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 Feb 25 2017 Return: Fri Mar 3 2017 Trip spans 7 days
Major Airline
Major Airline
MDW
12:00a
MCO
12:58a
0h 58m
nonstop
MCO
8:00a
MDW
10:58a
2h 58m
nonstop
Depart: Tue Feb 28 2017 Return: Wed Mar 1 2017 Trip spans 2 days
Delta
Delta
MDW
1:00a
MCO
5:27a
4h 27m
1 stop
MCO
1:30a
MDW
5:53a
4h 23m
1 stop
Depart: Wed Mar 1 2017 Return: Thu Mar 2 2017 Trip spans 2 days
Delta
Delta
MDW
7:29a
MCO
3:04p
7h 35m
1 stop
MCO
12:15a
MDW
5:53a
5h 38m
1 stop
Depart: Sat Mar 4 2017 Return: Mon Mar 13 2017 Trip spans 9 days
Delta
Delta
MDW
7:38a
MCO
3:02p
7h 24m
1 stop
MCO
2:15a
MDW
9:28a
7h 13m
1 stop
Depart: Sun Mar 5 2017 Return: Tue Mar 7 2017 Trip spans 3 days
Delta
Delta
MDW
9:11a
MCO
4:29p
7h 18m
1 stop
MCO
1:30a
MDW
5:53a
4h 23m
1 stop
Depart: Mon Mar 6 2017 Return: Tue Mar 7 2017 Trip spans 2 days
Delta
Delta
MDW
1:30p
MCO
5:50p
4h 20m
1 stop
MCO
1:30a
MDW
5:53a
4h 23m
1 stop
Depart: Tue Mar 7 2017 Return: Wed Mar 8 2017 Trip spans 2 days
Delta
Delta
MDW
9:11a
MCO
4:29p
7h 18m
1 stop
MCO
12:15a
MDW
5:53a
5h 38m
1 stop
Depart: Wed Mar 8 2017 Return: Thu Mar 9 2017 Trip spans 2 days
Delta
Delta
MDW
7:29a
MCO
3:04p
7h 35m
1 stop
MCO
1:15a
MDW
8:28a
7h 13m
1 stop
Depart: Mon Mar 13 2017 Return: Tue Mar 14 2017 Trip spans 2 days
Delta
Delta
MDW
2:45p
MCO
7:34p
4h 49m
1 stop
MCO
5:20a
MDW
10:07a
4h 47m
1 stop
Depart: Tue Mar 14 2017 Return: Wed Mar 15 2017 Trip spans 2 days
Delta
Delta
MDW
2:00p
MCO
7:02p
5h 02m
1 stop
MCO
2:20a
MDW
6:43a
4h 23m
1 stop
Depart: Wed Mar 15 2017 Return: Thu Mar 16 2017 Trip spans 2 days
Delta
Delta
MDW
12:35p
MCO
6:09p
5h 34m
1 stop
MCO
2:15a
MDW
9:28a
7h 13m
1 stop
Depart: Mon Mar 20 2017 Return: Tue Mar 21 2017 Trip spans 2 days
Delta
Delta
MDW
11:53a
MCO
5:41p
5h 48m
1 stop
MCO
3:20a
MDW
8:14a
4h 54m
1 stop
Depart: Tue Mar 21 2017 Return: Wed Mar 22 2017 Trip spans 2 days
Delta
Delta
MDW
9:48a
MCO
3:30p
5h 42m
1 stop
MCO
4:30a
MDW
9:28a
4h 58m
1 stop
Depart: Mon Mar 27 2017 Return: Tue Mar 28 2017 Trip spans 2 days
Delta
Delta
MDW
2:00p
MCO
7:02p
5h 02m
1 stop
MCO
3:20a
MDW
8:14a
4h 54m
1 stop
Depart: Tue Mar 28 2017 Return: Wed Mar 29 2017 Trip spans 2 days
Delta
Delta
MDW
12:35p
MCO
6:09p
5h 34m
1 stop
MCO
2:20a
MDW
6:43a
4h 23m
1 stop
Depart: Mon Apr 3 2017 Return: Wed Apr 5 2017 Trip spans 3 days
Delta
Delta
MDW
8:59a
MCO
3:18p
6h 19m
1 stop
MCO
2:20a
MDW
8:48a
6h 28m
1 stop
Depart: Tue Apr 4 2017 Return: Wed Apr 5 2017 Trip spans 2 days
Delta
Delta
MDW
3:20a
MCO
8:17a
4h 57m
1 stop
MCO
2:20a
MDW
8:48a
6h 28m
1 stop
Depart: Wed Apr 5 2017 Return: Tue Apr 11 2017 Trip spans 7 days
Delta
Delta
MDW
8:59a
MCO
3:18p
6h 19m
1 stop
MCO
5:20a
MDW
12:17p
6h 57m
1 stop
Depart: Mon Apr 10 2017 Return: Tue Apr 11 2017 Trip spans 2 days
Delta
Delta
MDW
8:59a
MCO
3:18p
6h 19m
1 stop
MCO
3:50a
MDW
10:33a
6h 43m
1 stop
Depart: Tue Apr 11 2017 Return: Wed Apr 12 2017 Trip spans 2 days
Delta
Delta
MDW
8:29a
MCO
12:55p
4h 26m
1 stop
MCO
3:50a
MDW
8:48a
4h 58m
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
3684 5:35 am 9:05 am Mar 12 - Apr 2
2475 5:45 am 9:15 am Mar 11 - Mar 11
2475 5:45 am 9:15 am Mar 18 - Apr 22
2631 5:45 am 9:20 am Feb 18 - Mar 4
661 5:45 am 9:20 am Mar 6 - Mar 8
661 5:45 am 9:20 am Feb 19 - Mar 5
661 5:45 am 9:20 am Feb 16 - Mar 3
1546 6:00 am 9:30 am Mar 13 - Apr 24
1546 6:00 am 9:30 am Mar 9 - Mar 10
2782 6:25 am 9:55 am Mar 18 - Apr 22
2782 6:25 am 9:55 am Mar 11 - Mar 11
3683 6:40 am 10:10 am Mar 12 - Apr 2
2105 6:45 am 10:20 am Feb 18 - Mar 4
753 7:10 am 10:45 am Mar 13 - Mar 24
753 7:10 am 10:45 am Mar 27 - Mar 31
753 7:10 am 10:45 am Mar 9 - Mar 10
1585 7:20 am 10:55 am Feb 20 - Mar 8
2348 7:45 am 11:15 am Feb 26 - Mar 5
2348 7:45 am 11:15 am Mar 4 - Mar 4
1709 8:25 am 12:00 pm Feb 16 - Mar 8
1976 8:40 am 12:15 pm Mar 11 - Mar 11
1976 8:40 am 12:15 pm Mar 18 - Apr 22
5474 8:45 am 12:20 pm Feb 18 - Mar 4
2138 9:00 am 12:40 pm Feb 19 - Mar 5
5879 9:00 am 12:30 pm Mar 20 - Apr 7
6362 9:55 am 1:25 pm Mar 18 - Apr 22
6362 9:55 am 1:25 pm Mar 11 - Mar 11
6535 10:30 am 2:00 pm Mar 18 - Apr 22
6535 10:30 am 2:00 pm Mar 11 - Mar 11
1424 11:00 am 2:30 pm Mar 9 - Mar 10
1424 11:00 am 2:30 pm Mar 13 - Apr 24
291 11:15 am 2:45 pm Mar 18 - Apr 22
291 11:15 am 2:45 pm Mar 11 - Mar 11
3781 11:40 am 3:10 pm Mar 12 - Apr 23
3499 12:40 pm 4:15 pm Mar 12 - Apr 23
1922 12:50 pm 4:25 pm Mar 9 - Mar 10
5483 1:00 pm 4:35 pm Mar 20 - Apr 24
5483 1:00 pm 4:35 pm Mar 13 - Mar 17
960 1:00 pm 4:30 pm Feb 18 - Mar 4
1464 1:20 pm 4:50 pm Feb 16 - Mar 8
4053 1:25 pm 5:00 pm Mar 5 - Mar 5
5086 2:10 pm 5:45 pm Mar 12 - Apr 23
6418 2:30 pm 6:05 pm Mar 18 - Apr 22
6418 2:30 pm 6:05 pm Mar 11 - Mar 11
5054 2:45 pm 6:15 pm Feb 18 - Mar 4
499 3:10 pm 6:45 pm Mar 18 - Apr 22
499 3:10 pm 6:45 pm Mar 11 - Mar 11
2266 3:30 pm 7:00 pm Mar 9 - Mar 9
584 3:30 pm 7:00 pm Mar 10 - Mar 10
584 3:30 pm 7:00 pm Mar 13 - Apr 24
933 3:45 pm 7:15 pm Mar 11 - Mar 11
933 3:45 pm 7:15 pm Mar 18 - Apr 22
3068 4:10 pm 7:40 pm Feb 19 - Mar 5
248 4:20 pm 7:50 pm Feb 16 - Mar 8
5495 4:30 pm 8:00 pm Feb 18 - Mar 4
163 4:35 pm 8:05 pm Mar 18 - Apr 22
163 4:35 pm 8:05 pm Mar 11 - Mar 11
3906 5:05 pm 8:35 pm Mar 12 - Apr 23
207 5:20 pm 8:50 pm Mar 18 - Apr 22
207 5:20 pm 8:50 pm Mar 11 - Mar 11
2256 5:30 pm 9:00 pm Mar 9 - Mar 9
729 5:30 pm 9:00 pm Mar 10 - Mar 10
729 5:30 pm 9:00 pm Mar 13 - Apr 24
794 5:30 pm 9:00 pm Feb 16 - Mar 8
2578 6:00 pm 9:30 pm Mar 11 - Mar 11
2578 6:00 pm 9:30 pm Mar 18 - Apr 22
4312 6:40 pm 10:10 pm Mar 11 - Mar 11
4312 6:40 pm 10:10 pm Mar 18 - Apr 22
5087 6:40 pm 10:10 pm Mar 12 - Apr 23
604 6:40 pm 10:15 pm Feb 16 - Mar 8
3094 7:30 pm 11:00 pm Feb 19 - Mar 5
2728 7:40 pm 11:15 pm Mar 18 - Apr 22
2728 7:40 pm 11:15 pm Mar 11 - Mar 11
3893 7:40 pm 11:15 pm Mar 12 - Apr 23
572 8:40 pm 12:10 am Mar 13 - Apr 24
572 8:40 pm 12:10 am Mar 9 - Mar 10
4570 9:25 pm 12:55 am Mar 12 - Apr 23
1254 9:40 pm 1:10 am Mar 13 - Apr 24
1254 9:40 pm 1:10 am Mar 10 - Mar 10
181 9:40 pm 1:10 am Mar 9 - Mar 9
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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
$186
Destination

Orlando
$186
Airlines