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: Wed Sep 9 2015 Return: Tue Sep 15 2015 Trip spans 7 days
Delta
Delta
MCO
10:25a
MDW
3:40p
5h 15m
1 stop
MDW
3:15p
MCO
7:21p
4h 06m
1 stop
Depart: Sat Sep 12 2015 Return: Tue Sep 15 2015 Trip spans 4 days
Delta
Delta
MCO
10:15a
MDW
5:31p
7h 16m
1 stop
MDW
3:15p
MCO
7:21p
4h 06m
1 stop
Depart: Tue Sep 15 2015 Return: Wed Sep 16 2015 Trip spans 2 days
Delta
Delta
MCO
4:20a
MDW
9:23a
5h 03m
1 stop
MDW
3:00a
MCO
8:01a
5h 01m
1 stop
Depart: Wed Sep 16 2015 Return: Fri Sep 18 2015 Trip spans 3 days
Delta
Delta
MCO
8:13a
MDW
3:55p
7h 42m
1 stop
MDW
5:17a
MCO
12:27p
7h 10m
1 stop
Depart: Sat Sep 19 2015 Return: Mon Sep 21 2015 Trip spans 3 days
Delta
Delta
MCO
7:30a
MDW
2:22p
6h 52m
1 stop
MDW
3:15p
MCO
7:21p
4h 06m
1 stop
Depart: Mon Sep 21 2015 Return: Sat Oct 3 2015 Trip spans 13 days
Delta
Delta
MCO
10:15a
MDW
2:54p
4h 39m
1 stop
MDW
1:59p
MCO
6:28p
4h 29m
1 stop
Depart: Tue Sep 22 2015 Return: Thu Sep 24 2015 Trip spans 3 days
Delta
Delta
MCO
1:20a
MDW
6:18a
4h 58m
1 stop
MDW
2:00a
MCO
8:15a
6h 15m
1 stop
Depart: Wed Sep 23 2015 Return: Thu Sep 24 2015 Trip spans 2 days
Delta
Delta
MCO
5:30a
MDW
10:15a
4h 45m
1 stop
MDW
3:00a
MCO
8:01a
5h 01m
1 stop
Depart: Thu Sep 24 2015 Return: Fri Sep 25 2015 Trip spans 2 days
Delta
Delta
MCO
10:15a
MDW
2:54p
4h 39m
1 stop
MDW
3:00a
MCO
8:01a
5h 01m
1 stop
Depart: Fri Sep 25 2015 Return: Wed Sep 30 2015 Trip spans 6 days
Delta
Delta
MCO
2:50a
MDW
9:23a
6h 33m
1 stop
MDW
8:39a
MCO
3:18p
6h 39m
1 stop
Depart: Mon Sep 28 2015 Return: Thu Oct 1 2015 Trip spans 4 days
Delta
Delta
MCO
9:20a
MDW
3:40p
6h 20m
1 stop
MDW
5:18a
MCO
12:26p
7h 08m
1 stop
Depart: Tue Sep 29 2015 Return: Wed Sep 30 2015 Trip spans 2 days
Delta
Delta
MCO
4:30a
MDW
8:50a
4h 20m
1 stop
MDW
3:15p
MCO
7:21p
4h 06m
1 stop
Depart: Wed Sep 30 2015 Return: Tue Oct 6 2015 Trip spans 7 days
Delta
Delta
MCO
4:30a
MDW
8:50a
4h 20m
1 stop
MDW
11:20a
MCO
3:27p
4h 07m
1 stop
Depart: Thu Oct 1 2015 Return: Mon Oct 5 2015 Trip spans 5 days
Delta
Delta
MCO
12:25p
MDW
5:19p
4h 54m
1 stop
MDW
9:50a
MCO
2:30p
4h 40m
1 stop
Depart: Fri Oct 2 2015 Return: Mon Oct 5 2015 Trip spans 4 days
Delta
Delta
MCO
4:20a
MDW
9:15a
4h 55m
1 stop
MDW
8:30a
MCO
2:30p
6h 00m
1 stop
Depart: Sat Oct 3 2015 Return: Mon Oct 5 2015 Trip spans 3 days
Delta
Delta
MCO
2:15a
MDW
6:51a
4h 36m
1 stop
MDW
6:29a
MCO
11:29a
5h 00m
1 stop
Depart: Sun Oct 4 2015 Return: Wed Oct 7 2015 Trip spans 4 days
Delta
Delta
MCO
2:30a
MDW
9:15a
6h 45m
1 stop
MDW
5:18a
MCO
12:26p
7h 08m
1 stop
Depart: Mon Oct 5 2015 Return: Sat Oct 10 2015 Trip spans 6 days
Delta
Delta
MCO
8:15a
MDW
3:58p
7h 43m
1 stop
MDW
8:38a
MCO
3:32p
6h 54m
1 stop
Depart: Tue Oct 6 2015 Return: Tue Oct 13 2015 Trip spans 8 days
Delta
Delta
MCO
4:30a
MDW
8:53a
4h 23m
1 stop
MDW
3:15p
MCO
7:30p
4h 15m
1 stop
Depart: Wed Oct 7 2015 Return: Sun Oct 11 2015 Trip spans 5 days
Delta
Delta
MCO
6:25a
MDW
11:45a
5h 20m
1 stop
MDW
8:38a
MCO
3:34p
6h 56m
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 6:40 am 8:35 am Sep 28 - Oct 30
2135 6:45 am 8:35 am Sep 11 - Sep 25
1916 8:25 am 10:15 am Oct 3 - Oct 31
4594 8:25 am 10:15 am Sep 12 - Sep 26
3914 10:10 am 11:55 am Sep 12 - Oct 31
4543 11:30 am 1:15 pm Sep 12 - Oct 24
1146 11:45 am 1:30 pm Sep 1 - Sep 25
1146 12:05 pm 1:50 pm Sep 27 - Oct 30
1526 12:35 pm 2:20 pm Sep 19 - Sep 26
1526 12:35 pm 2:20 pm Sep 12 - Sep 12
290 12:35 pm 2:20 pm Oct 3 - Oct 17
675 1:40 pm 3:30 pm Oct 10 - Oct 17
675 1:40 pm 3:30 pm Oct 3 - Oct 3
693 1:40 pm 3:30 pm Sep 12 - Sep 26
4052 2:40 pm 4:30 pm Sep 12 - Sep 26
4052 2:40 pm 4:30 pm Oct 3 - Oct 24
136 3:20 pm 5:15 pm Oct 6 - Oct 18
136 3:20 pm 5:15 pm Oct 5 - Oct 5
136 3:20 pm 5:15 pm Sep 27 - Oct 4
136 3:20 pm 5:10 pm Sep 11 - Sep 25
2095 5:10 pm 7:00 pm Sep 11 - Sep 25
2095 5:15 pm 7:10 pm Sep 27 - Oct 30
771 5:25 pm 7:20 pm Oct 3 - Oct 24
1624 5:30 pm 7:20 pm Sep 12 - Sep 26
566 6:50 pm 8:40 pm Sep 11 - Sep 25
1496 6:55 pm 8:45 pm Sep 27 - Oct 30
1496 7:00 pm 8:50 pm Sep 13 - Sep 20
246 8:55 pm 10:45 pm Sep 11 - Oct 30
Airports
Origin

Orlando
$214
Destination

Chicago
$214
Airlines