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

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
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 Jun 6 2017 Return: Wed Jun 7 2017 Trip spans 2 days
Delta
Delta
MCO
12:25p
MDW
5:00p
4h 35m
1 stop
MDW
11:55a
MCO
4:29p
4h 34m
1 stop
Depart: Sat Aug 12 2017 Return: Sat Aug 19 2017 Trip spans 8 days
Southwest
Southwest
MCO
1:40p
MDW
5:45p
4h 05m
nonstop
MDW
12:10p
MCO
2:50p
2h 40m
nonstop
Depart: Wed Jun 7 2017 Return: Wed Jun 14 2017 Trip spans 8 days
Delta
Delta
MCO
10:14a
MDW
2:59p
4h 45m
1 stop
MDW
2:55a
MCO
7:58a
5h 03m
1 stop
Depart: Tue Aug 22 2017 Return: Tue Aug 29 2017 Trip spans 8 days
Delta
Delta
MCO
2:35p
MDW
7:48p
5h 13m
1 stop
MDW
3:20a
MCO
7:30a
4h 10m
1 stop
Depart: Wed Aug 23 2017 Return: Tue Aug 29 2017 Trip spans 7 days
Delta
Delta
MCO
5:20a
MDW
10:07a
4h 47m
1 stop
MDW
3:20a
MCO
8:32a
5h 12m
1 stop
Depart: Tue Sep 12 2017 Return: Tue Sep 19 2017 Trip spans 8 days
Delta
Delta
MCO
9:55a
MDW
3:08p
5h 13m
1 stop
MDW
8:00a
MCO
12:39p
4h 39m
1 stop
Depart: Mon Oct 23 2017 Return: Fri Oct 27 2017 Trip spans 5 days
Southwest
Southwest
MCO
2:35a
MDW
5:20a
2h 45m
nonstop
MDW
5:05p
MCO
7:35p
2h 30m
nonstop
Depart: Wed Sep 20 2017 Return: Tue Sep 26 2017 Trip spans 7 days
Delta
Delta
MCO
3:20a
MDW
8:20a
5h 00m
1 stop
MDW
3:20a
MCO
7:30a
4h 10m
1 stop
Depart: Thu Oct 5 2017 Return: Sun Oct 8 2017 Trip spans 4 days
Southwest
Southwest
MCO
4:40p
MDW
7:25p
2h 45m
nonstop
MDW
3:20p
MCO
5:50p
2h 30m
nonstop
Depart: Tue Jun 20 2017 Return: Wed Jun 28 2017 Trip spans 9 days
Delta
Delta
MCO
3:35p
MDW
8:02p
4h 27m
1 stop
MDW
3:53p
MCO
7:59p
4h 06m
1 stop
Depart: Wed May 31 2017 Return: Tue Jun 6 2017 Trip spans 7 days
Delta
Delta
MCO
5:25a
MDW
10:33a
5h 08m
1 stop
MDW
11:55a
MCO
4:29p
4h 34m
1 stop
Depart: Sat Jun 3 2017 Return: Tue Jun 6 2017 Trip spans 4 days
Delta
Delta
MCO
12:10p
MDW
5:34p
5h 24m
1 stop
MDW
11:55a
MCO
4:29p
4h 34m
1 stop
Depart: Tue Jun 13 2017 Return: Wed Jun 28 2017 Trip spans 16 days
Delta
Delta
MCO
9:55a
MDW
3:09p
5h 14m
1 stop
MDW
3:53p
MCO
7:59p
4h 06m
1 stop
Depart: Wed Jun 14 2017 Return: Wed Jun 28 2017 Trip spans 15 days
Delta
Delta
MCO
8:09a
MDW
1:01p
4h 52m
1 stop
MDW
3:53p
MCO
7:59p
4h 06m
1 stop
Depart: Tue Jun 27 2017 Return: Wed Jun 28 2017 Trip spans 2 days
Delta
Delta
MCO
3:35p
MDW
8:02p
4h 27m
1 stop
MDW
3:53p
MCO
7:59p
4h 06m
1 stop
Depart: Tue Jul 11 2017 Return: Tue Jul 18 2017 Trip spans 8 days
Delta
Delta
MCO
11:15a
MDW
4:07p
4h 52m
1 stop
MDW
3:42p
MCO
8:00p
4h 18m
1 stop
Depart: Wed Jul 12 2017 Return: Tue Jul 18 2017 Trip spans 7 days
Delta
Delta
MCO
10:05a
MDW
3:09p
5h 04m
1 stop
MDW
1:59p
MCO
8:00p
6h 01m
1 stop
Depart: Tue Jul 18 2017 Return: Tue Aug 1 2017 Trip spans 15 days
Delta
Delta
MCO
2:30p
MDW
7:55p
5h 25m
1 stop
MDW
3:42p
MCO
8:00p
4h 18m
1 stop
Depart: Wed Jul 19 2017 Return: Tue Jul 25 2017 Trip spans 7 days
Delta
Delta
MCO
10:05a
MDW
3:09p
5h 04m
1 stop
MDW
1:59p
MCO
8:00p
6h 01m
1 stop
Depart: Tue Jul 25 2017 Return: Tue Aug 1 2017 Trip spans 8 days
Delta
Delta
MCO
10:05a
MDW
5:46p
7h 41m
1 stop
MDW
3:42p
MCO
8:00p
4h 18m
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
5031 6:40 am 8:25 am May 20 - Jun 3
5086 7:00 am 8:45 am Jun 4 - Aug 13
1880 7:15 am 9:00 am Jun 5 - Jul 3
2294 7:15 am 9:00 am Jun 10 - Aug 12
1916 7:20 am 9:05 am May 30 - Jun 2
3947 8:40 am 10:25 am Jun 5 - Jun 30
5617 9:15 am 11:00 am May 20 - Jun 3
1973 9:25 am 11:10 am May 30 - Jun 2
3683 10:20 am 12:05 pm Jun 4 - Aug 13
2546 10:45 am 12:25 pm Jun 10 - Aug 12
3175 11:20 am 1:05 pm Jun 5 - Aug 14
4406 11:20 am 1:05 pm May 20 - Jun 3
725 11:45 am 1:30 pm Jun 4 - Aug 13
5956 12:15 pm 2:00 pm Jun 10 - Aug 12
3752 12:20 pm 2:05 pm Jun 5 - Aug 14
4395 12:20 pm 2:05 pm May 20 - Jun 3
3948 12:45 pm 2:30 pm May 22 - Jun 2
4810 1:50 pm 3:35 pm Jun 4 - Aug 13
196 2:20 pm 4:10 pm May 20 - Jun 3
5695 3:10 pm 5:00 pm Jun 10 - Aug 12
4747 3:20 pm 5:10 pm Jun 4 - Aug 13
3846 4:00 pm 5:45 pm May 22 - Jun 2
739 4:25 pm 6:15 pm Jun 4 - Jun 25
1801 5:15 pm 7:05 pm May 22 - Jun 2
356 5:25 pm 7:15 pm Jun 5 - Jun 30
5345 5:25 pm 7:15 pm Jun 10 - Jun 24
5345 5:25 pm 7:15 pm Jul 1 - Jul 1
2524 5:50 pm 7:40 pm May 20 - Jun 3
1748 6:10 pm 7:55 pm Jun 5 - Jun 16
1748 6:10 pm 7:55 pm Jun 19 - Aug 14
2489 6:10 pm 7:55 pm Jun 10 - Aug 12
1439 6:55 pm 8:45 pm Jun 10 - Aug 12
4400 6:55 pm 8:45 pm Jun 3 - Jun 3
2834 7:10 pm 9:00 pm Jun 4 - Aug 13
4581 7:45 pm 9:30 pm Jun 10 - Aug 12
4023 7:55 pm 9:40 pm May 22 - Jun 2
571 8:10 pm 9:55 pm May 20 - Jun 3
5632 8:30 pm 10:15 pm Jun 10 - Aug 12
3966 8:35 pm 10:20 pm Jun 5 - Aug 14
2742 9:00 pm 10:45 pm May 20 - Jun 3
4240 9:20 pm 11:05 pm Jun 10 - Aug 12
972 9:50 pm 11:35 pm Jun 4 - Aug 13
2168 9:55 pm 11:40 pm Jun 5 - Jun 30
4380 10:05 pm 11:45 pm Jun 10 - Aug 12
1324 10:25 pm 12:05 am May 22 - Jun 2
458 10:50 pm 12:30 am Jun 5 - Jun 30
5232 10:55 pm 12:35 am Jun 4 - Aug 13
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Orlando
$204
Destination

Chicago
$204
Airlines Airline reviews

9 travelers who booked a flight from Orlando to Chicago rated their chosen airlines with an average of 8.7.

Overall
9.1
Boarding
8.7
Crew
9.6
Comfort
8.7
Food
8.4
Entertainment
7.8