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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: Sat Apr 18 2015 Return: Wed Apr 22 2015 Trip spans 5 days
Delta
Delta
MDW
5:50a
MCO
12:23p
6h 33m
1 stop
MCO
5:20a
MDW
10:55a
5h 35m
1 stop
Depart: Tue Apr 21 2015 Return: Sat Apr 25 2015 Trip spans 5 days
Delta
Delta
MDW
8:18a
MCO
12:25p
4h 07m
1 stop
MCO
2:30p
MDW
6:52p
4h 22m
1 stop
Depart: Wed Apr 22 2015 Return: Sat Apr 25 2015 Trip spans 4 days
Delta
Delta
MDW
10:30a
MCO
2:35p
4h 05m
1 stop
MCO
4:30a
MDW
8:40a
4h 10m
1 stop
Depart: Wed Apr 29 2015 Return: Sat May 2 2015 Trip spans 4 days
Delta
Delta
MDW
10:30a
MCO
2:35p
4h 05m
1 stop
MCO
1:20a
MDW
6:21a
5h 01m
1 stop
Depart: Sat May 2 2015 Return: Tue May 5 2015 Trip spans 4 days
Delta
Delta
MDW
8:20a
MCO
12:24p
4h 04m
1 stop
MCO
4:20a
MDW
8:47a
4h 27m
1 stop
Depart: Tue May 5 2015 Return: Wed May 6 2015 Trip spans 2 days
Delta
Delta
MDW
6:00a
MCO
10:30a
4h 30m
1 stop
MCO
12:20p
MDW
4:58p
4h 38m
1 stop
Depart: Wed May 6 2015 Return: Tue May 12 2015 Trip spans 7 days
Delta
Delta
MDW
2:00p
MCO
7:20p
5h 20m
1 stop
MCO
2:20a
MDW
6:23a
4h 03m
1 stop
Depart: Sat May 9 2015 Return: Tue May 12 2015 Trip spans 4 days
Delta
Delta
MDW
1:59p
MCO
6:30p
4h 31m
1 stop
MCO
2:20a
MDW
6:23a
4h 03m
1 stop
Depart: Tue May 12 2015 Return: Sat May 16 2015 Trip spans 5 days
Delta
Delta
MDW
10:26a
MCO
2:44p
4h 18m
1 stop
MCO
2:30p
MDW
7:07p
4h 37m
1 stop
Depart: Wed May 13 2015 Return: Sat May 16 2015 Trip spans 4 days
Delta
Delta
MDW
12:34p
MCO
5:29p
4h 55m
1 stop
MCO
2:30p
MDW
7:07p
4h 37m
1 stop
Depart: Sat May 16 2015 Return: Wed May 20 2015 Trip spans 5 days
Delta
Delta
MDW
11:30a
MCO
5:29p
5h 59m
1 stop
MCO
2:20a
MDW
6:23a
4h 03m
1 stop
Depart: Tue May 19 2015 Return: Tue May 26 2015 Trip spans 8 days
Delta
Delta
MDW
8:22a
MCO
12:25p
4h 03m
1 stop
MCO
2:20a
MDW
6:23a
4h 03m
1 stop
Depart: Wed May 20 2015 Return: Sat May 23 2015 Trip spans 4 days
Delta
Delta
MDW
3:00a
MCO
7:26a
4h 26m
1 stop
MCO
2:20a
MDW
6:21a
4h 01m
1 stop
Depart: Sat May 23 2015 Return: Tue May 26 2015 Trip spans 4 days
Delta
Delta
MDW
1:59p
MCO
6:15p
4h 16m
1 stop
MCO
2:20a
MDW
6:23a
4h 03m
1 stop
Depart: Tue May 26 2015 Return: Wed May 27 2015 Trip spans 2 days
Delta
Delta
MDW
2:00a
MCO
6:28a
4h 28m
1 stop
MCO
2:20a
MDW
6:23a
4h 03m
1 stop
Depart: Wed May 27 2015 Return: Tue Jun 2 2015 Trip spans 7 days
Delta
Delta
MDW
2:00a
MCO
7:26a
5h 26m
1 stop
MCO
12:20p
MDW
4:58p
4h 38m
1 stop
Depart: Tue Jun 2 2015 Return: Tue Jun 9 2015 Trip spans 8 days
Delta
Delta
MDW
10:26a
MCO
2:44p
4h 18m
1 stop
MCO
7:20a
MDW
11:56a
4h 36m
1 stop
Depart: Sat Jun 6 2015 Return: Tue Jun 9 2015 Trip spans 4 days
Delta
Delta
MDW
8:00a
MCO
12:25p
4h 25m
1 stop
MCO
4:20a
MDW
8:54a
4h 34m
1 stop
Depart: Tue Jun 9 2015 Return: Sat Jun 13 2015 Trip spans 5 days
Delta
Delta
MDW
1:55p
MCO
6:16p
4h 21m
1 stop
MCO
3:30a
MDW
9:23a
5h 53m
1 stop
Depart: Wed Jun 10 2015 Return: Tue Jun 16 2015 Trip spans 7 days
Delta
Delta
MDW
8:30a
MCO
12:58p
4h 28m
1 stop
MCO
9:30a
MDW
2:20p
4h 50m
1 stop
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 28 - Apr 4
4293 6:00 am 9:45 am Mar 26 - Apr 7
845 6:00 am 9:45 am Apr 8 - May 22
1839 6:45 am 10:25 am Apr 11 - May 16
2645 6:45 am 10:20 am Mar 28 - 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 Apr 5 - Apr 6
4639 7:05 am 10:35 am Apr 8 - Jun 5
2727 7:20 am 10:50 am Apr 11 - May 16
1482 7:55 am 11:30 am Mar 28 - Apr 4
2474 8:20 am 11:55 am Apr 11 - Apr 25
2474 8:20 am 11:55 am May 2 - May 16
3224 8:30 am 12:05 pm Apr 7 - Apr 7
3830 8:30 am 12:05 pm Mar 29 - Apr 5
3830 8:30 am 12:05 pm Mar 26 - Apr 6
2647 9:40 am 1:20 pm Mar 28 - Apr 4
2404 10:10 am 1:40 pm Mar 26 - Apr 6
3930 10:10 am 1:40 pm Apr 7 - Apr 7
4076 10:10 am 1:40 pm Mar 29 - Apr 5
3305 10:20 am 1:55 pm Apr 11 - May 30
2671 10:35 am 2:10 pm Apr 8 - May 22
1503 10:55 am 2:25 pm Mar 28 - Apr 4
2839 11:55 am 3:25 pm Mar 28 - Apr 4
1114 12:20 pm 3:55 pm Apr 11 - May 16
2303 12:45 pm 4:15 pm Apr 4 - Apr 4
2341 1:00 pm 4:35 pm Mar 26 - Apr 6
3400 1:00 pm 4:35 pm Apr 7 - Apr 7
3753 1:15 pm 4:55 pm Apr 11 - May 30
1979 1:20 pm 5:00 pm Apr 8 - May 22
1777 2:40 pm 6:10 pm Mar 28 - Apr 4
2932 3:10 pm 6:50 pm Apr 7 - Apr 7
4649 3:10 pm 6:50 pm Mar 26 - Apr 6
1603 3:55 pm 7:30 pm Apr 11 - May 16
2530 4:35 pm 8:05 pm Mar 28 - Apr 4
4589 4:55 pm 8:30 pm Apr 12 - May 22
4589 4:55 pm 8:30 pm Apr 8 - Apr 10
958 5:00 pm 8:35 pm Apr 11 - May 16
2300 5:05 pm 8:40 pm Mar 28 - Apr 4
3702 5:50 pm 9:30 pm May 3 - May 3
3702 5:50 pm 9:30 pm Apr 12 - Apr 26
540 5:50 pm 9:30 pm Apr 8 - May 22
1603 6:00 pm 9:30 pm Mar 28 - Apr 4
1159 6:05 pm 9:35 pm Mar 29 - Apr 3
1159 6:05 pm 9:35 pm Apr 5 - Apr 6
2272 6:05 pm 9:35 pm Apr 7 - Apr 7
1716 6:25 pm 10:00 pm Apr 11 - May 2
2484 7:40 pm 11:10 pm Mar 28 - Apr 4
123 8:05 pm 11:30 pm Apr 7 - Apr 7
323 8:05 pm 11:30 pm Mar 29 - Apr 5
323 8:05 pm 11:30 pm Mar 26 - Apr 6
2655 9:00 pm 12:25 am Mar 28 - Apr 4
594 9:20 pm 12:50 am Apr 8 - May 22
1788 9:25 pm 12:50 am Mar 26 - Apr 6
2844 9:25 pm 12:50 am Apr 7 - Apr 7
Airports
Origin

Chicago
$286
Destination

Orlando
$286
Airlines