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

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: Sat Mar 12 2016 Return: Fri Mar 18 2016 Trip spans 6 days
Southwest
Southwest
MDW
3:10p
MCO
5:40p
2h 30m
nonstop
MCO
5:05p
MDW
7:55p
2h 50m
nonstop
Depart: Wed Feb 17 2016 Return: Tue Feb 23 2016 Trip spans 7 days
Delta
Delta
MDW
7:25a
MCO
12:31p
5h 06m
1 stop
MCO
5:30a
MDW
9:46a
4h 16m
1 stop
Depart: Sat Feb 27 2016 Return: Mon Feb 29 2016 Trip spans 3 days
Delta
Delta
MDW
5:09a
MCO
12:33p
7h 24m
1 stop
MCO
7:23a
MDW
2:02p
6h 39m
1 stop
Depart: Sun Feb 28 2016 Return: Mon Mar 7 2016 Trip spans 9 days
Delta
Delta
MDW
1:00a
MCO
5:17a
4h 17m
1 stop
MCO
2:20a
MDW
7:39a
5h 19m
1 stop
Depart: Mon Feb 29 2016 Return: Mon Mar 7 2016 Trip spans 8 days
Delta
Delta
MDW
2:05a
MCO
6:29a
4h 24m
1 stop
MCO
2:20a
MDW
7:39a
5h 19m
1 stop
Depart: Tue Mar 1 2016 Return: Wed Mar 2 2016 Trip spans 2 days
Delta
Delta
MDW
7:25a
MCO
12:31p
5h 06m
1 stop
MCO
9:12a
MDW
4:10p
6h 58m
1 stop
Depart: Wed Mar 2 2016 Return: Sat Mar 5 2016 Trip spans 4 days
Delta
Delta
MDW
1:20p
MCO
5:40p
4h 20m
1 stop
MCO
12:20a
MDW
5:33a
5h 13m
1 stop
Depart: Thu Mar 3 2016 Return: Mon Mar 7 2016 Trip spans 5 days
Delta
Delta
MDW
1:00a
MCO
5:29a
4h 29m
1 stop
MCO
2:20a
MDW
7:39a
5h 19m
1 stop
Depart: Fri Mar 4 2016 Return: Mon Mar 7 2016 Trip spans 4 days
Delta
Delta
MDW
1:00a
MCO
5:29a
4h 29m
1 stop
MCO
2:20a
MDW
7:39a
5h 19m
1 stop
Depart: Sat Mar 5 2016 Return: Fri Mar 11 2016 Trip spans 7 days
Delta
Delta
MDW
2:05a
MCO
9:22a
7h 17m
1 stop
MCO
11:29a
MDW
6:27p
6h 58m
1 stop
Depart: Sun Mar 6 2016 Return: Sun Mar 13 2016 Trip spans 8 days
Delta
Delta
MDW
9:00a
MCO
4:27p
7h 27m
1 stop
MCO
12:20a
MDW
6:35a
5h 15m
1 stop
Depart: Mon Mar 7 2016 Return: Sun Mar 13 2016 Trip spans 7 days
Delta
Delta
MDW
2:00a
MCO
8:54a
6h 54m
1 stop
MCO
12:20a
MDW
6:35a
5h 15m
1 stop
Depart: Tue Mar 8 2016 Return: Wed Mar 9 2016 Trip spans 2 days
Delta
Delta
MDW
1:20p
MCO
5:40p
4h 20m
1 stop
MCO
12:25p
MDW
6:27p
6h 02m
1 stop
Depart: Wed Mar 9 2016 Return: Sat Mar 12 2016 Trip spans 4 days
Delta
Delta
MDW
1:00a
MCO
5:29a
4h 29m
1 stop
MCO
12:20a
MDW
5:33a
5h 13m
1 stop
Depart: Thu Mar 10 2016 Return: Sun Mar 13 2016 Trip spans 4 days
Delta
Delta
MDW
6:04a
MCO
11:19a
5h 15m
1 stop
MCO
12:20a
MDW
6:35a
5h 15m
1 stop
Depart: Fri Mar 11 2016 Return: Mon Mar 14 2016 Trip spans 3 days
Delta
Delta
MDW
6:04a
MCO
11:19a
5h 15m
1 stop
MCO
12:29p
MDW
7:27p
6h 58m
1 stop
Depart: Tue Mar 15 2016 Return: Wed Mar 16 2016 Trip spans 2 days
Delta
Delta
MDW
2:20p
MCO
6:40p
4h 20m
1 stop
MCO
2:20a
MDW
6:34a
4h 14m
1 stop
Depart: Mon Feb 15 2016 Return: Sat Feb 27 2016 Trip spans 13 days
Delta
Delta
MDW
9:26a
MCO
4:38p
7h 12m
1 stop
MCO
4:20a
MDW
10:58a
6h 38m
1 stop
Depart: Tue Feb 16 2016 Return: Sun Feb 28 2016 Trip spans 13 days
Delta
Delta
MDW
10:12a
MCO
6:08p
7h 56m
1 stop
MCO
6:32a
MDW
12:46p
6h 14m
1 stop
Depart: Thu Feb 18 2016 Return: Sun Feb 28 2016 Trip spans 11 days
Delta
Delta
MDW
4:20a
MCO
11:25a
7h 05m
1 stop
MCO
6:32a
MDW
3:06p
8h 34m
1 stop
Select an airline:  Southwest
Direct flights MDW to ORL on Southwest
Flight # Depart MDW Arrive MCO Sun Mon Tue Wed Thu Fri Sat Valid Between
4338 5:30 am 9:00 am Mar 13 - Apr 8
4338 5:30 am 9:00 am Mar 10 - Mar 11
2968 5:35 am 9:05 am Mar 12 - Mar 12
2072 5:40 am 9:20 am Feb 1 - Mar 8
5300 5:40 am 9:20 am Mar 9 - Mar 9
2607 5:45 am 9:25 am Jan 30 - Mar 5
4282 7:00 am 10:40 am Mar 12 - Mar 12
3223 7:05 am 10:45 am Feb 14 - Mar 6
2215 7:40 am 11:15 am Mar 9 - Mar 9
593 7:40 am 11:15 am Feb 1 - Mar 8
2601 7:45 am 11:30 am Jan 30 - Mar 5
2452 7:55 am 11:30 am Feb 14 - Mar 6
3425 8:00 am 11:30 am Mar 12 - Mar 12
2765 8:45 am 12:25 pm Jan 30 - Mar 5
3324 8:55 am 12:30 pm Mar 10 - Mar 11
3324 8:55 am 12:30 pm Mar 13 - Apr 10
3324 8:55 am 12:30 pm Mar 14 - Apr 11
2070 9:10 am 1:00 pm Feb 14 - Mar 6
2070 9:10 am 1:00 pm Feb 1 - Mar 8
364 9:10 am 1:00 pm Mar 9 - Mar 9
1747 10:00 am 1:30 pm Mar 12 - Mar 12
2042 10:10 am 1:45 pm Jan 30 - Mar 5
2558 10:50 am 2:20 pm Mar 13 - Apr 11
2558 10:50 am 2:20 pm Mar 10 - Mar 11
2588 11:05 am 2:35 pm Mar 12 - Mar 12
4229 12:35 pm 4:05 pm Mar 12 - Mar 12
2299 1:00 pm 4:35 pm Feb 1 - Mar 8
2299 1:00 pm 4:35 pm Feb 14 - Mar 6
3600 1:00 pm 4:35 pm Jan 30 - Mar 5
5418 1:00 pm 4:35 pm Mar 9 - Mar 9
2989 1:20 pm 4:50 pm Mar 10 - Mar 11
2989 1:20 pm 4:50 pm Mar 13 - Apr 11
4519 2:15 pm 5:45 pm Mar 12 - Mar 12
3273 3:10 pm 6:40 pm Mar 12 - Mar 12
3167 3:25 pm 6:55 pm Mar 10 - Mar 11
3167 3:25 pm 6:55 pm Mar 13 - Apr 11
561 3:25 pm 7:00 pm Feb 20 - Mar 5
1751 4:10 pm 7:35 pm Mar 12 - Mar 12
5313 4:40 pm 8:10 pm Mar 9 - Mar 9
1109 5:10 pm 8:45 pm Feb 14 - Mar 6
1109 5:10 pm 8:45 pm Feb 9 - Mar 8
1410 5:10 pm 8:40 pm Mar 12 - Mar 12
439 5:25 pm 8:55 pm Mar 10 - Mar 11
439 5:25 pm 8:55 pm Mar 13 - Apr 11
3597 5:30 pm 9:05 pm Jan 30 - Mar 5
301 6:00 pm 9:40 pm Feb 8 - Mar 8
597 6:00 pm 9:30 pm Mar 9 - Mar 9
2366 6:10 pm 9:40 pm Mar 12 - Mar 12
1195 7:05 pm 10:35 pm Mar 13 - Apr 11
1195 7:05 pm 10:35 pm Mar 10 - Mar 11
2690 7:10 pm 10:50 pm Feb 8 - Mar 8
148 7:35 pm 11:05 pm Mar 12 - Mar 12
937 8:10 pm 11:40 pm Mar 12 - Mar 12
2657 8:30 pm 12:05 am Mar 9 - Mar 9
1219 9:25 pm 12:55 am Mar 10 - Mar 11
1219 9:25 pm 12:55 am Mar 13 - Apr 11
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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

Here's why:

We’re not the seller
At KAYAK we don’t set 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 don'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
$200
Destination

Orlando
$200