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: January 2025 - December 2025

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

  • 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 Wednesday

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

  • 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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    • Airline Filter by Airline
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      • Availability
        • M
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      • 06:05 LEX
        07:04 ORD
        1Hrs, 59m Direct
      • LEXLexington Blue Grass Airport 06:05 - ORD 07:04 1h 59m Direct
      • LEXLexington Blue Grass Airport 06:05
      • ORDChicago O'Hare International Airport 07:04
      • 1h 59m
      • Direct
      • United Airlines (UA 4593)Canadair Regional Jet 550
      • United Airlines (UA 4593)
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      • Canadair Regional Jet 550
      • 06:25 LEX
        07:05 ORD
        1Hrs, 40m Direct
      • LEXLexington Blue Grass Airport 06:25 - ORD 07:05 1h 40m Direct
      • LEXLexington Blue Grass Airport 06:25
      • ORDChicago O'Hare International Airport 07:05
      • 1h 40m
      • Direct
      • American Airlines (AA 3875)Embraer 170
      • American Airlines (AA 3875)
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      • Embraer 170
      • 14:00 LEX
        14:55 ORD
        1Hrs, 55m Direct
      • LEXLexington Blue Grass Airport 14:00 - ORD 14:55 1h 55m Direct
      • LEXLexington Blue Grass Airport 14:00
      • ORDChicago O'Hare International Airport 14:55
      • 1h 55m
      • Direct
      • United Airlines (UA 4594)Canadair Regional Jet 550
      • United Airlines (UA 4594)
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        • S
      • Canadair Regional Jet 550
      • 15:20 LEX
        15:56 ORD
        1Hrs, 36m Direct
      • LEXLexington Blue Grass Airport 15:20 - ORD 15:56 1h 36m Direct
      • LEXLexington Blue Grass Airport 15:20
      • ORDChicago O'Hare International Airport 15:56
      • 1h 36m
      • Direct
      • American Airlines (AA 6057)Crj Canadair Regional
      • American Airlines (AA 6057)
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      • Crj Canadair Regional
      • 16:30 LEX
        17:06 ORD
        1Hrs, 36m Direct
      • LEXLexington Blue Grass Airport 16:30 - ORD 17:06 1h 36m Direct
      • LEXLexington Blue Grass Airport 16:30
      • ORDChicago O'Hare International Airport 17:06
      • 1h 36m
      • Direct
      • American Airlines (AA 6057)Crj Canadair Regional
      • American Airlines (AA 6057)
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      • Crj Canadair Regional
      • 17:10 LEX
        17:46 ORD
        1Hrs, 36m Direct
      • LEXLexington Blue Grass Airport 17:10 - ORD 17:46 1h 36m Direct
      • LEXLexington Blue Grass Airport 17:10
      • ORDChicago O'Hare International Airport 17:46
      • 1h 36m
      • Direct
      • American Airlines (AA 6057)Crj Canadair Regional
      • American Airlines (AA 6057)
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      • Crj Canadair Regional
      • 17:54 LEX
        18:48 ORD
        1Hrs, 54m Direct
      • LEXLexington Blue Grass Airport 17:54 - ORD 18:48 1h 54m Direct
      • LEXLexington Blue Grass Airport 17:54
      • ORDChicago O'Hare International Airport 18:48
      • 1h 54m
      • Direct
      • United Airlines (UA 5871)Embraer 175
      • United Airlines (UA 5871)
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      • Embraer 175
      • 17:56 LEX
        18:50 ORD
        1Hrs, 54m Direct
      • LEXLexington Blue Grass Airport 17:56 - ORD 18:50 1h 54m Direct
      • LEXLexington Blue Grass Airport 17:56
      • ORDChicago O'Hare International Airport 18:50
      • 1h 54m
      • Direct
      • United Airlines (UA 5871)Embraer 175
      • United Airlines (UA 5871)
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      • Embraer 175
      • 20:08 LEX
        23:37 ORD
        4Hrs, 29m 1 Stop (CLT)
      • LEXLexington Blue Grass Airport 20:08 - ORD 23:37 4h 29m 1 Stop (CLT) Charlotte
      • LEXLexington Blue Grass Airport 20:08
        CLTCharlotte Airport 22:25
      • CLTCharlotte Airport 21:44
        ORDChicago O'Hare International Airport 23:37
      • 4h 29m (41m)
      • 1 Stop CLT · Charlotte 41m
      • American Airlines (AA 5315)Canadair Regional
        American Airlines (AA 1180)Boeing 737 800
      • American Airlines (AA 5315)
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      • 20:09 LEX
        23:37 ORD
        4Hrs, 28m 1 Stop (CLT)
      • LEXLexington Blue Grass Airport 20:09 - ORD 23:37 4h 28m 1 Stop (CLT) Charlotte
      • LEXLexington Blue Grass Airport 20:09
        CLTCharlotte Airport 22:25
      • CLTCharlotte Airport 21:45
        ORDChicago O'Hare International Airport 23:37
      • 4h 28m (40m)
      • 1 Stop CLT · Charlotte 40m
      • American Airlines (AA 5315)Canadair Regional
        American Airlines (AA 1180)Boeing 737 800
      • American Airlines (AA 5315)
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      • 08:18 LEX
        12:12 ORD
        4Hrs, 54m 1 Stop (CLT)
      • LEXLexington Blue Grass Airport 08:18 - ORD 12:12 4h 54m 1 Stop (CLT) Charlotte
      • LEXLexington Blue Grass Airport 08:18
        CLTCharlotte Airport 11:01
      • CLTCharlotte Airport 10:05
        ORDChicago O'Hare International Airport 12:12
      • 4h 54m (56m)
      • 1 Stop CLT · Charlotte 56m
      • American Airlines (AA 5078)Canadair Regional
        American Airlines (AA 2279)Airbus A321 Neo
      • American Airlines (AA 5078)
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      • 08:18 LEX
        12:12 ORD
        4Hrs, 54m 1 Stop (CLT)
      • LEXLexington Blue Grass Airport 08:18 - ORD 12:12 4h 54m 1 Stop (CLT) Charlotte
      • LEXLexington Blue Grass Airport 08:18
        CLTCharlotte Airport 11:01
      • CLTCharlotte Airport 10:05
        ORDChicago O'Hare International Airport 12:12
      • 4h 54m (56m)
      • 1 Stop CLT · Charlotte 56m
      • American Airlines (AA 5078)Canadair Regional
        American Airlines (AA 2279)Boeing 737 800
      • American Airlines (AA 5078)
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      • 08:18 LEX
        12:07 ORD
        4Hrs, 49m 1 Stop (CLT)
      • LEXLexington Blue Grass Airport 08:18 - ORD 12:07 4h 49m 1 Stop (CLT) Charlotte
      • LEXLexington Blue Grass Airport 08:18
        CLTCharlotte Airport 10:59
      • CLTCharlotte Airport 10:05
        ORDChicago O'Hare International Airport 12:07
      • 4h 49m (54m)
      • 1 Stop CLT · Charlotte 54m
      • American Airlines (AA 5078)Canadair Regional
        American Airlines (AA 2279)Boeing 737 800
      • American Airlines (AA 5078)
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      • 11:32 LEX
        15:51 ORD
        5Hrs, 19m 1 Stop (CLT)
      • LEXLexington Blue Grass Airport 11:32 - ORD 15:51 5h 19m 1 Stop (CLT) Charlotte
      • LEXLexington Blue Grass Airport 11:32
        CLTCharlotte Airport 14:41
      • CLTCharlotte Airport 13:00
        ORDChicago O'Hare International Airport 15:51
      • 5h 19m (1h 41m)
      • 1 Stop CLT · Charlotte 1h 41m
      • American Airlines (AA 5566)Canadair Regional
        American Airlines (AA 614)Boeing 737 800
      • American Airlines (AA 5566)
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      • 15:40 LEX
        19:24 ORD
        4Hrs, 44m 1 Stop (CLT)
      • LEXLexington Blue Grass Airport 15:40 - ORD 19:24 4h 44m 1 Stop (CLT) Charlotte
      • LEXLexington Blue Grass Airport 15:40
        CLTCharlotte Airport 18:16
      • CLTCharlotte Airport 17:14
        ORDChicago O'Hare International Airport 19:24
      • 4h 44m (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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      • 15:40 LEX
        19:30 ORD
        4Hrs, 50m 1 Stop (CLT)
      • LEXLexington Blue Grass Airport 15:40 - ORD 19:30 4h 50m 1 Stop (CLT) Charlotte
      • LEXLexington Blue Grass Airport 15:40
        CLTCharlotte Airport 18:16
      • CLTCharlotte Airport 17:14
        ORDChicago O'Hare International Airport 19:30
      • 4h 50m (1h 02m)
      • 1 Stop CLT · Charlotte 1h 02m
      • American Airlines (AA 5298)Crj 700 Canadair Regional
        American Airlines (AA 2488)Boeing 737 800
      • American Airlines (AA 5298)
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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 06:05. 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 Lexington to Chicago?

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

      All Airports in Lexington

      Lexington Blue Grass Airport LEX

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