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

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youth
12-17
Child
2-11
Seat Infant
under 2
Lap Infant
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Chicago Midway to Orlando

(Round-trip)
Depart: Tue Aug 11 2015 Return: Wed Aug 12 2015 Trip spans 2 days
Delta
Delta
MDW
5:07a
MCO
9:59a
4h 52m
1 stop
MCO
4:20a
MDW
8:44a
4h 24m
1 stop
Depart: Wed Aug 12 2015 Return: Thu Aug 13 2015 Trip spans 2 days
Delta
Delta
MDW
9:53a
MCO
3:44p
5h 51m
1 stop
MCO
8:02a
MDW
12:59p
4h 57m
1 stop
Depart: Thu Aug 13 2015 Return: Tue Aug 18 2015 Trip spans 6 days
Delta
Delta
MDW
8:25a
MCO
3:20p
6h 55m
1 stop
MCO
5:30a
MDW
10:05a
4h 35m
1 stop
Depart: Fri Aug 14 2015 Return: Tue Aug 18 2015 Trip spans 5 days
Delta
Delta
MDW
3:28p
MCO
7:37p
4h 09m
1 stop
MCO
3:20a
MDW
10:05a
6h 45m
1 stop
Depart: Tue Aug 18 2015 Return: Wed Aug 19 2015 Trip spans 2 days
Delta
Delta
MDW
3:32p
MCO
7:35p
4h 03m
1 stop
MCO
6:30a
MDW
11:53a
5h 23m
1 stop
Depart: Wed Aug 19 2015 Return: Thu Aug 20 2015 Trip spans 2 days
Delta
Delta
MDW
3:10a
MCO
9:23a
6h 13m
1 stop
MCO
4:20a
MDW
9:23a
5h 03m
1 stop
Depart: Sat Aug 22 2015 Return: Sun Aug 23 2015 Trip spans 2 days
Delta
Delta
MDW
8:31a
MCO
3:24p
6h 53m
1 stop
MCO
2:20a
MDW
6:12a
3h 52m
1 stop
Depart: Mon Aug 24 2015 Return: Tue Aug 25 2015 Trip spans 2 days
Delta
Delta
MDW
8:31a
MCO
12:56p
4h 25m
1 stop
MCO
6:30a
MDW
11:53a
5h 23m
1 stop
Depart: Tue Aug 25 2015 Return: Wed Aug 26 2015 Trip spans 2 days
Delta
Delta
MDW
6:55a
MCO
12:28p
5h 33m
1 stop
MCO
1:20a
MDW
6:12a
4h 52m
1 stop
Depart: Wed Aug 26 2015 Return: Thu Aug 27 2015 Trip spans 2 days
Delta
Delta
MDW
2:00a
MCO
7:26a
5h 26m
1 stop
MCO
9:30a
MDW
2:22p
4h 52m
1 stop
Depart: Thu Aug 27 2015 Return: Sun Aug 30 2015 Trip spans 4 days
Delta
Delta
MDW
3:10a
MCO
7:26a
4h 16m
1 stop
MCO
2:20a
MDW
6:12a
3h 52m
1 stop
Depart: Fri Aug 28 2015 Return: Sat Aug 29 2015 Trip spans 2 days
Delta
Delta
MDW
9:40a
MCO
2:35p
4h 55m
1 stop
MCO
7:20a
MDW
2:43p
7h 23m
1 stop
Depart: Sat Aug 29 2015 Return: Sun Aug 30 2015 Trip spans 2 days
Delta
Delta
MDW
4:30a
MCO
9:22a
4h 52m
1 stop
MCO
5:30a
MDW
10:05a
4h 35m
1 stop
Depart: Sun Aug 30 2015 Return: Mon Aug 31 2015 Trip spans 2 days
Delta
Delta
MDW
3:10a
MCO
9:23a
6h 13m
1 stop
MCO
10:05a
MDW
5:27p
7h 22m
1 stop
Depart: Thu Jan 7 2016 Return: Mon Jan 11 2016 Trip spans 5 days
Southwest
Southwest
MDW
2:10p
MCO
4:45p
2h 35m
nonstop
MCO
4:25p
MDW
7:15p
2h 50m
nonstop
Depart: Sat Aug 15 2015 Return: Tue Aug 18 2015 Trip spans 4 days
Delta
Delta
MDW
8:00a
MCO
1:31p
5h 31m
1 stop
MCO
5:30a
MDW
11:53a
6h 23m
1 stop
Depart: Thu Aug 20 2015 Return: Mon Aug 24 2015 Trip spans 5 days
Delta
Delta
MDW
3:10a
MCO
9:23a
6h 13m
1 stop
MCO
4:20a
MDW
9:23a
5h 03m
1 stop
Depart: Fri Aug 21 2015 Return: Mon Aug 24 2015 Trip spans 4 days
Delta
Delta
MDW
3:10a
MCO
9:23a
6h 13m
1 stop
MCO
2:30p
MDW
7:12p
4h 42m
1 stop
Depart: Mon Aug 31 2015 Return: Thu Sep 3 2015 Trip spans 4 days
Delta
Delta
MDW
11:28a
MCO
5:23p
5h 55m
1 stop
MCO
2:20a
MDW
8:50a
6h 30m
1 stop
Depart: Sat Sep 5 2015 Return: Wed Sep 9 2015 Trip spans 5 days
Sun Country Air
Sun Country Air
MDW
4:00a
MCO
7:08a
27h 08m
1 stop
MCO
9:00a
MDW
5:45p
8h 45m
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
6366 6:05 am 9:35 am Aug 9 - Sep 4
6366 6:05 am 9:35 am Sep 11 - Oct 29
6372 6:05 am 9:35 am Sep 8 - Sep 10
4519 7:10 am 10:40 am Aug 15 - Aug 29
5316 7:10 am 10:40 am Sep 5 - Sep 5
1627 8:00 am 11:30 am Sep 5 - Sep 5
3886 8:00 am 11:30 am Aug 15 - Aug 29
1463 8:15 am 11:45 am Aug 9 - Aug 30
3017 8:15 am 11:45 am Aug 10 - Sep 10
985 8:15 am 11:45 am Sep 6 - Sep 6
3166 9:20 am 12:50 pm Sep 6 - Sep 6
1930 9:25 am 12:55 pm Sep 5 - Sep 5
4440 9:25 am 12:55 pm Aug 15 - Aug 29
5221 10:25 am 1:55 pm Sep 5 - Sep 5
924 10:25 am 1:55 pm Aug 15 - Aug 29
6200 11:40 am 3:10 pm Sep 7 - Sep 7
669 11:40 am 3:10 pm Aug 9 - Sep 6
669 11:40 am 3:10 pm Sep 8 - Oct 30
1639 12:05 pm 3:40 pm Aug 15 - Aug 29
1845 12:05 pm 3:40 pm Sep 5 - Sep 5
1002 1:20 pm 5:00 pm Sep 5 - Sep 5
4745 1:20 pm 5:00 pm Aug 15 - Aug 29
1745 1:35 pm 5:15 pm Sep 7 - Sep 7
660 1:35 pm 5:15 pm Aug 9 - Aug 14
660 1:35 pm 5:15 pm Aug 16 - Aug 21
660 1:35 pm 5:15 pm Aug 23 - Sep 4
660 1:35 pm 5:15 pm Sep 8 - Sep 10
660 1:35 pm 5:15 pm Sep 11 - Sep 25
3079 1:40 pm 5:20 pm Sep 6 - Sep 6
1101 3:00 pm 6:35 pm Sep 6 - Sep 6
2887 3:00 pm 6:35 pm Aug 31 - Sep 4
2887 3:00 pm 6:35 pm Aug 10 - Aug 28
2887 3:00 pm 6:35 pm Sep 8 - Sep 25
6530 3:00 pm 6:35 pm Sep 7 - Sep 7
3362 3:05 pm 6:40 pm Aug 9 - Aug 30
1755 3:15 pm 6:50 pm Aug 15 - Aug 29
2159 4:20 pm 7:55 pm Sep 7 - Sep 18
2159 4:20 pm 7:55 pm Sep 6 - Sep 6
2159 4:20 pm 7:55 pm Aug 9 - Aug 14
2159 4:20 pm 7:55 pm Aug 16 - Sep 4
4763 4:50 pm 8:25 pm Aug 15 - Aug 15
4763 4:50 pm 8:25 pm Aug 22 - Aug 29
2693 6:10 pm 9:45 pm Sep 5 - Sep 5
2109 7:00 pm 10:30 pm Aug 9 - Aug 30
2209 7:00 pm 10:30 pm Aug 10 - Oct 30
Airports
Origin

Chicago
$186
Destination

Orlando
$186