Flights from Fort Myers to Chicago

Our cheapest offers for flights from Fort Myers to Chicago

Here you can compare cheap flights from Fort Myers (RSW) to Chicago (CHI) 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 Chicago. Prices and availability may change at any time.

Outbound Return Airlines Shop Baggage Price
Fort Myers
Chicago
Outbound
04/26/25
1 Stopover (MSP)
SY0388, SY0261
21h 38min
Return
05/23/25
1 Stopover (MSP)
SY0262, SY0383
14h 35min
Sun Country Airlines ?
$330
Best option
Fort Myers
Chicago
Outbound
04/26/25
direct
UA2189
03h 20min
Return
05/23/25
direct
UA0335
03h 02min
United Airlines ?
$451
Fort Myers
Chicago
Outbound
04/26/25
1 Stopover (MSP)
SY0388, SY0261
21h 38min
Return
05/23/25
1 Stopover (MSP)
SY0262, SY0383
14h 35min
Sun Country Airlines ?
$357
Fort Myers
Chicago
Outbound
04/26/25
direct
NK0528
03h 13min
Return
05/23/25
1 Stopover (MSP)
SY0262, SY0383
14h 35min
Spirit Airlines
$522
Fort Myers
Chicago
Outbound
04/26/25
direct
NK2930
03h 12min
Return
05/23/25
1 Stopover (MSP)
SY0262, SY0383
14h 35min
Spirit Airlines ?
$533
Fort Myers
Chicago
Outbound
04/26/25
direct
AA2561
03h 12min
Return
05/23/25
direct
AA2083
02h 52min
American Airlines ?
$551
Fort Myers
Chicago
Outbound
04/26/25
direct
UA0528
03h 20min
Return
05/23/25
direct
UA1740
03h 00min
United Airlines
$556
Fort Myers
Chicago
Outbound
04/26/25
direct
UA0528
03h 20min
Return
05/23/25
direct
UA0335
03h 02min
United Airlines ?
$1,300
Prices based on recent searches, subject to last-minute changes
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Tips and tricks to help you find cheap flights from Fort Myers to Chicago

Favorite airline: Spirit Airlines
Most travelers looking for flights on the route from Fort Myers to Chicago decide to book flights with Spirit Airlines.
Spirit Airlines
50 %
United Airlines
23 %
Sun Country Airlines
18 %
Cheapest weekday: Wednesday
Choosing the right day of the week is worthwhile as prices of flights on this route are cheapest on Wednesday.
Stopover flights are the cheapest connection
On this route, direct flights are $ 7.00 more expensive than flights with a stopover.
non stop flight
1 stop
2 stops
03h 16min
10h 59min
09h 07min
113 USD
106 USD
524 USD
The favorite connection is non-stop
60 % of travelers decide to book a direct flight on this route.
Route
bookings
Direct flights
03h 16min, from 113 USD
60 %
1 stopover Minneapolis - St. Paul International Airport, MN
07h 48min, from 231 USD
23 %
1 stopover Hartsfield-Jackson Atlanta International Airport, GA
10h 59min, from 106 USD
12 %

Important flight information

Flight information: Fort Myers - Chicago

Roundtrip from 329,79 USD
Flight duration min. 02:55 / max. 05:50
Return flight duration min. 02:45/ max. 03:50
Distance 1791 km
Flights per week 123
Departure airport Airport Fort Myers-Southwest Florida Reg-FL (RSW)
Arrival airport Airport Chicago-IL all Airports (ORD, MDW, RFD) (CHI)
Destination country Flights to United States
Alternative routes to United States
Alternative flights to Chicago
Flight destinations with a similar price
Flight destinations with a similar price