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

United Airlines and American Airlines fly nonstop between Lexington (LEX) and Chicago (ORD), roughly 82 times a week. With United Airlines running most of the schedule, the shape of a week is predictable, which makes an open premium seat on a given date easy to spot and quick to lose. 2LNR tracks confirmed upgrade and award space on American Airlines, on every LEX to ORD departure, so you know which flights have space before you book.

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

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82
Nonstop flights a week
324 mi
Nonstop distance
Free
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Lexington to Chicago flight schedule

Scheduled nonstop departures for LEX to ORD, last checked against our schedule feed on September 6, 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 4963American Airlines06:3407:301h 56mCR7
UA 5258United Airlines07:0007:451h 45mE7W
UA 5344United Airlines07:0007:451h 45mE7W
UA 5445United Airlines10:2011:081h 48mE7W
AA 5012American Airlines11:5712:441h 47mCR7
UA 4404United Airlines13:5514:461h 51mCR5
UA 3438United Airlines13:5814:431h 45mE7W
UA 5443United Airlines13:5814:421h 44mCR5
UA 5871United Airlines17:5718:491h 52mE7W
UA 4426United Airlines18:1519:051h 50mCR5
AA 5014American Airlines18:5919:592hCR7
AA 6307American Airlines05:2306:101h 47mCR7
UA 5258United Airlines07:0007:451h 45mE7W
UA 5344United Airlines07:0007:451h 45mE7W
UA 5445United Airlines10:2011:081h 48mE7W
AA 5012American Airlines11:1311:591h 46mCR7
UA 4404United Airlines13:5514:461h 51mCR5
UA 4580United Airlines13:5814:421h 44mCR5
UA 5443United Airlines13:5814:421h 44mCR5
UA 5871United Airlines17:5718:491h 52mE7W
AA 5014American Airlines18:0118:591h 58mCR7
UA 4426United Airlines18:1519:051h 50mCR5
AA 6307American Airlines05:2306:101h 47mCR7
UA 5258United Airlines07:0007:451h 45mE7W
UA 5344United Airlines07:0007:451h 45mE7W
UA 5445United Airlines09:5210:401h 48mE7W
AA 5012American Airlines11:1311:591h 46mCR7
UA 5443United Airlines13:5114:351h 44mCR5
UA 4404United Airlines13:5514:461h 51mCR5
UA 5871United Airlines17:5718:491h 52mE7W
AA 5014American Airlines18:0118:591h 58mCR7
UA 4426United Airlines18:1519:051h 50mCR5
AA 6307American Airlines05:2306:101h 47mCR7
UA 5258United Airlines07:0007:451h 45mE7W
UA 5344United Airlines07:0007:451h 45mE7W
UA 5445United Airlines09:5210:401h 48mE7W
AA 5012American Airlines11:1311:591h 46mCR7
UA 5443United Airlines13:5114:351h 44mCR5
UA 4404United Airlines13:5514:461h 51mCR5
UA 5871United Airlines17:5718:491h 52mE7W

Showing the first 40 of 73 scheduled LEX to ORD departures across the next 7 days with service. 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 has not filed that value in the schedule data we hold. Aircraft are IATA equipment codes as filed, and can change up to departure.

See every LEX to ORD date on the interactive map

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.

See real availability

Confirmed upgrade and award seats on each LEX to ORD departure, checked against live inventory so you know what is open before you book.

Set an alert

Premium inventory turns over fast. Watch this route and 2LNR notifies you when space appears on a date you are 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. 2LNR tracks confirmed upgrade and award space on each of them.

See LEX to ORD on the interactive map →

Frequently asked questions about LEX to ORD

How far is Chicago from Lexington?
LEX to ORD covers about 324 miles nonstop. Flight times vary by aircraft and season; the schedule table on this page lists each scheduled departure with its own times.
Which airlines fly nonstop from LEX to ORD?
United Airlines and American Airlines fly the route nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines.
How many flights a week are there from LEX to ORD?
About 82 nonstop flights a week run between Lexington and Chicago 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 05:23 and 18:59, local time at Lexington. The schedule table on this page lists every departure by date, with its arrival time 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 is open by date on this route, the next 14 days free on every product and the full horizon on Pro.

Get started free