Find Cheap 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.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago Midway to Orlando

(Round-trip)
Depart: Tue Oct 31 2017 Return: Wed Nov 8 2017 Trip spans 9 days
Delta
Delta
MDW
12:00a
MCO
4:57a
4h 57m
1 stop
MCO
12:00a
MDW
5:14a
5h 14m
1 stop
Depart: Mon Nov 6 2017 Return: Thu Nov 16 2017 Trip spans 11 days
Delta
Delta
MDW
12:00a
MCO
4:01a
4h 01m
1 stop
MCO
12:00a
MDW
5:01a
5h 01m
1 stop
Depart: Sat Nov 11 2017 Return: Wed Nov 15 2017 Trip spans 5 days
Delta
Delta
MDW
12:00a
MCO
4:06a
4h 06m
1 stop
MCO
12:00a
MDW
5:31a
5h 31m
1 stop
Depart: Tue Nov 28 2017 Return: Fri Dec 1 2017 Trip spans 4 days
Delta
Delta
MDW
12:00a
MCO
6:20a
6h 20m
1 stop
MCO
12:00a
MDW
4:35a
4h 35m
1 stop
Depart: Sat Dec 2 2017 Return: Tue Dec 5 2017 Trip spans 4 days
Delta
Delta
MDW
12:00a
MCO
5:24a
5h 24m
1 stop
MCO
12:00a
MDW
4:35a
4h 35m
1 stop
Depart: Fri Jan 5 2018 Return: Thu Jan 11 2018 Trip spans 7 days
Delta
Delta
MDW
12:00a
MCO
4:31a
4h 31m
1 stop
MCO
12:00a
MDW
5:05a
5h 05m
1 stop
Depart: Sat Jan 6 2018 Return: Wed Jan 10 2018 Trip spans 5 days
Delta
Delta
MDW
12:00a
MCO
4:57a
4h 57m
1 stop
MCO
12:00a
MDW
4:34a
4h 34m
1 stop
Depart: Sat Jan 27 2018 Return: Tue Jan 30 2018 Trip spans 4 days
Delta
Delta
MDW
12:00a
MCO
4:57a
4h 57m
1 stop
MCO
12:00a
MDW
4:15a
4h 15m
1 stop
Depart: Fri Feb 2 2018 Return: Tue Feb 6 2018 Trip spans 5 days
Delta
Delta
MDW
12:00a
MCO
5:48a
5h 48m
1 stop
MCO
12:00a
MDW
4:54a
4h 54m
1 stop
Depart: Sat Nov 4 2017 Return: Wed Nov 8 2017 Trip spans 5 days
Delta
Delta
MDW
12:00a
MCO
6:59a
6h 59m
1 stop
MCO
12:00a
MDW
6:31a
6h 31m
1 stop
Depart: Sat Dec 2 2017 Return: Fri Dec 8 2017 Trip spans 7 days
Delta
Delta
MDW
12:00a
MCO
5:24a
5h 24m
1 stop
MCO
12:00a
MDW
4:35a
4h 35m
1 stop
Depart: Sat Mar 3 2018 Return: Tue Mar 6 2018 Trip spans 4 days
Delta
Delta
MDW
12:00a
MCO
8:30a
8h 30m
1 stop
MCO
12:00a
MDW
4:43a
4h 43m
1 stop
Depart: Wed Mar 14 2018 Return: Wed Mar 21 2018 Trip spans 8 days
Delta
Delta
MDW
12:00a
MCO
5:49a
5h 49m
1 stop
MCO
12:00a
MDW
5:15a
5h 15m
1 stop
Depart: Wed Apr 11 2018 Return: Tue Apr 17 2018 Trip spans 7 days
Delta
Delta
MDW
12:00a
MCO
4:20a
4h 20m
1 stop
MCO
12:00a
MDW
5:15a
5h 15m
1 stop
Depart: Fri Apr 20 2018 Return: Wed Apr 25 2018 Trip spans 6 days
Delta
Delta
MDW
12:00a
MCO
5:49a
5h 49m
1 stop
MCO
12:00a
MDW
4:34a
4h 34m
1 stop
Depart: Fri Dec 8 2017 Return: Sun Dec 10 2017 Trip spans 3 days
Delta
Delta
MDW
12:00a
MCO
5:16a
5h 16m
1 stop
MCO
12:00a
MDW
6:47a
6h 47m
1 stop
Depart: Wed Apr 18 2018 Return: Wed Apr 25 2018 Trip spans 8 days
Delta
Delta
MDW
12:00a
MCO
4:20a
4h 20m
1 stop
MCO
12:00a
MDW
4:55a
4h 55m
1 stop
Depart: Sat Oct 21 2017 Return: Sat Oct 28 2017 Trip spans 8 days
Delta
Delta
MDW
12:00a
MCO
5:04a
5h 04m
1 stop
MCO
12:00a
MDW
5:31a
5h 31m
1 stop
Depart: Sat Feb 24 2018 Return: Sat Mar 3 2018 Trip spans 8 days
Delta
Delta
MDW
12:00a
MCO
6:14a
6h 14m
1 stop
MCO
12:00a
MDW
6:42a
6h 42m
1 stop
Depart: Thu Dec 14 2017 Return: Sun Dec 17 2017 Trip spans 4 days
Delta
Delta
MDW
12:00a
MCO
7:24a
7h 24m
1 stop
MCO
12:00a
MDW
4:55a
4h 55m
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
1254 5:20 am 8:55 am Nov 18 - Nov 18
3086 5:20 am 8:55 am Nov 5 - Nov 19
615 5:20 am 8:55 am Nov 25 - Nov 25
1777 5:30 am 9:00 am Oct 9 - Nov 3
1231 5:35 am 9:15 am Nov 6 - Nov 16
1231 5:35 am 9:15 am Nov 20 - Nov 20
6893 5:35 am 9:15 am Nov 17 - Nov 22
2594 5:45 am 9:25 am Nov 23 - Nov 23
4681 5:45 am 9:15 am Oct 7 - Oct 28
991 5:50 am 9:20 am Nov 4 - Nov 4
3883 6:00 am 9:40 am Nov 11 - Nov 11
4484 6:00 am 9:30 am Oct 8 - Oct 29
5778 6:25 am 10:00 am Nov 18 - Nov 25
4679 6:50 am 10:20 am Oct 7 - Oct 28
2850 6:55 am 10:30 am Nov 11 - Nov 11
1219 7:00 am 10:35 am Oct 9 - Nov 3
1229 7:00 am 10:35 am Nov 17 - Nov 22
1229 7:00 am 10:35 am Nov 6 - Nov 16
1229 7:00 am 10:35 am Nov 20 - Nov 23
3601 7:05 am 10:40 am Nov 24 - Nov 24
3195 7:10 am 10:45 am Nov 4 - Nov 4
2762 7:30 am 11:00 am Oct 8 - Oct 29
2770 7:30 am 11:05 am Nov 18 - Nov 18
2770 7:35 am 11:10 am Nov 25 - Nov 25
3420 7:40 am 11:10 am Oct 7 - Oct 28
3726 7:45 am 11:20 am Nov 5 - Nov 19
2849 7:50 am 11:25 am Nov 11 - Nov 11
611 8:20 am 11:50 am Nov 4 - Nov 4
1195 8:35 am 12:10 pm Oct 7 - Oct 28
3547 8:50 am 12:30 pm Nov 11 - Nov 11
181 8:55 am 12:30 pm Nov 6 - Nov 16
181 8:55 am 12:30 pm Nov 20 - Nov 23
181 8:55 am 12:30 pm Nov 24 - Nov 24
4368 8:55 am 12:30 pm Nov 5 - Nov 19
4381 9:15 am 12:50 pm Nov 18 - Nov 25
6990 9:20 am 12:55 pm Nov 17 - Nov 22
4172 9:55 am 1:25 pm Oct 7 - Oct 28
2169 10:00 am 1:30 pm Nov 4 - Nov 4
6263 10:50 am 2:25 pm Nov 5 - Nov 19
771 11:10 am 2:40 pm Oct 9 - Nov 3
1518 11:25 am 3:00 pm Nov 6 - Nov 16
1518 11:25 am 3:00 pm Nov 20 - Nov 24
1518 11:25 am 3:00 pm Nov 23 - Nov 23
3498 11:35 am 3:05 pm Oct 8 - Oct 29
2684 11:45 am 3:20 pm Nov 18 - Nov 25
438 12:00 pm 3:30 pm Nov 4 - Nov 4
651 12:05 pm 3:40 pm Nov 21 - Nov 21
382 12:15 pm 3:50 pm Nov 22 - Nov 27
185 12:50 pm 4:25 pm Nov 6 - Nov 16
185 12:50 pm 4:25 pm Nov 20 - Nov 20
2864 12:50 pm 4:25 pm Nov 11 - Nov 11
987 12:50 pm 4:25 pm Nov 23 - Nov 23
987 12:50 pm 4:25 pm Nov 24 - Nov 24
1243 1:00 pm 4:35 pm Nov 17 - Nov 22
1190 1:15 pm 4:45 pm Oct 9 - Nov 3
5421 1:35 pm 5:05 pm Oct 8 - Oct 29
2782 1:40 pm 5:15 pm Nov 4 - Nov 4
3635 1:40 pm 5:15 pm Oct 7 - Oct 28
2432 1:50 pm 5:25 pm Nov 11 - Nov 11
2492 1:55 pm 5:30 pm Nov 5 - Nov 19
1613 2:35 pm 6:10 pm Nov 25 - Nov 25
6857 2:35 pm 6:10 pm Nov 18 - Nov 18
2453 2:55 pm 6:30 pm Nov 17 - Nov 22
2365 3:15 pm 6:45 pm Nov 4 - Nov 4
3133 3:20 pm 6:50 pm Oct 7 - Oct 28
1265 3:25 pm 6:55 pm Oct 9 - Nov 3
2085 3:30 pm 7:05 pm Nov 11 - Nov 11
3361 4:10 pm 7:40 pm Oct 7 - Oct 28
3767 4:15 pm 7:45 pm Nov 24 - Nov 24
403 4:15 pm 7:45 pm Nov 6 - Nov 20
403 4:15 pm 7:45 pm Nov 10 - Nov 10
2767 4:40 pm 8:10 pm Nov 4 - Nov 4
2968 4:45 pm 8:20 pm Nov 5 - Nov 19
2298 5:15 pm 8:50 pm Nov 11 - Nov 11
2731 5:20 pm 8:55 pm Nov 18 - Nov 25
3095 5:20 pm 8:55 pm Nov 23 - Nov 23
5163 5:25 pm 9:00 pm Nov 17 - Nov 22
5693 5:25 pm 9:00 pm Nov 20 - Nov 24
5693 5:25 pm 9:00 pm Nov 6 - Nov 16
5914 5:25 pm 8:55 pm Oct 7 - Oct 28
489 5:45 pm 9:20 pm Nov 4 - Nov 4
4087 6:00 pm 9:35 pm Oct 8 - Oct 29
3781 6:55 pm 10:30 pm Nov 5 - Nov 19
1411 7:05 pm 10:35 pm Nov 1 - Nov 3
1411 7:05 pm 10:35 pm Oct 9 - Oct 30
462 7:05 pm 10:35 pm Oct 31 - Oct 31
1517 7:10 pm 10:45 pm Nov 20 - Nov 20
1517 7:10 pm 10:45 pm Nov 6 - Nov 16
3451 7:10 pm 10:45 pm Nov 24 - Nov 24
4936 7:15 pm 10:50 pm Nov 17 - Nov 22
3939 7:20 pm 10:50 pm Oct 8 - Oct 29
3787 7:40 pm 11:15 pm Oct 14 - Oct 28
2142 7:50 pm 11:25 pm Nov 4 - Nov 4
913 8:00 pm 11:40 pm Oct 31 - Oct 31
1312 8:15 pm 11:55 pm Nov 5 - Nov 19
2665 9:00 pm 12:35 am Nov 18 - Nov 25
451 9:05 pm 12:35 am Oct 9 - Oct 30
451 9:05 pm 12:35 am Nov 1 - Nov 3
* 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.

We compile tonnes of data for you
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,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Chicago
$174
Destination

Orlando
$174
Airlines