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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: Tue Feb 17 2015 Return: Wed Feb 18 2015 Trip spans 2 days
Delta
Delta
MDW
10:19a
MCO
2:28p
4h 09m
1 stop
MCO
4:30a
MDW
9:31a
5h 01m
1 stop
Depart: Sat Feb 21 2015 Return: Tue Feb 24 2015 Trip spans 4 days
Delta
Delta
MDW
11:34a
MCO
4:30p
4h 56m
1 stop
MCO
6:20a
MDW
10:39a
4h 19m
1 stop
Depart: Tue Feb 24 2015 Return: Wed Feb 25 2015 Trip spans 2 days
Delta
Delta
MDW
2:05a
MCO
6:27a
4h 22m
1 stop
MCO
3:30a
MDW
7:50a
4h 20m
1 stop
Depart: Wed Feb 25 2015 Return: Sat Feb 28 2015 Trip spans 4 days
Delta
Delta
MDW
10:19a
MCO
2:28p
4h 09m
1 stop
MCO
3:30a
MDW
7:49a
4h 19m
1 stop
Depart: Tue Mar 3 2015 Return: Wed Mar 4 2015 Trip spans 2 days
Delta
Delta
MDW
1:00a
MCO
5:20a
4h 20m
1 stop
MCO
5:20a
MDW
9:36a
4h 16m
1 stop
Depart: Wed Mar 4 2015 Return: Sat Mar 7 2015 Trip spans 4 days
Delta
Delta
MDW
1:00a
MCO
5:20a
4h 20m
1 stop
MCO
3:30a
MDW
7:45a
4h 15m
1 stop
Depart: Sat Mar 7 2015 Return: Tue Mar 10 2015 Trip spans 3 days
Delta
Delta
MDW
12:59p
MCO
6:18p
5h 19m
1 stop
MCO
8:20a
MDW
2:22p
6h 02m
1 stop
Depart: Tue Mar 10 2015 Return: Wed Mar 11 2015 Trip spans 2 days
Delta
Delta
MDW
10:11a
MCO
2:27p
4h 16m
1 stop
MCO
12:30p
MDW
5:03p
4h 33m
1 stop
Depart: Wed Mar 11 2015 Return: Sat Mar 14 2015 Trip spans 4 days
Delta
Delta
MDW
3:05a
MCO
7:26a
4h 21m
1 stop
MCO
4:30a
MDW
11:56a
7h 26m
1 stop
Depart: Tue Mar 17 2015 Return: Wed Mar 18 2015 Trip spans 2 days
Delta
Delta
MDW
2:00a
MCO
6:20a
4h 20m
1 stop
MCO
6:20a
MDW
10:36a
4h 16m
1 stop
Depart: Wed Mar 18 2015 Return: Tue Mar 24 2015 Trip spans 7 days
Delta
Delta
MDW
10:11a
MCO
2:27p
4h 16m
1 stop
MCO
4:30a
MDW
8:46a
4h 16m
1 stop
Depart: Tue Mar 24 2015 Return: Wed Mar 25 2015 Trip spans 2 days
Delta
Delta
MDW
2:35p
MCO
7:08p
4h 33m
1 stop
MCO
6:20a
MDW
10:36a
4h 16m
1 stop
Depart: Wed Mar 25 2015 Return: Tue Mar 31 2015 Trip spans 7 days
Delta
Delta
MDW
2:00a
MCO
6:20a
4h 20m
1 stop
MCO
6:20a
MDW
10:36a
4h 16m
1 stop
Depart: Tue Mar 31 2015 Return: Wed Apr 1 2015 Trip spans 2 days
Delta
Delta
MDW
2:00a
MCO
6:20a
4h 20m
1 stop
MCO
6:20a
MDW
10:36a
4h 16m
1 stop
Depart: Tue Apr 7 2015 Return: Wed Apr 8 2015 Trip spans 2 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 Apr 8 2015 Return: Tue Apr 14 2015 Trip spans 7 days
Delta
Delta
MDW
8:40a
MCO
1:11p
4h 31m
1 stop
MCO
5:30a
MDW
10:12a
4h 42m
1 stop
Depart: Sat Apr 11 2015 Return: Tue Apr 14 2015 Trip spans 4 days
Delta
Delta
MDW
8:15a
MCO
3:22p
7h 07m
1 stop
MCO
1:30p
MDW
6:27p
4h 57m
1 stop
Depart: Tue Apr 14 2015 Return: Wed Apr 15 2015 Trip spans 2 days
Delta
Delta
MDW
3:15a
MCO
7:22a
4h 07m
1 stop
MCO
1:30p
MDW
6:27p
4h 57m
1 stop
Depart: Wed Apr 15 2015 Return: Tue Apr 21 2015 Trip spans 7 days
Delta
Delta
MDW
8:30a
MCO
12:22p
3h 52m
1 stop
MCO
5:30a
MDW
10:12a
4h 42m
1 stop
Depart: Fri Apr 3 2015 Return: Thu Apr 9 2015 Trip spans 7 days
Sun Country Air
Sun Country Air
MDW
5:20a
MCO
2:58p
9h 38m
1 stop
MCO
4:10p
MDW
6:40a
14h 30m
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
4826 5:55 am 9:35 am Jan 26 - Mar 6
2788 6:00 am 9:40 am Jan 24 - Feb 28
3246 7:15 am 10:55 am Jan 24 - Feb 28
3187 8:10 am 11:45 am Jan 24 - Feb 7
3187 8:10 am 11:45 am Feb 14 - Feb 28
2208 9:50 am 1:30 pm Jan 25 - Mar 1
561 9:50 am 1:30 pm Jan 26 - Mar 6
3491 10:20 am 2:00 pm Jan 24 - Feb 28
430 10:20 am 1:55 pm Jan 25 - Mar 1
430 10:20 am 1:55 pm Jan 26 - Mar 6
1166 12:30 pm 4:05 pm Feb 2 - Mar 6
4157 12:30 pm 4:05 pm Feb 8 - Mar 1
2678 1:10 pm 4:45 pm Jan 24 - Feb 28
3143 3:30 pm 7:00 pm Jan 24 - Feb 28
562 3:45 pm 7:20 pm Feb 1 - Feb 8
562 3:45 pm 7:20 pm Feb 13 - Mar 2
562 3:45 pm 7:20 pm Feb 22 - Mar 1
562 3:45 pm 7:20 pm Jan 29 - Feb 9
562 3:45 pm 7:20 pm Feb 10 - Feb 15
562 3:45 pm 7:20 pm Mar 3 - Mar 5
590 5:20 pm 9:00 pm Jan 25 - Mar 6
3561 5:30 pm 9:00 pm Jan 24 - Feb 28
2163 6:25 pm 9:55 pm Feb 2 - Mar 6
Airports
Origin

Chicago
$286
Destination

Orlando
$286