Find Cheap 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.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

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: Wed Sep 27 2017 Return: Wed Oct 4 2017 Trip spans 8 days
American Airlines
American Airlines
HOU
ORD
2h 43m
nonstop
ORD
HOU
2h 39m
nonstop
Depart: Thu Sep 28 2017 Return: Wed Oct 4 2017 Trip spans 7 days
United
United
HOU
ORD
2h 46m
nonstop
ORD
HOU
2h 35m
nonstop
Depart: Thu Dec 7 2017 Return: Tue Dec 12 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 33m
nonstop
ORD
HOU
2h 47m
nonstop
Depart: Sat Sep 30 2017 Return: Wed Oct 4 2017 Trip spans 5 days
United
United
HOU
ORD
2h 49m
nonstop
ORD
HOU
2h 53m
nonstop
Depart: Tue Nov 28 2017 Return: Tue Dec 5 2017 Trip spans 8 days
American Airlines
American Airlines
HOU
ORD
2h 45m
nonstop
ORD
HOU
2h 46m
nonstop
Depart: Sat Dec 9 2017 Return: Sun Dec 10 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 33m
nonstop
ORD
HOU
2h 47m
nonstop
Depart: Mon Oct 2 2017 Return: Wed Oct 4 2017 Trip spans 3 days
United
United
HOU
ORD
2h 44m
nonstop
ORD
HOU
2h 53m
nonstop
Depart: Wed Nov 29 2017 Return: Tue Dec 5 2017 Trip spans 7 days
American Airlines
American Airlines
HOU
ORD
2h 45m
nonstop
ORD
HOU
2h 46m
nonstop
Depart: Fri Feb 9 2018 Return: Sun Feb 11 2018 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 35m
nonstop
ORD
HOU
2h 47m
nonstop
Depart: Tue Oct 3 2017 Return: Wed Oct 4 2017 Trip spans 2 days
United
United
HOU
ORD
2h 45m
nonstop
ORD
HOU
2h 53m
nonstop
Depart: Sat Dec 2 2017 Return: Tue Dec 5 2017 Trip spans 4 days
American Airlines
American Airlines
HOU
ORD
2h 45m
nonstop
ORD
HOU
2h 46m
nonstop
Depart: Tue Sep 26 2017 Return: Fri Sep 29 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 41m
nonstop
ORD
HOU
2h 48m
nonstop
Depart: Tue Oct 10 2017 Return: Wed Oct 18 2017 Trip spans 9 days
United
United
HOU
ORD
2h 46m
nonstop
ORD
HOU
2h 35m
nonstop
Depart: Sat Dec 2 2017 Return: Tue Dec 5 2017 Trip spans 4 days
American Airlines
American Airlines
HOU
ORD
2h 45m
nonstop
ORD
HOU
2h 46m
nonstop
Depart: Tue Oct 17 2017 Return: Thu Oct 19 2017 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 42m
nonstop
ORD
HOU
2h 48m
nonstop
Depart: Wed Oct 11 2017 Return: Wed Oct 18 2017 Trip spans 8 days
United
United
HOU
ORD
2h 44m
nonstop
ORD
HOU
2h 35m
nonstop
Depart: Wed Jan 17 2018 Return: Wed Jan 24 2018 Trip spans 8 days
American Airlines
American Airlines
HOU
ORD
3h 02m
nonstop
ORD
HOU
3h 01m
nonstop
Depart: Thu Nov 9 2017 Return: Tue Nov 14 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 33m
nonstop
ORD
HOU
2h 47m
nonstop
Depart: Wed Oct 18 2017 Return: Wed Oct 25 2017 Trip spans 8 days
United
United
HOU
ORD
2h 45m
nonstop
ORD
HOU
2h 35m
nonstop
Depart: Sat Oct 21 2017 Return: Wed Oct 25 2017 Trip spans 5 days
United
United
HOU
ORD
2h 46m
nonstop
ORD
HOU
2h 35m
nonstop
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
507 5:35 am 8:00 am Sep 5 - Sep 29
1767 5:45 am 8:10 am Oct 2 - Oct 30
4196 5:45 am 8:10 am Oct 1 - Oct 29
125 6:20 am 8:50 am Sep 30 - Sep 30
4333 6:50 am 9:20 am Oct 7 - Oct 28
304 7:15 am 9:40 am Sep 5 - Sep 29
1814 8:05 am 10:30 am Oct 2 - Nov 3
5448 8:15 am 10:40 am Oct 1 - Oct 29
3262 9:30 am 12:00 pm Oct 7 - Oct 28
1166 10:10 am 12:40 pm Sep 30 - Sep 30
990 10:40 am 1:10 pm Oct 2 - Nov 3
1037 10:45 am 1:15 pm Sep 5 - Sep 29
2109 11:00 am 1:30 pm Oct 14 - Oct 28
2109 11:05 am 1:35 pm Oct 7 - Oct 7
3154 1:10 pm 3:30 pm Oct 1 - Oct 29
1221 1:20 pm 3:45 pm Sep 30 - Sep 30
1690 2:25 pm 4:50 pm Oct 2 - Nov 3
6013 2:25 pm 4:55 pm Sep 5 - Sep 29
3941 3:05 pm 5:25 pm Oct 7 - Oct 28
1778 3:15 pm 5:45 pm Sep 30 - Sep 30
5148 4:40 pm 7:05 pm Oct 7 - Oct 28
2838 4:50 pm 7:15 pm Oct 1 - Oct 29
5424 5:10 pm 7:40 pm Sep 5 - Sep 29
267 5:20 pm 7:45 pm Oct 9 - Oct 30
267 5:20 pm 7:45 pm Oct 2 - Oct 6
6147 6:05 pm 8:35 pm Sep 30 - Sep 30
4526 8:05 pm 10:30 pm Oct 1 - Oct 29
827 9:00 pm 11:20 pm Sep 30 - Sep 30
5593 9:10 pm 11:30 pm Oct 7 - Oct 28
2931 9:55 pm 12:15 am Oct 1 - Oct 1
2931 9:55 pm 12:15 am Oct 8 - Oct 29
847 9:55 pm 12:15 am Sep 18 - Sep 29
1663 10:00 pm 12:20 am Oct 2 - Nov 3
* 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.

We compile tonnes of data for you
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,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Houston
$79
Destination

Chicago
$79