Find Deals on Flights from Houston Hobby & other airports to Chicago (HOU - CHI)

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

(Round-trip)
Depart: Tue Oct 4 2016 Return: Tue Oct 11 2016 Trip spans 8 days
Major Airline
Major Airline
HOU
ORD
2h 40m
nonstop
ORD
HOU
2h 43m
nonstop
Depart: Thu Sep 29 2016 Return: Sat Oct 1 2016 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 42m
nonstop
ORD
HOU
2h 38m
nonstop
Depart: Tue Oct 11 2016 Return: Wed Oct 19 2016 Trip spans 9 days
Major Airline
Major Airline
HOU
ORD
2h 40m
nonstop
ORD
HOU
2h 42m
nonstop
Depart: Tue Nov 1 2016 Return: Tue Nov 15 2016 Trip spans 15 days
Major Airline
Major Airline
HOU
ORD
2h 42m
nonstop
ORD
HOU
2h 52m
nonstop
Depart: Wed Oct 26 2016 Return: Mon Oct 31 2016 Trip spans 6 days
United
United
HOU
ORD
2h 45m
nonstop
ORD
HOU
2h 46m
nonstop
Depart: Tue Nov 8 2016 Return: Wed Dec 7 2016 Trip spans 30 days
Major Airline
Major Airline
HOU
ORD
2h 40m
nonstop
ORD
HOU
2h 52m
nonstop
Depart: Wed Nov 9 2016 Return: Sat Nov 12 2016 Trip spans 4 days
American Airlines
American Airlines
HOU
ORD
5h 30m
1 stop
ORD
HOU
5h 36m
1 stop
Depart: Wed Oct 5 2016 Return: Tue Oct 11 2016 Trip spans 7 days
Delta
Delta
HOU
MDW
4h 44m
1 stop
MDW
HOU
5h 54m
1 stop
Depart: Mon Nov 14 2016 Return: Wed Nov 16 2016 Trip spans 3 days
Major Airline
Major Airline
HOU
ORD
2h 33m
nonstop
ORD
HOU
2h 52m
nonstop
Depart: Sat Nov 5 2016 Return: Mon Nov 7 2016 Trip spans 3 days
Major Airline
Major Airline
HOU
ORD
2h 42m
nonstop
ORD
HOU
2h 43m
nonstop
Depart: Thu Dec 8 2016 Return: Wed Dec 14 2016 Trip spans 7 days
Major Airline
Major Airline
HOU
ORD
2h 33m
nonstop
ORD
HOU
2h 52m
nonstop
Depart: Tue Nov 1 2016 Return: Tue Nov 8 2016 Trip spans 8 days
Major Airline
Major Airline
HOU
MDW
2h 25m
nonstop
MDW
HOU
2h 50m
nonstop
Depart: Thu Sep 29 2016 Return: Fri Sep 30 2016 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
ORD
5h 07m
1 stop
ORD
HOU
2h 43m
nonstop
Depart: Tue Nov 15 2016 Return: Wed Nov 16 2016 Trip spans 2 days
Major Airline
Major Airline
HOU
MDW
2h 20m
nonstop
MDW
HOU
2h 55m
nonstop
Depart: Wed Feb 8 2017 Return: Sat Feb 18 2017 Trip spans 11 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 34m
nonstop
ORD
HOU
2h 54m
nonstop
Depart: Wed Oct 26 2016 Return: Mon Oct 31 2016 Trip spans 6 days
Delta
Delta
HOU
MDW
6h 24m
1 stop
MDW
HOU
5h 44m
1 stop
Depart: Fri Nov 11 2016 Return: Sun Nov 13 2016 Trip spans 3 days
Delta
Delta
HOU
MDW
5h 57m
1 stop
MDW
HOU
8h 05m
1 stop
Depart: Fri Sep 30 2016 Return: Tue Oct 4 2016 Trip spans 5 days
Major Airline
Major Airline
HOU
ORD
2h 40m
nonstop
ORD
HOU
2h 38m
nonstop
Depart: Tue Dec 13 2016 Return: Mon Dec 19 2016 Trip spans 7 days
Major Airline
Major Airline
HOU
ORD
2h 33m
nonstop
ORD
HOU
2h 54m
nonstop
Depart: Thu Sep 29 2016 Return: Sat Oct 1 2016 Trip spans 3 days
Delta
Delta
HOU
MDW
5h 06m
1 stop
MDW
HOU
6h 10m
1 stop
Select an airline:  Southwest
Direct flights HOU to CHI on Southwest
Flight # Depart HOU Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
2917 6:10 am 8:40 am Sep 20 - Nov 4
5999 7:00 am 9:40 am Oct 2 - Oct 30
2170 7:05 am 9:45 am Oct 8 - Nov 5
1004 8:05 am 10:45 am Oct 2 - Nov 4
865 8:40 am 11:10 am Oct 8 - Nov 5
259 9:45 am 12:15 pm Oct 2 - Oct 30
259 9:45 am 12:15 pm Nov 1 - Nov 4
866 9:45 am 12:15 pm Oct 31 - Oct 31
3743 11:20 am 1:50 pm Sep 24 - Nov 5
2867 2:10 pm 4:40 pm Nov 1 - Nov 4
2867 2:10 pm 4:40 pm Oct 2 - Oct 30
609 2:10 pm 4:40 pm Oct 31 - Oct 31
3494 2:25 pm 4:55 pm Sep 24 - Nov 5
1315 5:45 pm 8:15 pm Oct 31 - Oct 31
2336 5:45 pm 8:15 pm Nov 1 - Nov 4
2336 5:45 pm 8:15 pm Oct 2 - Oct 30
589 7:50 pm 10:15 pm Oct 31 - Oct 31
1290 8:05 pm 10:30 pm Oct 8 - Nov 5
3045 9:55 pm 12:20 am Nov 1 - Nov 4
3045 9:55 pm 12:20 am Sep 20 - Oct 30
* 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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^ The fares displayed in KAYAK ads found on other sites include all taxes and fees for economy class travel and were found by KAYAK users in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.
Airports
Origin

Houston
$79
Destination

Chicago
only $79
only $88