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 Jun 27 2017 Return: Wed Jul 5 2017 Trip spans 9 days
Delta
Delta
MDW
2:00a
MCO
6:30a
4h 30m
1 stop
MCO
4:25a
MDW
9:20a
4h 55m
1 stop
Depart: Sat Jul 1 2017 Return: Tue Jul 4 2017 Trip spans 4 days
Major Airline
Major Airline
MDW
1:00a
MCO
1:58a
0h 58m
nonstop
MCO
9:00a
MDW
11:58a
2h 58m
nonstop
Depart: Wed Jun 28 2017 Return: Sun Jul 2 2017 Trip spans 5 days
Delta
Delta
MDW
5:16a
MCO
9:50a
4h 34m
1 stop
MCO
1:20a
MDW
6:34a
5h 14m
1 stop
Depart: Sun Jul 2 2017 Return: Mon Jul 3 2017 Trip spans 2 days
Delta
Delta
MDW
1:59p
MCO
6:55p
4h 56m
1 stop
MCO
4:30a
MDW
9:20a
4h 50m
1 stop
Depart: Mon Jul 3 2017 Return: Tue Jul 4 2017 Trip spans 2 days
Delta
Delta
MDW
2:00a
MCO
9:18a
7h 18m
1 stop
MCO
3:50a
MDW
10:13a
6h 23m
1 stop
Depart: Tue Jul 4 2017 Return: Wed Jul 5 2017 Trip spans 2 days
Delta
Delta
MDW
6:10a
MCO
10:25a
4h 15m
1 stop
MCO
4:25a
MDW
9:20a
4h 55m
1 stop
Depart: Wed Jul 5 2017 Return: Thu Jul 6 2017 Trip spans 2 days
Delta
Delta
MDW
12:45p
MCO
6:04p
5h 19m
1 stop
MCO
2:30p
MDW
7:55p
5h 25m
1 stop
Depart: Thu Jul 6 2017 Return: Fri Jul 7 2017 Trip spans 2 days
Delta
Delta
MDW
11:46a
MCO
4:35p
4h 49m
1 stop
MCO
11:15a
MDW
4:04p
4h 49m
1 stop
Depart: Fri Jul 7 2017 Return: Tue Jul 11 2017 Trip spans 5 days
Delta
Delta
MDW
3:20a
MCO
7:22a
4h 02m
1 stop
MCO
12:25p
MDW
6:06p
5h 41m
1 stop
Depart: Mon Jul 10 2017 Return: Tue Jul 11 2017 Trip spans 2 days
Delta
Delta
MDW
12:45p
MCO
6:04p
5h 19m
1 stop
MCO
2:30p
MDW
7:55p
5h 25m
1 stop
Depart: Tue Jul 11 2017 Return: Wed Jul 12 2017 Trip spans 2 days
Delta
Delta
MDW
2:00a
MCO
6:28a
4h 28m
1 stop
MCO
4:20a
MDW
8:24a
4h 04m
1 stop
Depart: Wed Jul 12 2017 Return: Tue Jul 18 2017 Trip spans 7 days
Delta
Delta
MDW
2:00a
MCO
8:16a
6h 16m
1 stop
MCO
3:35p
MDW
7:55p
4h 20m
1 stop
Depart: Fri Jul 14 2017 Return: Tue Jul 18 2017 Trip spans 5 days
Delta
Delta
MDW
3:42p
MCO
8:00p
4h 18m
1 stop
MCO
1:35p
MDW
7:55p
6h 20m
1 stop
Depart: Sat Jul 15 2017 Return: Wed Jul 19 2017 Trip spans 5 days
Delta
Delta
MDW
12:45p
MCO
6:02p
5h 17m
1 stop
MCO
9:20a
MDW
2:24p
5h 04m
1 stop
Depart: Mon Jul 17 2017 Return: Tue Jul 18 2017 Trip spans 2 days
Delta
Delta
MDW
8:55a
MCO
5:29p
8h 34m
1 stop
MCO
1:35p
MDW
7:55p
6h 20m
1 stop
Depart: Tue Jul 18 2017 Return: Wed Jul 19 2017 Trip spans 2 days
Delta
Delta
MDW
3:42p
MCO
8:00p
4h 18m
1 stop
MCO
1:20a
MDW
6:35a
5h 15m
1 stop
Depart: Wed Jul 19 2017 Return: Tue Jul 25 2017 Trip spans 7 days
Delta
Delta
MDW
8:10a
MCO
12:55p
4h 45m
1 stop
MCO
2:30p
MDW
7:55p
5h 25m
1 stop
Depart: Sat Jul 22 2017 Return: Tue Jul 25 2017 Trip spans 4 days
Delta
Delta
MDW
12:45p
MCO
6:02p
5h 17m
1 stop
MCO
3:35p
MDW
7:55p
4h 20m
1 stop
Depart: Tue Jul 25 2017 Return: Wed Jul 26 2017 Trip spans 2 days
Delta
Delta
MDW
3:42p
MCO
8:00p
4h 18m
1 stop
MCO
4:30a
MDW
9:20a
4h 50m
1 stop
Depart: Wed Jul 26 2017 Return: Thu Jul 27 2017 Trip spans 2 days
Delta
Delta
MDW
12:45p
MCO
6:04p
5h 19m
1 stop
MCO
8:04a
MDW
1:04p
5h 00m
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
1712 5:20 am 8:50 am Jun 21 - Jun 30
1712 5:20 am 8:50 am Jul 5 - Aug 14
1235 5:30 am 9:00 am Jun 25 - Aug 13
5411 5:30 am 9:00 am Jul 3 - Jul 3
5927 5:30 am 9:00 am Jun 24 - Aug 12
4096 6:15 am 9:45 am Jun 24 - Aug 12
1301 6:20 am 9:50 am Jun 21 - Aug 14
5724 7:00 am 10:30 am Jun 24 - Aug 12
6151 7:00 am 10:35 am Jul 4 - Jul 4
311 7:10 am 10:45 am Jun 21 - Jul 3
311 7:10 am 10:45 am Jul 5 - Aug 14
1521 7:35 am 11:05 am Jun 25 - Aug 13
887 7:50 am 11:25 am Jun 24 - Aug 12
5498 8:40 am 12:15 pm Jun 24 - Aug 12
5170 9:40 am 1:10 pm Jun 25 - Aug 13
3611 9:55 am 1:30 pm Jun 21 - Aug 14
4575 10:50 am 2:25 pm Jun 24 - Aug 12
5014 11:20 am 2:55 pm Jun 25 - Aug 13
4403 1:30 pm 5:10 pm Jun 25 - Aug 13
4561 1:35 pm 5:15 pm Jun 24 - Aug 12
2183 1:40 pm 5:20 pm Jun 21 - Aug 14
1928 3:00 pm 6:40 pm Jun 25 - Aug 13
3242 3:15 pm 6:50 pm Jul 3 - Jul 3
5916 4:10 pm 7:45 pm Jun 24 - Aug 12
5474 5:00 pm 8:40 pm Jun 24 - Aug 12
5356 5:15 pm 8:50 pm Jun 25 - Aug 13
5652 5:45 pm 9:20 pm Jun 21 - Jun 30
5652 5:45 pm 9:20 pm Jul 4 - Aug 14
4218 6:05 pm 9:40 pm Jun 24 - Aug 12
5033 6:45 pm 10:15 pm Jun 25 - Aug 13
2571 6:55 pm 10:25 pm Jul 3 - Jul 3
3256 6:55 pm 10:25 pm Jul 4 - Jul 4
407 7:30 pm 11:00 pm Jul 5 - Aug 14
407 7:30 pm 11:00 pm Jun 21 - Jul 3
3722 8:30 pm 12:05 am Jun 21 - Jun 30
3722 8:30 pm 12:05 am Jul 5 - Aug 14
4891 8:30 pm 12:05 am Jul 4 - Jul 4
2451 8:35 pm 12:10 am Jun 24 - Aug 12
1643 8:45 pm 12:20 am Jun 25 - Aug 13
220 9:15 pm 12:45 am Jun 21 - Jun 30
220 9:15 pm 12:45 am Jul 5 - Aug 14
1678 9:20 pm 12:50 am Jul 4 - Jul 4
* 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
$204
Destination

Orlando
$204
Airlines