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

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 Chicago Midway to Orlando

(Round-trip)
Depart: Tue Mar 28 2017 Return: Wed Mar 29 2017 Trip spans 2 days
Delta
Delta
MDW
9:48a
MCO
3:30p
5h 42m
1 stop
MCO
3:50a
MDW
8:14a
4h 24m
1 stop
Depart: Mon Apr 10 2017 Return: Thu Apr 13 2017 Trip spans 4 days
Delta
Delta
MDW
2:45a
MCO
10:04a
7h 19m
1 stop
MCO
3:00a
MDW
8:47a
5h 47m
1 stop
Depart: Tue Apr 11 2017 Return: Wed Apr 12 2017 Trip spans 2 days
Delta
Delta
MDW
6:12a
MCO
10:33a
4h 21m
1 stop
MCO
2:20a
MDW
6:37a
4h 17m
1 stop
Depart: Wed Apr 12 2017 Return: Wed Apr 19 2017 Trip spans 8 days
Delta
Delta
MDW
3:20a
MCO
8:17a
4h 57m
1 stop
MCO
3:50a
MDW
8:48a
4h 58m
1 stop
Depart: Sat Apr 15 2017 Return: Tue Apr 25 2017 Trip spans 11 days
Delta
Delta
MDW
12:46p
MCO
5:52p
5h 06m
1 stop
MCO
3:00a
MDW
11:35a
8h 35m
1 stop
Depart: Sun Apr 16 2017 Return: Thu Apr 20 2017 Trip spans 5 days
Delta
Delta
MDW
2:45a
MCO
7:47a
5h 02m
1 stop
MCO
2:20a
MDW
6:37a
4h 17m
1 stop
Depart: Mon Apr 17 2017 Return: Thu Apr 20 2017 Trip spans 4 days
Delta
Delta
MDW
1:55p
MCO
6:51p
4h 56m
1 stop
MCO
3:20a
MDW
8:48a
5h 28m
1 stop
Depart: Sat Apr 22 2017 Return: Wed Apr 26 2017 Trip spans 5 days
Delta
Delta
MDW
2:20p
MCO
6:48p
4h 28m
1 stop
MCO
3:20a
MDW
8:48a
5h 28m
1 stop
Depart: Mon Apr 24 2017 Return: Wed Apr 26 2017 Trip spans 3 days
Delta
Delta
MDW
12:46p
MCO
5:55p
5h 09m
1 stop
MCO
4:15a
MDW
9:24a
5h 09m
1 stop
Depart: Mon May 1 2017 Return: Sat May 6 2017 Trip spans 6 days
Delta
Delta
MDW
1:00p
MCO
6:04p
5h 04m
1 stop
MCO
1:20a
MDW
6:44a
5h 24m
1 stop
Depart: Sat May 6 2017 Return: Sat May 13 2017 Trip spans 8 days
Delta
Delta
MDW
1:52p
MCO
6:55p
5h 03m
1 stop
MCO
8:25a
MDW
2:15p
5h 50m
1 stop
Depart: Tue May 9 2017 Return: Wed May 17 2017 Trip spans 9 days
Delta
Delta
MDW
3:20a
MCO
9:25a
6h 05m
1 stop
MCO
4:25a
MDW
9:23a
4h 58m
1 stop
Depart: Sat May 13 2017 Return: Wed May 17 2017 Trip spans 5 days
Delta
Delta
MDW
1:52p
MCO
6:55p
5h 03m
1 stop
MCO
4:25a
MDW
9:23a
4h 58m
1 stop
Depart: Mon May 15 2017 Return: Tue May 23 2017 Trip spans 9 days
Delta
Delta
MDW
3:20p
MCO
8:00p
4h 40m
1 stop
MCO
4:25a
MDW
9:23a
4h 58m
1 stop
Depart: Tue May 16 2017 Return: Tue May 23 2017 Trip spans 8 days
Delta
Delta
MDW
3:20a
MCO
9:25a
6h 05m
1 stop
MCO
10:14a
MDW
2:59p
4h 45m
1 stop
Depart: Sat May 20 2017 Return: Wed May 24 2017 Trip spans 5 days
Delta
Delta
MDW
1:52p
MCO
6:55p
5h 03m
1 stop
MCO
2:20a
MDW
6:46a
4h 26m
1 stop
Depart: Mon May 22 2017 Return: Wed May 31 2017 Trip spans 10 days
Delta
Delta
MDW
5:16a
MCO
12:49p
7h 33m
1 stop
MCO
4:20a
MDW
8:29a
4h 09m
1 stop
Depart: Tue May 23 2017 Return: Wed May 24 2017 Trip spans 2 days
Delta
Delta
MDW
2:55a
MCO
7:46a
4h 51m
1 stop
MCO
4:20a
MDW
8:29a
4h 09m
1 stop
Depart: Tue May 2 2017 Return: Wed May 31 2017 Trip spans 30 days
Delta
Delta
MDW
5:10a
MCO
12:26p
7h 16m
1 stop
MCO
2:20a
MDW
8:29a
6h 09m
1 stop
Depart: Wed May 24 2017 Return: Wed May 31 2017 Trip spans 8 days
Delta
Delta
MDW
5:16a
MCO
10:03a
4h 47m
1 stop
MCO
3:50a
MDW
8:29a
4h 39m
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
1625 5:15 am 8:45 am Apr 25 - Apr 25
1625 5:15 am 8:45 am Apr 26 - May 26
3684 5:35 am 9:05 am Mar 26 - Apr 2
2093 5:40 am 9:10 am Apr 29 - Jun 3
2093 5:40 am 9:10 am Apr 30 - May 21
2475 5:45 am 9:15 am Mar 25 - Apr 22
1546 6:00 am 9:30 am Mar 20 - Apr 24
1587 6:15 am 9:45 am Apr 9 - Apr 9
5891 6:15 am 9:45 am Apr 16 - Apr 16
2782 6:25 am 9:55 am Mar 25 - Apr 22
1998 6:40 am 10:10 am Apr 25 - May 8
3683 6:40 am 10:10 am Apr 23 - Apr 23
3683 6:40 am 10:10 am Mar 26 - Apr 2
4404 6:50 am 10:20 am Apr 29 - Jun 3
753 7:10 am 10:45 am Apr 3 - Apr 24
753 7:10 am 10:45 am Mar 27 - Mar 31
4521 7:30 am 11:05 am Apr 30 - May 21
4394 7:40 am 11:15 am Apr 29 - Jun 3
3684 8:00 am 11:30 am Apr 9 - Apr 23
1976 8:40 am 12:15 pm Mar 25 - Apr 22
5879 9:00 am 12:30 pm Mar 20 - Apr 7
4505 9:40 am 1:15 pm Apr 29 - Apr 29
6362 9:55 am 1:25 pm Mar 25 - Apr 22
6535 10:30 am 2:00 pm Mar 25 - Apr 22
2031 10:45 am 2:20 pm Apr 29 - Apr 29
1424 11:00 am 2:30 pm Mar 20 - Apr 24
854 11:05 am 2:40 pm Apr 25 - May 26
291 11:15 am 2:45 pm Mar 25 - Apr 22
3781 11:40 am 3:10 pm Mar 26 - Apr 23
5656 11:40 am 3:15 pm Apr 29 - Jun 3
3026 12:00 pm 3:35 pm Apr 30 - May 21
3499 12:40 pm 4:15 pm Mar 26 - Apr 23
5483 1:00 pm 4:35 pm Mar 20 - Apr 24
1966 1:15 pm 4:50 pm Apr 25 - May 8
5578 2:05 pm 5:45 pm Apr 29 - May 6
5086 2:10 pm 5:45 pm Mar 26 - Apr 23
6418 2:30 pm 6:05 pm Mar 25 - Apr 22
2941 2:50 pm 6:25 pm Apr 30 - May 21
4398 3:05 pm 6:40 pm Apr 29 - May 27
499 3:10 pm 6:45 pm Mar 25 - Apr 22
584 3:30 pm 7:00 pm Mar 20 - Apr 24
933 3:45 pm 7:15 pm Mar 25 - Apr 22
169 4:15 pm 7:50 pm Apr 25 - May 8
163 4:35 pm 8:05 pm Mar 25 - Apr 22
3906 5:05 pm 8:35 pm Mar 26 - Apr 23
207 5:20 pm 8:50 pm Mar 25 - Apr 22
3372 5:20 pm 8:55 pm Apr 30 - May 28
729 5:30 pm 9:00 pm Mar 20 - Apr 24
777 5:40 pm 9:15 pm Apr 29 - Jun 3
2578 6:00 pm 9:30 pm Mar 25 - Apr 22
3422 6:15 pm 9:50 pm Apr 26 - May 26
3422 6:20 pm 9:55 pm Apr 25 - Apr 25
4312 6:40 pm 10:10 pm Mar 25 - Apr 22
5087 6:40 pm 10:10 pm Mar 26 - Apr 23
3075 6:55 pm 10:30 pm Apr 30 - May 28
2728 7:40 pm 11:15 pm Mar 25 - Apr 22
3893 7:40 pm 11:15 pm Mar 26 - Apr 23
572 8:40 pm 12:10 am Mar 20 - Apr 24
3475 9:00 pm 12:35 am Apr 25 - Apr 25
3475 9:05 pm 12:40 am Apr 26 - May 5
1234 9:10 pm 12:45 am Apr 30 - Apr 30
4570 9:25 pm 12:55 am Mar 26 - Apr 23
1254 9:40 pm 1:10 am Mar 20 - Apr 24
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

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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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

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

Chicago
$194
Destination

Orlando
$194
Airlines