American Airlines
Oneworld
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Southwest Florida International Airport
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United States
O'Hare International Airport
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Scan through all non-stop flights from Fort Myers to Chicago. The full flight schedule below gives an overview of all non-stop flights from RSW to ORD, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Known for its continental climate, Chicago features hot, humid summers with temperatures above 30°C (86°F) and cold, snowy winters that often drop below 0°C (32°F). This striking seasonal contrast offers travelers a variety of activities, from summer hiking to winter sports, ensuring year-round appeal.
The best time to visit Chicago is from March to November, covering spring, summer, and fall. While summer can be hot, it also sees slightly more rainfall than other seasons.
In total there are 5 airlines operating nonstop flights from Fort Myers RSW to Chicago ORD. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their RSW ORD flight schedule.
Flights from RSW to ORD are operated 16 times a week, with an average of 2 flights per day. Departure times vary between 06:15 - 19:10. The earliest flight departs at 06:15, the last flight departs at 19:10. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
You can fly in Economy and Business Class. Premium Economy and First Class are not available on this route (at least not as a non-stop flight).
The fastest direct flight from Fort Myers to Chicago takes 3 hours and 16 minutes. The flight distance between Fort Myers and Chicago is 1,121 miles (or 1,804 km).
There are 2 airports in Chicago: O'Hare International Airport (ORD) and Midway International Airport (MDW).
There are 16 flights per week flying from Fort Myers to Chicago (as of May 2026).
3 hours and 16 minutes is the average flight time from Fort Myers to Chicago.
The distance from Fort Myers to Chicago is 1,121 miles (1,804 kilometers).
American Airlines, Southwest Airlines, United Airlines, and are flying nonstop from Fort Myers to Chicago.
Oneworld and Star Alliance are flying nonstop from Fort Myers to Chicago.
You can fly non-stop in Economy and Business Class.
Aircraft types that fly from Fort Myers to Chicago:
The earliest flight departs at 06:15 from Fort Myers and arrives at 08:34 at Chicago.
The latest flight departs at 19:10 from Fort Myers and arrives at 21:30 at Chicago.
1,121 miles (1,804 km) · 3h 16m
06:15
08:34
American Airlines
Oneworld
AA 836
American Airlines
Boeing 737-800
Y
W
J
F
07:00
09:23
United Airlines
Star Alliance
UA 1554
United Airlines
Boeing 737 MAX 9
Y
W
J
F
10:00
12:10
Southwest Airlines
WN 3656
Southwest Airlines
Boeing 757
Y
W
J
F
11:34
13:53
American Airlines
Oneworld
AA 2433
American Airlines
Boeing 737-800
Y
W
J
F
11:34
13:53
American Airlines
Oneworld
AA 2433
American Airlines
Boeing 737-800
Y
W
J
F
11:34
13:53
American Airlines
Oneworld
AA 2433
American Airlines
Boeing 737-800
Y
W
J
F
12:30
14:53
United Airlines
Star Alliance
UA 2494
United Airlines
Boeing 737 MAX 9
Y
W
J
F
12:47
15:06
American Airlines
Oneworld
AA 3238
American Airlines
Boeing 737-800
Y
W
J
F
15:15
17:30
Southwest Airlines
WN 3656
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
16:37
18:56
United Airlines
Star Alliance
UA 2738
United Airlines
Airbus A321neo
Y
W
J
F
16:39
19:00
United Airlines
Star Alliance
UA 2738
United Airlines
Airbus A321neo
Y
W
J
F
17:26
19:55
American Airlines
Oneworld
AA 2437
American Airlines
Boeing 737 MAX 8
Y
W
J
F
17:37
20:06
American Airlines
Oneworld
AA 2437
American Airlines
Boeing 737 MAX 8
Y
W
J
F
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