Find Deals on Flights from Fort Myers SW Florida Intl to Chicago Midway (RSW - MDW)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Fort Myers SW Florida Intl to Chicago Midway

(Round-trip)
Depart: Fri Oct 28 2016 Return: Mon Oct 31 2016 Trip spans 4 days
Delta
Delta
RSW
2:15p
MDW
7:55p
5h 40m
1 stop
MDW
12:59p
RSW
7:04p
6h 05m
1 stop
Depart: Sun Oct 9 2016 Return: Tue Nov 15 2016 Trip spans 38 days
Major Airline
Major Airline
RSW
2:35a
MDW
5:30a
2h 55m
nonstop
MDW
7:10a
RSW
10:00a
2h 50m
nonstop
Depart: Sat Oct 29 2016 Return: Mon Oct 31 2016 Trip spans 3 days
Delta
Delta
RSW
1:40a
MDW
6:46a
5h 06m
1 stop
MDW
12:59p
RSW
7:04p
6h 05m
1 stop
Depart: Thu Nov 3 2016 Return: Mon Nov 7 2016 Trip spans 5 days
Delta
Delta
RSW
2:15p
MDW
7:55p
5h 40m
1 stop
MDW
12:53p
RSW
6:19p
5h 26m
1 stop
Depart: Wed Nov 30 2016 Return: Sat Dec 3 2016 Trip spans 4 days
Major Airline
Major Airline
RSW
2:20a
MDW
7:05a
4h 45m
1 stop
MDW
1:20p
RSW
4:10p
2h 50m
nonstop
Depart: Fri Nov 4 2016 Return: Mon Nov 7 2016 Trip spans 4 days
Delta
Delta
RSW
10:21a
MDW
6:37p
8h 16m
1 stop
MDW
12:53p
RSW
6:19p
5h 26m
1 stop
Depart: Thu Nov 10 2016 Return: Sun Nov 13 2016 Trip spans 4 days
Delta
Delta
RSW
2:50a
MDW
9:24a
6h 34m
1 stop
MDW
4:15a
RSW
9:10a
4h 55m
1 stop
Depart: Fri Oct 21 2016 Return: Mon Oct 24 2016 Trip spans 4 days
Major Airline
Major Airline
RSW
2:35a
MDW
5:30a
2h 55m
nonstop
MDW
9:30a
RSW
12:15p
2h 45m
nonstop
Depart: Fri Nov 11 2016 Return: Sat Nov 12 2016 Trip spans 2 days
Delta
Delta
RSW
2:50a
MDW
7:43a
4h 53m
1 stop
MDW
2:05a
RSW
8:04a
5h 59m
1 stop
Depart: Thu Oct 6 2016 Return: Mon Oct 10 2016 Trip spans 5 days
Major Airline
Major Airline
RSW
2:35a
MDW
5:30a
2h 55m
nonstop
MDW
3:05a
RSW
7:25a
4h 20m
1 stop
Depart: Sat Nov 12 2016 Return: Sun Nov 13 2016 Trip spans 2 days
Delta
Delta
RSW
1:30p
MDW
6:56p
5h 26m
1 stop
MDW
4:15a
RSW
9:10a
4h 55m
1 stop
Depart: Fri Nov 18 2016 Return: Mon Nov 21 2016 Trip spans 4 days
Delta
Delta
RSW
12:40a
MDW
7:43a
7h 03m
1 stop
MDW
5:20a
RSW
12:48p
7h 28m
1 stop
Depart: Mon Jan 16 2017 Return: Thu Jan 19 2017 Trip spans 4 days
Major Airline
Major Airline
RSW
2:25a
MDW
6:55a
4h 30m
nonstop
MDW
8:40a
RSW
11:25a
2h 45m
nonstop
Depart: Sun Nov 20 2016 Return: Mon Nov 28 2016 Trip spans 9 days
Delta
Delta
RSW
2:00a
MDW
9:24a
7h 24m
1 stop
MDW
2:45p
RSW
7:09p
4h 24m
1 stop
Depart: Thu Dec 1 2016 Return: Mon Dec 5 2016 Trip spans 5 days
Delta
Delta
RSW
8:45a
MDW
1:56p
5h 11m
1 stop
MDW
2:05a
RSW
8:05a
6h 00m
1 stop
Depart: Sat Dec 3 2016 Return: Tue Dec 6 2016 Trip spans 4 days
Delta
Delta
RSW
11:55a
MDW
6:13p
6h 18m
1 stop
MDW
2:05a
RSW
8:05a
6h 00m
1 stop
Depart: Sat Dec 10 2016 Return: Wed Jan 4 2017 Trip spans 26 days
Delta
Delta
RSW
1:25a
MDW
7:42a
6h 17m
1 stop
MDW
5:10a
RSW
10:54a
5h 44m
1 stop
Depart: Thu Jan 5 2017 Return: Mon Jan 9 2017 Trip spans 5 days
Delta
Delta
RSW
12:45a
MDW
7:45a
7h 00m
1 stop
MDW
10:30a
RSW
3:09p
4h 39m
1 stop
Depart: Tue Dec 27 2016 Return: Mon Jan 2 2017 Trip spans 7 days
Major Airline
Major Airline
RSW
10:35a
MDW
1:30p
2h 55m
nonstop
MDW
1:50p
RSW
6:35p
4h 45m
1 stop
Depart: Thu Jan 12 2017 Return: Sun Jan 15 2017 Trip spans 4 days
Delta
Delta
RSW
12:45p
MDW
6:13p
5h 28m
1 stop
MDW
7:15a
RSW
12:10p
4h 55m
1 stop
Select an airline:  Southwest
Direct flights RSW to MDW on Southwest
Flight # Depart RSW Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
2278 6:35 am 8:30 am Oct 2 - Nov 4
3468 7:30 am 9:25 am Oct 8 - Nov 5
4554 11:00 am 12:55 pm Oct 2 - Nov 4
859 11:35 am 1:30 pm Oct 8 - Nov 5
2663 1:05 pm 3:00 pm Oct 8 - Nov 5
3171 6:55 pm 8:55 pm Oct 8 - Nov 5
808 8:00 pm 10:00 pm Oct 2 - Nov 4
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Fort Myers
$200
Destination

Chicago
$200
Airlines