Find Deals on 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: Thu Apr 13 2017 Return: Sat Apr 15 2017 Trip spans 3 days
Delta
Delta
MCO
2:20a
MDW
6:37a
4h 17m
1 stop
MDW
12:46p
MCO
5:52p
5h 06m
1 stop
Depart: Tue Apr 25 2017 Return: Tue May 2 2017 Trip spans 8 days
Southwest
Southwest
MCO
6:25p
MDW
9:05p
2h 40m
nonstop
MDW
12:15p
MCO
2:50p
2h 35m
nonstop
Depart: Wed May 3 2017 Return: Sat May 13 2017 Trip spans 11 days
Delta
Delta
MCO
1:20a
MDW
6:46a
5h 26m
1 stop
MDW
1:52p
MCO
6:55p
5h 03m
1 stop
Depart: Thu May 11 2017 Return: Mon May 15 2017 Trip spans 5 days
Delta
Delta
MCO
4:25a
MDW
9:23a
4h 58m
1 stop
MDW
1:00p
MCO
6:04p
5h 04m
1 stop
Depart: Tue Apr 11 2017 Return: Wed Apr 12 2017 Trip spans 2 days
Delta
Delta
MCO
5:20a
MDW
10:33a
5h 13m
1 stop
MDW
2:00a
MCO
7:25a
5h 25m
1 stop
Depart: Wed Apr 12 2017 Return: Sat Apr 15 2017 Trip spans 4 days
Delta
Delta
MCO
3:20a
MDW
8:48a
5h 28m
1 stop
MDW
12:46p
MCO
5:52p
5h 06m
1 stop
Depart: Thu Apr 20 2017 Return: Tue Apr 25 2017 Trip spans 6 days
Delta
Delta
MCO
2:20a
MDW
6:37a
4h 17m
1 stop
MDW
11:52a
MCO
4:31p
4h 39m
1 stop
Depart: Tue May 16 2017 Return: Sat May 20 2017 Trip spans 5 days
Delta
Delta
MCO
4:25a
MDW
9:23a
4h 58m
1 stop
MDW
8:29a
MCO
3:37p
7h 08m
1 stop
Depart: Wed Aug 2 2017 Return: Mon Aug 7 2017 Trip spans 6 days
Delta
Delta
MCO
3:50a
MDW
10:07a
6h 17m
1 stop
MDW
3:20p
MCO
7:57p
4h 37m
1 stop
Depart: Wed Apr 19 2017 Return: Sat Apr 22 2017 Trip spans 4 days
Delta
Delta
MCO
3:50a
MDW
8:48a
4h 58m
1 stop
MDW
11:52a
MCO
5:33p
5h 41m
1 stop
Depart: Thu May 4 2017 Return: Tue May 9 2017 Trip spans 6 days
Delta
Delta
MCO
2:20a
MDW
6:46a
4h 26m
1 stop
MDW
5:16a
MCO
10:03a
4h 47m
1 stop
Depart: Tue May 9 2017 Return: Sun May 14 2017 Trip spans 6 days
Delta
Delta
MCO
3:50a
MDW
8:29a
4h 39m
1 stop
MDW
1:00p
MCO
6:04p
5h 04m
1 stop
Depart: Fri Apr 14 2017 Return: Sun Apr 16 2017 Trip spans 3 days
Delta
Delta
MCO
4:15a
MDW
9:24a
5h 09m
1 stop
MDW
8:29a
MCO
12:53p
4h 24m
1 stop
Depart: Thu Apr 27 2017 Return: Sat Apr 29 2017 Trip spans 3 days
Delta
Delta
MCO
3:20a
MDW
8:48a
5h 28m
1 stop
MDW
2:20p
MCO
6:48p
4h 28m
1 stop
Depart: Fri May 5 2017 Return: Mon May 8 2017 Trip spans 4 days
Delta
Delta
MCO
10:14a
MDW
2:59p
4h 45m
1 stop
MDW
1:52p
MCO
6:56p
5h 04m
1 stop
Depart: Wed May 10 2017 Return: Sat May 13 2017 Trip spans 4 days
Delta
Delta
MCO
4:25a
MDW
9:23a
4h 58m
1 stop
MDW
1:52p
MCO
6:55p
5h 03m
1 stop
Depart: Thu Mar 30 2017 Return: Tue Apr 4 2017 Trip spans 6 days
Delta
Delta
MCO
4:30a
MDW
9:28a
4h 58m
1 stop
MDW
11:52a
MCO
4:31p
4h 39m
1 stop
Depart: Mon May 1 2017 Return: Tue May 2 2017 Trip spans 2 days
Delta
Delta
MCO
3:20a
MDW
8:29a
5h 09m
1 stop
MDW
3:20a
MCO
10:30a
7h 10m
1 stop
Depart: Sat May 20 2017 Return: Tue May 23 2017 Trip spans 4 days
Delta
Delta
MCO
8:25a
MDW
2:15p
5h 50m
1 stop
MDW
5:16a
MCO
10:03a
4h 47m
1 stop
Depart: Sat May 6 2017 Return: Mon May 8 2017 Trip spans 3 days
Delta
Delta
MCO
1:25p
MDW
7:19p
5h 54m
1 stop
MDW
1:00p
MCO
6:04p
5h 04m
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 Apr 29 - Jun 3
1129 7:00 am 8:50 am Mar 22 - Apr 24
4336 7:15 am 9:00 am Apr 30 - May 28
1916 7:20 am 9:05 am Apr 25 - May 26
4289 7:30 am 9:20 am Mar 25 - Apr 22
6559 7:50 am 9:40 am Mar 26 - Apr 23
5617 9:15 am 11:00 am Apr 29 - Jun 3
1783 9:20 am 11:10 am Mar 22 - Apr 24
1973 9:25 am 11:10 am Apr 25 - May 26
4480 9:40 am 11:25 am Apr 8 - Apr 22
4520 10:30 am 12:15 pm Apr 30 - May 28
4745 10:50 am 12:40 pm Mar 26 - Apr 23
889 10:55 am 12:45 pm Mar 25 - Apr 22
1788 11:10 am 1:00 pm Apr 24 - Apr 24
1788 11:10 am 1:00 pm Mar 22 - Apr 21
4406 11:20 am 1:05 pm Apr 29 - Jun 3
2242 11:40 am 1:30 pm Mar 25 - Apr 22
4015 11:55 am 1:45 pm Mar 26 - Apr 23
4395 12:20 pm 2:05 pm Apr 29 - Jun 3
4833 12:40 pm 2:25 pm Apr 30 - May 7
3948 12:45 pm 2:30 pm Apr 25 - Jun 2
2781 12:50 pm 2:40 pm Mar 25 - Apr 22
5735 1:05 pm 2:55 pm Mar 26 - Apr 23
3980 2:15 pm 4:05 pm Mar 22 - Apr 24
196 2:20 pm 4:10 pm Apr 29 - Jun 3
3158 3:00 pm 4:50 pm Mar 26 - Apr 23
1123 3:15 pm 5:05 pm Mar 25 - Apr 22
1123 3:15 pm 5:05 pm Mar 22 - Apr 24
741 3:15 pm 5:00 pm Apr 30 - May 28
3846 4:00 pm 5:45 pm Apr 25 - Jun 2
4425 4:30 pm 6:20 pm Mar 22 - Apr 24
5161 4:45 pm 6:35 pm Mar 25 - Apr 22
4405 4:55 pm 6:45 pm Mar 26 - Apr 23
1801 5:15 pm 7:05 pm Apr 25 - Apr 25
1801 5:15 pm 7:05 pm Apr 26 - Jun 2
690 5:25 pm 7:20 pm Mar 25 - Apr 22
5874 5:45 pm 7:30 pm Mar 22 - Apr 7
2524 5:50 pm 7:40 pm Apr 29 - May 6
2981 5:50 pm 7:40 pm Apr 30 - May 21
2245 6:10 pm 8:00 pm Mar 25 - Apr 22
4715 6:45 pm 8:35 pm Mar 25 - Apr 22
2796 7:30 pm 9:20 pm Mar 25 - Apr 22
4400 7:30 pm 9:20 pm Apr 29 - May 27
4859 7:40 pm 9:30 pm Mar 22 - Apr 24
4023 7:55 pm 9:40 pm Apr 25 - Jun 2
571 8:10 pm 9:55 pm Apr 29 - Jun 3
3308 8:25 pm 10:10 pm Apr 30 - May 21
234 8:30 pm 10:20 pm Mar 25 - Apr 22
2742 9:00 pm 10:45 pm Apr 29 - May 6
6069 9:00 pm 10:45 pm Mar 26 - Apr 23
2071 9:40 pm 11:25 pm Mar 25 - Apr 22
2957 9:45 pm 11:25 pm Apr 30 - May 28
4270 10:00 pm 11:45 pm Mar 26 - Apr 23
1854 10:10 pm 11:55 pm Mar 22 - Apr 24
1324 10:25 pm 12:05 am Apr 25 - Jun 2
6275 10:30 pm 12:15 am Mar 25 - Apr 22
3483 10:55 pm 12:40 am Mar 26 - Apr 23
* 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.

If you have more questions or if you have a bad price to report to us,
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Airports
Origin

Orlando
$194
Destination

Chicago
$194
Airlines Airline reviews

7 travelers who booked a flight from Orlando to Chicago rated their chosen airlines with an average of 8.3.

Overall
8.9
Boarding
8.3
Crew
9.4
Comfort
8.3
Food
8.0
Entertainment
7.1