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
Chicago
Fort Myers
Outbound
11/03/25
direct
NK2931
03h 00min
Return
11/12/25
1 Stopover (JFK)
B61530, B62105
10h 08min
Spirit Airlines ?
$195
Best option
Chicago
Fort Myers
Outbound
11/03/25
direct
UA1036
03h 02min
Return
11/12/25
direct
UA2494
03h 00min
United Airlines ?
$234
Chicago
Fort Myers
Outbound
10/10/25
direct
NK2931
03h 00min
Return
11/04/25
direct
NK2930
03h 13min
Spirit Airlines
$234
Chicago
Fort Myers
Outbound
10/10/25
1 Stopover (MSP)
SY0262, SY0381
15h 00min
Return
11/04/25
direct
NK2930
03h 13min
Sun Country Airlines
$227
Chicago
Fort Myers
Outbound
11/03/25
direct
NK2931
03h 00min
Return
11/12/25
2 Stopovers (DTW, ATL)
NK2336, NK1205, NK1200
27h 33min
Spirit Airlines
$227
Chicago
Fort Myers
Outbound
11/03/25
direct
UA1036
03h 02min
Return
11/12/25
direct
UA1967
03h 15min
United Airlines ?
$239
Chicago
Fort Myers
Outbound
11/03/25
direct
AA3289
02h 49min
Return
11/12/25
direct
AA3289
03h 14min
American Airlines ?
$248
Chicago
Fort Myers
Outbound
10/10/25
direct
NK2931
03h 00min
Return
11/04/25
direct
NK2930
03h 13min
Spirit Airlines
$249
Chicago
Fort Myers
Outbound
10/10/25
1 Stopover (MSP)
SY0262, SY0387
23h 12min
Return
11/04/25
direct
AA1238
03h 14min
Sun Country Airlines ?
$275
Chicago
Fort Myers
Outbound
10/10/25
1 Stopover (CLT)
AA1784, AA2018
06h 56min
Return
11/04/25
direct
AA3289
03h 14min
American Airlines ?
$307
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 $ 194,72
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