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
04/03/26
direct
NK1607
03h 03min
Return
04/16/26
1 Stopover (JFK)
B61530, B62105
07h 50min
Spirit Airlines ?
$226
found yesterday
Best option
Chicago
Fort Myers
Outbound
02/13/26
direct
NK1087
02h 51min
Return
02/26/26
direct
NK1088
03h 10min
Spirit Airlines
$290
Chicago
Fort Myers
Outbound
04/03/26
1 Stopover (HVN)
XP0422, XP0353
23h 57min
Return
04/16/26
1 Stopover (HVN)
XP0356, XP0421
22h 23min
Avelo Airlines ?
$262
found yesterday
Chicago
Fort Myers
Outbound
04/03/26
direct
NK1607
03h 03min
Return
04/16/26
1 Stopover (MSP)
SY0390, SY0261
10h 21min
Spirit Airlines
$266
found yesterday
Chicago
Fort Myers
Outbound
04/03/26
direct
NK1607
03h 03min
Return
04/16/26
1 Stopover (MSP)
SY0390, SY0261
10h 21min
Spirit Airlines
$280
found yesterday
Chicago
Fort Myers
Outbound
02/13/26
direct
NK1087
02h 51min
Return
02/26/26
direct
NK1088
03h 10min
Spirit Airlines
$302
Chicago
Fort Myers
Outbound
04/03/26
direct
UA0464
03h 06min
Return
04/16/26
direct
UA2062
03h 19min
United Airlines ?
$368
found yesterday
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
04/03/26
direct
UA2618
03h 06min
Return
04/16/26
direct
UA2494
03h 20min
United Airlines ?
$383
found yesterday
Chicago
Fort Myers
Outbound
02/13/26
1 Stopover (IAH)
UA2665, UA1062
12h 37min
Return
02/26/26
direct
UA2062
03h 12min
United Airlines ?
$445
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 $225.19
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