American Airlines
Oneworld
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O'Hare International Airport
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Scan through all non-stop flights from Lexington to Chicago. The full flight schedule below gives an overview of all non-stop flights from LEX to ORD, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Known for its continental climate, Chicago features hot, humid summers with temperatures above 30°C (86°F) and cold, snowy winters that often drop below 0°C (32°F). This striking seasonal contrast offers travelers a variety of activities, from summer hiking to winter sports, ensuring year-round appeal.
The best time to visit Chicago is from March to November, covering spring, summer, and fall. While summer can be hot, it also sees slightly more rainfall than other seasons.

In total there are 2 airlines operating nonstop flights from Lexington LEX to Chicago ORD. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their LEX ORD flight schedule.
Flights from LEX to ORD are operated 48 times a week, with an average of 7 flights per day. Departure times vary between 05:23 - 19:49. The earliest flight departs at 05:23, the last flight departs at 19:49. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
You can fly in Economy and Business Class. Premium Economy and First Class are not available on this route (at least not as a non-stop flight).
The fastest direct flight from Lexington to Chicago takes 1 hour and 43 minutes. The flight distance between Lexington and Chicago is 323 miles (or 520 km).
There are 2 airports in Chicago: O'Hare International Airport (ORD) and Midway International Airport (MDW).
There are 48 flights per week flying from Lexington to Chicago (as of July 2026).
1 hour and 43 minutes is the average flight time from Lexington to Chicago.
The distance from Lexington to Chicago is 323 miles (520 kilometers).
American Airlines and United Airlines are flying nonstop from Lexington to Chicago.
Oneworld and Star Alliance are flying nonstop from Lexington to Chicago.
You can fly non-stop in Economy and Business Class.
Aircraft types that fly from Lexington to Chicago:
The earliest flight departs at 05:23 from Lexington and arrives at 06:10 at Chicago.
The latest flight departs at 19:49 from Lexington and arrives at 20:40 at Chicago.
323 miles (520 km) · 1h 43m
05:35
06:10
American Airlines
Oneworld
AA 4976
American Airlines
Canadair Regional Jet 700
Y
W
J
F
05:35
06:10
American Airlines
Oneworld
AA 4976
American Airlines
Canadair Regional Jet 700
Y
W
J
F
07:00
07:50
United Airlines
Star Alliance
UA 4601
United Airlines
Bombardier CRJ 550
Y
W
J
F
07:00
07:52
United Airlines
Star Alliance
UA 5293
United Airlines
Embraer 175
Y
W
J
F
07:00
07:50
United Airlines
Star Alliance
UA 4601
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:12
10:58
United Airlines
Star Alliance
UA 5383
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:12
10:58
United Airlines
Star Alliance
UA 4470
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:12
10:58
United Airlines
Star Alliance
UA 4470
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:12
10:58
United Airlines
Star Alliance
UA 4470
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:12
10:58
United Airlines
Star Alliance
UA 5383
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:12
10:58
United Airlines
Star Alliance
UA 4470
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:12
10:58
United Airlines
Star Alliance
UA 5383
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:12
10:58
United Airlines
Star Alliance
UA 4470
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:12
10:58
United Airlines
Star Alliance
UA 5383
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:12
10:58
United Airlines
Star Alliance
UA 4470
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:12
10:58
United Airlines
Star Alliance
UA 4470
United Airlines
Bombardier CRJ 550
Y
W
J
F
11:20
11:59
American Airlines
Oneworld
AA 6244
American Airlines
Canadair Regional Jet 700
Y
W
J
F
11:22
12:06
American Airlines
Oneworld
AA 6244
American Airlines
Canadair Regional Jet 700
Y
W
J
F
13:55
14:46
United Airlines
Star Alliance
UA 4404
United Airlines
Bombardier CRJ 550
Y
W
J
F
17:55
18:41
United Airlines
Star Alliance
UA 4582
United Airlines
Bombardier CRJ 550
Y
W
J
F
17:55
18:41
United Airlines
Star Alliance
UA 4582
United Airlines
Bombardier CRJ 550
Y
W
J
F
17:55
18:41
United Airlines
Star Alliance
UA 4582
United Airlines
Bombardier CRJ 550
Y
W
J
F
17:55
18:41
United Airlines
Star Alliance
UA 4582
United Airlines
Bombardier CRJ 550
Y
W
J
F
17:55
18:41
United Airlines
Star Alliance
UA 4582
United Airlines
Bombardier CRJ 550
Y
W
J
F
17:55
18:41
United Airlines
Star Alliance
UA 4582
United Airlines
Bombardier CRJ 550
Y
W
J
F
17:55
18:41
United Airlines
Star Alliance
UA 4582
United Airlines
Bombardier CRJ 550
Y
W
J
F
17:55
18:41
United Airlines
Star Alliance
UA 4582
United Airlines
Bombardier CRJ 550
Y
W
J
F
18:43
19:44
American Airlines
Oneworld
AA 6245
American Airlines
Canadair Regional Jet 700
Y
W
J
F
18:53
19:54
American Airlines
Oneworld
AA 6245
American Airlines
Canadair Regional Jet 700
Y
W
J
F
19:08
20:09
American Airlines
Oneworld
AA 6245
American Airlines
Canadair Regional Jet 700
Y
W
J
F
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