Fare Guide
Estimated lowest fares found within 7 days
Cheapest Airline
The cheapest airline(s) flying from Chicago to Lexington is American Airlines.
Cheapest Month
June
Travel Period: June 2024 - May 2025
The cheapest month(s) to fly from Chicago to Lexington is June.
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Jun 2024
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Jul 2024
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Aug 2024
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Sep 2024
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Oct 2024
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Nov 2024
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Dec 2024
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Jan 2025
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Feb 2025
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Mar 2025
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Apr 2025
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May 2025
Cheapest Day of the Week
Sunday
The cheapest day(s) of the week to fly from Chicago to Lexington is Sunday.
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Sun Sunday
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Mon Monday
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Tue Tuesday
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Wed Wednesday
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Thu Thursday
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Fri Friday
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Sat Saturday
Cheapest Time
6am
The cheapest time of the day to fly from Chicago to Lexington is in the early morning.
Early Morning 12:01am - 06:00am
Morning 6:01am - 12:00pm
Afternoon 12:01pm - 6:00pm
Evening 6:01pm to 12:00am
12am
6am
12pm
6pm
Flight Schedules
Last Updated: Thu, 2 May, 2024
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Earliest
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Arrive
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Airline
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Total Duration
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Availability
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19:45 - 22:13ORD - LEX
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19:45 (ORD)Chicago O'Hare International Airport
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22:13 (LEX)Lexington Blue Grass Airport
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United Airlines (UA 4395)Canadair Regional Jet 550 - 01h 28m
- Direct
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- Canadair Regional Jet 550
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20:23 - 22:53ORD - LEX
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20:23 (ORD)Chicago O'Hare International Airport
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22:53 (LEX)Lexington Blue Grass Airport
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American Airlines (AA 4117)Embraer 170 - 01h 30m
- Direct
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- Embraer 170
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08:10 - 10:40ORD - LEX
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08:10 (ORD)Chicago O'Hare International Airport
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10:40 (LEX)Lexington Blue Grass Airport
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American Airlines (AA 3242)Crj 700 Canadair Regional - 01h 30m
- Direct
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- Crj 700 Canadair Regional
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08:25 - 10:56ORD - LEX
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08:25 (ORD)Chicago O'Hare International Airport
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10:56 (LEX)Lexington Blue Grass Airport
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American Airlines (AA 3242)Crj 700 Canadair Regional - 01h 31m
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- Crj 700 Canadair Regional
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09:00 - 11:32ORD - LEX
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09:00 (ORD)Chicago O'Hare International Airport
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11:32 (LEX)Lexington Blue Grass Airport
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United Airlines (UA 5724)Crj Canadair Regional - 01h 32m
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- Crj Canadair Regional
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10:45 - 13:13ORD - LEX
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10:45 (ORD)Chicago O'Hare International Airport
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13:13 (LEX)Lexington Blue Grass Airport
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United Airlines (UA 5365)Embraer 175 - 01h 28m
- Direct
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- Embraer 175
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13:47 - 16:07ORD - LEX
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13:47 (ORD)Chicago O'Hare International Airport
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16:07 (LEX)Lexington Blue Grass Airport
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American Airlines (AA 4014)Embraer Emb 175 - 01h 20m
- Direct
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- Embraer Emb 175
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14:51 - 17:17ORD - LEX
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14:51 (ORD)Chicago O'Hare International Airport
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17:17 (LEX)Lexington Blue Grass Airport
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United Airlines (UA 4463)Canadair Regional Jet 550 - 01h 26m
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- Canadair Regional Jet 550
Connecting Flights
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05:15 - 08:14ORD - CLT09:05 - 10:26CLT - LEX
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05:15 (ORD)Chicago O'Hare International Airport09:05 (CLT)Charlotte Airport
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08:14 (CLT)Charlotte Airport10:26 (LEX)Lexington Blue Grass Airport
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American Airlines (AA 1038)Boeing 737 800 American Airlines (AA 5572)Canadair Regional - 04h 11m (00h 51m)
- CLT Charlotte 00h 51m
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07:00 - 09:56ORD - ATL10:54 - 12:09ATL - LEX
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07:00 (ORD)Chicago O'Hare International Airport10:54 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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09:56 (ATL)Atlanta Hartsfield-Jackson Intl Airport12:09 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 1367)Boeing 757 Delta Air Lines (DL 1137)Boeing 717 - 04h 09m (00h 58m)
- ATL Atlanta 00h 58m
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07:10 - 10:10ORD - ATL11:00 - 12:15ATL - LEX
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07:10 (ORD)Chicago O'Hare International Airport11:00 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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10:10 (ATL)Atlanta Hartsfield-Jackson Intl Airport12:15 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 1265)Boeing 757 Delta Air Lines (DL 1743)Boeing 717 - 04h 05m (00h 50m)
- ATL Atlanta 00h 50m
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07:30 - 10:30ORD - CLT11:13 - 12:38CLT - LEX
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07:30 (ORD)Chicago O'Hare International Airport11:13 (CLT)Charlotte Airport
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10:30 (CLT)Charlotte Airport12:38 (LEX)Lexington Blue Grass Airport
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American Airlines (AA 944)Boeing 737 800 American Airlines (AA 5555)Canadair Regional - 04h 08m (00h 43m)
- CLT Charlotte 00h 43m
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09:32 - 12:29ORD - ATL13:42 - 14:54ATL - LEX
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09:32 (ORD)Chicago O'Hare International Airport13:42 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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12:29 (ATL)Atlanta Hartsfield-Jackson Intl Airport14:54 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 1178)Boeing 757 Delta Air Lines (DL 1225)Boeing 717 - 04h 22m (01h 13m)
- ATL Atlanta 01h 13m
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09:35 - 12:28ORD - ATL13:41 - 14:53ATL - LEX
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09:35 (ORD)Chicago O'Hare International Airport13:41 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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12:28 (ATL)Atlanta Hartsfield-Jackson Intl Airport14:53 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 1178)Boeing 757 Delta Air Lines (DL 988)Boeing 737 900 - 04h 18m (01h 13m)
- ATL Atlanta 01h 13m
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10:00 - 12:55MDW - ATL13:41 - 14:53ATL - LEX
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10:00 (MDW)Chicago Midway Airport13:41 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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12:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport14:53 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 1063)Boeing 717 Delta Air Lines (DL 988)Boeing 737 900 - 03h 53m (00h 46m)
- ATL Atlanta 00h 46m
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11:01 - 13:54MDW - ATL15:08 - 16:24ATL - LEX
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11:01 (MDW)Chicago Midway Airport15:08 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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13:54 (ATL)Atlanta Hartsfield-Jackson Intl Airport16:24 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 1696)Boeing 717 Delta Air Lines (DL 3978)Canadair Regional - 04h 23m (01h 14m)
- ATL Atlanta 01h 14m
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11:45 - 14:16ORD - DTW16:14 - 17:31DTW - LEX
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11:45 (ORD)Chicago O'Hare International Airport16:14 (DTW)Detroit Wayne County
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14:16 (DTW)Detroit Wayne County17:31 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 5804)Embraer Emb 175 Delta Air Lines (DL 4171)Canadair Regional - 04h 46m (01h 58m)
- DTW Detroit 01h 58m
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11:59 - 14:20ORD - DTW16:15 - 17:34DTW - LEX
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11:59 (ORD)Chicago O'Hare International Airport16:15 (DTW)Detroit Wayne County
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14:20 (DTW)Detroit Wayne County17:34 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 816)Boeing 717 Delta Air Lines (DL 4095)Canadair Regional - 04h 35m (01h 55m)
- DTW Detroit 01h 55m
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12:15 - 15:11ORD - CLT16:15 - 17:33CLT - LEX
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12:15 (ORD)Chicago O'Hare International Airport16:15 (CLT)Charlotte Airport
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15:11 (CLT)Charlotte Airport17:33 (LEX)Lexington Blue Grass Airport
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American Airlines (AA 1924)Airbus American Airlines (AA 5574)Canadair Regional - 04h 18m (01h 04m)
- CLT Charlotte 01h 04m
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12:31 - 15:27ORD - ATL16:38 - 17:52ATL - LEX
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12:31 (ORD)Chicago O'Hare International Airport16:38 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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15:27 (ATL)Atlanta Hartsfield-Jackson Intl Airport17:52 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 1147)Boeing 757 Delta Air Lines (DL 1249)Boeing 717 - 04h 21m (01h 11m)
- ATL Atlanta 01h 11m
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12:35 - 15:32ORD - ATL16:40 - 17:54ATL - LEX
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12:35 (ORD)Chicago O'Hare International Airport16:40 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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15:32 (ATL)Atlanta Hartsfield-Jackson Intl Airport17:54 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 1147)Boeing 757 200 Series Delta Air Lines (DL 5361)Crj 700 Canadair Regional - 04h 19m (01h 08m)
- ATL Atlanta 01h 08m
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12:42 - 15:43MDW - ATL16:38 - 17:52ATL - LEX
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12:42 (MDW)Chicago Midway Airport16:38 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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15:43 (ATL)Atlanta Hartsfield-Jackson Intl Airport17:52 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 1636)Boeing 717 Delta Air Lines (DL 1249)Boeing 717 - 04h 10m (00h 55m)
- ATL Atlanta 00h 55m
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12:45 - 15:41MDW - ATL16:40 - 17:54ATL - LEX
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12:45 (MDW)Chicago Midway Airport16:40 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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15:41 (ATL)Atlanta Hartsfield-Jackson Intl Airport17:54 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 2417)Boeing 717 Delta Air Lines (DL 5361)Crj 700 Canadair Regional - 04h 09m (00h 59m)
- ATL Atlanta 00h 59m
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13:21 - 15:35MDW - DTW16:15 - 17:34DTW - LEX
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13:21 (MDW)Chicago Midway Airport16:15 (DTW)Detroit Wayne County
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15:35 (DTW)Detroit Wayne County17:34 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 3895)Embraer 175 Delta Air Lines (DL 4095)Canadair Regional - 03h 13m (00h 40m)
- DTW Detroit 00h 40m
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13:25 - 15:37MDW - DTW16:14 - 17:31DTW - LEX
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13:25 (MDW)Chicago Midway Airport16:14 (DTW)Detroit Wayne County
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15:37 (DTW)Detroit Wayne County17:31 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 3902)Embraer 175 Delta Air Lines (DL 4171)Canadair Regional - 03h 06m (00h 37m)
- DTW Detroit 00h 37m
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15:32 - 18:26ORD - ATL20:00 - 21:16ATL - LEX
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15:32 (ORD)Chicago O'Hare International Airport20:00 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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18:26 (ATL)Atlanta Hartsfield-Jackson Intl Airport21:16 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 1477)Boeing 757 Delta Air Lines (DL 1347)Boeing 717 - 04h 44m (01h 34m)
- ATL Atlanta 01h 34m
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15:45 - 18:41MDW - ATL20:05 - 21:20ATL - LEX
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15:45 (MDW)Chicago Midway Airport20:05 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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18:41 (ATL)Atlanta Hartsfield-Jackson Intl Airport21:20 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 2719)Boeing 717 Delta Air Lines (DL 1347)Boeing 737 900 - 04h 35m (01h 24m)
- ATL Atlanta 01h 24m
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15:45 - 18:45MDW - ATL20:00 - 21:16ATL - LEX
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15:45 (MDW)Chicago Midway Airport20:00 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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18:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport21:16 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 2417)Boeing 717 Delta Air Lines (DL 1347)Boeing 717 - 04h 31m (01h 15m)
- ATL Atlanta 01h 15m
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17:23 - 19:46ORD - DTW21:25 - 22:42DTW - LEX
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17:23 (ORD)Chicago O'Hare International Airport21:25 (DTW)Detroit Wayne County
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19:46 (DTW)Detroit Wayne County22:42 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 1032)Boeing 717 Delta Air Lines (DL 4102)Canadair Regional - 04h 19m (01h 39m)
- DTW Detroit 01h 39m
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17:25 - 19:42ORD - DTW21:25 - 22:39DTW - LEX
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17:25 (ORD)Chicago O'Hare International Airport21:25 (DTW)Detroit Wayne County
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19:42 (DTW)Detroit Wayne County22:39 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 1007)Boeing 717 Delta Air Lines (DL 3956)Canadair Regional - 04h 14m (01h 43m)
- DTW Detroit 01h 43m
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17:45 - 19:56MDW - DTW21:25 - 22:39DTW - LEX
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17:45 (MDW)Chicago Midway Airport21:25 (DTW)Detroit Wayne County
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19:56 (DTW)Detroit Wayne County22:39 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 4001)Embraer 175 Delta Air Lines (DL 3956)Canadair Regional - 03h 54m (01h 29m)
- DTW Detroit 01h 29m
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17:47 - 19:59MDW - DTW21:25 - 22:42DTW - LEX
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17:47 (MDW)Chicago Midway Airport21:25 (DTW)Detroit Wayne County
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19:59 (DTW)Detroit Wayne County22:42 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 3700)Embraer 175 Delta Air Lines (DL 4102)Canadair Regional - 03h 55m (01h 26m)
- DTW Detroit 01h 26m
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17:47 - 19:59MDW - DTW21:25 - 22:42DTW - LEX
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17:47 (MDW)Chicago Midway Airport21:25 (DTW)Detroit Wayne County
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19:59 (DTW)Detroit Wayne County22:42 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 3982)Embraer 175 Delta Air Lines (DL 4102)Canadair Regional - 03h 55m (01h 26m)
- DTW Detroit 01h 26m
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18:27 - 21:24ORD - CLT22:35 - 23:58CLT - LEX
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18:27 (ORD)Chicago O'Hare International Airport22:35 (CLT)Charlotte Airport
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21:24 (CLT)Charlotte Airport23:58 (LEX)Lexington Blue Grass Airport
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American Airlines (AA 450)Airbus American Airlines (AA 5239)Canadair Regional - 04h 31m (01h 11m)
- CLT Charlotte 01h 11m
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18:48 - 21:50MDW - ATL22:40 - 23:55ATL - LEX
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18:48 (MDW)Chicago Midway Airport22:40 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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21:50 (ATL)Atlanta Hartsfield-Jackson Intl Airport23:55 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 1578)Boeing 717 Delta Air Lines (DL 2213)Boeing 737 900 - 04h 07m (00h 50m)
- ATL Atlanta 00h 50m
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18:50 - 21:49MDW - ATL22:45 - 23:59ATL - LEX
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18:50 (MDW)Chicago Midway Airport22:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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21:49 (ATL)Atlanta Hartsfield-Jackson Intl Airport23:59 (LEX)Lexington Blue Grass Airport
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Delta Air Lines (DL 1739)Boeing 717 Delta Air Lines (DL 2213)Boeing 717 - 04h 09m (00h 56m)
- ATL Atlanta 00h 56m
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No Schedules
Sorry, there are no schedules matching your filters. Try removing one.
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What’s the fastest flight time from Chicago to Lexington?
The fastest flight time for direct flights from Chicago to Lexington is 1 hour 20 minutes. Check latest flight schedules & prices on Wego.
How far is Lexington from Chicago?
The flight distance between Chicago and Lexington 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 00:45. The last flight of the day departs at 23:50. See the full list of flight times on Wego.
How many airlines offer direct flights from Chicago to Lexington?
There are 2 airlines that offer direct flights from Chicago to Lexington. Find out the list of airlines on Wego.
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- Embassy Suites by Hilton Lexington/UK Coldstream
- Hyatt Regency Lexington
- Clarion Hotel Conference Center - North
- The Campbell House Lexington, Curio Collection by Hilton
- Hyatt Place Lexington