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Find Flight Deals from Chicago Midway to Orlando (MDW - MCO)

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

Book cheap flights from Chicago Midway to Orlando

(Round-trip)
Depart: Mon Apr 13 2015 Return: Tue Apr 14 2015 Trip spans 2 days
Delta
Delta
MDW
10:30a
MCO
4:24p
5h 54m
1 stop
MCO
4:30a
MDW
8:41a
4h 11m
1 stop
Depart: Tue Apr 14 2015 Return: Wed Apr 15 2015 Trip spans 2 days
Delta
Delta
MDW
10:30a
MCO
3:25p
4h 55m
1 stop
MCO
6:10a
MDW
10:55a
4h 45m
1 stop
Depart: Wed Apr 15 2015 Return: Sat Apr 18 2015 Trip spans 4 days
Delta
Delta
MDW
8:18a
MCO
12:25p
4h 07m
1 stop
MCO
7:20a
MDW
11:55a
4h 35m
1 stop
Depart: Mon Apr 20 2015 Return: Wed Apr 22 2015 Trip spans 3 days
Delta
Delta
MDW
10:30a
MCO
2:35p
4h 05m
1 stop
MCO
4:30a
MDW
8:41a
4h 11m
1 stop
Depart: Tue Apr 21 2015 Return: Wed Apr 22 2015 Trip spans 2 days
Delta
Delta
MDW
10:30a
MCO
2:35p
4h 05m
1 stop
MCO
4:30a
MDW
8:41a
4h 11m
1 stop
Depart: Wed Apr 22 2015 Return: Thu Apr 23 2015 Trip spans 2 days
Delta
Delta
MDW
8:18a
MCO
12:30p
4h 12m
1 stop
MCO
2:20a
MDW
6:24a
4h 04m
1 stop
Depart: Fri Apr 24 2015 Return: Mon Apr 27 2015 Trip spans 4 days
Delta
Delta
MDW
12:00p
MCO
4:24p
4h 24m
1 stop
MCO
2:30p
MDW
7:09p
4h 39m
1 stop
Depart: Sat Apr 25 2015 Return: Sun Apr 26 2015 Trip spans 2 days
Delta
Delta
MDW
11:30a
MCO
3:23p
3h 53m
1 stop
MCO
1:20a
MDW
6:15a
4h 55m
1 stop
Depart: Sun Apr 26 2015 Return: Mon Apr 27 2015 Trip spans 2 days
Delta
Delta
MDW
10:30a
MCO
2:35p
4h 05m
1 stop
MCO
2:30p
MDW
7:09p
4h 39m
1 stop
Depart: Mon Apr 27 2015 Return: Fri May 1 2015 Trip spans 5 days
Delta
Delta
MDW
12:00p
MCO
4:24p
4h 24m
1 stop
MCO
7:30a
MDW
11:42a
4h 12m
1 stop
Depart: Tue Apr 28 2015 Return: Wed Apr 29 2015 Trip spans 2 days
Delta
Delta
MDW
10:30a
MCO
2:35p
4h 05m
1 stop
MCO
1:20a
MDW
6:15a
4h 55m
1 stop
Depart: Wed Apr 29 2015 Return: Fri May 1 2015 Trip spans 3 days
Delta
Delta
MDW
10:30a
MCO
2:35p
4h 05m
1 stop
MCO
4:30a
MDW
8:49a
4h 19m
1 stop
Depart: Thu Apr 30 2015 Return: Sat May 2 2015 Trip spans 3 days
Delta
Delta
MDW
8:18a
MCO
12:25p
4h 07m
1 stop
MCO
2:20a
MDW
8:45a
6h 25m
1 stop
Depart: Sat May 2 2015 Return: Wed May 6 2015 Trip spans 5 days
Delta
Delta
MDW
1:59p
MCO
6:54p
4h 55m
1 stop
MCO
2:30p
MDW
7:09p
4h 39m
1 stop
Depart: Mon May 4 2015 Return: Tue May 5 2015 Trip spans 2 days
Delta
Delta
MDW
8:40a
MCO
1:11p
4h 31m
1 stop
MCO
12:30p
MDW
4:54p
4h 24m
1 stop
Depart: Tue May 5 2015 Return: Fri May 8 2015 Trip spans 4 days
Delta
Delta
MDW
8:30a
MCO
12:22p
3h 52m
1 stop
MCO
1:20a
MDW
6:04a
4h 44m
1 stop
Depart: Wed May 6 2015 Return: Tue May 12 2015 Trip spans 7 days
Delta
Delta
MDW
8:30a
MCO
12:22p
3h 52m
1 stop
MCO
7:30a
MDW
11:42a
4h 12m
1 stop
Depart: Thu May 7 2015 Return: Mon May 11 2015 Trip spans 5 days
Delta
Delta
MDW
3:15a
MCO
7:22a
4h 07m
1 stop
MCO
12:30p
MDW
6:32p
6h 02m
1 stop
Depart: Fri May 8 2015 Return: Mon May 11 2015 Trip spans 4 days
Delta
Delta
MDW
2:45a
MCO
8:07a
5h 22m
1 stop
MCO
1:45p
MDW
7:09p
5h 24m
1 stop
Depart: Sat May 9 2015 Return: Wed May 13 2015 Trip spans 5 days
Delta
Delta
MDW
3:05a
MCO
9:22a
6h 17m
1 stop
MCO
12:30p
MDW
6:32p
6h 02m
1 stop
Change your search
Select an airline:  Southwest
Direct flights MDW to MCO on Southwest
Flight # Depart MDW Arrive MCO Sun Mon Tue Wed Thu Fri Sat Valid Between
2644 5:45 am 9:30 am Mar 14 - Apr 4
4293 6:00 am 9:45 am Mar 8 - Apr 7
2645 6:25 am 10:00 am Mar 7 - Mar 7
2645 6:45 am 10:20 am Mar 14 - Apr 4
1836 7:05 am 10:40 am Apr 7 - Apr 7
3117 7:05 am 10:40 am Mar 29 - Apr 3
3117 7:05 am 10:40 am Mar 8 - Mar 27
3117 7:05 am 10:40 am Apr 5 - Apr 6
1482 7:55 am 11:30 am Mar 14 - Apr 4
266 7:55 am 11:30 am Mar 7 - Mar 7
3224 8:30 am 12:05 pm Apr 7 - Apr 7
3830 8:30 am 12:05 pm Mar 9 - Apr 6
3830 8:30 am 12:05 pm Mar 8 - Apr 5
2647 9:40 am 1:20 pm Mar 14 - Apr 4
2647 9:40 am 1:20 pm Mar 7 - Mar 7
2404 10:10 am 1:40 pm Mar 9 - Apr 6
3930 10:10 am 1:40 pm Apr 7 - Apr 7
4076 10:10 am 1:40 pm Mar 8 - Apr 5
1503 10:55 am 2:25 pm Mar 14 - Apr 4
1503 10:55 am 2:25 pm Mar 7 - Mar 7
2839 11:55 am 3:25 pm Mar 14 - Apr 4
2839 11:55 am 3:25 pm Mar 7 - Mar 7
1671 12:45 pm 4:15 pm Mar 7 - Mar 7
2303 12:45 pm 4:15 pm Mar 28 - Mar 28
2303 12:45 pm 4:15 pm Apr 4 - Apr 4
2303 12:45 pm 4:15 pm Mar 14 - Mar 21
2341 1:00 pm 4:35 pm Mar 16 - Apr 6
2341 1:00 pm 4:35 pm Mar 9 - Mar 9
2341 1:00 pm 4:35 pm Mar 8 - Mar 15
3400 1:00 pm 4:35 pm Apr 7 - Apr 7
1777 2:40 pm 6:10 pm Mar 14 - Apr 4
1777 2:40 pm 6:10 pm Mar 7 - Mar 7
2932 3:10 pm 6:50 pm Apr 7 - Apr 7
4649 3:10 pm 6:50 pm Mar 8 - Apr 6
2530 4:30 pm 8:00 pm Mar 7 - Mar 7
2530 4:35 pm 8:05 pm Mar 14 - Apr 4
2300 5:05 pm 8:40 pm Mar 14 - Apr 4
341 5:05 pm 8:40 pm Mar 7 - Mar 7
1603 6:00 pm 9:30 pm Mar 7 - Mar 7
1603 6:00 pm 9:30 pm Mar 14 - Apr 4
1159 6:05 pm 9:35 pm Apr 5 - Apr 6
1159 6:05 pm 9:35 pm Mar 29 - Apr 3
1159 6:05 pm 9:35 pm Mar 8 - Mar 20
1159 6:05 pm 9:35 pm Mar 22 - Mar 27
2272 6:05 pm 9:35 pm Apr 7 - Apr 7
2484 7:40 pm 11:10 pm Mar 14 - Apr 4
494 7:40 pm 11:10 pm Mar 7 - Mar 7
123 8:05 pm 11:30 pm Apr 7 - Apr 7
323 8:05 pm 11:30 pm Mar 9 - Apr 6
323 8:05 pm 11:30 pm Mar 8 - Apr 5
2655 9:00 pm 12:25 am Mar 14 - Apr 4
2655 9:00 pm 12:25 am Mar 7 - Mar 7
1788 9:25 pm 12:50 am Mar 16 - Apr 6
1788 9:25 pm 12:50 am Mar 8 - Mar 15
2844 9:25 pm 12:50 am Apr 7 - Apr 7
Airports
Origin

Chicago
$250
Destination

Orlando
$250
Airlines