United Airlines
Star Alliance
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United States
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 77 times a week, with an average of 11 flights per day. Departure times vary between 06:15 - 21:54. The earliest flight departs at 06:15, the last flight departs at 21:54. 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 77 flights per week flying from Fort Myers to Chicago (as of April 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, Frontier Airlines, Southwest Airlines, Spirit Airlines and United Airlines 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 21:54 from Fort Myers and arrives at 23:59 at Chicago.
1,121 miles (1,804 km) · 3h 16m
07:01
09:20
United Airlines
Star Alliance
UA 2379
United Airlines
Boeing 737 MAX 9
Y
W
J
F
07:03
09:23
United Airlines
Star Alliance
UA 1554
United Airlines
Boeing 737-800
Y
W
J
F
07:50
10:05
Spirit Airlines
NK 1604
Spirit Airlines
Airbus A321 (sharklets)
Y
W
J
F
08:25
10:45
American Airlines
Oneworld
AA 2532
American Airlines
Boeing 737-800
Y
W
J
F
09:00
11:19
United Airlines
Star Alliance
UA 2347
United Airlines
Boeing 737-900
Y
W
J
F
09:00
11:19
United Airlines
Star Alliance
UA 2347
United Airlines
Boeing 737-900
Y
W
J
F
09:00
11:20
United Airlines
Star Alliance
UA 1105
United Airlines
Boeing 737-900
Y
W
J
F
10:00
12:10
Southwest Airlines
WN 3656
Southwest Airlines
Boeing 757
Y
W
J
F
10:32
13:02
Frontier Airlines
F9 3799
Frontier Airlines
Airbus A321-100/200
Y
W
J
F
11:12
13:14
Spirit Airlines
NK 2201
Spirit Airlines
Airbus A320-100/200
Y
W
J
F
11:42
14:07
American Airlines
Oneworld
AA 2693
American Airlines
Boeing 737-800
Y
W
J
F
11:42
14:07
American Airlines
Oneworld
AA 2693
American Airlines
Boeing 737-800
Y
W
J
F
11:42
14:07
American Airlines
Oneworld
AA 2693
American Airlines
Boeing 737-800
Y
W
J
F
11:42
14:07
American Airlines
Oneworld
AA 2693
American Airlines
Boeing 737-800
Y
W
J
F
12:17
14:47
Frontier Airlines
F9 3799
Frontier Airlines
Airbus A321-100/200
Y
W
J
F
12:17
14:47
Frontier Airlines
F9 3799
Frontier Airlines
Airbus A321-100/200
Y
W
J
F
12:30
14:50
United Airlines
Star Alliance
UA 2494
United Airlines
Airbus A321neo
Y
W
J
F
12:30
14:50
United Airlines
Star Alliance
UA 2494
United Airlines
Airbus A321neo
Y
W
J
F
13:51
16:21
Frontier Airlines
F9 3799
Frontier Airlines
Airbus A321neo
Y
W
J
F
13:51
16:21
Frontier Airlines
F9 3799
Frontier Airlines
Airbus A320neo
Y
W
J
F
14:30
16:53
United Airlines
Star Alliance
UA 2472
United Airlines
Airbus A321neo
Y
W
J
F
14:30
16:53
United Airlines
Star Alliance
UA 2472
United Airlines
Airbus A321neo
Y
W
J
F
15:15
17:30
Southwest Airlines
WN 3656
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
16:36
18:57
United Airlines
Star Alliance
UA 2738
United Airlines
Boeing 737 MAX 9
Y
W
J
F
16:37
18:58
United Airlines
Star Alliance
UA 2738
United Airlines
Boeing 737 MAX 9
Y
W
J
F
16:37
18:53
United Airlines
Star Alliance
UA 2738
United Airlines
Boeing 737 MAX 9
Y
W
J
F
16:37
18:58
United Airlines
Star Alliance
UA 2738
United Airlines
Boeing 737 MAX 9
Y
W
J
F
16:37
18:58
United Airlines
Star Alliance
UA 2738
United Airlines
Boeing 737-900
Y
W
J
F
18:20
20:41
United Airlines
Star Alliance
UA 2857
United Airlines
Boeing 737-900
Y
W
J
F
18:33
21:00
American Airlines
Oneworld
AA 2711
American Airlines
Boeing 737-800
Y
W
J
F
19:07
21:28
United Airlines
Star Alliance
UA 1677
United Airlines
Boeing 737-900
Y
W
J
F
21:54
23:59
Spirit Airlines
NK 1603
Spirit Airlines
Airbus A321neo
Y
W
J
F
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