Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline United Airlines

The cheapest airline(s) flying from Charlottesville to Chicago is United Airlines.

  • United Airlines United Airlines
  • American Airlines American Airlines
Cheapest Month February

Travel Period: January 2025 - December 2025

The cheapest month(s) to fly from Charlottesville to Chicago is February.

  • 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 Saturday

The cheapest day(s) of the week to fly from Charlottesville to Chicago is Saturday.

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

Flight Schedules

Last Updated: Mon, 2 Dec, 2024

  • Time Earliest
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  • Availability
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  • 06:30 CHO
    07:50 ORD
    2Hrs, 20m Direct
  • CHOCharlottesville Airport 06:30 - ORD 07:50 2h 20m Direct
  • CHOCharlottesville Airport 06:30
  • ORDChicago O'Hare International Airport 07:50
  • 2h 20m
  • Direct
  • United Airlines (UA 4651)Embraer 175
  • United Airlines (UA 4651)
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  • Embraer 175
  • 17:45 CHO
    18:50 ORD
    2Hrs, 05m Direct
  • CHOCharlottesville Airport 17:45 - ORD 18:50 2h 05m Direct
  • CHOCharlottesville Airport 17:45
  • ORDChicago O'Hare International Airport 18:50
  • 2h 05m
  • Direct
  • United Airlines (UA 5606)Embraer 175
  • United Airlines (UA 5606)
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  • Embraer 175
  • 20:08 CHO
    23:37 ORD
    4Hrs, 29m 1 Stop (CLT)
  • CHOCharlottesville Airport 20:08 - ORD 23:37 4h 29m 1 Stop (CLT) Charlotte
  • CHOCharlottesville Airport 20:08
    CLTCharlotte Airport 22:25
  • CLTCharlotte Airport 21:38
    ORDChicago O'Hare International Airport 23:37
  • 4h 29m (47m)
  • 1 Stop CLT · Charlotte 47m
  • American Airlines (AA 5940)Er4 Embraer Rj145 Amazon
    American Airlines (AA 1180)Boeing 737 800
  • American Airlines (AA 5940)
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  • 20:30 CHO
    23:25 ORD
    3Hrs, 55m 1 Stop (IAD)
  • CHOCharlottesville Airport 20:30 - ORD 23:25 3h 55m 1 Stop (IAD) Washington
  • CHOCharlottesville Airport 20:30
    IADWashington Dulles International Airport 22:20
  • IADWashington Dulles International Airport 21:23
    ORDChicago O'Hare International Airport 23:25
  • 3h 55m (57m)
  • 1 Stop IAD · Washington 57m
  • United Airlines (UA 4940)Embraer
    United Airlines (UA 1738)Boeing 757 200 Series
  • United Airlines (UA 4940)
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  • 05:00 CHO
    08:55 ORD
    4Hrs, 55m 1 Stop (CLT)
  • CHOCharlottesville Airport 05:00 - ORD 08:55 4h 55m 1 Stop (CLT) Charlotte
  • CHOCharlottesville Airport 05:00
    CLTCharlotte Airport 07:44
  • CLTCharlotte Airport 06:39
    ORDChicago O'Hare International Airport 08:55
  • 4h 55m (1h 05m)
  • 1 Stop CLT · Charlotte 1h 05m
  • American Airlines (AA 5949)Er4 Embraer Rj145 Amazon
    American Airlines (AA 2843)Airbus
  • American Airlines (AA 5949)
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  • 06:14 CHO
    11:01 ORD
    5Hrs, 47m 1 Stop (CLT)
  • CHOCharlottesville Airport 06:14 - ORD 11:01 5h 47m 1 Stop (CLT) Charlotte
  • CHOCharlottesville Airport 06:14
    CLTCharlotte Airport 09:40
  • CLTCharlotte Airport 07:53
    ORDChicago O'Hare International Airport 11:01
  • 5h 47m (1h 47m)
  • 1 Stop CLT · Charlotte 1h 47m
  • American Airlines (AA 5825)Er4 Embraer Rj145 Amazon
    American Airlines (AA 1668)Boeing 737 Max 8 Passenger
  • American Airlines (AA 5825)
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  • 06:15 CHO
    09:55 ORD
    4Hrs, 40m 1 Stop (IAD)
  • CHOCharlottesville Airport 06:15 - ORD 09:55 4h 40m 1 Stop (IAD) Washington
  • CHOCharlottesville Airport 06:15
    IADWashington Dulles International Airport 08:35
  • IADWashington Dulles International Airport 07:21
    ORDChicago O'Hare International Airport 09:55
  • 4h 40m (1h 14m)
  • 1 Stop IAD · Washington 1h 14m
  • United Airlines (UA 4342)Embraer
    United Airlines (UA 1710)Airbus
  • United Airlines (UA 4342)
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  • 09:03 CHO
    14:12 ORD
    6Hrs, 09m 1 Stop (CLT)
  • CHOCharlottesville Airport 09:03 - ORD 14:12 6h 09m 1 Stop (CLT) Charlotte
  • CHOCharlottesville Airport 09:03
    CLTCharlotte Airport 13:04
  • CLTCharlotte Airport 10:34
    ORDChicago O'Hare International Airport 14:12
  • 6h 09m (2h 30m)
  • 1 Stop CLT · Charlotte 2h 30m
  • American Airlines (AA 5848)Er4 Embraer Rj145 Amazon
    American Airlines (AA 1052)Boeing 737 800
  • American Airlines (AA 5848)
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  • 10:20 CHO
    14:15 ORD
    4Hrs, 55m 1 Stop (IAD)
  • CHOCharlottesville Airport 10:20 - ORD 14:15 4h 55m 1 Stop (IAD) Washington
  • CHOCharlottesville Airport 10:20
    IADWashington Dulles International Airport 12:55
  • IADWashington Dulles International Airport 11:13
    ORDChicago O'Hare International Airport 14:15
  • 4h 55m (1h 42m)
  • 1 Stop IAD · Washington 1h 42m
  • United Airlines (UA 4282)Embraer
    United Airlines (UA 1581)Airbus
  • United Airlines (UA 4282)
    • -
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    • -
  • 10:20 CHO
    14:00 ORD
    4Hrs, 40m 1 Stop (IAD)
  • CHOCharlottesville Airport 10:20 - ORD 14:00 4h 40m 1 Stop (IAD) Washington
  • CHOCharlottesville Airport 10:20
    IADWashington Dulles International Airport 12:40
  • IADWashington Dulles International Airport 11:13
    ORDChicago O'Hare International Airport 14:00
  • 4h 40m (1h 27m)
  • 1 Stop IAD · Washington 1h 27m
  • United Airlines (UA 4282)Embraer
    United Airlines (UA 1581)Airbus
  • United Airlines (UA 4282)
    • -
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  • 10:20 CHO
    14:05 ORD
    4Hrs, 45m 1 Stop (IAD)
  • CHOCharlottesville Airport 10:20 - ORD 14:05 4h 45m 1 Stop (IAD) Washington
  • CHOCharlottesville Airport 10:20
    IADWashington Dulles International Airport 12:45
  • IADWashington Dulles International Airport 11:13
    ORDChicago O'Hare International Airport 14:05
  • 4h 45m (1h 32m)
  • 1 Stop IAD · Washington 1h 32m
  • United Airlines (UA 4282)Embraer
    United Airlines (UA 1581)Boeing 737 700
  • United Airlines (UA 4282)
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  • 10:20 CHO
    14:05 ORD
    4Hrs, 45m 1 Stop (IAD)
  • CHOCharlottesville Airport 10:20 - ORD 14:05 4h 45m 1 Stop (IAD) Washington
  • CHOCharlottesville Airport 10:20
    IADWashington Dulles International Airport 12:45
  • IADWashington Dulles International Airport 11:13
    ORDChicago O'Hare International Airport 14:05
  • 4h 45m (1h 32m)
  • 1 Stop IAD · Washington 1h 32m
  • United Airlines (UA 4282)Embraer
    United Airlines (UA 1581)Airbus
  • United Airlines (UA 4282)
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  • 13:15 CHO
    17:43 ORD
    5Hrs, 28m 1 Stop (CLT)
  • CHOCharlottesville Airport 13:15 - ORD 17:43 5h 28m 1 Stop (CLT) Charlotte
  • CHOCharlottesville Airport 13:15
    CLTCharlotte Airport 16:38
  • CLTCharlotte Airport 14:42
    ORDChicago O'Hare International Airport 17:43
  • 5h 28m (1h 56m)
  • 1 Stop CLT · Charlotte 1h 56m
  • American Airlines (AA 5862)Er4 Embraer Rj145 Amazon
    American Airlines (AA 2569)Airbus
  • American Airlines (AA 5862)
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  • 13:15 CHO
    18:09 ORD
    5Hrs, 54m 1 Stop (CLT)
  • CHOCharlottesville Airport 13:15 - ORD 18:09 5h 54m 1 Stop (CLT) Charlotte
  • CHOCharlottesville Airport 13:15
    CLTCharlotte Airport 16:58
  • CLTCharlotte Airport 14:42
    ORDChicago O'Hare International Airport 18:09
  • 5h 54m (2h 16m)
  • 1 Stop CLT · Charlotte 2h 16m
  • American Airlines (AA 5862)Er4 Embraer Rj145 Amazon
    American Airlines (AA 2569)Boeing 737 800
  • American Airlines (AA 5862)
    • -
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  • 14:45 CHO
    18:42 ORD
    4Hrs, 57m 1 Stop (IAD)
  • CHOCharlottesville Airport 14:45 - ORD 18:42 4h 57m 1 Stop (IAD) Washington
  • CHOCharlottesville Airport 14:45
    IADWashington Dulles International Airport 17:22
  • IADWashington Dulles International Airport 15:38
    ORDChicago O'Hare International Airport 18:42
  • 4h 57m (1h 44m)
  • 1 Stop IAD · Washington 1h 44m
  • United Airlines (UA 4328)Embraer
    United Airlines (UA 2497)Boeing 737 900
  • United Airlines (UA 4328)
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  • 14:45 CHO
    18:42 ORD
    4Hrs, 57m 1 Stop (IAD)
  • CHOCharlottesville Airport 14:45 - ORD 18:42 4h 57m 1 Stop (IAD) Washington
  • CHOCharlottesville Airport 14:45
    IADWashington Dulles International Airport 17:22
  • IADWashington Dulles International Airport 15:38
    ORDChicago O'Hare International Airport 18:42
  • 4h 57m (1h 44m)
  • 1 Stop IAD · Washington 1h 44m
  • United Airlines (UA 4328)Embraer
    United Airlines (UA 2497)Airbus
  • United Airlines (UA 4328)
    • -
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  • 14:45 CHO
    18:42 ORD
    4Hrs, 57m 1 Stop (IAD)
  • CHOCharlottesville Airport 14:45 - ORD 18:42 4h 57m 1 Stop (IAD) Washington
  • CHOCharlottesville Airport 14:45
    IADWashington Dulles International Airport 17:22
  • IADWashington Dulles International Airport 15:38
    ORDChicago O'Hare International Airport 18:42
  • 4h 57m (1h 44m)
  • 1 Stop IAD · Washington 1h 44m
  • United Airlines (UA 4328)Embraer
    United Airlines (UA 2497)Airbus
  • United Airlines (UA 4328)
    • -
    • -
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    • -
  • 14:45 CHO
    18:49 ORD
    5Hrs, 04m 1 Stop (IAD)
  • CHOCharlottesville Airport 14:45 - ORD 18:49 5h 04m 1 Stop (IAD) Washington
  • CHOCharlottesville Airport 14:45
    IADWashington Dulles International Airport 17:29
  • IADWashington Dulles International Airport 15:38
    ORDChicago O'Hare International Airport 18:49
  • 5h 04m (1h 51m)
  • 1 Stop IAD · Washington 1h 51m
  • United Airlines (UA 4328)Embraer
    United Airlines (UA 2497)Boeing 737 900
  • United Airlines (UA 4328)
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  • 15:52 CHO
    19:30 ORD
    4Hrs, 38m 1 Stop (CLT)
  • CHOCharlottesville Airport 15:52 - ORD 19:30 4h 38m 1 Stop (CLT) Charlotte
  • CHOCharlottesville Airport 15:52
    CLTCharlotte Airport 18:16
  • CLTCharlotte Airport 17:19
    ORDChicago O'Hare International Airport 19:30
  • 4h 38m (57m)
  • 1 Stop CLT · Charlotte 57m
  • American Airlines (AA 5707)Er4 Embraer Rj145 Amazon
    American Airlines (AA 2488)Boeing 737 800
  • American Airlines (AA 5707)
    • -
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    • -
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  • 15:52 CHO
    19:24 ORD
    4Hrs, 32m 1 Stop (CLT)
  • CHOCharlottesville Airport 15:52 - ORD 19:24 4h 32m 1 Stop (CLT) Charlotte
  • CHOCharlottesville Airport 15:52
    CLTCharlotte Airport 18:16
  • CLTCharlotte Airport 17:19
    ORDChicago O'Hare International Airport 19:24
  • 4h 32m (57m)
  • 1 Stop CLT · Charlotte 57m
  • American Airlines (AA 5707)Er4 Embraer Rj145 Amazon
    American Airlines (AA 2488)Airbus
  • American Airlines (AA 5707)
    • M
    • -
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    • S
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What’s the fastest flight time from Charlottesville to Chicago?

The fastest flight time for direct flights from Charlottesville to Chicago is 2 hours 5 minutes. Check latest flight schedules & prices on Wego.

How far is Chicago from Charlottesville?

The flight distance between Charlottesville and Chicago is 889km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 05:00. The last flight of the day departs at 20:08. See the full list of flight times on Wego.

How many airlines offer direct flights from Charlottesville to Chicago?

There are 1 airlines that offer direct flights from Charlottesville to Chicago. Find out the list of airlines on Wego.