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

United Airlines and American Airlines fly nonstop between Lexington (LEX) and Chicago (ORD), roughly 77 times a week. The timetable below shows the nonstop scheduled at 1h 35m to 2h 1m 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 35m to 2h 1m
Scheduled flight time
324 mi
Nonstop distance
Free
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Lexington to Chicago flight schedule

Scheduled nonstop departures for LEX to ORD 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 Lexington (LEX) to Chicago (ORD)
Date Flight Airline Departs LEX Arrives ORD Duration Aircraft
AA 6344American Airlines05:2906:081h 39mBombardier CRJ-700
UA 5633United Airlines06:0006:451h 45mEmbraer E175
UA 5321United Airlines08:5009:351h 45mEmbraer E175
UA 5334United Airlines10:1110:591h 48mEmbraer E175
AA 6345American Airlines11:1411:591h 45mBombardier CRJ-700
AA 5012American Airlines12:0512:401h 35mBombardier CRJ-700
UA 5443United Airlines13:5614:401h 44mCR5
UA 5871United Airlines18:0518:571h 52mEmbraer E175
AA 6346American Airlines18:5819:592h 1mBombardier CRJ-700
AA 6344American Airlines05:2906:081h 39mBombardier CRJ-700
UA 5633United Airlines06:0006:451h 45mEmbraer E175
UA 5321United Airlines08:5009:351h 45mEmbraer E175
UA 5334United Airlines10:1110:591h 48mEmbraer E175
AA 6345American Airlines11:1411:591h 45mBombardier CRJ-700
AA 5012American Airlines12:0512:401h 35mBombardier CRJ-700
UA 5443United Airlines13:5614:401h 44mCR5
UA 5871United Airlines17:5718:491h 52mEmbraer E175
AA 6346American Airlines18:5819:592h 1mBombardier CRJ-700
AA 6344American Airlines05:2906:081h 39mBombardier CRJ-700
UA 4672United Airlines07:1007:561h 46mCR5
UA 5633United Airlines07:1007:561h 46mCR5
UA 4531United Airlines09:0009:451h 45mCR5
UA 5370United Airlines09:0009:431h 43mEmbraer E175
UA 5807United Airlines11:0511:521h 47mCR5
AA 6345American Airlines11:1411:591h 45mBombardier CRJ-700
AA 5012American Airlines12:0512:401h 35mBombardier CRJ-700
UA 5803United Airlines13:4914:401h 51mCR5
UA 4420United Airlines17:5718:431h 46mCR5
UA 5871United Airlines18:0518:571h 52mEmbraer E175
AA 6346American Airlines18:5819:592h 1mBombardier CRJ-700
AA 6344American Airlines05:2906:081h 39mBombardier CRJ-700
UA 5634United Airlines05:3006:151h 45mCR5
UA 4672United Airlines07:1007:561h 46mCR5
UA 4531United Airlines09:0009:451h 45mCR5
UA 5370United Airlines09:0009:401h 40mCR5
UA 5807United Airlines11:0511:521h 47mCR5
AA 6345American Airlines11:1411:591h 45mBombardier CRJ-700
AA 5012American Airlines12:0512:401h 35mBombardier CRJ-700
UA 5803United Airlines13:4914:401h 51mCR5
UA 5871United Airlines18:0518:571h 52mEmbraer E175

Showing the first 40 of 74 scheduled LEX to ORD 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 LEX to ORD date on the interactive map

Aircraft on the Lexington to Chicago 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 LEX to ORD departures

2LNR tracks confirmed upgrade and award space on American Airlines, segment by segment and date by date. Open the calendar for Lexington to Chicago 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 7 of the 14 Lexington to Chicago 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 LEX to ORD 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 LEX to ORD on the interactive route map, with schedules, connections, and route statistics.

Airlines flying Lexington to Chicago nonstop

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

See LEX to ORD on the interactive map →

Frequently asked questions about LEX to ORD

How long is the flight from Lexington (LEX) to Chicago (ORD)?
Scheduled flight times from Lexington (LEX) to Chicago (ORD) run from 1h 35m to 2h 1m 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 LEX to ORD?
United Airlines and American Airlines fly LEX to ORD nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines.
How many flights a week are there from LEX to ORD?
About 77 nonstop flights a week run between Lexington (LEX) and Chicago (ORD) 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 LEX to ORD depart?
Scheduled LEX to ORD nonstops in the next 7 days with service leave between 05:29 and 18:58, local time at Lexington. The schedule table on this page lists every departure by date, with its arrival time and aircraft.
Which flights operate LEX to ORD nonstop?
The schedule table on this page lists 16 flight numbers for LEX to ORD nonstops, including UA 5321, UA 5334, UA 5633, and UA 5871 on United Airlines, and AA 5012, AA 6344, 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 LEX to ORD?
Open the LEX to ORD 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 LEX to ORD 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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