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

United Airlines and American Airlines fly nonstop between Chicago (ORD) and Lexington (LEX), roughly 78 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 ORD to LEX 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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78
Nonstop flights a week
324 mi
Nonstop distance
Free
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Chicago to Lexington flight schedule

Scheduled nonstop departures for ORD to LEX, 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 Chicago (ORD) to Lexington (LEX)
Date Flight Airline Departs ORD Arrives LEX Duration Aircraft
AA 5012American Airlines09:0011:271h 27mCR7
UA 3704United Airlines10:3613:171h 41mE7W
UA 5688United Airlines10:3613:161h 40mCR5
UA 5376United Airlines14:3017:111h 41mE7W
UA 4482United Airlines14:5917:351h 36mCR5
AA 5014American Airlines15:5418:251h 31mCR7
UA 5383United Airlines17:5020:281h 38mE7W
UA 5453United Airlines17:5020:281h 38mE7W
AA 4944American Airlines21:1523:461h 31mCR7
UA 5414United Airlines21:2023:551h 35mE7W
UA 5720United Airlines21:3000:051h 35mE7W
AA 5012American Airlines08:1010:421h 32mCR7
UA 4526United Airlines10:3613:161h 40mCR5
UA 5688United Airlines10:3613:161h 40mCR5
UA 5376United Airlines14:3017:111h 41mE7W
AA 5014American Airlines14:5717:311h 34mCR7
UA 4482United Airlines14:5917:351h 36mCR5
UA 5383United Airlines17:5020:281h 38mE7W
UA 5453United Airlines17:5020:281h 38mE7W
AA 6498American Airlines21:1523:461h 31mCR7
UA 5414United Airlines21:2023:551h 35mE7W
UA 5720United Airlines21:3000:051h 35mE7W
AA 5012American Airlines08:1010:421h 32mCR7
UA 5688United Airlines10:3613:161h 40mCR5
UA 5376United Airlines14:3017:111h 41mE7W
AA 5014American Airlines14:5717:311h 34mCR7
UA 4482United Airlines14:5917:351h 36mCR5
UA 5383United Airlines17:5020:281h 38mE7W
UA 5453United Airlines17:5020:281h 38mE7W
AA 6498American Airlines21:1523:461h 31mCR7
UA 5414United Airlines21:2023:551h 35mE7W
UA 5720United Airlines21:3000:051h 35mE7W
AA 5012American Airlines08:1010:421h 32mCR7
UA 5688United Airlines10:3613:161h 40mCR5
UA 5376United Airlines14:3017:111h 41mE7W
AA 5014American Airlines14:5717:311h 34mCR7
UA 4482United Airlines14:5917:351h 36mCR5
UA 5383United Airlines17:5020:281h 38mE7W
UA 5453United Airlines17:5020:281h 38mE7W
AA 6498American Airlines21:1523:461h 31mCR7

Showing the first 40 of 75 scheduled ORD to LEX 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 ORD to LEX date on the interactive map

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.

See real availability

Confirmed upgrade and award seats on each ORD to LEX 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 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. 2LNR tracks confirmed upgrade and award space on each of them.

See ORD to LEX on the interactive map →

Frequently asked questions about ORD to LEX

How far is Lexington from Chicago?
ORD to LEX 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 ORD to LEX?
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 ORD to LEX?
About 78 nonstop flights a week run between Chicago and Lexington 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 08:10 and 21:30, local time at Chicago. 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 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 is open by date on this route, the next 14 days free on every product and the full horizon on Pro.

Get started free