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

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 Orlando to Chicago Midway

(Round-trip)
Depart: Tue Aug 11 2015 Return: Wed Aug 12 2015 Trip spans 2 days
Delta
Delta
MCO
6:20a
MDW
12:07p
5h 47m
1 stop
MDW
3:28p
MCO
7:37p
4h 09m
1 stop
Depart: Wed Aug 12 2015 Return: Thu Aug 13 2015 Trip spans 2 days
Delta
Delta
MCO
8:05a
MDW
4:01p
7h 56m
1 stop
MDW
8:25a
MCO
3:20p
6h 55m
1 stop
Depart: Thu Aug 13 2015 Return: Fri Aug 14 2015 Trip spans 2 days
Delta
Delta
MCO
10:11a
MDW
5:28p
7h 17m
1 stop
MDW
3:28p
MCO
7:37p
4h 09m
1 stop
Depart: Sat Aug 15 2015 Return: Tue Aug 18 2015 Trip spans 4 days
Delta
Delta
MCO
11:55a
MDW
5:21p
5h 26m
1 stop
MDW
8:31a
MCO
3:26p
6h 55m
1 stop
Depart: Tue Aug 18 2015 Return: Wed Aug 19 2015 Trip spans 2 days
Delta
Delta
MCO
3:20a
MDW
10:05a
6h 45m
1 stop
MDW
8:31a
MCO
3:26p
6h 55m
1 stop
Depart: Wed Aug 19 2015 Return: Sat Aug 22 2015 Trip spans 4 days
Delta
Delta
MCO
4:20a
MDW
11:53a
7h 33m
1 stop
MDW
8:31a
MCO
3:24p
6h 53m
1 stop
Depart: Thu Aug 20 2015 Return: Tue Aug 25 2015 Trip spans 6 days
Delta
Delta
MCO
4:20a
MDW
9:23a
5h 03m
1 stop
MDW
8:19a
MCO
12:27p
4h 08m
1 stop
Depart: Sun Aug 23 2015 Return: Tue Aug 25 2015 Trip spans 3 days
Delta
Delta
MCO
2:20a
MDW
6:12a
3h 52m
1 stop
MDW
5:00a
MCO
10:01a
5h 01m
1 stop
Depart: Mon Aug 24 2015 Return: Tue Aug 25 2015 Trip spans 2 days
Delta
Delta
MCO
8:05a
MDW
1:44p
5h 39m
1 stop
MDW
5:00a
MCO
10:01a
5h 01m
1 stop
Depart: Tue Aug 25 2015 Return: Wed Aug 26 2015 Trip spans 2 days
Delta
Delta
MCO
2:20a
MDW
6:12a
3h 52m
1 stop
MDW
2:00a
MCO
6:29a
4h 29m
1 stop
Depart: Wed Aug 26 2015 Return: Thu Aug 27 2015 Trip spans 2 days
Delta
Delta
MCO
1:20a
MDW
6:12a
4h 52m
1 stop
MDW
8:19a
MCO
1:29p
5h 10m
1 stop
Depart: Thu Aug 27 2015 Return: Fri Aug 28 2015 Trip spans 2 days
Delta
Delta
MCO
7:20a
MDW
11:53a
4h 33m
1 stop
MDW
9:40a
MCO
2:35p
4h 55m
1 stop
Depart: Sat Aug 29 2015 Return: Sun Aug 30 2015 Trip spans 2 days
Delta
Delta
MCO
1:20a
MDW
8:22a
7h 02m
1 stop
MDW
9:40a
MCO
2:35p
4h 55m
1 stop
Depart: Sun Aug 30 2015 Return: Mon Aug 31 2015 Trip spans 2 days
Delta
Delta
MCO
8:05a
MDW
1:44p
5h 39m
1 stop
MDW
3:10a
MCO
7:26a
4h 16m
1 stop
Depart: Fri Aug 21 2015 Return: Sat Aug 22 2015 Trip spans 2 days
Delta
Delta
MCO
3:00a
MDW
9:23a
6h 23m
1 stop
MDW
8:31a
MCO
3:24p
6h 53m
1 stop
Depart: Sat Aug 22 2015 Return: Mon Aug 24 2015 Trip spans 3 days
Delta
Delta
MCO
10:30a
MDW
5:15p
6h 45m
1 stop
MDW
3:32p
MCO
7:35p
4h 03m
1 stop
Depart: Fri Aug 28 2015 Return: Sat Aug 29 2015 Trip spans 2 days
Delta
Delta
MCO
4:20a
MDW
8:44a
4h 24m
1 stop
MDW
1:00p
MCO
5:21p
4h 21m
1 stop
Depart: Mon Aug 31 2015 Return: Tue Sep 1 2015 Trip spans 2 days
Delta
Delta
MCO
2:30p
MDW
7:12p
4h 42m
1 stop
MDW
11:20a
MCO
3:28p
4h 08m
1 stop
Depart: Mon Aug 17 2015 Return: Tue Aug 18 2015 Trip spans 2 days
Delta
Delta
MCO
1:30p
MDW
7:14p
5h 44m
1 stop
MDW
3:32p
MCO
7:35p
4h 03m
1 stop
Depart: Fri Aug 14 2015 Return: Tue Aug 18 2015 Trip spans 5 days
Delta
Delta
MCO
1:20a
MDW
6:20a
5h 00m
1 stop
MDW
1:57p
MCO
7:35p
5h 38m
1 stop
Select an airline:  Southwest
Direct flights MCO to MDW on Southwest
Flight # Depart MCO Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
2135 6:45 am 8:35 am Aug 10 - Sep 4
2135 6:45 am 8:35 am Sep 11 - Sep 25
934 6:45 am 8:35 am Sep 8 - Sep 10
1099 8:20 am 10:10 am Sep 5 - Sep 5
4594 8:25 am 10:15 am Aug 15 - Aug 29
3914 10:10 am 11:55 am Aug 15 - Aug 29
6418 10:10 am 11:55 am Sep 5 - Sep 5
4543 11:30 am 1:15 pm Aug 15 - Aug 29
5432 11:30 am 1:15 pm Sep 5 - Sep 5
1146 11:45 am 1:30 pm Aug 9 - Sep 25
1526 12:35 pm 2:20 pm Aug 15 - Aug 29
5188 12:35 pm 2:20 pm Sep 5 - Sep 5
5533 12:35 pm 2:20 pm Sep 6 - Sep 6
50 12:50 pm 2:35 pm Aug 9 - Sep 4
50 12:50 pm 2:35 pm Sep 7 - Sep 10
636 1:40 pm 3:30 pm Sep 5 - Sep 5
693 1:40 pm 3:30 pm Aug 15 - Aug 29
1400 2:40 pm 4:30 pm Sep 5 - Sep 5
4052 2:40 pm 4:30 pm Aug 15 - Aug 29
136 3:20 pm 5:10 pm Aug 17 - Aug 23
136 3:20 pm 5:10 pm Aug 25 - Sep 4
136 3:20 pm 5:10 pm Aug 9 - Aug 16
136 3:20 pm 5:10 pm Sep 8 - Sep 10
136 3:20 pm 5:10 pm Aug 24 - Aug 24
136 3:20 pm 5:10 pm Sep 7 - Sep 14
3479 3:20 pm 5:15 pm Sep 6 - Sep 6
1441 4:00 pm 5:50 pm Sep 5 - Sep 5
316 4:00 pm 5:50 pm Aug 15 - Aug 29
5964 5:05 pm 7:00 pm Sep 6 - Sep 6
2095 5:10 pm 7:00 pm Aug 9 - Sep 4
2095 5:10 pm 7:00 pm Sep 11 - Sep 25
634 5:15 pm 7:05 pm Sep 7 - Sep 10
1624 5:30 pm 7:20 pm Aug 15 - Aug 29
566 6:50 pm 8:40 pm Sep 11 - Sep 25
566 6:50 pm 8:40 pm Aug 10 - Sep 4
1496 7:00 pm 8:50 pm Aug 9 - Aug 30
1496 7:00 pm 8:50 pm Sep 8 - Sep 10
760 7:00 pm 8:50 pm Sep 7 - Sep 7
760 7:00 pm 8:50 pm Sep 6 - Sep 6
246 8:50 pm 10:40 pm Sep 7 - Sep 10
246 8:50 pm 10:40 pm Aug 9 - Sep 4
5848 8:50 pm 10:40 pm Sep 6 - Sep 6
246 8:55 pm 10:45 pm Sep 11 - Oct 30
Airports
Origin

Orlando
$186
Destination

Chicago
$186
Airlines