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
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: Mon Feb 29 2016 Return: Thu Mar 10 2016 Trip spans 11 days
Delta
Delta
MDW
10:40a
MCO
5:48p
7h 08m
1 stop
MCO
12:20a
MDW
5:34a
5h 14m
1 stop
Depart: Tue Mar 1 2016 Return: Sat Mar 5 2016 Trip spans 5 days
Delta
Delta
MDW
2:00a
MCO
7:00a
5h 00m
1 stop
MCO
6:20a
MDW
10:53a
4h 33m
1 stop
Depart: Wed Mar 2 2016 Return: Sat Mar 5 2016 Trip spans 4 days
Delta
Delta
MDW
10:31a
MCO
3:02p
4h 31m
1 stop
MCO
12:20a
MDW
5:33a
5h 13m
1 stop
Depart: Thu Mar 3 2016 Return: Sun Mar 6 2016 Trip spans 4 days
Delta
Delta
MDW
5:10a
MCO
11:23a
6h 13m
1 stop
MCO
6:35a
MDW
2:16p
7h 41m
1 stop
Depart: Fri Mar 4 2016 Return: Sun Mar 6 2016 Trip spans 3 days
Delta
Delta
MDW
6:04a
MCO
2:07p
8h 03m
1 stop
MCO
4:30a
MDW
10:43a
6h 13m
1 stop
Depart: Sat Mar 5 2016 Return: Sun Mar 6 2016 Trip spans 2 days
Delta
Delta
MDW
5:10a
MCO
9:22a
4h 12m
1 stop
MCO
3:00a
MDW
10:43a
7h 43m
1 stop
Depart: Sun Mar 6 2016 Return: Sun Mar 13 2016 Trip spans 8 days
Delta
Delta
MDW
2:05a
MCO
7:20a
5h 15m
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
1:20p
MCO
6:42p
5h 22m
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
7:15a
MCO
11:23a
4h 08m
1 stop
MCO
4:25a
MDW
9:07a
4h 42m
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
5:50a
MDW
10:53a
5h 03m
1 stop
Depart: Thu Mar 10 2016 Return: Sun Mar 13 2016 Trip spans 4 days
Delta
Delta
MDW
10:31a
MCO
3:02p
4h 31m
1 stop
MCO
12:20a
MDW
6:35a
5h 15m
1 stop
Depart: Tue Mar 15 2016 Return: Wed Mar 16 2016 Trip spans 2 days
Delta
Delta
MDW
3:00a
MCO
7:59a
4h 59m
1 stop
MCO
10:25a
MDW
2:45p
4h 20m
1 stop
Depart: Wed Feb 17 2016 Return: Mon Feb 29 2016 Trip spans 13 days
Delta
Delta
MDW
5:10a
MCO
12:31p
7h 21m
1 stop
MCO
6:25a
MDW
10:58a
4h 33m
1 stop
Depart: Thu Feb 18 2016 Return: Mon Feb 29 2016 Trip spans 12 days
Delta
Delta
MDW
7:58a
MCO
2:11p
6h 13m
1 stop
MCO
1:55p
MDW
6:48p
4h 53m
1 stop
Depart: Fri Feb 19 2016 Return: Mon Feb 29 2016 Trip spans 11 days
Delta
Delta
MDW
9:26a
MCO
2:04p
4h 38m
1 stop
MCO
2:35a
MDW
10:42a
8h 07m
1 stop
Depart: Sat Feb 20 2016 Return: Tue Mar 1 2016 Trip spans 11 days
Delta
Delta
MDW
11:40a
MCO
5:05p
5h 25m
1 stop
MCO
7:23a
MDW
12:05p
4h 42m
1 stop
Depart: Sun Feb 21 2016 Return: Wed Mar 2 2016 Trip spans 11 days
Delta
Delta
MDW
4:20a
MCO
11:25a
7h 05m
1 stop
MCO
6:20a
MDW
10:54a
4h 34m
1 stop
Depart: Mon Feb 22 2016 Return: Wed Mar 2 2016 Trip spans 10 days
Delta
Delta
MDW
1:21p
MCO
6:46p
5h 25m
1 stop
MCO
5:10a
MDW
11:58a
6h 48m
1 stop
Depart: Tue Feb 23 2016 Return: Tue Mar 1 2016 Trip spans 8 days
Delta
Delta
MDW
1:25p
MCO
5:48p
4h 23m
1 stop
MCO
1:15a
MDW
5:35a
4h 20m
1 stop
Depart: Wed Feb 24 2016 Return: Tue Mar 1 2016 Trip spans 7 days
Delta
Delta
MDW
1:21p
MCO
5:48p
4h 27m
1 stop
MCO
1:15a
MDW
5:35a
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
4338 5:30 am 9:00 am Mar 10 - Mar 11
4338 5:30 am 9:00 am Mar 13 - Apr 8
2968 5:35 am 9:05 am Mar 12 - Mar 12
2968 5:35 am 9:05 am Mar 19 - Apr 9
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 19 - Apr 9
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 19 - Apr 9
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 1 - Mar 8
2070 9:10 am 1:00 pm Feb 14 - Mar 6
364 9:10 am 1:00 pm Mar 9 - Mar 9
1747 10:00 am 1:30 pm Mar 12 - Mar 12
1747 10:00 am 1:30 pm Mar 19 - Apr 9
2042 10:10 am 1:45 pm Jan 30 - Mar 5
2558 10:50 am 2:20 pm Mar 10 - Mar 11
2558 10:50 am 2:20 pm Mar 13 - Apr 11
2588 11:05 am 2:35 pm Mar 19 - Apr 9
2588 11:05 am 2:35 pm Mar 12 - Mar 12
4229 12:35 pm 4:05 pm Mar 12 - Mar 12
4229 12:35 pm 4:05 pm Mar 19 - Apr 9
2299 1:00 pm 4:35 pm Feb 14 - Mar 6
2299 1:00 pm 4:35 pm Feb 1 - Mar 8
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 13 - Apr 11
2989 1:20 pm 4:50 pm Mar 10 - Mar 11
4519 2:15 pm 5:45 pm Mar 12 - Mar 12
4519 2:15 pm 5:45 pm Mar 19 - Apr 9
3273 3:10 pm 6:40 pm Mar 12 - Mar 12
3273 3:10 pm 6:40 pm Mar 19 - Apr 9
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
1751 4:10 pm 7:35 pm Mar 19 - Apr 9
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 19 - Apr 9
1410 5:10 pm 8:40 pm Mar 12 - Mar 12
439 5:25 pm 8:55 pm Mar 13 - Apr 11
439 5:25 pm 8:55 pm Mar 10 - Mar 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 19 - Apr 9
2366 6:10 pm 9:40 pm Mar 12 - Mar 12
1195 7:05 pm 10:35 pm Mar 10 - Mar 11
1195 7:05 pm 10:35 pm Mar 13 - Apr 11
2690 7:10 pm 10:50 pm Feb 8 - Mar 8
148 7:35 pm 11:05 pm Mar 12 - Mar 12
148 7:35 pm 11:05 pm Mar 19 - Apr 9
937 8:10 pm 11:40 pm Mar 19 - Mar 19
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.

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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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Why aren’t prices accurate 100% of the time?
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Airports
Origin

Chicago
$214
Destination

Orlando
$214
Airlines