Find Cheap Flights from Orlando to Chicago Midway (MCO - 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: Thu Sep 28 2017 Return: Mon Oct 2 2017 Trip spans 5 days
Delta
Delta
MCO
12:00a
MDW
4:45a
4h 45m
1 stop
MDW
12:00a
MCO
4:05a
4h 05m
1 stop
Depart: Mon Oct 2 2017 Return: Mon Oct 9 2017 Trip spans 8 days
Delta
Delta
MCO
12:00a
MDW
6:08a
6h 08m
1 stop
MDW
12:00a
MCO
6:06a
6h 06m
1 stop
Depart: Tue Nov 7 2017 Return: Thu Dec 7 2017 Trip spans 31 days
Delta
Delta
MCO
12:00a
MDW
4:14a
4h 14m
1 stop
MDW
12:00a
MCO
6:27a
6h 27m
1 stop
Depart: Tue Dec 5 2017 Return: Thu Dec 7 2017 Trip spans 3 days
Delta
Delta
MCO
12:00a
MDW
4:37a
4h 37m
1 stop
MDW
12:00a
MCO
6:27a
6h 27m
1 stop
Depart: Thu Jan 25 2018 Return: Mon Jan 29 2018 Trip spans 5 days
Delta
Delta
MCO
12:00a
MDW
4:15a
4h 15m
1 stop
MDW
12:00a
MCO
5:30a
5h 30m
1 stop
Depart: Thu Oct 12 2017 Return: Mon Oct 16 2017 Trip spans 5 days
Delta
Delta
MCO
12:00a
MDW
6:10a
6h 10m
1 stop
MDW
12:00a
MCO
5:57a
5h 57m
1 stop
Depart: Sun Dec 3 2017 Return: Tue Dec 5 2017 Trip spans 3 days
Delta
Delta
MCO
12:00a
MDW
6:49a
6h 49m
1 stop
MDW
12:00a
MCO
6:45a
6h 45m
1 stop
Depart: Thu Feb 8 2018 Return: Sun Feb 11 2018 Trip spans 4 days
Delta
Delta
MCO
12:00a
MDW
6:54a
6h 54m
1 stop
MDW
12:00a
MCO
5:48a
5h 48m
1 stop
Depart: Thu Mar 1 2018 Return: Mon Mar 5 2018 Trip spans 5 days
Delta
Delta
MCO
12:00a
MDW
5:05a
5h 05m
1 stop
MDW
12:00a
MCO
4:31a
4h 31m
1 stop
Depart: Sun Sep 24 2017 Return: Sat Sep 30 2017 Trip spans 7 days
Delta
Delta
MCO
12:00a
MDW
4:34a
4h 34m
1 stop
MDW
12:00a
MCO
5:58a
5h 58m
1 stop
Depart: Fri Mar 2 2018 Return: Sun Mar 4 2018 Trip spans 3 days
Delta
Delta
MCO
12:00a
MDW
6:13a
6h 13m
1 stop
MDW
12:00a
MCO
4:47a
4h 47m
1 stop
Depart: Fri Nov 17 2017 Return: Fri Nov 24 2017 Trip spans 8 days
Delta
Delta
MCO
12:00a
MDW
4:44a
4h 44m
1 stop
MDW
12:00a
MCO
4:58a
4h 58m
1 stop
Depart: Fri Sep 29 2017 Return: Mon Oct 2 2017 Trip spans 4 days
Delta
Delta
MCO
12:00a
MDW
5:12a
5h 12m
1 stop
MDW
12:00a
MCO
5:05a
5h 05m
1 stop
Select an airline:  Southwest
Direct flights MCO to MDW on Southwest
Flight # Depart MCO Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
6811 6:20 am 8:05 am Oct 1 - Oct 29
1205 6:35 am 8:20 am Oct 2 - Oct 30
1352 6:50 am 8:30 am Sep 30 - Sep 30
1265 6:55 am 8:35 am Sep 5 - Sep 29
4667 7:30 am 9:15 am Oct 7 - Oct 28
958 7:35 am 9:15 am Sep 30 - Sep 30
5279 7:40 am 9:25 am Oct 1 - Oct 29
3344 7:55 am 9:40 am Oct 2 - Oct 30
5008 9:25 am 11:10 am Oct 7 - Oct 28
1737 10:05 am 11:45 am Sep 30 - Sep 30
2503 10:10 am 11:50 am Sep 5 - Sep 29
3616 10:20 am 12:05 pm Oct 14 - Oct 28
3616 10:20 am 12:05 pm Oct 7 - Oct 7
1591 10:55 am 12:40 pm Oct 2 - Nov 3
3463 11:50 am 1:40 pm Oct 1 - Oct 29
1860 11:55 am 1:35 pm Sep 5 - Sep 29
3032 12:30 pm 2:15 pm Oct 14 - Oct 28
3032 12:40 pm 2:25 pm Oct 7 - Oct 7
221 12:45 pm 2:25 pm Sep 30 - Sep 30
182 12:55 pm 2:40 pm Oct 2 - Nov 3
904 1:40 pm 3:20 pm Sep 30 - Sep 30
2851 2:05 pm 3:50 pm Oct 1 - Oct 29
5417 3:15 pm 5:00 pm Oct 7 - Oct 28
1353 3:40 pm 5:20 pm Sep 5 - Sep 29
917 3:55 pm 5:35 pm Sep 30 - Sep 30
981 4:45 pm 6:30 pm Sep 30 - Sep 30
3193 5:15 pm 7:00 pm Oct 7 - Oct 28
3829 5:20 pm 7:05 pm Oct 1 - Oct 29
442 5:30 pm 7:15 pm Sep 30 - Sep 30
5489 5:55 pm 7:40 pm Oct 7 - Oct 28
1480 6:00 pm 7:45 pm Oct 2 - Oct 30
3839 6:55 pm 8:40 pm Oct 21 - Oct 28
3839 6:55 pm 8:40 pm Oct 7 - Oct 14
151 7:45 pm 9:30 pm Sep 30 - Sep 30
3809 7:50 pm 9:35 pm Oct 7 - Oct 28
1764 8:15 pm 9:55 pm Sep 5 - Sep 29
278 8:30 pm 10:10 pm Sep 30 - Sep 30
4579 8:40 pm 10:25 pm Oct 2 - Oct 30
5122 8:40 pm 10:25 pm Oct 7 - Oct 28
5687 9:05 pm 10:45 pm Oct 1 - Oct 29
221 9:25 pm 11:10 pm Oct 2 - Nov 2
1446 9:40 pm 11:20 pm Sep 5 - Sep 29
* 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 the prices, so it’s not possible for us to guarantee what other companies are selling.

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Airports
Origin

Orlando
$184
Destination

Chicago
$184
Airlines