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 60 times a week. The timetable below shows the nonstop scheduled at 3h 10m to 3h 30m for the 1,123 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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60
Flights a week, 4-week average
3h 10m to 3h 30m
Scheduled flight time
1,123 mi
Nonstop distance
Free
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Fort Myers to Chicago flight schedule

Scheduled nonstop departures for RSW 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 Fort Myers (RSW) to Chicago (ORD)
Date Flight Airline Departs RSW Arrives ORD Duration Aircraft
AA 1007American Airlines08:1810:403h 22mBoeing 737-800
UA 2347United Airlines08:4510:593h 14mBoeing 737-900
AA 2437American Airlines11:5414:153h 21mAirbus A321
UA 2494United Airlines12:1714:313h 14mBoeing 737 MAX 9
UA 2472United Airlines14:1416:243h 10mBoeing 737 MAX 8
UA 1495United Airlines16:3418:533h 19mAirbus A321neo family
AA 2561American Airlines17:1519:453h 30mBoeing 737 MAX 8
AA 1007American Airlines08:1610:383h 22mBoeing 737-800
UA 2347United Airlines08:4510:593h 14mBoeing 737-900
AA 2437American Airlines11:5414:153h 21mAirbus A321
UA 2494United Airlines12:1714:313h 14mBoeing 737 MAX 9
UA 2472United Airlines14:1416:243h 10mBoeing 737 MAX 8
UA 1495United Airlines16:3418:533h 19mAirbus A321neo family
AA 2561American Airlines17:1519:453h 30mBoeing 737 MAX 8
AA 1007American Airlines08:1610:383h 22mBoeing 737-800
UA 2347United Airlines08:4510:593h 14mBoeing 737-900
AA 2437American Airlines12:0914:303h 21mAirbus A321
UA 2494United Airlines12:1714:313h 14mBoeing 737 MAX 9
UA 2472United Airlines14:1516:343h 19mBoeing 737-900
UA 1495United Airlines16:3418:533h 19mAirbus A321neo family
AA 2561American Airlines17:1519:453h 30mBoeing 737 MAX 8
UA 2420United Airlines18:2120:403h 19mBoeing 737-900
AA 1007American Airlines08:1610:383h 22mBoeing 737-800
UA 2347United Airlines08:4510:593h 14mBoeing 737-900
AA 2437American Airlines11:5414:153h 21mAirbus A321
UA 2494United Airlines12:1714:313h 14mBoeing 737 MAX 9
UA 2472United Airlines14:1516:343h 19mBoeing 737-900
UA 1495United Airlines16:3418:533h 19mAirbus A321neo family
AA 2561American Airlines17:1519:453h 30mBoeing 737 MAX 8
UA 2420United Airlines18:2120:403h 19mBoeing 737-900
AA 1007American Airlines08:1610:383h 22mBoeing 737-800
UA 2347United Airlines08:4510:593h 14mBoeing 737-900
AA 2437American Airlines11:5414:153h 21mAirbus A321
UA 2494United Airlines12:1714:313h 14mBoeing 737 MAX 9
UA 2472United Airlines14:1416:243h 10mBoeing 737 MAX 8
UA 1495United Airlines16:3418:533h 19mAirbus A321neo family
AA 2561American Airlines17:1519:453h 30mBoeing 737 MAX 8
UA 2420United Airlines18:2120:403h 19mBoeing 737-900
AA 1007American Airlines08:1610:383h 22mBoeing 737-800
UA 2347United Airlines08:4510:593h 14mBoeing 737-900

Showing the first 40 of 54 scheduled RSW 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 RSW to ORD date on the interactive map

Aircraft on the Fort Myers to Chicago nonstop

In the schedule table on this page, United Airlines flies the Boeing 737-900, the Boeing 737 MAX 9, the Airbus A321neo family, and the Boeing 737 MAX 8, and American Airlines flies the Boeing 737-800, the Airbus A321, and the Boeing 737 MAX 8. Each linked aircraft page shows where that airline schedules it. Airlines can swap aircraft up to departure.

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.

American Airlines award space was open on 11 of the 14 Fort Myers 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 RSW 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 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. Where 2LNR tracks the carrier, its departures show confirmed upgrade or award space by date.

See RSW to ORD on the interactive map →

Frequently asked questions about RSW to ORD

How long is the flight from Fort Myers (RSW) to Chicago (ORD)?
Scheduled flight times from Fort Myers (RSW) to Chicago (ORD) run from 3h 10m to 3h 30m across the departures in the schedule table on this page. The nonstop covers about 1,123 miles, and airlines adjust scheduled times by season, so confirm with the airline before you book.
Which airlines fly nonstop from RSW to ORD?
United Airlines, American Airlines, and Frontier Airlines fly RSW to ORD nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines.
How many flights a week are there from RSW to ORD?
About 60 nonstop flights a week run between Fort Myers (RSW) and Chicago (ORD) 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 08:16 and 18:21, local time at Fort Myers. The schedule table on this page lists every departure by date, with its arrival time and aircraft.
Which flights operate RSW to ORD nonstop?
In the schedule table on this page, RSW to ORD nonstops fly as UA 1495, UA 2347, UA 2420, UA 2472, and UA 2494 on United Airlines, and AA 1007, AA 2437, and AA 2561 on American Airlines. The table lists each departure by date with its times 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'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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