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

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 Feb 20 2015 Return: Sat Feb 21 2015 Trip spans 2 days
Delta
Delta
RSW
12:45a
MDW
5:11a
4h 26m
1 stop
MDW
1:00a
RSW
5:24a
4h 24m
1 stop
Depart: Sat Feb 21 2015 Return: Sun Feb 22 2015 Trip spans 2 days
Delta
Delta
RSW
12:45a
MDW
5:11a
4h 26m
1 stop
MDW
12:59p
RSW
5:37p
4h 38m
1 stop
Depart: Wed Mar 4 2015 Return: Wed Mar 11 2015 Trip spans 7 days
Delta
Delta
RSW
12:40a
MDW
7:46a
7h 06m
1 stop
MDW
3:05a
RSW
7:40a
4h 35m
1 stop
Depart: Wed Mar 11 2015 Return: Sun Mar 15 2015 Trip spans 5 days
Delta
Delta
RSW
9:56a
MDW
2:58p
5h 02m
1 stop
MDW
2:00a
RSW
7:40a
5h 40m
1 stop
Depart: Thu Mar 12 2015 Return: Sun Mar 15 2015 Trip spans 4 days
Delta
Delta
RSW
6:50a
MDW
12:01p
5h 11m
1 stop
MDW
2:00a
RSW
7:40a
5h 40m
1 stop
Depart: Tue Mar 17 2015 Return: Wed Mar 18 2015 Trip spans 2 days
Delta
Delta
RSW
1:40a
MDW
6:16a
4h 36m
1 stop
MDW
2:00a
RSW
6:24a
4h 24m
1 stop
Depart: Wed Mar 18 2015 Return: Fri Mar 20 2015 Trip spans 3 days
Delta
Delta
RSW
9:15a
MDW
2:22p
5h 07m
1 stop
MDW
1:59p
RSW
6:39p
4h 40m
1 stop
Depart: Thu Mar 19 2015 Return: Fri Mar 20 2015 Trip spans 2 days
Delta
Delta
RSW
4:15a
MDW
8:46a
4h 31m
1 stop
MDW
1:59p
RSW
6:39p
4h 40m
1 stop
Depart: Fri Mar 27 2015 Return: Mon Mar 30 2015 Trip spans 4 days
Delta
Delta
RSW
1:40a
MDW
6:16a
4h 36m
1 stop
MDW
5:51a
RSW
12:08p
6h 17m
1 stop
Depart: Wed Apr 22 2015 Return: Sun Apr 26 2015 Trip spans 5 days
Delta
Delta
RSW
2:00p
MDW
6:27p
4h 27m
1 stop
MDW
5:15a
RSW
10:01a
4h 46m
1 stop
Depart: Thu Apr 30 2015 Return: Fri May 8 2015 Trip spans 9 days
Delta
Delta
RSW
7:10a
MDW
11:42a
4h 32m
1 stop
MDW
3:15a
RSW
7:38a
4h 23m
1 stop
Depart: Tue May 5 2015 Return: Fri May 8 2015 Trip spans 4 days
Delta
Delta
RSW
4:15a
MDW
10:12a
5h 57m
1 stop
MDW
5:15a
RSW
10:01a
4h 46m
1 stop
Depart: Fri May 8 2015 Return: Mon May 11 2015 Trip spans 4 days
Delta
Delta
RSW
1:40a
MDW
6:04a
4h 24m
1 stop
MDW
3:15a
RSW
7:38a
4h 23m
1 stop
Depart: Mon May 11 2015 Return: Fri May 15 2015 Trip spans 5 days
Delta
Delta
RSW
10:50a
MDW
6:27p
7h 37m
1 stop
MDW
3:15a
RSW
7:38a
4h 23m
1 stop
Depart: Sun May 24 2015 Return: Thu May 28 2015 Trip spans 5 days
Delta
Delta
RSW
8:10a
MDW
1:56p
5h 46m
1 stop
MDW
2:00a
RSW
7:38a
5h 38m
1 stop
Depart: Thu May 28 2015 Return: Tue Jun 2 2015 Trip spans 6 days
Delta
Delta
RSW
10:50a
MDW
4:54p
6h 04m
1 stop
MDW
8:30a
RSW
1:17p
4h 47m
1 stop
Depart: Tue Jun 2 2015 Return: Sat Jun 6 2015 Trip spans 5 days
Delta
Delta
RSW
1:40a
MDW
8:49a
7h 09m
1 stop
MDW
2:45a
RSW
8:20a
5h 35m
1 stop
Depart: Thu Jun 11 2015 Return: Tue Jun 16 2015 Trip spans 6 days
Delta
Delta
RSW
4:15a
MDW
10:12a
5h 57m
1 stop
MDW
2:00a
RSW
7:38a
5h 38m
1 stop
Depart: Fri Jun 19 2015 Return: Sat Jun 27 2015 Trip spans 9 days
Delta
Delta
RSW
4:15a
MDW
10:12a
5h 57m
1 stop
MDW
2:45a
RSW
8:20a
5h 35m
1 stop
Depart: Sat Jun 20 2015 Return: Sat Jun 27 2015 Trip spans 8 days
Delta
Delta
RSW
2:00p
MDW
6:27p
4h 27m
1 stop
MDW
2:45a
RSW
8:20a
5h 35m
1 stop
Change your search
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
3769 6:15 am 8:15 am Mar 9 - Apr 3
3751 7:55 am 9:55 am Jan 31 - Feb 28
4131 8:00 am 10:00 am Mar 8 - Apr 5
3355 8:50 am 10:50 am Mar 7 - Mar 7
4547 9:10 am 11:10 am Mar 8 - Apr 6
1273 10:40 am 12:40 pm Jan 29 - Mar 6
230 11:00 am 1:00 pm Mar 7 - Mar 7
3509 11:05 am 1:05 pm Jan 31 - Feb 28
4560 11:55 am 2:00 pm Mar 8 - Apr 6
2663 12:15 pm 2:20 pm Mar 7 - Mar 7
2242 1:45 pm 3:50 pm Jan 29 - Mar 6
3510 3:00 pm 5:00 pm Jan 31 - Feb 28
224 3:10 pm 5:10 pm Mar 8 - Apr 6
1058 3:20 pm 5:20 pm Mar 7 - Mar 7
4038 3:35 pm 5:35 pm Feb 8 - Feb 13
283 3:40 pm 5:45 pm Feb 15 - Mar 6
3358 5:00 pm 7:05 pm Mar 7 - Mar 7
3511 5:15 pm 7:20 pm Jan 31 - Feb 28
566 5:35 pm 7:40 pm Jan 29 - Mar 6
662 6:00 pm 8:00 pm Mar 8 - Apr 6
2664 6:10 pm 8:15 pm Mar 7 - Mar 7
3512 6:20 pm 8:25 pm Jan 31 - Feb 28
2516 8:25 pm 10:20 pm Mar 8 - Apr 6
3359 8:35 pm 10:30 pm Mar 7 - Mar 7
3360 9:15 pm 11:10 pm Mar 7 - Mar 7
Airports
Origin

Fort Myers
$296
Destination

Chicago
$296
Airlines