Chicago to Lexington (ORD-LEX): nonstop upgrade & award space

United Airlines and American Airlines fly nonstop between Chicago (ORD) and Lexington (LEX), roughly 77 times a week. The timetable below shows the nonstop scheduled at 1h 24m to 1h 41m for the 324 miles. 2LNR checks confirmed upgrade and award space on American Airlines flights on this route, so you can see which departures have space before you book.

Schedule last confirmed . Departure times come from 2LNR's schedule data; confirm with the airline before you book.

Updated .

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77
Flights a week, 4-week average
1h 24m to 1h 41m
Scheduled flight time
324 mi
Nonstop distance
Free
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Chicago to Lexington flight schedule

Scheduled nonstop departures for ORD to LEX starting October 23, 2026, last checked against our schedule feed on October 18, 2026. Airlines retime and cancel flights, so confirm with the airline before you book.

Schedule data dated .

Scheduled nonstop departures from Chicago (ORD) to Lexington (LEX)
Date Flight Airline Departs ORD Arrives LEX Duration Aircraft
UA 5995United Airlines06:5009:281h 38mEmbraer E175
AA 6345American Airlines08:0610:441h 38mBombardier CRJ-700
UA 5688United Airlines10:4113:211h 40mCR5
UA 5376United Airlines14:3017:111h 41mEmbraer E175
AA 6346American Airlines15:4518:241h 39mBombardier CRJ-700
UA 5624United Airlines17:5020:281h 38mEmbraer E175
UA 5690United Airlines21:2023:551h 35mEmbraer E175
AA 6336American Airlines21:3500:091h 34mBombardier CRJ-700
UA 5995United Airlines06:5009:281h 38mEmbraer E175
AA 6345American Airlines08:0610:441h 38mBombardier CRJ-700
UA 5688United Airlines10:4113:211h 40mCR5
UA 5376United Airlines14:3017:101h 40mCR5
AA 6346American Airlines15:4518:241h 39mBombardier CRJ-700
UA 5624United Airlines17:5020:281h 38mEmbraer E175
UA 5690United Airlines21:2023:551h 35mEmbraer E175
AA 6336American Airlines21:3500:091h 34mBombardier CRJ-700
UA 5813United Airlines07:4010:131h 33mCR5
AA 6345American Airlines08:0610:441h 38mBombardier CRJ-700
UA 5815United Airlines10:3513:131h 38mCR5
UA 4502United Airlines10:3613:111h 35mCR5
UA 4535United Airlines14:3017:051h 35mCR5
AA 6346American Airlines15:4518:241h 39mBombardier CRJ-700
UA 5854United Airlines16:3019:101h 40mCR5
UA 4383United Airlines17:5020:251h 35mCR5
UA 5624United Airlines17:5020:281h 38mEmbraer E175
UA 5423United Airlines21:2523:491h 24mCR5
AA 6336American Airlines21:3500:091h 34mBombardier CRJ-700
UA 5813United Airlines07:4010:131h 33mCR5
AA 6345American Airlines08:0610:441h 38mBombardier CRJ-700
UA 5815United Airlines10:3513:131h 38mCR5
UA 4502United Airlines10:3613:111h 35mCR5
UA 4165United Airlines14:4017:201h 40mCR5
AA 6346American Airlines15:4518:241h 39mBombardier CRJ-700
UA 4484United Airlines16:3019:101h 40mCR5
UA 5854United Airlines16:3019:101h 40mCR5
UA 4383United Airlines17:5020:251h 35mCR5
UA 5624United Airlines17:5020:281h 38mEmbraer E175
UA 5423United Airlines21:2523:491h 24mCR5
AA 6336American Airlines21:3500:091h 34mBombardier CRJ-700
UA 5813United Airlines07:4010:131h 33mCR5

Showing the first 40 of 72 scheduled ORD to LEX departures across 7 days with service, starting October 23, 2026. Every remaining date is on the interactive map.

Departure and arrival times are local at their own airport, so an arrival can fall on a different local date than the departure; the duration column is the true elapsed flying time. A dash means the airline hasn't filed that value in the schedule data we hold. Aircraft are the equipment the airline filed, named where the code pins down one type and shown as the family or the bare code where it doesn't. Swaps can happen up to departure.

See every ORD to LEX date on the interactive map

Aircraft on the Chicago to Lexington nonstop

In the schedule table on this page, United Airlines flies the Bombardier CRJ and the Embraer E175, and American Airlines flies the Bombardier CRJ-700. Each linked aircraft page shows where that airline schedules it. Airlines can swap aircraft up to departure.

Confirmed upgrade & award space on ORD to LEX departures

2LNR tracks confirmed upgrade and award space on American Airlines, segment by segment and date by date. Open the calendar for Chicago to Lexington to see which departures have space, the next 14 days free on every product and the full horizon on Pro.

American Airlines award space was open on 4 of the 14 Chicago to Lexington departure dates from October 19 to November 1 that 2LNR checked in the 7 days to October 19, 2026.

See real availability

Confirmed upgrade or award seats by date on the ORD to LEX departures 2LNR tracks, checked against live inventory so you know what's open before you book.

Set an alert

Premium inventory turns over fast. Watch this route on Pro and 2LNR notifies you when space appears on a date you're tracking.

Plan on the map

See ORD to LEX on the interactive route map, with schedules, connections, and route statistics.

Airlines flying Chicago to Lexington nonstop

Carriers operating ORD to LEX nonstop in the current schedule. Where 2LNR tracks the carrier, its departures show confirmed upgrade or award space by date.

See ORD to LEX on the interactive map →

Frequently asked questions about ORD to LEX

How long is the flight from Chicago (ORD) to Lexington (LEX)?
Scheduled flight times from Chicago (ORD) to Lexington (LEX) run from 1h 24m to 1h 41m across the departures in the schedule table on this page. The nonstop covers about 324 miles, and airlines adjust scheduled times by season, so confirm with the airline before you book.
Which airlines fly nonstop from ORD to LEX?
United Airlines and American Airlines fly ORD to LEX nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines.
How many flights a week are there from ORD to LEX?
About 77 nonstop flights a week run between Chicago (ORD) and Lexington (LEX) in the current schedule, operated by United Airlines and American Airlines. Frequency shifts by season, and the schedule table on this page shows what is scheduled next.
What time do flights from ORD to LEX depart?
Scheduled ORD to LEX nonstops in the next 7 days with service leave between 06:50 and 21:35, local time at Chicago. The schedule table on this page lists every departure by date, with its arrival time and aircraft.
Which flights operate ORD to LEX nonstop?
The schedule table on this page lists 17 flight numbers for ORD to LEX nonstops, including UA 5376, UA 5624, UA 5688, UA 5813, and UA 5995 on United Airlines, and AA 6336, AA 6345, and AA 6346 on American Airlines. The table lists each departure by date with its times and aircraft.
How do I check upgrade or award availability on ORD to LEX?
Open the ORD to LEX route on the interactive map or the matrix to see confirmed upgrade and award space by date on American Airlines, the next 14 days free and the full horizon on Pro. On Pro you can also set an alert on the route and 2LNR notifies you when space opens.

Never miss ORD to LEX upgrade or award space

See what's open by date on this route, the next 14 days free on every product and the full horizon on Pro.

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