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
09/19/25
direct
NK2931
03h 00min
Return
09/29/25
direct
NK2930
03h 13min
Spirit Airlines
$159
Chicago
Fort Myers
Outbound
09/19/25
direct
NK2931
03h 00min
Return
09/29/25
direct
NK2930
03h 13min
Spirit Airlines
$161
Chicago
Fort Myers
Outbound
09/19/25
direct
NK2931
03h 00min
Return
09/29/25
direct
NK2930
03h 13min
Spirit Airlines
$170
Chicago
Fort Myers
Outbound
04/21/25
direct
NK1005
02h 51min
Return
05/19/25
direct
NK2930
03h 13min
Spirit Airlines
$173
Chicago
Fort Myers
Outbound
09/19/25
direct
NK2931
03h 00min
Return
09/29/25
direct
NK2930
03h 13min
Spirit Airlines
$178
Chicago
Fort Myers
Outbound
06/18/25
1 Stopover (DTW)
DL1520, DL1225
06h 45min
Return
07/15/25
1 Stopover (LGA)
DL0379, DL2760
08h 26min
Delta Air Lines ?
$194
Chicago
Fort Myers
Outbound
06/18/25
direct
AA2458
02h 47min
Return
07/15/25
direct
AA2354
03h 13min
American Airlines ?
$245
Chicago
Fort Myers
Outbound
09/19/25
direct
NK2931
03h 00min
Return
09/29/25
1 Stopover (MSP)
SY0384, SY0261
06h 34min
Spirit Airlines ?
$246
Chicago
Fort Myers
Outbound
06/18/25
1 Stopover (JFK)
B60906, B62129
07h 46min
Return
07/15/25
direct
NK2930
03h 13min
JetBlue Airways ?
$267
Chicago
Fort Myers
Outbound
09/19/25
1 Stopover (MSP)
SY0262, SY0383
13h 56min
Return
09/29/25
1 Stopover (MSP)
SY0384, SY0261
06h 34min
Sun Country Airlines ?
$268
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 $ 158,86
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 (ORD, MDW, RFD) (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