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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: Thu May 28 2015 Return: Tue Jun 2 2015 Trip spans 6 days
Sun Country Air
Sun Country Air
RSW
4:35p
MDW
5:45p
73h 10m
1 stop
MDW
4:00a
RSW
7:02a
75h 02m
1 stop
Depart: Wed Apr 15 2015 Return: Sun Apr 19 2015 Trip spans 5 days
Delta
Delta
RSW
12:56p
MDW
7:09p
6h 13m
1 stop
MDW
2:00a
RSW
6:23a
4h 23m
1 stop
Depart: Thu Apr 16 2015 Return: Mon Apr 20 2015 Trip spans 5 days
Delta
Delta
RSW
1:40a
MDW
6:15a
4h 35m
1 stop
MDW
12:00p
RSW
5:30p
5h 30m
1 stop
Depart: Fri Apr 17 2015 Return: Sat Apr 18 2015 Trip spans 2 days
Delta
Delta
RSW
3:00a
MDW
8:41a
5h 41m
1 stop
MDW
5:50a
RSW
12:07p
6h 17m
1 stop
Depart: Tue Apr 21 2015 Return: Thu Apr 30 2015 Trip spans 10 days
Delta
Delta
RSW
9:13a
MDW
2:21p
5h 08m
1 stop
MDW
5:50a
RSW
12:09p
6h 19m
1 stop
Depart: Wed Apr 22 2015 Return: Sat Apr 25 2015 Trip spans 4 days
Delta
Delta
RSW
4:14a
MDW
9:20a
5h 06m
1 stop
MDW
3:05a
RSW
7:46a
4h 41m
1 stop
Depart: Thu Apr 23 2015 Return: Sun Apr 26 2015 Trip spans 4 days
Delta
Delta
RSW
9:13a
MDW
2:21p
5h 08m
1 stop
MDW
2:00a
RSW
6:23a
4h 23m
1 stop
Depart: Fri Apr 24 2015 Return: Sun Apr 26 2015 Trip spans 3 days
Delta
Delta
RSW
9:13a
MDW
4:53p
7h 40m
1 stop
MDW
2:00a
RSW
6:23a
4h 23m
1 stop
Depart: Tue Apr 28 2015 Return: Tue May 5 2015 Trip spans 8 days
Delta
Delta
RSW
12:56p
MDW
7:09p
6h 13m
1 stop
MDW
2:00a
RSW
6:26a
4h 26m
1 stop
Depart: Wed Apr 29 2015 Return: Tue May 26 2015 Trip spans 28 days
Delta
Delta
RSW
1:40a
MDW
6:15a
4h 35m
1 stop
MDW
2:00p
RSW
6:43p
4h 43m
1 stop
Depart: Thu Apr 30 2015 Return: Mon May 4 2015 Trip spans 5 days
Delta
Delta
RSW
1:40a
MDW
6:15a
4h 35m
1 stop
MDW
3:00a
RSW
7:35a
4h 35m
1 stop
Depart: Fri May 1 2015 Return: Tue May 26 2015 Trip spans 26 days
Delta
Delta
RSW
1:52a
MDW
6:23a
4h 31m
1 stop
MDW
2:00p
RSW
6:43p
4h 43m
1 stop
Depart: Sat May 2 2015 Return: Tue May 26 2015 Trip spans 25 days
Delta
Delta
RSW
1:52a
MDW
6:21a
4h 29m
1 stop
MDW
2:00a
RSW
6:26a
4h 26m
1 stop
Depart: Tue May 5 2015 Return: Tue May 26 2015 Trip spans 22 days
Delta
Delta
RSW
6:30a
MDW
10:51a
4h 21m
1 stop
MDW
2:00a
RSW
6:26a
4h 26m
1 stop
Depart: Wed May 6 2015 Return: Sun May 10 2015 Trip spans 5 days
Delta
Delta
RSW
9:20a
MDW
2:24p
5h 04m
1 stop
MDW
2:00p
RSW
6:43p
4h 43m
1 stop
Depart: Thu May 7 2015 Return: Mon May 11 2015 Trip spans 5 days
Delta
Delta
RSW
2:05p
MDW
7:09p
5h 04m
1 stop
MDW
2:00a
RSW
6:26a
4h 26m
1 stop
Depart: Fri May 8 2015 Return: Sun May 10 2015 Trip spans 3 days
Delta
Delta
RSW
4:10a
MDW
8:47a
4h 37m
1 stop
MDW
3:00a
RSW
7:43a
4h 43m
1 stop
Depart: Mon May 11 2015 Return: Mon May 18 2015 Trip spans 8 days
Delta
Delta
RSW
12:55p
MDW
7:09p
6h 14m
1 stop
MDW
2:00a
RSW
7:35a
5h 35m
1 stop
Depart: Tue May 12 2015 Return: Sat May 16 2015 Trip spans 5 days
Delta
Delta
RSW
6:30a
MDW
10:51a
4h 21m
1 stop
MDW
8:20a
RSW
1:15p
4h 55m
1 stop
Depart: Thu May 14 2015 Return: Sat May 16 2015 Trip spans 3 days
Delta
Delta
RSW
2:05p
MDW
7:09p
5h 04m
1 stop
MDW
1:59p
RSW
6:41p
4h 42m
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
3245 6:15 am 8:15 am Apr 7 - Apr 7
3769 6:15 am 8:15 am Apr 6 - Apr 6
3769 6:15 am 8:15 am Mar 9 - Apr 3
3354 6:50 am 8:50 am Mar 14 - Apr 4
168 6:55 am 8:50 am Apr 8 - May 22
4131 8:00 am 10:00 am Mar 8 - Apr 5
3355 8:50 am 10:50 am Mar 14 - Apr 4
2977 9:10 am 11:10 am Apr 7 - Apr 7
4547 9:10 am 11:10 am Mar 8 - Apr 6
3395 9:40 am 11:35 am Apr 11 - May 16
337 10:35 am 12:30 pm Apr 12 - May 17
2377 11:00 am 1:00 pm Mar 14 - Apr 4
3760 11:35 am 1:25 pm Apr 8 - May 22
4560 11:55 am 2:00 pm Mar 8 - Apr 6
973 11:55 am 1:45 pm Apr 11 - May 16
4560 12:05 pm 2:10 pm Apr 7 - Apr 7
2663 12:15 pm 2:20 pm Mar 14 - Apr 4
281 2:55 pm 4:45 pm Apr 12 - May 10
281 2:55 pm 4:45 pm Apr 8 - Apr 17
281 2:55 pm 4:45 pm Apr 13 - Apr 13
2058 3:05 pm 5:00 pm Apr 11 - May 16
224 3:10 pm 5:10 pm Mar 8 - Apr 6
3884 3:10 pm 5:10 pm Apr 7 - Apr 7
2429 3:20 pm 5:20 pm Mar 14 - Apr 4
3358 5:00 pm 7:05 pm Mar 14 - Apr 4
1648 6:00 pm 8:00 pm Apr 7 - Apr 7
662 6:00 pm 8:00 pm Mar 8 - Apr 6
889 6:05 pm 8:00 pm Apr 8 - May 22
2664 6:10 pm 8:15 pm Mar 14 - Apr 4
2116 6:15 pm 8:10 pm Apr 11 - May 16
2516 8:25 pm 10:20 pm Mar 8 - Apr 6
3600 8:25 pm 10:20 pm Apr 7 - Apr 7
3359 8:35 pm 10:30 pm Mar 14 - Apr 4
3360 9:15 pm 11:10 pm Mar 14 - Apr 4
Airports
Origin

Fort Myers
$276
Destination

Chicago
$276