Fort Myers to Chicago (RSW-ORD): nonstop upgrade & award space

United Airlines, American Airlines, and Frontier Airlines fly nonstop between Fort Myers (RSW) and Chicago (ORD), roughly 63 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 RSW 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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63
Nonstop flights a week
1,123 mi
Nonstop distance
Free
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Fort Myers to Chicago flight schedule

Scheduled nonstop departures for RSW 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 Fort Myers (RSW) to Chicago (ORD)
Date Flight Airline Departs RSW Arrives ORD Duration Aircraft
AA 2613American Airlines06:0708:303h 23m738
UA 1554United Airlines07:0009:233h 23m7M9
UA 2347United Airlines09:3011:443h 14m739
AA 2437American Airlines11:4214:003h 18m321
UA 2494United Airlines12:2714:413h 14m7M9
UA 2832United Airlines16:3919:003h 21m32Q
UA 1744United Airlines16:4119:003h 19m32Q
AA 2561American Airlines19:1221:443h 32m7M8
AA 2613American Airlines06:0708:303h 23m738
UA 1554United Airlines07:0009:233h 23m7M9
UA 2347United Airlines09:1511:293h 14m739
AA 2437American Airlines11:5614:153h 19m738
UA 2494United Airlines12:2714:413h 14m7M8
UA 2832United Airlines16:3919:003h 21m32Q
UA 1744United Airlines16:4119:003h 19m32Q
AA 2561American Airlines19:1221:443h 32m7M8
AA 2613American Airlines06:0708:303h 23m738
UA 1554United Airlines07:0009:233h 23m7M9
UA 2347United Airlines09:1511:293h 14m739
AA 2437American Airlines11:5614:153h 19m738
UA 2494United Airlines12:2714:413h 14m7M8
UA 2832United Airlines16:3919:003h 21m32Q
UA 1744United Airlines16:4119:003h 19m32Q
AA 2561American Airlines19:1221:443h 32m7M8
AA 2613American Airlines06:0208:293h 27m738
UA 1554United Airlines07:0009:233h 23m7M9
UA 2347United Airlines09:1511:293h 14m739
AA 2437American Airlines11:5614:153h 19m738
UA 2494United Airlines12:2714:413h 14m7M8
UA 2832United Airlines16:3919:003h 21m32Q
UA 1744United Airlines16:4119:003h 19m32Q
AA 2561American Airlines19:1221:443h 32m7M8
AA 2613American Airlines06:0708:303h 23m738
UA 1554United Airlines07:0009:233h 23m7M9
UA 2347United Airlines09:1511:293h 14m739
AA 2437American Airlines11:5614:153h 19m738
UA 2494United Airlines12:2714:413h 14m7M8
UA 2832United Airlines16:3919:003h 21m32Q
UA 1744United Airlines16:4119:003h 19m32Q
AA 2561American Airlines19:1221:443h 32m7M8

Showing the first 40 of 56 scheduled RSW 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 RSW to ORD date on the interactive map

Confirmed upgrade & award space on RSW to ORD departures

2LNR tracks confirmed upgrade and award space on American Airlines, segment by segment and date by date. Open the calendar for Fort Myers 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 RSW 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 RSW to ORD on the interactive route map, with schedules, connections, and route statistics.

Airlines flying Fort Myers to Chicago nonstop

Carriers operating RSW to ORD nonstop in the current schedule. 2LNR tracks confirmed upgrade and award space on each of them.

See RSW to ORD on the interactive map →

Frequently asked questions about RSW to ORD

How far is Chicago from Fort Myers?
RSW to ORD covers about 1,123 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 RSW to ORD?
United Airlines, American Airlines, and Frontier Airlines fly the route nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines.
How many flights a week are there from RSW to ORD?
About 63 nonstop flights a week run between Fort Myers and Chicago in the current schedule, operated by United Airlines, American Airlines, and Frontier Airlines. Frequency shifts by season, and the schedule table on this page shows what is scheduled next.
What time do flights from RSW to ORD depart?
Scheduled RSW to ORD nonstops in the next 7 days with service leave between 06:02 and 19:12, local time at Fort Myers. 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 RSW to ORD?
Open the RSW 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 RSW 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