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

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 Orlando to Chicago Midway

(Round-trip)
Depart: Wed Jun 7 2017 Return: Wed Jun 14 2017 Trip spans 8 days
Delta
Delta
MCO
10:14a
MDW
2:59p
4h 45m
1 stop
MDW
2:55a
MCO
7:58a
5h 03m
1 stop
Depart: Thu Jun 1 2017 Return: Tue Jun 6 2017 Trip spans 6 days
Major Airline
Major Airline
MCO
1:00a
MDW
3:58a
2h 58m
nonstop
MDW
9:00a
MCO
9:58a
0h 58m
nonstop
Depart: Sat Aug 12 2017 Return: Sat Aug 19 2017 Trip spans 8 days
Southwest
Southwest
MCO
1:40p
MDW
5:45p
4h 05m
nonstop
MDW
12:10p
MCO
2:50p
2h 40m
nonstop
Depart: Tue Jun 13 2017 Return: Wed Jun 14 2017 Trip spans 2 days
Delta
Delta
MCO
9:55a
MDW
3:09p
5h 14m
1 stop
MDW
2:55a
MCO
7:58a
5h 03m
1 stop
Depart: Tue Jun 6 2017 Return: Wed Jun 7 2017 Trip spans 2 days
Delta
Delta
MCO
4:25a
MDW
9:23a
4h 58m
1 stop
MDW
10:10a
MCO
2:39p
4h 29m
1 stop
Depart: Tue Jun 27 2017 Return: Wed Jun 28 2017 Trip spans 2 days
Delta
Delta
MCO
3:35p
MDW
8:02p
4h 27m
1 stop
MDW
3:53p
MCO
7:59p
4h 06m
1 stop
Depart: Mon Oct 23 2017 Return: Fri Oct 27 2017 Trip spans 5 days
Southwest
Southwest
MCO
2:35a
MDW
5:20a
2h 45m
nonstop
MDW
5:05p
MCO
7:35p
2h 30m
nonstop
Depart: Wed Jul 12 2017 Return: Tue Jul 18 2017 Trip spans 7 days
Delta
Delta
MCO
10:05a
MDW
3:09p
5h 04m
1 stop
MDW
1:59p
MCO
8:00p
6h 01m
1 stop
Depart: Tue Jul 18 2017 Return: Tue Aug 1 2017 Trip spans 15 days
Delta
Delta
MCO
2:30p
MDW
7:55p
5h 25m
1 stop
MDW
3:42p
MCO
8:00p
4h 18m
1 stop
Depart: Wed Jul 19 2017 Return: Tue Jul 25 2017 Trip spans 7 days
Delta
Delta
MCO
10:05a
MDW
3:09p
5h 04m
1 stop
MDW
1:59p
MCO
8:00p
6h 01m
1 stop
Depart: Sat May 27 2017 Return: Mon May 29 2017 Trip spans 3 days
Southwest
Southwest
MCO
8:20a
MDW
11:05a
2h 45m
nonstop
MDW
8:40a
MCO
12:40p
4h 00m
nonstop
Depart: Tue Jul 25 2017 Return: Tue Aug 1 2017 Trip spans 8 days
Delta
Delta
MCO
10:05a
MDW
5:46p
7h 41m
1 stop
MDW
3:42p
MCO
8:00p
4h 18m
1 stop
Depart: Wed Jul 26 2017 Return: Tue Aug 1 2017 Trip spans 7 days
Delta
Delta
MCO
8:04a
MDW
3:09p
7h 05m
1 stop
MDW
3:42p
MCO
8:00p
4h 18m
1 stop
Depart: Tue Aug 1 2017 Return: Wed Aug 2 2017 Trip spans 2 days
Delta
Delta
MCO
11:15a
MDW
4:06p
4h 51m
1 stop
MDW
3:42p
MCO
8:00p
4h 18m
1 stop
Depart: Tue Jul 11 2017 Return: Sat Jul 15 2017 Trip spans 5 days
Delta
Delta
MCO
12:25p
MDW
7:55p
7h 30m
1 stop
MDW
12:45p
MCO
6:02p
5h 17m
1 stop
Depart: Thu Jul 20 2017 Return: Tue Jul 25 2017 Trip spans 6 days
Delta
Delta
MCO
2:25a
MDW
9:20a
6h 55m
1 stop
MDW
3:42p
MCO
8:00p
4h 18m
1 stop
Depart: Wed Aug 2 2017 Return: Mon Aug 7 2017 Trip spans 6 days
Delta
Delta
MCO
10:05a
MDW
3:09p
5h 04m
1 stop
MDW
3:42p
MCO
8:00p
4h 18m
1 stop
Depart: Tue Aug 8 2017 Return: Sat Aug 12 2017 Trip spans 5 days
Delta
Delta
MCO
11:45a
MDW
5:46p
6h 01m
1 stop
MDW
11:46a
MCO
5:38p
5h 52m
1 stop
Depart: Wed Aug 9 2017 Return: Sat Aug 12 2017 Trip spans 4 days
Delta
Delta
MCO
4:30a
MDW
9:20a
4h 50m
1 stop
MDW
11:46a
MCO
5:38p
5h 52m
1 stop
Depart: Wed May 31 2017 Return: Tue Jun 6 2017 Trip spans 7 days
Delta
Delta
MCO
8:25a
MDW
2:17p
5h 52m
1 stop
MDW
5:16a
MCO
10:03a
4h 47m
1 stop
* 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

Orlando
$204
Destination

Chicago
$204
Airlines Airline reviews

9 travelers who booked a flight from Orlando to Chicago rated their chosen airlines with an average of 8.7.

Overall
9.1
Boarding
8.7
Crew
9.6
Comfort
8.7
Food
8.4
Entertainment
7.8