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Cheap flights from Southwest Florida Intl to Chicago (RSW - CHI)

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The best prices from Southwest Florida Intl to Chicago are usually found in January or February, booked 60 days in advance, depart on a Friday or Thursday and return on a Tuesday

+120.0%
+80.0%
+40.0%
Base
Price
$109 - $223
Temperature
34 - 84 °F
Rainfall
1 - 4 inches
Most popular in July High demand for flights, 30% potential price rise
Cheapest in January Best time to find cheap flights, 4% potential price drop
Average price $147 Price for this month
Cheapest price $109 From Southwest Florida Intl to Chicago

Cheap flights from Southwest Florida Intl to Chicago in September 2019

The best prices found for RSW to ORD flights for September
26 Sep - 5 Oct
$169pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
RSW
Fort Myers SW Florida Intl
25 Sep - 5 Oct
$187pp
RSW
Fort Myers SW Florida Intl
Sun Country Air
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Sun Country Air
 
1 STOP
RSW
Fort Myers SW Florida Intl
24 Sep - 28 Sep
$218pp
RSW
Fort Myers SW Florida Intl
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
RSW
Fort Myers SW Florida Intl

Southwest Florida Intl to Chicago 2019 flight deals

Cheap flights to Chicago from Southwest Florida Intl found for this year
1 Nov - 4 Nov
$113pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
3 Nov - 15 Nov
$113pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
8 Nov - 11 Nov
$113pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl

Non-stop flights to Chicago from Southwest Florida Intl

Save time with Southwest Florida Intl to Chicago direct flight deals
1 Nov - 4 Nov
$113pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
3 Nov - 15 Nov
$113pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
8 Nov - 11 Nov
$113pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl

Last minute flights from Southwest Florida Intl to Chicago

Late deals on round-trip flights to Chicago from Southwest Florida Intl, departing today and this week
20 Sep - 24 Sep
$176pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
RSW
Fort Myers SW Florida Intl
25 Sep - 28 Sep
$187pp
RSW
Fort Myers SW Florida Intl
Sun Country Air
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Sun Country Air
 
1 STOP
RSW
Fort Myers SW Florida Intl
21 Sep - 25 Sep
$204pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
RSW
Fort Myers SW Florida Intl

One-way flights to Chicago from Southwest Florida Intl

The cheapest one-way flights from Southwest Florida Intl to Chicago
12:00 am - 2:12 am
Spirit Airlines
Nonstop
3h 12m
RSW - ORD
Spirit Airlines
$57
Spirit
12:00 am - 2:12 am
Spirit Airlines
Nonstop
3h 12m
RSW - ORD
Spirit Airlines
$57
Spirit
12:00 am - 2:04 am
Spirit Airlines
Nonstop
3h 04m
RSW - ORD
Spirit Airlines
$57
Spirit

Cheap flights from Southwest Florida Intl to Chicago in September 2019

The best prices found for RSW to ORD flights for September
26 Sep - 5 Oct
$169pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
RSW
Fort Myers SW Florida Intl
25 Sep - 5 Oct
$187pp
RSW
Fort Myers SW Florida Intl
Sun Country Air
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Sun Country Air
 
1 STOP
RSW
Fort Myers SW Florida Intl
24 Sep - 28 Sep
$218pp
RSW
Fort Myers SW Florida Intl
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
RSW
Fort Myers SW Florida Intl

Southwest Florida Intl to Chicago 2019 flight deals

Cheap flights to Chicago from Southwest Florida Intl found for this year
1 Nov - 4 Nov
$113pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
3 Nov - 15 Nov
$113pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
8 Nov - 11 Nov
$113pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl

Non-stop flights to Chicago from Southwest Florida Intl

Save time with Southwest Florida Intl to Chicago direct flight deals
1 Nov - 4 Nov
$113pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
3 Nov - 15 Nov
$113pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
8 Nov - 11 Nov
$113pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl

Last minute flights from Southwest Florida Intl to Chicago

Late deals on round-trip flights to Chicago from Southwest Florida Intl, departing today and this week
20 Sep - 24 Sep
$176pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
RSW
Fort Myers SW Florida Intl
25 Sep - 28 Sep
$187pp
RSW
Fort Myers SW Florida Intl
Sun Country Air
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Sun Country Air
 
1 STOP
RSW
Fort Myers SW Florida Intl
21 Sep - 25 Sep
$204pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
RSW
Fort Myers SW Florida Intl

Destination information for Chicago

Things to know before you go. Useful info for your trip from Southwest Florida Intl to Chicago
Flight duration
3h 01m
Average temperature for September in Chicago
77.0 °F
Avg rainfall for September in Chicago
2.4 ″

Airports servicing Fort Myers

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Rockford (RFD)

Related info for your journey

Useful info, stats and facts about Southwest Florida Intl to Chicago flights.
Flight FAQs
From Southwest Florida Intl to Chicago
What percent of flights are delayed?
A delay of 1 hr 25 mins is common
How many passenger seats are available on a flight on this route?
On average, all flights from Southwest Florida Intl offer a total of 1,310 seats to Chicago per day
What is the cheapest airline for this route?
The cheapest airline for this route is American Airlines Inc. on average. American Airlines Inc. operates 113 flight per week