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

(Round-trip)
Depart: Wed Jun 28 2017 Return: Wed Jul 12 2017 Trip spans 15 days
Delta
Delta
HOU
12:00a
MDW
5:04a
5h 04m
1 stop
MDW
12:00a
HOU
5:31a
5h 31m
1 stop
Depart: Wed Jun 28 2017 Return: Thu Jul 6 2017 Trip spans 9 days
Delta
Delta
HOU
12:00a
MDW
6:04a
6h 04m
1 stop
MDW
12:00a
HOU
5:48a
5h 48m
1 stop
Depart: Wed Jun 28 2017 Return: Fri Jul 7 2017 Trip spans 10 days
Delta
Delta
HOU
12:00a
MDW
4:47a
4h 47m
1 stop
MDW
12:00a
HOU
5:34a
5h 34m
1 stop
Depart: Sat Jun 24 2017 Return: Fri Jul 7 2017 Trip spans 14 days
Delta
Delta
HOU
12:00a
MDW
5:58a
5h 58m
1 stop
MDW
12:00a
HOU
7:38a
7h 38m
1 stop
Depart: Wed Jun 28 2017 Return: Thu Jun 29 2017 Trip spans 2 days
Delta
Delta
HOU
12:00a
MDW
5:57a
5h 57m
1 stop
MDW
12:00a
HOU
4:30a
4h 30m
1 stop
Depart: Wed Jun 28 2017 Return: Tue Jul 11 2017 Trip spans 14 days
Delta
Delta
HOU
12:00a
MDW
5:07a
5h 07m
1 stop
MDW
12:00a
HOU
6:26a
6h 26m
1 stop
Depart: Wed Jun 28 2017 Return: Thu Jul 20 2017 Trip spans 23 days
Delta
Delta
HOU
12:00a
MDW
6:51a
6h 51m
1 stop
MDW
12:00a
HOU
6:46a
6h 46m
1 stop
Depart: Wed Jun 28 2017 Return: Wed Jul 5 2017 Trip spans 8 days
Delta
Delta
HOU
12:00a
MDW
4:47a
4h 47m
1 stop
MDW
12:00a
HOU
5:43a
5h 43m
1 stop
Depart: Wed Jun 28 2017 Return: Fri Jul 7 2017 Trip spans 10 days
Delta
Delta
HOU
12:00a
MDW
4:47a
4h 47m
1 stop
MDW
12:00a
HOU
5:54a
5h 54m
1 stop
Depart: Sat Jun 24 2017 Return: Wed Jun 28 2017 Trip spans 5 days
Delta
Delta
HOU
12:00a
MDW
7:54a
7h 54m
1 stop
MDW
12:00a
HOU
5:10a
5h 10m
1 stop
Depart: Sun Jun 25 2017 Return: Wed Jun 28 2017 Trip spans 4 days
Delta
Delta
HOU
12:00a
MDW
5:04a
5h 04m
1 stop
MDW
12:00a
HOU
5:21a
5h 21m
1 stop
Depart: Mon Jun 26 2017 Return: Thu Jun 29 2017 Trip spans 4 days
Delta
Delta
HOU
12:00a
MDW
5:28a
5h 28m
1 stop
MDW
12:00a
HOU
6:37a
6h 37m
1 stop
Depart: Tue Jun 27 2017 Return: Thu Jun 29 2017 Trip spans 3 days
Delta
Delta
HOU
12:00a
MDW
7:19a
7h 19m
1 stop
MDW
12:00a
HOU
5:21a
5h 21m
1 stop
Depart: Wed Jun 28 2017 Return: Sun Jul 2 2017 Trip spans 5 days
Delta
Delta
HOU
12:00a
MDW
5:04a
5h 04m
1 stop
MDW
12:00a
HOU
4:38a
4h 38m
1 stop
Depart: Mon Jun 26 2017 Return: Wed Jul 5 2017 Trip spans 10 days
Delta
Delta
HOU
12:00a
MDW
5:04a
5h 04m
1 stop
MDW
12:00a
HOU
5:34a
5h 34m
1 stop
Depart: Tue Jun 27 2017 Return: Wed Jul 5 2017 Trip spans 9 days
Delta
Delta
HOU
12:00a
MDW
5:22a
5h 22m
1 stop
MDW
12:00a
HOU
5:34a
5h 34m
1 stop
Depart: Wed Jun 28 2017 Return: Wed Jul 5 2017 Trip spans 8 days
Delta
Delta
HOU
12:00a
MDW
5:57a
5h 57m
1 stop
MDW
12:00a
HOU
4:45a
4h 45m
1 stop
Depart: Mon Jun 26 2017 Return: Sun Jul 2 2017 Trip spans 7 days
Delta
Delta
HOU
12:00a
MDW
5:26a
5h 26m
1 stop
MDW
12:00a
HOU
5:03a
5h 03m
1 stop
Depart: Sun Jun 25 2017 Return: Fri Jun 30 2017 Trip spans 6 days
Delta
Delta
HOU
12:00a
MDW
5:22a
5h 22m
1 stop
MDW
12:00a
HOU
5:21a
5h 21m
1 stop
Depart: Mon Jun 26 2017 Return: Fri Jul 7 2017 Trip spans 12 days
Delta
Delta
HOU
12:00a
MDW
5:28a
5h 28m
1 stop
MDW
12:00a
HOU
5:02a
5h 02m
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
1658 5:20 am 7:45 am Jul 5 - Aug 14
1658 5:20 am 7:45 am Jun 21 - Jun 30
4522 5:30 am 7:55 am Jun 25 - Aug 13
4495 6:05 am 8:30 am Jun 24 - Aug 12
5384 6:35 am 9:00 am Jul 3 - Jul 3
1614 6:50 am 9:15 am Jun 21 - Jun 30
1614 6:50 am 9:15 am Jul 5 - Aug 14
1652 7:00 am 9:30 am Jun 25 - Aug 13
5368 7:20 am 9:45 am Jul 3 - Jul 3
4762 8:10 am 10:40 am Jul 4 - Jul 4
1 8:45 am 11:15 am Jun 25 - Aug 13
1452 9:40 am 12:05 pm Jun 24 - Aug 12
543 10:40 am 1:10 pm Jun 21 - Aug 14
1426 11:40 am 2:05 pm Jun 24 - Aug 12
3957 2:25 pm 4:50 pm Jul 3 - Jul 3
3957 2:25 pm 4:50 pm Jul 4 - Jul 4
411 2:25 pm 4:50 pm Jun 21 - Jun 30
411 2:25 pm 4:50 pm Jul 5 - Aug 14
5276 2:25 pm 4:50 pm Jun 25 - Aug 13
2899 3:00 pm 5:25 pm Jun 24 - Aug 12
1369 5:10 pm 7:35 pm Jul 2 - Aug 13
1375 5:30 pm 7:55 pm Jul 3 - Jul 3
1375 5:30 pm 7:55 pm Jul 4 - Aug 14
1375 5:30 pm 7:55 pm Jun 21 - Jun 30
4480 6:15 pm 8:40 pm Jun 24 - Aug 12
3274 7:40 pm 10:05 pm Jun 25 - Aug 13
184 8:20 pm 10:45 pm Jul 4 - Jul 4
184 8:40 pm 11:05 pm Jun 21 - Jun 30
184 8:40 pm 11:05 pm Jul 5 - Aug 14
2382 8:50 pm 11:10 pm Jul 3 - Jul 3
2339 9:10 pm 11:35 pm Jun 24 - Aug 12
3425 10:15 pm 12:40 am Jun 25 - Aug 13
3999 10:35 pm 12:55 am Jun 21 - Jun 30
3999 10:35 pm 12:55 am Jul 5 - Aug 14
* 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.

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Airports
Origin

Houston
$304
Destination

Chicago
$304
Airlines