Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline United Airlines

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

  • United Airlines United Airlines
  • American Airlines American Airlines
Cheapest Month January

Travel Period: December 2024 - November 2025

The cheapest month(s) to fly from Lexington to Chicago is January.

  • 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 Thursday

The cheapest day(s) of the week to fly from Lexington to Chicago is Thursday.

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

Flight Schedules

Last Updated: Sat, 2 Nov, 2024

  • Time Earliest
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  • Depart Earliest
    • Earliest
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    • Earliest
    • Latest
  • Duration
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  • Stopover
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  • Availability
    • M
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  • 06:30 LEX
    07:10 ORD
    1Hrs, 40m Direct
  • LEXLexington Blue Grass Airport 06:30 - ORD 07:10 1h 40m Direct
  • LEXLexington Blue Grass Airport 06:30
  • ORDChicago O'Hare International Airport 07:10
  • 1h 40m
  • Direct
  • American Airlines (AA 6076)Crj Canadair Regional
  • American Airlines (AA 6076)
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    • -
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    • S
  • Crj Canadair Regional
  • 07:00 LEX
    07:42 ORD
    1Hrs, 42m Direct
  • LEXLexington Blue Grass Airport 07:00 - ORD 07:42 1h 42m Direct
  • LEXLexington Blue Grass Airport 07:00
  • ORDChicago O'Hare International Airport 07:42
  • 1h 42m
  • Direct
  • United Airlines (UA 3664)Embraer 170
  • United Airlines (UA 3664)
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  • Embraer 170
  • 07:00 LEX
    07:42 ORD
    1Hrs, 42m Direct
  • LEXLexington Blue Grass Airport 07:00 - ORD 07:42 1h 42m Direct
  • LEXLexington Blue Grass Airport 07:00
  • ORDChicago O'Hare International Airport 07:42
  • 1h 42m
  • Direct
  • United Airlines (UA 3664)Embraer 175
  • United Airlines (UA 3664)
    • -
    • -
    • -
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  • Embraer 175
  • 10:30 LEX
    11:06 ORD
    1Hrs, 36m Direct
  • LEXLexington Blue Grass Airport 10:30 - ORD 11:06 1h 36m Direct
  • LEXLexington Blue Grass Airport 10:30
  • ORDChicago O'Hare International Airport 11:06
  • 1h 36m
  • Direct
  • American Airlines (AA 6076)Crj Canadair Regional
  • American Airlines (AA 6076)
    • -
    • -
    • -
    • -
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    • -
    • -
  • Crj Canadair Regional
  • 12:25 LEX
    13:07 ORD
    1Hrs, 42m Direct
  • LEXLexington Blue Grass Airport 12:25 - ORD 13:07 1h 42m Direct
  • LEXLexington Blue Grass Airport 12:25
  • ORDChicago O'Hare International Airport 13:07
  • 1h 42m
  • Direct
  • United Airlines (UA 3400)Embraer 175
  • United Airlines (UA 3400)
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  • Embraer 175
  • 12:25 LEX
    13:07 ORD
    1Hrs, 42m Direct
  • LEXLexington Blue Grass Airport 12:25 - ORD 13:07 1h 42m Direct
  • LEXLexington Blue Grass Airport 12:25
  • ORDChicago O'Hare International Airport 13:07
  • 1h 42m
  • Direct
  • United Airlines (UA 3400)Embraer 170
  • United Airlines (UA 3400)
    • -
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  • Embraer 170
  • 13:55 LEX
    14:37 ORD
    1Hrs, 42m Direct
  • LEXLexington Blue Grass Airport 13:55 - ORD 14:37 1h 42m Direct
  • LEXLexington Blue Grass Airport 13:55
  • ORDChicago O'Hare International Airport 14:37
  • 1h 42m
  • Direct
  • United Airlines (UA 5445)Crj Canadair Regional
  • United Airlines (UA 5445)
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  • Crj Canadair Regional
  • 17:57 LEX
    18:38 ORD
    1Hrs, 41m Direct
  • LEXLexington Blue Grass Airport 17:57 - ORD 18:38 1h 41m Direct
  • LEXLexington Blue Grass Airport 17:57
  • ORDChicago O'Hare International Airport 18:38
  • 1h 41m
  • Direct
  • United Airlines (UA 5871)Embraer 175
  • United Airlines (UA 5871)
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  • Embraer 175
  • 18:45 LEX
    19:21 ORD
    1Hrs, 36m Direct
  • LEXLexington Blue Grass Airport 18:45 - ORD 19:21 1h 36m Direct
  • LEXLexington Blue Grass Airport 18:45
  • ORDChicago O'Hare International Airport 19:21
  • 1h 36m
  • Direct
  • American Airlines (AA 6070)Crj Canadair Regional
  • American Airlines (AA 6070)
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  • Crj Canadair Regional
  • 20:12 LEX
    00:16 ORD
    5Hrs, 04m 1 Stop (CLT)
  • LEXLexington Blue Grass Airport 20:12 - ORD 00:16 5h 04m 1 Stop (CLT) Charlotte
  • LEXLexington Blue Grass Airport 20:12
    CLTCharlotte Airport 22:56
  • CLTCharlotte Airport 21:45
    ORDChicago O'Hare International Airport 00:16
  • 5h 04m (1h 11m)
  • 1 Stop CLT · Charlotte 1h 11m
  • American Airlines (AA 5211)Crj 700 Canadair Regional
    American Airlines (AA 1180)Boeing 737 800
  • American Airlines (AA 5211)
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  • 08:11 LEX
    12:11 ORD
    5Hrs, 00m 1 Stop (CLT)
  • LEXLexington Blue Grass Airport 08:11 - ORD 12:11 5h 1 Stop (CLT) Charlotte
  • LEXLexington Blue Grass Airport 08:11
    CLTCharlotte Airport 10:59
  • CLTCharlotte Airport 09:59
    ORDChicago O'Hare International Airport 12:11
  • 5h (1h)
  • 1 Stop CLT · Charlotte 1h
  • American Airlines (AA 5297)Canadair Regional
    American Airlines (AA 2279)Boeing 737 800
  • American Airlines (AA 5297)
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  • 15:40 LEX
    19:22 ORD
    4Hrs, 42m 1 Stop (CLT)
  • LEXLexington Blue Grass Airport 15:40 - ORD 19:22 4h 42m 1 Stop (CLT) Charlotte
  • LEXLexington Blue Grass Airport 15:40
    CLTCharlotte Airport 18:15
  • CLTCharlotte Airport 17:13
    ORDChicago O'Hare International Airport 19:22
  • 4h 42m (1h 02m)
  • 1 Stop CLT · Charlotte 1h 02m
  • American Airlines (AA 5298)Crj 700 Canadair Regional
    American Airlines (AA 2488)Airbus
  • American Airlines (AA 5298)
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  • 18:01 LEX
    21:38 ORD
    4Hrs, 37m 1 Stop (CLT)
  • LEXLexington Blue Grass Airport 18:01 - ORD 21:38 4h 37m 1 Stop (CLT) Charlotte
  • LEXLexington Blue Grass Airport 18:01
    CLTCharlotte Airport 20:30
  • CLTCharlotte Airport 19:40
    ORDChicago O'Hare International Airport 21:38
  • 4h 37m (50m)
  • 1 Stop CLT · Charlotte 50m
  • American Airlines (AA 5301)Canadair Regional
    American Airlines (AA 815)Airbus
  • American Airlines (AA 5301)
    • M
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What’s the fastest flight time from Lexington to Chicago?

The fastest flight time for direct flights from Lexington to Chicago is 1 hour 36 minutes. Check latest flight schedules & prices on Wego.

How far is Chicago from Lexington?

The flight distance between Lexington and Chicago is 502km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 06:30. The last flight of the day departs at 20:12. See the full list of flight times on Wego.

How many airlines offer direct flights from Lexington to Chicago?

There are 2 airlines that offer direct flights from Lexington to Chicago. Find out the list of airlines on Wego.