embraer Rj145 Amazon
        American Airlines (AA 5944)Er4 Embraer Rj145 Amazon
      • American Airlines (AA 5716)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 08:46 PHL
        13:26 ORD
        5Hrs, 40m 1 Stop (AVL)
      • PHLPhiladelphia International Airport 08:46 - ORD 13:26 5h 40m 1 Stop (AVL) Asheville
      • PHLPhiladelphia International Airport 08:46
        AVLAsheville Airport 12:14
      • AVLAsheville Airport 10:45
        ORDChicago O'Hare International Airport 13:26
      • 5h 40m (1h 29m)
      • 1 Stop AVL · Asheville 1h 29m
      • American Airlines (AA 5716)Er4 Embraer Rj145 Amazon
        American Airlines (AA 5944)Er4 Embraer Rj145 Amazon
      • American Airlines (AA 5716)
        • -
        • T
        • W
        • -
        • -
        • S
        • -
      • 08:47 PHL
        13:06 ORD
        5Hrs, 19m 1 Stop (DTW)
      • PHLPhiladelphia International Airport 08:47 - ORD 13:06 5h 19m 1 Stop (DTW) Detroit
      • PHLPhiladelphia International Airport 08:47
        DTWDetroit Wayne County 12:40
      • DTWDetroit Wayne County 10:47
        ORDChicago O'Hare International Airport 13:06
      • 5h 19m (1h 53m)
      • 1 Stop DTW · Detroit 1h 53m
      • American Airlines (AA 5740)Er4 Embraer Rj145 Amazon
        American Airlines (AA 3758)Embraer 170
      • American Airlines (AA 5740)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 09:00 PHL
        13:11 ORD
        5Hrs, 11m 1 Stop (YYZ)
      • PHLPhiladelphia International Airport 09:00 - ORD 13:11 5h 11m 1 Stop (YYZ) Toronto
      • PHLPhiladelphia International Airport 09:00
        YYZToronto Lester B Pearson Intl Airport 12:20
      • YYZToronto Lester B Pearson Intl Airport 10:36
        ORDChicago O'Hare International Airport 13:11
      • 5h 11m (1h 44m)
      • 1 Stop YYZ · Toronto 1h 44m
      • Air Canada (AC 8931)Canadair Regional
        Air Canada (AC 503)Airbus A220 300
      • Air Canada (AC 8931)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 09:00 PHL
        12:58 ORD
        4Hrs, 58m 1 Stop (BNA)
      • PHLPhiladelphia International Airport 09:00 - ORD 12:58 4h 58m 1 Stop (BNA) Nashville
      • PHLPhiladelphia International Airport 09:00
        BNANashville Airport 11:10
      • BNANashville Airport 10:33
        ORDChicago O'Hare International Airport 12:58
      • 4h 58m (37m)
      • 1 Stop BNA · Nashville 37m
      • American Airlines (AA 5764)Er4 Embraer Rj145 Amazon
        American Airlines (AA 3340)Embraer Emb 175
      • American Airlines (AA 5764)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 09:01 PHL
        12:30 ORD
        4Hrs, 29m 1 Stop (CMH)
      • PHLPhiladelphia International Airport 09:01 - ORD 12:30 4h 29m 1 Stop (CMH) Columbus
      • PHLPhiladelphia International Airport 09:01
        CMHColumbus Port Columbus Intl Airport 12:00
      • CMHColumbus Port Columbus Intl Airport 10:40
        ORDChicago O'Hare International Airport 12:30
      • 4h 29m (1h 20m)
      • 1 Stop CMH · Columbus 1h 20m
      • American Airlines (AA 2751)Airbus
        American Airlines (AA 4704)Embraer Emb 175
      • American Airlines (AA 2751)
        • -
        • T
        • -
        • -
        • -
        • S
        • -
      • 09:01 PHL
        12:32 ORD
        4Hrs, 31m 1 Stop (CMH)
      • PHLPhiladelphia International Airport 09:01 - ORD 12:32 4h 31m 1 Stop (CMH) Columbus
      • PHLPhiladelphia International Airport 09:01
        CMHColumbus Port Columbus Intl Airport 12:00
      • CMHColumbus Port Columbus Intl Airport 10:40
        ORDChicago O'Hare International Airport 12:32
      • 4h 31m (1h 20m)
      • 1 Stop CMH · Columbus 1h 20m
      • American Airlines (AA 2751)Airbus
        American Airlines (AA 6064)Crj Canadair Regional
      • American Airlines (AA 2751)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • 09:01 PHL
        11:55 ORD
        3Hrs, 54m 1 Stop (CMH)
      • PHLPhiladelphia International Airport 09:01 - ORD 11:55 3h 54m 1 Stop (CMH) Columbus
      • PHLPhiladelphia International Airport 09:01
        CMHColumbus Port Columbus Intl Airport 11:24
      • CMHColumbus Port Columbus Intl Airport 10:40
        ORDChicago O'Hare International Airport 11:55
      • 3h 54m (44m)
      • 1 Stop CMH · Columbus 44m
      • American Airlines (AA 2751)Airbus
        American Airlines (AA 6064)Crj Canadair Regional
      • American Airlines (AA 2751)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 09:04 PHL
        13:04 ORD
        5Hrs, 00m 1 Stop (BNA)
      • PHLPhiladelphia International Airport 09:04 - ORD 13:04 5h 1 Stop (BNA) Nashville
      • PHLPhiladelphia International Airport 09:04
        BNANashville Airport 11:16
      • BNANashville Airport 10:27
        ORDChicago O'Hare International Airport 13:04
      • 5h (49m)
      • 1 Stop BNA · Nashville 49m
      • American Airlines (AA 2572)Airbus
        American Airlines (AA 3340)Embraer Emb 175
      • American Airlines (AA 2572)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 09:14 PHL
        13:37 ORD
        5Hrs, 23m 1 Stop (CLE)
      • PHLPhiladelphia International Airport 09:14 - ORD 13:37 5h 23m 1 Stop (CLE) Cleveland
      • PHLPhiladelphia International Airport 09:14
        CLECleveland Hopkins International Airport 13:01
      • CLECleveland Hopkins International Airport 11:02
        ORDChicago O'Hare International Airport 13:37
      • 5h 23m (1h 59m)
      • 1 Stop CLE · Cleveland 1h 59m
      • American Airlines (AA 5902)Er4 Embraer Rj145 Amazon
        American Airlines (AA 4832)Crj 700 Canadair Regional
      • American Airlines (AA 5902)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 09:30 PHL
        12:34 ORD
        4Hrs, 04m 1 Stop (MKE)
      • PHLPhiladelphia International Airport 09:30 - ORD 12:34 4h 04m 1 Stop (MKE) Milwaukee
      • PHLPhiladelphia International Airport 09:30
        MKEMilwaukee General Mitchell Intl Airport 11:37
      • MKEMilwaukee General Mitchell Intl Airport 10:53
        ORDChicago O'Hare International Airport 12:34
      • 4h 04m (44m)
      • 1 Stop MKE · Milwaukee 44m
      • American Airlines (AA 6126)Crj Canadair Regional
        American Airlines (AA 6144)Crj Canadair Regional
      • American Airlines (AA 6126)
        • -
        • T
        • W
        • -
        • -
        • S
        • -
      • 09:31 PHL
        12:39 ORD
        4Hrs, 08m 1 Stop (MSN)
      • PHLPhiladelphia International Airport 09:31 - ORD 12:39 4h 08m 1 Stop (MSN) Madison
      • PHLPhiladelphia International Airport 09:31
        MSNMadison Airport 11:29
      • MSNMadison Airport 11:04
        ORDChicago O'Hare International Airport 12:39
      • 4h 08m (25m)
      • 1 Stop MSN · Madison 25m
      • American Airlines (AA 5706)Er4 Embraer Rj145 Amazon
        American Airlines (AA 5801)Er4 Embraer Rj145 Amazon
      • American Airlines (AA 5706)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • 10:30 PHL
        14:17 ORD
        4Hrs, 47m 1 Stop (CLT)
      • PHLPhiladelphia International Airport 10:30 - ORD 14:17 4h 47m 1 Stop (CLT) Charlotte
      • PHLPhiladelphia International Airport 10:30
        CLTCharlotte Airport 13:07
      • CLTCharlotte Airport 12:24
        ORDChicago O'Hare International Airport 14:17
      • 4h 47m (43m)
      • 1 Stop CLT · Charlotte 43m
      • American Airlines (AA 847)Boeing 737 800
        American Airlines (AA 1052)Boeing 737 800
      • American Airlines (AA 847)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • 10:30 PHL
        14:19 ORD
        4Hrs, 49m 1 Stop (IAD)
      • PHLPhiladelphia International Airport 10:30 - ORD 14:19 4h 49m 1 Stop (IAD) Washington
      • PHLPhiladelphia International Airport 10:30
        IADWashington Dulles International Airport 13:05
      • IADWashington Dulles International Airport 11:45
        ORDChicago O'Hare International Airport 14:19
      • 4h 49m (1h 20m)
      • 1 Stop IAD · Washington 1h 20m
      • United Airlines (UA 6235)Embraer 175
        United Airlines (UA 673)Boeing 737 800
      • United Airlines (UA 6235)
        • M
        • -
        • W
        • T
        • F
        • -
        • -
      • 10:30 PHL
        13:42 ORD
        4Hrs, 12m 1 Stop (MSN)
      • PHLPhiladelphia International Airport 10:30 - ORD 13:42 4h 12m 1 Stop (MSN) Madison
      • PHLPhiladelphia International Airport 10:30
        MSNMadison Airport 12:33
      • MSNMadison Airport 12:06
        ORDChicago O'Hare International Airport 13:42
      • 4h 12m (27m)
      • 1 Stop MSN · Madison 27m
      • American Airlines (AA 5706)Er4 Embraer Rj145 Amazon
        American Airlines (AA 5801)Er4 Embraer Rj145 Amazon
      • American Airlines (AA 5706)
        • -
        • T
        • W
        • -
        • -
        • S
        • -
      • 10:30 PHL
        14:19 ORD
        4Hrs, 49m 1 Stop (IAD)
      • PHLPhiladelphia International Airport 10:30 - ORD 14:19 4h 49m 1 Stop (IAD) Washington
      • PHLPhiladelphia International Airport 10:30
        IADWashington Dulles International Airport 13:05
      • IADWashington Dulles International Airport 11:46
        ORDChicago O'Hare International Airport 14:19
      • 4h 49m (1h 19m)
      • 1 Stop IAD · Washington 1h 19m
      • United Airlines (UA 4876)Embraer
        United Airlines (UA 673)Boeing 737 800
      • United Airlines (UA 4876)
        • -
        • -
        • -
        • -
        • -
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      • 10:30 PHL
        14:19 ORD
        4Hrs, 49m 1 Stop (IAD)
      • PHLPhiladelphia International Airport 10:30 - ORD 14:19 4h 49m 1 Stop (IAD) Washington
      • PHLPhiladelphia International Airport 10:30
        IADWashington Dulles International Airport 13:05
      • IADWashington Dulles International Airport 11:45
        ORDChicago O'Hare International Airport 14:19
      • 4h 49m (1h 20m)
      • 1 Stop IAD · Washington 1h 20m
      • United Airlines (UA 6235)Embraer 175
        United Airlines (UA 673)Boeing 737 700
      • United Airlines (UA 6235)
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      • 10:30 PHL
        14:24 ORD
        4Hrs, 54m 1 Stop (CLT)
      • PHLPhiladelphia International Airport 10:30 - ORD 14:24 4h 54m 1 Stop (CLT) Charlotte
      • PHLPhiladelphia International Airport 10:30
        CLTCharlotte Airport 13:16
      • CLTCharlotte Airport 12:24
        ORDChicago O'Hare International Airport 14:24
      • 4h 54m (52m)
      • 1 Stop CLT · Charlotte 52m
      • American Airlines (AA 847)Boeing 737 800
        American Airlines (AA 1052)Boeing 737 800
      • American Airlines (AA 847)
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      • 10:30 PHL
        14:10 ORD
        4Hrs, 40m 1 Stop (CLT)
      • PHLPhiladelphia International Airport 10:30 - ORD 14:10 4h 40m 1 Stop (CLT) Charlotte
      • PHLPhiladelphia International Airport 10:30
        CLTCharlotte Airport 13:00
      • CLTCharlotte Airport 12:24
        ORDChicago O'Hare International Airport 14:10
      • 4h 40m (36m)
      • 1 Stop CLT · Charlotte 36m
      • American Airlines (AA 847)Boeing 737 800
        American Airlines (AA 1052)Boeing 737 800
      • American Airlines (AA 847)
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      • 10:31 PHL
        13:51 ORD
        4Hrs, 20m 1 Stop (MDT)
      • PHLPhiladelphia International Airport 10:31 - ORD 13:51 4h 20m 1 Stop (MDT) Harrisburg
      • PHLPhiladelphia International Airport 10:31
        MDTHarrisburg International Airport 12:30
      • MDTHarrisburg International Airport 11:26
        ORDChicago O'Hare International Airport 13:51
      • 4h 20m (1h 04m)
      • 1 Stop MDT · Harrisburg 1h 04m
      • American Airlines (AA 5838)Er4 Embraer Rj145 Amazon
        American Airlines (AA 5684)Er4 Embraer Rj145 Amazon
      • American Airlines (AA 5838)
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      • 10:42 PHL
        15:36 ORD
        5Hrs, 54m 1 Stop (BOS)
      • PHLPhiladelphia International Airport 10:42 - ORD 15:36 5h 54m 1 Stop (BOS) Boston
      • PHLPhiladelphia International Airport 10:42
        BOSBoston Logan International Airport 13:29
      • BOSBoston Logan International Airport 12:16
        ORDChicago O'Hare International Airport 15:36
      • 5h 54m (1h 13m)
      • 1 Stop BOS · Boston 1h 13m
      • American Airlines (AA 1416)Boeing 737 800
        American Airlines (AA 4392)Embraer Emb 175
      • American Airlines (AA 1416)
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      • 10:50 PHL
        15:11 ORD
        5Hrs, 21m 1 Stop (RDU)
      • PHLPhiladelphia International Airport 10:50 - ORD 15:11 5h 21m 1 Stop (RDU) Morrisville
      • PHLPhiladelphia International Airport 10:50
        RDURaleigh/Durham Airport 13:39
      • RDURaleigh/Durham Airport 12:23
        ORDChicago O'Hare International Airport 15:11
      • 5h 21m (1h 16m)
      • 1 Stop RDU · Morrisville 1h 16m
      • American Airlines (AA 88)Airbus
        American Airlines (AA 4583)Embraer Emb 175
      • American Airlines (AA 88)
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      • 10:50 PHL
        15:05 ORD
        5Hrs, 15m 1 Stop (RDU)
      • PHLPhiladelphia International Airport 10:50 - ORD 15:05 5h 15m 1 Stop (RDU) Morrisville
      • PHLPhiladelphia International Airport 10:50
        RDURaleigh/Durham Airport 13:33
      • RDURaleigh/Durham Airport 12:23
        ORDChicago O'Hare International Airport 15:05
      • 5h 15m (1h 10m)
      • 1 Stop RDU · Morrisville 1h 10m
      • American Airlines (AA 88)Airbus
        American Airlines (AA 4583)Embraer Emb 175
      • American Airlines (AA 88)
        • M
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      • 10:50 PHL
        14:58 ORD
        5Hrs, 08m 1 Stop (CHS)
      • PHLPhiladelphia International Airport 10:50 - ORD 14:58 5h 08m 1 Stop (CHS) Charleston
      • PHLPhiladelphia International Airport 10:50
        CHSCharleston Airport 13:28
      • CHSCharleston Airport 12:55
        ORDChicago O'Hare International Airport 14:58
      • 5h 08m (33m)
      • 1 Stop CHS · Charleston 33m
      • American Airlines (AA 5212)Canadair Regional
        American Airlines (AA 3931)Embraer 170
      • American Airlines (AA 5212)
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      • 10:52 PHL
        14:09 ORD
        4Hrs, 17m 1 Stop (SYR)
      • PHLPhiladelphia International Airport 10:52 - ORD 14:09 4h 17m 1 Stop (SYR) Syracuse
      • PHLPhiladelphia International Airport 10:52
        SYRSyracuse Airport 12:57
      • SYRSyracuse Airport 12:11
        ORDChicago O'Hare International Airport 14:09
      • 4h 17m (46m)
      • 1 Stop SYR · Syracuse 46m
      • American Airlines (AA 5710)Er4 Embraer Rj145 Amazon
        American Airlines (AA 4134)Embraer 170
      • American Airlines (AA 5710)
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      • 11:14 PHL
        16:09 ORD
        5Hrs, 55m 1 Stop (BNA)
      • PHLPhiladelphia International Airport 11:14 - ORD 16:09 5h 55m 1 Stop (BNA) Nashville
      • PHLPhiladelphia International Airport 11:14
        BNANashville Airport 14:20
      • BNANashville Airport 12:40
        ORDChicago O'Hare International Airport 16:09
      • 5h 55m (1h 40m)
      • 1 Stop BNA · Nashville 1h 40m
      • American Airlines (AA 5116)Canadair Regional
        American Airlines (AA 3338)Embraer 170
      • American Airlines (AA 5116)
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        • -
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        • S
      • 11:14 PHL
        16:09 ORD
        5Hrs, 55m 1 Stop (BNA)
      • PHLPhiladelphia International Airport 11:14 - ORD 16:09 5h 55m 1 Stop (BNA) Nashville
      • PHLPhiladelphia International Airport 11:14
        BNANashville Airport 14:20
      • BNANashville Airport 12:40
        ORDChicago O'Hare International Airport 16:09
      • 5h 55m (1h 40m)
      • 1 Stop BNA · Nashville 1h 40m
      • American Airlines (AA 5116)Canadair Regional
        American Airlines (AA 3338)Embraer Emb 175
      • American Airlines (AA 5116)
        • M
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      • 11:40 PHL
        15:25 MDW
        4Hrs, 45m 1 Stop (ATL)
      • PHLPhiladelphia International Airport 11:40 - MDW 15:25 4h 45m 1 Stop (ATL) Atlanta
      • PHLPhiladelphia International Airport 11:40
        ATLAtlanta Hartsfield-Jackson Intl Airport 14:35
      • ATLAtlanta Hartsfield-Jackson Intl Airport 13:55
        MDWChicago Midway Airport 15:25
      • 4h 45m (40m)
      • 1 Stop ATL · Atlanta 40m
      • Southwest Airlines (WN 3607)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 4397)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3607)
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      What’s the fastest flight time from Philadelphia to Chicago?

      The fastest flight time for direct flights from Philadelphia to Chicago is 2 hours 10 minutes. Check latest flight schedules & prices on Wego.

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

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

      How far is Chicago from Philadelphia?

      The flight distance between Philadelphia and Chicago is 1069km. Check all available flights on Wego.

      When is the earliest and latest flight of the day?

      The earliest flight of the day departs at 05:15. The last flight of the day departs at 19:20. See the full list of flight times on Wego.

      How many airlines offer direct flights from Philadelphia to Chicago?

      There are 4 airlines that offer direct flights from Philadelphia to Chicago. Find out the list of airlines on Wego.

      All Airports in Philadelphia

      Philadelphia International Airport PHL

      Wings Field Airport BBX

      Popular Airlines flying from Philadelphia to Chicago

      United Airlines ‏()
      American Airlines ‏()
      Frontier Airlines ‏()
      Southwest Airlines ‏()

      Popular Destinations from Chicago

      Popular Destinations from Philadelphia

      Popular Hotels in Chicago

      Hotels In Popular Destinations