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Find Flight Deals from Chicago Midway to Orlando All airports (MDW - ORL)

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

Book cheap flights from Chicago Midway to Orlando All airports

(Round-trip)
Depart: Tue Jan 6 2015 Return: Wed Jan 7 2015 Trip spans 2 days
Delta
Delta
MDW
10:20a
ORL
2:26p
4h 06m
1 stop
ORL
3:20a
MDW
8:24a
5h 04m
1 stop
Depart: Wed Jan 7 2015 Return: Tue Jan 13 2015 Trip spans 7 days
Delta
Delta
MDW
12:59p
ORL
5:11p
4h 12m
1 stop
ORL
4:30a
MDW
9:05a
4h 35m
1 stop
Depart: Sun Jan 11 2015 Return: Tue Jan 13 2015 Trip spans 3 days
Delta
Delta
MDW
10:20a
ORL
2:26p
4h 06m
1 stop
ORL
4:30a
MDW
9:05a
4h 35m
1 stop
Depart: Mon Jan 12 2015 Return: Tue Jan 13 2015 Trip spans 2 days
Delta
Delta
MDW
10:20a
ORL
2:26p
4h 06m
1 stop
ORL
4:30a
MDW
9:05a
4h 35m
1 stop
Depart: Tue Jan 13 2015 Return: Wed Jan 14 2015 Trip spans 2 days
Delta
Delta
MDW
12:59p
ORL
5:11p
4h 12m
1 stop
ORL
4:30a
MDW
9:05a
4h 35m
1 stop
Depart: Sun Jan 18 2015 Return: Wed Jan 21 2015 Trip spans 4 days
Delta
Delta
MDW
8:40a
ORL
2:26p
5h 46m
1 stop
ORL
2:20a
MDW
7:29a
5h 09m
1 stop
Depart: Mon Jan 19 2015 Return: Tue Jan 20 2015 Trip spans 2 days
Delta
Delta
MDW
10:20a
ORL
3:34p
5h 14m
1 stop
ORL
3:20a
MDW
8:24a
5h 04m
1 stop
Depart: Tue Jan 20 2015 Return: Thu Jan 22 2015 Trip spans 3 days
Delta
Delta
MDW
10:20a
ORL
2:26p
4h 06m
1 stop
ORL
4:30a
MDW
9:05a
4h 35m
1 stop
Depart: Wed Jan 21 2015 Return: Thu Jan 22 2015 Trip spans 2 days
Delta
Delta
MDW
4:51a
ORL
9:25a
4h 34m
1 stop
ORL
6:30a
MDW
10:40a
4h 10m
1 stop
Depart: Sun Jan 25 2015 Return: Wed Jan 28 2015 Trip spans 4 days
Delta
Delta
MDW
8:40a
ORL
1:25p
4h 45m
1 stop
ORL
11:00a
MDW
4:30p
5h 30m
1 stop
Depart: Mon Jan 26 2015 Return: Tue Jan 27 2015 Trip spans 2 days
Delta
Delta
MDW
10:20a
ORL
2:26p
4h 06m
1 stop
ORL
12:20a
MDW
5:16a
4h 56m
1 stop
Depart: Tue Jan 27 2015 Return: Thu Jan 29 2015 Trip spans 3 days
Delta
Delta
MDW
11:31a
ORL
4:27p
4h 56m
1 stop
ORL
6:30a
MDW
10:40a
4h 10m
1 stop
Depart: Wed Jan 28 2015 Return: Tue Feb 3 2015 Trip spans 7 days
Delta
Delta
MDW
2:10a
ORL
6:28a
4h 18m
1 stop
ORL
6:30a
MDW
10:40a
4h 10m
1 stop
Depart: Sun Feb 1 2015 Return: Tue Feb 3 2015 Trip spans 3 days
Delta
Delta
MDW
10:20a
ORL
2:26p
4h 06m
1 stop
ORL
6:30a
MDW
10:40a
4h 10m
1 stop
Depart: Mon Feb 2 2015 Return: Tue Feb 3 2015 Trip spans 2 days
Delta
Delta
MDW
10:20a
ORL
2:26p
4h 06m
1 stop
ORL
12:20a
MDW
5:16a
4h 56m
1 stop
Depart: Tue Feb 3 2015 Return: Wed Feb 4 2015 Trip spans 2 days
Delta
Delta
MDW
10:20a
ORL
2:26p
4h 06m
1 stop
ORL
6:30a
MDW
10:40a
4h 10m
1 stop
Depart: Wed Feb 4 2015 Return: Tue Feb 10 2015 Trip spans 7 days
Delta
Delta
MDW
7:05a
ORL
11:26a
4h 21m
1 stop
ORL
2:20a
MDW
7:29a
5h 09m
1 stop
Depart: Sun Feb 8 2015 Return: Wed Feb 11 2015 Trip spans 4 days
Delta
Delta
MDW
2:10a
ORL
6:28a
4h 18m
1 stop
ORL
6:30a
MDW
10:40a
4h 10m
1 stop
Depart: Mon Feb 9 2015 Return: Tue Feb 10 2015 Trip spans 2 days
Delta
Delta
MDW
10:20a
ORL
2:26p
4h 06m
1 stop
ORL
12:30p
MDW
5:34p
5h 04m
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
ORL
2:58p
9h 38m
1 stop
ORL
9:00a
MDW
2:45p
5h 45m
1 stop
Change your search
Select an airline:  AirTran
Direct flights MDW to ORL on AirTran
Flight # Depart MDW Arrive MCO Sun Mon Tue Wed Thu Fri Sat Valid Between
2686 1:00 pm 4:35 pm Dec 28 - Dec 28
Airports
Origin

Chicago
$272
Destination

Orlando
$272