Find Deals on Flights from Houston Hobby & other airports to Chicago Midway (HOU - 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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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Houston Hobby & other airports to Chicago Midway

(Round-trip)
Depart: Sat Feb 25 2017 Return: Wed Mar 1 2017 Trip spans 5 days
Delta
Delta
HOU
10:55a
MDW
5:05p
6h 10m
1 stop
MDW
11:41a
HOU
5:50p
6h 09m
1 stop
Depart: Mon Feb 27 2017 Return: Tue Feb 28 2017 Trip spans 2 days
Delta
Delta
HOU
3:10a
MDW
8:34a
5h 24m
1 stop
MDW
12:29p
HOU
6:03p
5h 34m
1 stop
Depart: Tue Feb 28 2017 Return: Wed Mar 1 2017 Trip spans 2 days
Delta
Delta
HOU
3:00a
MDW
8:34a
5h 34m
1 stop
MDW
2:10a
HOU
7:12a
5h 02m
1 stop
Depart: Wed Mar 1 2017 Return: Thu Mar 2 2017 Trip spans 2 days
Delta
Delta
HOU
10:20a
MDW
3:27p
5h 07m
1 stop
MDW
2:10a
HOU
7:12a
5h 02m
1 stop
Depart: Thu Mar 2 2017 Return: Sat Mar 4 2017 Trip spans 3 days
Delta
Delta
HOU
2:00a
MDW
8:34a
6h 34m
1 stop
MDW
12:00p
HOU
6:49p
6h 49m
1 stop
Depart: Fri Mar 3 2017 Return: Sat Mar 4 2017 Trip spans 2 days
Delta
Delta
HOU
1:24a
MDW
6:54a
5h 30m
1 stop
MDW
12:00p
HOU
6:49p
6h 49m
1 stop
Depart: Sat Mar 4 2017 Return: Wed Mar 8 2017 Trip spans 5 days
Delta
Delta
HOU
2:00a
MDW
7:59a
5h 59m
1 stop
MDW
4:25a
HOU
11:59a
7h 34m
1 stop
Depart: Mon Mar 6 2017 Return: Wed Mar 8 2017 Trip spans 3 days
Delta
Delta
HOU
2:00a
MDW
8:34a
6h 34m
1 stop
MDW
4:14a
HOU
9:44a
5h 30m
1 stop
Depart: Tue Mar 7 2017 Return: Wed Mar 8 2017 Trip spans 2 days
Delta
Delta
HOU
6:25a
MDW
11:47a
5h 22m
1 stop
MDW
1:00a
HOU
5:47a
4h 47m
1 stop
Depart: Wed Mar 8 2017 Return: Thu Mar 9 2017 Trip spans 2 days
Delta
Delta
HOU
2:00a
MDW
6:43a
4h 43m
1 stop
MDW
2:15a
HOU
10:07a
7h 52m
1 stop
Depart: Tue Mar 14 2017 Return: Tue Mar 21 2017 Trip spans 8 days
Delta
Delta
HOU
3:40a
MDW
10:42a
7h 02m
1 stop
MDW
5:22a
HOU
1:00p
7h 38m
1 stop
Depart: Wed Mar 15 2017 Return: Tue Mar 21 2017 Trip spans 7 days
Delta
Delta
HOU
3:10a
MDW
9:07a
5h 57m
1 stop
MDW
5:22a
HOU
1:00p
7h 38m
1 stop
Depart: Tue Mar 21 2017 Return: Tue Mar 28 2017 Trip spans 8 days
Delta
Delta
HOU
3:10a
MDW
9:07a
5h 57m
1 stop
MDW
5:22a
HOU
10:35a
5h 13m
1 stop
Depart: Wed Mar 22 2017 Return: Tue Mar 28 2017 Trip spans 7 days
Delta
Delta
HOU
2:20a
MDW
7:36a
5h 16m
1 stop
MDW
12:35p
HOU
6:20p
5h 45m
1 stop
Depart: Tue Mar 28 2017 Return: Wed Mar 29 2017 Trip spans 2 days
Delta
Delta
HOU
4:00a
MDW
9:07a
5h 07m
1 stop
MDW
2:00p
HOU
7:16p
5h 16m
1 stop
Depart: Wed Mar 29 2017 Return: Mon Apr 3 2017 Trip spans 6 days
Delta
Delta
HOU
4:20a
MDW
9:07a
4h 47m
1 stop
MDW
11:10a
HOU
5:00p
5h 50m
1 stop
Depart: Wed Apr 5 2017 Return: Mon Apr 10 2017 Trip spans 6 days
Delta
Delta
HOU
6:55a
MDW
12:52p
5h 57m
1 stop
MDW
11:10a
HOU
5:00p
5h 50m
1 stop
Depart: Tue Apr 11 2017 Return: Wed Apr 12 2017 Trip spans 2 days
Delta
Delta
HOU
4:20a
MDW
11:17a
6h 57m
1 stop
MDW
5:10a
HOU
10:33a
5h 23m
1 stop
Depart: Wed Apr 12 2017 Return: Tue Apr 18 2017 Trip spans 7 days
Delta
Delta
HOU
2:15a
MDW
7:47a
5h 32m
1 stop
MDW
7:05a
HOU
12:58p
5h 53m
1 stop
Depart: Tue Apr 18 2017 Return: Wed Apr 19 2017 Trip spans 2 days
Delta
Delta
HOU
4:20a
MDW
9:33a
5h 13m
1 stop
MDW
8:24a
HOU
2:21p
5h 57m
1 stop
Select an airline:  Southwest
Direct flights HOU to MDW on Southwest
Flight # Depart HOU Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
455 5:35 am 8:00 am Feb 16 - Mar 8
3477 6:00 am 8:20 am Mar 12 - Apr 23
847 6:05 am 8:25 am Mar 9 - Mar 11
847 6:05 am 8:25 am Mar 18 - Apr 22
932 6:05 am 8:25 am Mar 10 - Mar 10
932 6:05 am 8:25 am Mar 13 - Apr 24
5655 7:05 am 9:30 am Feb 19 - Mar 5
1940 7:25 am 9:50 am Feb 18 - Mar 4
1771 7:35 am 10:00 am Feb 16 - Mar 8
844 7:35 am 9:55 am Mar 9 - Mar 10
844 7:35 am 9:55 am Mar 13 - Apr 24
2500 8:00 am 10:25 am Mar 11 - Mar 11
2500 8:00 am 10:25 am Mar 18 - Apr 22
5297 9:30 am 11:55 am Mar 12 - Apr 23
825 9:30 am 11:55 am Feb 16 - Mar 8
3007 9:35 am 12:05 pm Feb 19 - Mar 5
3201 9:35 am 12:05 pm Feb 18 - Mar 4
873 11:05 am 1:25 pm Mar 13 - Mar 24
873 11:05 am 1:25 pm Mar 9 - Mar 10
873 11:10 am 1:30 pm Mar 27 - Apr 24
3 11:40 am 2:05 pm Feb 18 - Mar 4
4522 1:25 pm 3:50 pm Feb 18 - Mar 4
867 2:20 pm 4:45 pm Feb 16 - Mar 8
867 2:20 pm 4:45 pm Feb 19 - Mar 5
1509 2:25 pm 4:45 pm Mar 9 - Mar 10
1509 2:25 pm 4:45 pm Mar 13 - Apr 24
3341 2:30 pm 4:50 pm Mar 12 - Apr 9
4969 2:45 pm 5:05 pm Mar 11 - Mar 11
4969 2:45 pm 5:05 pm Mar 18 - Apr 22
4283 5:00 pm 7:20 pm Mar 13 - Apr 24
4283 5:00 pm 7:20 pm Mar 9 - Mar 10
4626 5:10 pm 7:40 pm Feb 16 - Mar 8
3655 5:30 pm 8:00 pm Feb 19 - Mar 5
4396 5:45 pm 8:05 pm Mar 12 - Apr 23
4040 6:15 pm 8:35 pm Mar 11 - Mar 11
4040 6:15 pm 8:35 pm Mar 18 - Apr 22
4840 7:45 pm 10:05 pm Mar 26 - Mar 26
4840 7:45 pm 10:05 pm Mar 12 - Mar 19
948 8:05 pm 10:35 pm Feb 19 - Mar 5
157 8:30 pm 10:55 pm Feb 16 - Mar 8
49 8:35 pm 10:55 pm Mar 9 - Mar 9
905 8:35 pm 10:55 pm Mar 13 - Apr 24
905 8:35 pm 10:55 pm Mar 10 - Mar 10
2644 9:10 pm 11:25 pm Mar 11 - Mar 11
2644 9:10 pm 11:25 pm Mar 18 - Apr 22
4285 9:30 pm 11:50 pm Feb 19 - Mar 5
3995 10:05 pm 12:25 am Mar 13 - Apr 24
3995 10:05 pm 12:25 am Mar 10 - Mar 10
3995 10:05 pm 12:25 am Mar 9 - Mar 9
2948 10:30 pm 12:45 am Mar 12 - Apr 23
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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

Here's why:

We’re not the seller.
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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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 can'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.

If you have more questions or if you have a bad price to report to us,
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Airports
Origin

Houston
$194
Destination

Chicago
$194
Airlines