Flights from Chicago to Fort Myers

Our cheapest offers for flights from Chicago to Fort Myers

Here you can compare cheap flights from Chicago (CHI) to Fort Myers (RSW) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to Fort Myers. Prices and availability may change at any time.

Outbound Return Airlines Shop Baggage Price
Best option
Chicago
Fort Myers
Outbound
11/09/25
direct
NK1087
02h 51min
Return
12/07/25
direct
NK1088
03h 10min
Spirit Airlines
$115
Chicago
Fort Myers
Outbound
11/09/25
direct
NK1087
02h 51min
Return
12/07/25
direct
NK1088
03h 10min
Spirit Airlines ?
$120
Chicago
Fort Myers
Outbound
11/09/25
direct
NK1087
02h 51min
Return
12/07/25
direct
NK1088
03h 10min
Spirit Airlines
$123
Chicago
Fort Myers
Outbound
11/09/25
direct
NK1087
02h 51min
Return
12/07/25
direct
NK1088
03h 10min
Spirit Airlines
$141
Chicago
Fort Myers
Outbound
11/09/25
direct
NK1087
02h 51min
Return
12/07/25
1 Stopover (BOS)
B62066, B60811
08h 20min
Spirit Airlines ?
$183
Chicago
Fort Myers
Outbound
11/09/25
direct
UA1740
03h 01min
Return
12/07/25
direct
UA0467
03h 12min
United Airlines ?
$240
Chicago
Fort Myers
Outbound
11/09/25
direct
UA1036
03h 06min
Return
12/07/25
2 Stopovers (CLE, ATL)
F93795, F94209, F91441
20h 34min
United Airlines ?
$310
Chicago
Fort Myers
Outbound
02/13/26
direct
NK1087
02h 51min
Return
02/26/26
1 Stopover (JFK)
B61030, B61305
06h 38min
Spirit Airlines ?
$316
Chicago
Fort Myers
Outbound
02/13/26
1 Stopover (DFW)
AA1202, AA2736
06h 40min
Return
02/26/26
1 Stopover (BOS)
B60366, B60811
10h 56min
American Airlines ?
$380
Chicago
Fort Myers
Outbound
11/09/25
direct
AA3289
02h 50min
Return
12/07/25
direct
AA0653
03h 19min
American Airlines ?
$436
Prices based on recent searches, subject to last-minute changes
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Tips and tricks to help you find cheap flights from Chicago to Fort Myers

Favorite airline: Spirit Airlines
The favorite airline for flights from Chicago to Fort Myers is Spirit Airlines.
Spirit Airlines
54 %
United Airlines
23 %
Sun Country Airlines
12 %
Direct flights are the cheapest connection
Direct flights on this route are $129.00 cheaper on average than flights with a stopover.
non stop flight
1 stop
2 stops
03h 01min
13h 37min
23h 58min
$ 102
$ 231
$ 2.052
The favorite connection is non-stop
70 % of travelers decide to book a direct flight on this route.
Route
bookings
Direct flights
03h 01min, from $ 102
70 %
1 stopover Minneapolis - St. Paul International Airport, MN
13h 37min, from $ 231
18 %
1 stopover Hartsfield-Jackson Atlanta International Airport, GA
11h 45min, from $ 275
6 %

Important flight information

Flight information: Chicago - Fort Myers

Roundtrip from $ 114,97
Flight duration min. 02:45 / max. 03:50
Return flight duration min. 02:55/ max. 05:50
Distance 1791 km
Flights per week 128
Departure airport Airport Chicago-IL, all airports (CHI)
Arrival airport Airport Fort Myers-Southwest Florida Reg-FL (RSW)
Destination country Flights to United States
Alternative routes to United States
Alternative flights to Fort Myers
Flight destinations with a similar price
Flight destinations with a similar price