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: Mon Jul 31 2017 Return: Wed Aug 2 2017 Trip spans 3 days
Delta
Delta
MCO
12:00a
MDW
6:01a
6h 01m
1 stop
MDW
12:00a
MCO
7:37a
7h 37m
1 stop
Depart: Tue Aug 1 2017 Return: Tue Aug 8 2017 Trip spans 8 days
Delta
Delta
MCO
12:00a
MDW
5:04a
5h 04m
1 stop
MDW
12:00a
MCO
4:18a
4h 18m
1 stop
Depart: Wed Aug 2 2017 Return: Thu Aug 3 2017 Trip spans 2 days
Delta
Delta
MCO
12:00a
MDW
5:04a
5h 04m
1 stop
MDW
12:00a
MCO
4:32a
4h 32m
1 stop
Depart: Mon Aug 7 2017 Return: Fri Aug 11 2017 Trip spans 5 days
Delta
Delta
MCO
12:00a
MDW
9:00a
9h 00m
1 stop
MDW
12:00a
MCO
4:56a
4h 56m
1 stop
Depart: Thu Aug 10 2017 Return: Mon Aug 14 2017 Trip spans 5 days
Delta
Delta
MCO
12:00a
MDW
5:44a
5h 44m
1 stop
MDW
12:00a
MCO
4:18a
4h 18m
1 stop
Depart: Mon Aug 14 2017 Return: Wed Aug 16 2017 Trip spans 3 days
Delta
Delta
MCO
12:00a
MDW
9:00a
9h 00m
1 stop
MDW
12:00a
MCO
6:21a
6h 21m
1 stop
Depart: Sun Aug 20 2017 Return: Tue Aug 22 2017 Trip spans 3 days
Delta
Delta
MCO
12:00a
MDW
5:15a
5h 15m
1 stop
MDW
12:00a
MCO
4:30a
4h 30m
1 stop
Depart: Mon Aug 21 2017 Return: Tue Aug 22 2017 Trip spans 2 days
Delta
Delta
MCO
12:00a
MDW
5:15a
5h 15m
1 stop
MDW
12:00a
MCO
5:15a
5h 15m
1 stop
Depart: Wed Aug 23 2017 Return: Mon Aug 28 2017 Trip spans 6 days
Delta
Delta
MCO
12:00a
MDW
4:15a
4h 15m
1 stop
MDW
12:00a
MCO
6:52a
6h 52m
1 stop
Depart: Thu Aug 24 2017 Return: Mon Aug 28 2017 Trip spans 5 days
Delta
Delta
MCO
12:00a
MDW
6:35a
6h 35m
1 stop
MDW
12:00a
MCO
4:52a
4h 52m
1 stop
Depart: Tue Aug 29 2017 Return: Wed Aug 30 2017 Trip spans 2 days
Delta
Delta
MCO
12:00a
MDW
4:11a
4h 11m
1 stop
MDW
12:00a
MCO
4:00a
4h 00m
1 stop
Depart: Wed Aug 30 2017 Return: Sat Sep 2 2017 Trip spans 4 days
Delta
Delta
MCO
12:00a
MDW
4:22a
4h 22m
1 stop
MDW
12:00a
MCO
5:03a
5h 03m
1 stop
Depart: Sat Sep 2 2017 Return: Tue Sep 5 2017 Trip spans 4 days
Delta
Delta
MCO
12:00a
MDW
6:18a
6h 18m
1 stop
MDW
12:00a
MCO
5:21a
5h 21m
1 stop
Depart: Fri Sep 8 2017 Return: Tue Sep 12 2017 Trip spans 5 days
Delta
Delta
MCO
12:00a
MDW
5:00a
5h 00m
1 stop
MDW
12:00a
MCO
4:18a
4h 18m
1 stop
Depart: Sat Sep 9 2017 Return: Tue Sep 12 2017 Trip spans 4 days
Delta
Delta
MCO
12:00a
MDW
4:58a
4h 58m
1 stop
MDW
12:00a
MCO
5:21a
5h 21m
1 stop
Depart: Wed Sep 6 2017 Return: Fri Sep 8 2017 Trip spans 3 days
Delta
Delta
MCO
12:00a
MDW
4:55a
4h 55m
1 stop
MDW
12:00a
MCO
4:39a
4h 39m
1 stop
Depart: Fri Sep 8 2017 Return: Sat Sep 9 2017 Trip spans 2 days
Delta
Delta
MCO
12:00a
MDW
5:00a
5h 00m
1 stop
MDW
12:00a
MCO
5:18a
5h 18m
1 stop
Depart: Sat Aug 5 2017 Return: Mon Aug 7 2017 Trip spans 3 days
Delta
Delta
MCO
12:00a
MDW
6:02a
6h 02m
1 stop
MDW
12:00a
MCO
4:18a
4h 18m
1 stop
Depart: Mon Aug 7 2017 Return: Thu Aug 10 2017 Trip spans 4 days
Delta
Delta
MCO
12:00a
MDW
4:50a
4h 50m
1 stop
MDW
12:00a
MCO
4:45a
4h 45m
1 stop
Depart: Fri Aug 18 2017 Return: Mon Aug 21 2017 Trip spans 4 days
Delta
Delta
MCO
12:00a
MDW
5:15a
5h 15m
1 stop
MDW
12:00a
MCO
5:22a
5h 22m
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
1265 6:55 am 8:35 am Aug 15 - Aug 15
1265 7:00 am 8:40 am Aug 16 - Sep 1
5086 7:00 am 8:45 am Jul 23 - Aug 13
1880 7:15 am 9:00 am Jul 24 - Aug 14
2294 7:15 am 9:00 am Jul 22 - Aug 12
4485 7:30 am 9:10 am Aug 20 - Aug 27
2464 7:35 am 9:15 am Aug 26 - Aug 26
2464 7:35 am 9:15 am Aug 19 - Aug 19
3947 8:40 am 10:25 am Jul 24 - Aug 14
3600 9:35 am 11:15 am Aug 20 - Aug 27
2503 10:10 am 11:50 am Aug 16 - Sep 29
2503 10:10 am 11:50 am Aug 15 - Aug 15
3683 10:20 am 12:05 pm Jul 23 - Aug 13
2546 10:45 am 12:25 pm Jul 22 - Aug 12
3175 11:20 am 1:05 pm Jul 24 - Aug 14
4494 11:40 am 1:20 pm Aug 20 - Aug 27
725 11:45 am 1:30 pm Jul 23 - Aug 13
1860 11:55 am 1:35 pm Aug 15 - Sep 29
2032 12:15 pm 1:55 pm Aug 19 - Sep 23
5956 12:15 pm 2:00 pm Jul 22 - Aug 12
3752 12:20 pm 2:05 pm Jul 24 - Aug 14
5737 1:20 pm 3:05 pm Aug 19 - Aug 26
4810 1:50 pm 3:35 pm Jul 23 - Aug 13
2507 2:15 pm 3:55 pm Aug 19 - Sep 23
5695 3:10 pm 5:00 pm Jul 22 - Aug 12
4747 3:20 pm 5:10 pm Jul 23 - Aug 13
4051 3:25 pm 5:05 pm Aug 20 - Aug 27
3595 3:35 pm 5:15 pm Aug 19 - Aug 26
1353 3:40 pm 5:20 pm Aug 16 - Sep 1
1353 3:40 pm 5:20 pm Aug 15 - Aug 15
739 4:25 pm 6:15 pm Jul 23 - Aug 13
2677 4:50 pm 6:35 pm Aug 19 - Aug 26
3420 4:55 pm 6:40 pm Aug 20 - Aug 27
356 5:25 pm 7:15 pm Jul 24 - Aug 14
5345 5:25 pm 7:15 pm Jul 22 - Aug 12
2212 5:30 pm 7:15 pm Aug 19 - Sep 23
1748 6:10 pm 7:55 pm Jul 24 - Aug 14
2489 6:10 pm 7:55 pm Jul 22 - Aug 12
1439 6:55 pm 8:45 pm Jul 22 - Aug 12
2834 7:10 pm 9:00 pm Jul 23 - Aug 13
2517 7:45 pm 9:30 pm Aug 19 - Aug 26
4581 7:45 pm 9:30 pm Jul 22 - Aug 12
1764 8:15 pm 9:55 pm Aug 15 - Sep 29
3020 8:30 pm 10:10 pm Aug 19 - Aug 26
5632 8:30 pm 10:15 pm Jul 22 - Aug 12
3966 8:35 pm 10:20 pm Jul 24 - Aug 14
4240 9:20 pm 11:05 pm Jul 22 - Aug 12
4560 9:25 pm 11:05 pm Aug 20 - Aug 27
1446 9:40 pm 11:20 pm Aug 15 - Sep 1
972 9:50 pm 11:35 pm Jul 23 - Aug 13
2168 9:55 pm 11:40 pm Jul 24 - Aug 14
4380 10:05 pm 11:45 pm Jul 22 - Aug 12
458 10:50 pm 12:30 am Jul 24 - Aug 14
5232 10:55 pm 12:35 am Jul 23 - Aug 13
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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Airports
Origin

Orlando
$204
Destination

Chicago
$204
Airlines