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
Students
under 26
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 Jan 24 2017 Return: Tue Jan 31 2017 Trip spans 8 days
Major Airline
Major Airline
MDW
12:00a
MCO
12:58a
0h 58m
nonstop
MCO
8:00a
MDW
10:58a
2h 58m
nonstop
Depart: Sun Jan 22 2017 Return: Thu Feb 2 2017 Trip spans 12 days
Delta
Delta
MDW
12:59p
MCO
5:50p
4h 51m
1 stop
MCO
2:25p
MDW
6:46p
4h 21m
1 stop
Depart: Sun Feb 19 2017 Return: Thu Feb 23 2017 Trip spans 5 days
Southwest
Southwest
MDW
2:30p
MCO
5:00p
2h 30m
nonstop
MCO
3:35p
MDW
6:25p
2h 50m
nonstop
Depart: Thu Jan 26 2017 Return: Sat Jan 28 2017 Trip spans 3 days
Major Airline
Major Airline
MDW
12:00a
MCO
12:58a
0h 58m
nonstop
MCO
8:00a
MDW
10:58a
2h 58m
nonstop
Depart: Mon Jan 23 2017 Return: Thu Feb 2 2017 Trip spans 11 days
Delta
Delta
MDW
10:40a
MCO
3:34p
4h 54m
1 stop
MCO
1:30a
MDW
5:55a
4h 25m
1 stop
Depart: Wed Jan 25 2017 Return: Thu Jan 26 2017 Trip spans 2 days
Delta
Delta
MDW
10:29a
MCO
4:45p
6h 16m
1 stop
MCO
5:20a
MDW
9:33a
4h 13m
1 stop
Depart: Fri Jan 27 2017 Return: Sat Jan 28 2017 Trip spans 2 days
Delta
Delta
MDW
10:29a
MCO
4:45p
6h 16m
1 stop
MCO
2:00a
MDW
9:01a
7h 01m
1 stop
Depart: Sat Jan 28 2017 Return: Mon Jan 30 2017 Trip spans 3 days
Delta
Delta
MDW
8:45a
MCO
2:26p
5h 41m
1 stop
MCO
1:20a
MDW
8:34a
7h 14m
1 stop
Depart: Sun Jan 29 2017 Return: Mon Jan 30 2017 Trip spans 2 days
Delta
Delta
MDW
8:09a
MCO
4:45p
8h 36m
1 stop
MCO
1:20a
MDW
8:34a
7h 14m
1 stop
Depart: Mon Jan 30 2017 Return: Tue Jan 31 2017 Trip spans 2 days
Delta
Delta
MDW
9:08a
MCO
1:33p
4h 25m
1 stop
MCO
3:36a
MDW
8:34a
4h 58m
1 stop
Depart: Tue Jan 31 2017 Return: Thu Feb 2 2017 Trip spans 3 days
Delta
Delta
MDW
11:50a
MCO
4:51p
5h 01m
1 stop
MCO
2:25p
MDW
6:46p
4h 21m
1 stop
Depart: Wed Feb 1 2017 Return: Thu Feb 2 2017 Trip spans 2 days
Delta
Delta
MDW
10:29a
MCO
4:45p
6h 16m
1 stop
MCO
2:00a
MDW
7:45a
5h 45m
1 stop
Depart: Sat Feb 4 2017 Return: Sun Feb 5 2017 Trip spans 2 days
Delta
Delta
MDW
12:00p
MCO
5:21p
5h 21m
1 stop
MCO
12:20a
MDW
6:04a
5h 44m
1 stop
Depart: Sun Feb 5 2017 Return: Tue Feb 7 2017 Trip spans 3 days
Delta
Delta
MDW
9:08a
MCO
4:27p
7h 19m
1 stop
MCO
3:25a
MDW
7:45a
4h 20m
1 stop
Depart: Mon Feb 6 2017 Return: Tue Feb 7 2017 Trip spans 2 days
Delta
Delta
MDW
11:50a
MCO
4:51p
5h 01m
1 stop
MCO
12:20a
MDW
5:55a
5h 35m
1 stop
Depart: Tue Feb 7 2017 Return: Wed Feb 8 2017 Trip spans 2 days
Delta
Delta
MDW
11:50a
MCO
4:51p
5h 01m
1 stop
MCO
3:36a
MDW
8:34a
4h 58m
1 stop
Depart: Sat Feb 11 2017 Return: Tue Feb 14 2017 Trip spans 4 days
Delta
Delta
MDW
5:30a
MCO
11:20a
5h 50m
1 stop
MCO
2:00a
MDW
7:45a
5h 45m
1 stop
Depart: Sun Feb 12 2017 Return: Tue Feb 14 2017 Trip spans 3 days
Delta
Delta
MDW
7:35a
MCO
2:30p
6h 55m
1 stop
MCO
1:30a
MDW
5:55a
4h 25m
1 stop
Depart: Mon Feb 13 2017 Return: Tue Feb 14 2017 Trip spans 2 days
Delta
Delta
MDW
11:50a
MCO
4:51p
5h 01m
1 stop
MCO
9:10a
MDW
2:05p
4h 55m
1 stop
Depart: Tue Feb 14 2017 Return: Thu Feb 16 2017 Trip spans 3 days
Delta
Delta
MDW
9:08a
MCO
1:33p
4h 25m
1 stop
MCO
3:25a
MDW
7:45a
4h 20m
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
2631 5:45 am 9:20 am Jan 14 - Mar 4
661 5:45 am 9:20 am Feb 12 - Mar 5
661 5:45 am 9:20 am Jan 15 - Jan 29
661 5:45 am 9:20 am Jan 12 - Feb 13
661 5:45 am 9:20 am Feb 15 - Mar 8
3075 5:50 am 9:25 am Feb 5 - Feb 5
2105 6:45 am 10:20 am Jan 14 - Mar 4
1585 7:20 am 10:55 am Feb 15 - Feb 17
1585 7:20 am 10:55 am Feb 20 - Mar 8
1585 7:20 am 10:55 am Feb 14 - Feb 14
1585 7:20 am 10:55 am Jan 12 - Feb 13
2348 7:45 am 11:15 am Feb 19 - Feb 25
2348 7:45 am 11:15 am Jan 15 - Feb 12
2348 7:45 am 11:15 am Jan 14 - Feb 18
1709 8:25 am 12:00 pm Jan 12 - Mar 8
5474 8:45 am 12:20 pm Jan 14 - Mar 4
2138 9:00 am 12:40 pm Jan 15 - Jan 29
2138 9:00 am 12:40 pm Feb 12 - Mar 5
3823 9:00 am 12:40 pm Feb 5 - Feb 5
960 1:00 pm 4:30 pm Jan 14 - Mar 4
1464 1:20 pm 4:50 pm Jan 12 - Mar 8
4053 1:25 pm 5:00 pm Feb 19 - Feb 26
4053 1:25 pm 5:00 pm Jan 29 - Jan 29
4053 1:25 pm 5:00 pm Feb 12 - Feb 12
6537 1:25 pm 5:00 pm Feb 5 - Feb 5
5054 2:45 pm 6:15 pm Jan 14 - Mar 4
3068 4:10 pm 7:40 pm Jan 15 - Jan 29
3068 4:10 pm 7:40 pm Feb 12 - Mar 5
248 4:20 pm 7:50 pm Feb 14 - Feb 14
248 4:20 pm 7:50 pm Jan 12 - Feb 13
248 4:20 pm 7:50 pm Feb 15 - Mar 8
5495 4:30 pm 8:00 pm Jan 14 - Mar 4
794 5:30 pm 9:00 pm Jan 12 - Feb 13
794 5:30 pm 9:00 pm Feb 15 - Mar 8
604 6:40 pm 10:15 pm Feb 15 - Mar 8
604 6:40 pm 10:15 pm Jan 12 - Feb 13
3094 7:30 pm 11:00 pm Feb 12 - Mar 5
3094 7:30 pm 11:00 pm Jan 15 - Jan 29
* 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
$182
Destination

Orlando
$182
Airlines Airline reviews

5 travelers who booked a flight from Chicago to Orlando rated their chosen airlines with an average of 9.1.

Overall
9.6
Boarding
9.6
Crew
9.6
Comfort
9.6
Food
6.4
Entertainment
6.0