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.
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: Tue Feb 23 2016 Return: Sat Feb 27 2016 Trip spans 5 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 37m
nonstop
ORD
HOU
2h 43m
nonstop
Depart: Sat Feb 27 2016 Return: Wed Mar 2 2016 Trip spans 5 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 34m
nonstop
ORD
HOU
2h 43m
nonstop
Depart: Tue Mar 1 2016 Return: Tue Mar 15 2016 Trip spans 14 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 34m
nonstop
ORD
HOU
2h 43m
nonstop
Depart: Tue Mar 8 2016 Return: Tue Mar 15 2016 Trip spans 7 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 37m
nonstop
ORD
HOU
2h 43m
nonstop
Depart: Thu Feb 25 2016 Return: Sun Feb 28 2016 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 34m
nonstop
ORD
HOU
2h 43m
nonstop
Depart: Mon Apr 18 2016 Return: Tue Apr 26 2016 Trip spans 9 days
United
United
HOU
ORD
2h 39m
nonstop
ORD
HOU
2h 51m
nonstop
Depart: Tue May 24 2016 Return: Thu Jun 2 2016 Trip spans 10 days
United
United
HOU
ORD
2h 40m
nonstop
ORD
HOU
2h 49m
nonstop
Depart: Thu Jun 2 2016 Return: Mon Jun 6 2016 Trip spans 5 days
United
United
HOU
ORD
2h 40m
nonstop
ORD
HOU
2h 38m
nonstop
Depart: Sat Jun 4 2016 Return: Tue Jun 7 2016 Trip spans 4 days
United
United
HOU
ORD
2h 40m
nonstop
ORD
HOU
2h 49m
nonstop
Depart: Wed Apr 20 2016 Return: Sun Apr 24 2016 Trip spans 5 days
United
United
HOU
ORD
2h 39m
nonstop
ORD
HOU
2h 50m
nonstop
Depart: Wed May 11 2016 Return: Wed May 18 2016 Trip spans 8 days
United
United
HOU
ORD
2h 40m
nonstop
ORD
HOU
2h 49m
nonstop
Depart: Thu Mar 3 2016 Return: Sun Mar 6 2016 Trip spans 4 days
United
United
HOU
ORD
2h 43m
nonstop
ORD
HOU
2h 52m
nonstop
Depart: Thu Mar 10 2016 Return: Mon Mar 14 2016 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 34m
nonstop
ORD
HOU
2h 43m
nonstop
Depart: Thu Feb 11 2016 Return: Sun Feb 14 2016 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 37m
nonstop
ORD
HOU
2h 43m
nonstop
Depart: Sat Feb 13 2016 Return: Mon Feb 15 2016 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 34m
nonstop
ORD
HOU
2h 43m
nonstop
Depart: Wed Mar 23 2016 Return: Mon Mar 28 2016 Trip spans 6 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 34m
nonstop
ORD
HOU
2h 43m
nonstop
Depart: Fri Apr 22 2016 Return: Sun Apr 24 2016 Trip spans 3 days
United
United
HOU
ORD
2h 43m
nonstop
ORD
HOU
2h 50m
nonstop
Depart: Sat Mar 5 2016 Return: Sun Mar 6 2016 Trip spans 2 days
Delta
Delta
HOU
MDW
5h 02m
1 stop
MDW
HOU
4h 59m
1 stop
Depart: Thu Jun 16 2016 Return: Mon Jun 20 2016 Trip spans 5 days
Delta
Delta
HOU
ORD
6h 10m
1 stop
ORD
HOU
5h 12m
1 stop
Depart: Fri Feb 12 2016 Return: Sun Feb 14 2016 Trip spans 3 days
Southwest
Southwest
HOU
MDW
2h 25m
nonstop
MDW
HOU
2h 50m
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
1593 5:55 am 8:25 am Feb 1 - Mar 8
292 5:55 am 8:25 am Mar 9 - Mar 9
1659 6:05 am 8:25 am Mar 14 - Apr 11
1659 6:05 am 8:25 am Mar 10 - Mar 11
3272 6:50 am 9:15 am Jan 30 - Mar 5
3560 7:05 am 9:35 am Mar 12 - Mar 12
155 7:45 am 10:10 am Feb 1 - Mar 8
475 7:45 am 10:10 am Mar 9 - Mar 9
3049 8:00 am 10:35 am Mar 10 - Mar 11
3049 8:00 am 10:35 am Mar 14 - Apr 11
3049 8:00 am 10:35 am Mar 13 - Apr 10
3269 8:30 am 10:50 am Mar 12 - Mar 12
3284 8:30 am 11:00 am Feb 14 - Mar 6
1172 9:25 am 11:50 am Feb 8 - Mar 8
2297 9:25 am 11:50 am Feb 6 - Mar 5
483 9:25 am 11:50 am Mar 9 - Mar 9
1742 9:30 am 11:50 am Mar 10 - Mar 11
1742 9:30 am 11:50 am Mar 13 - Apr 11
4448 1:45 pm 4:05 pm Mar 13 - Apr 11
4448 1:45 pm 4:05 pm Mar 10 - Mar 11
4480 2:10 pm 4:30 pm Mar 12 - Mar 12
1587 2:20 pm 4:45 pm Jan 30 - Mar 5
1317 2:30 pm 4:55 pm Mar 9 - Mar 9
3247 2:30 pm 4:55 pm Feb 14 - Mar 6
372 2:30 pm 4:55 pm Feb 1 - Mar 8
1512 4:50 pm 7:10 pm Mar 13 - Apr 11
1512 4:50 pm 7:10 pm Mar 10 - Mar 11
3864 5:55 pm 8:25 pm Jan 30 - Mar 5
2959 6:05 pm 8:25 pm Mar 12 - Mar 12
2239 6:20 pm 8:50 pm Feb 8 - Mar 8
433 6:20 pm 8:50 pm Mar 9 - Mar 9
4136 7:10 pm 9:30 pm Mar 10 - Mar 11
4136 7:10 pm 9:30 pm Mar 13 - Apr 11
1706 8:20 pm 10:45 pm Jan 30 - Mar 5
3043 8:45 pm 11:00 pm Mar 12 - Mar 12
1644 9:50 pm 12:05 am Mar 10 - Mar 11
1644 9:50 pm 12:05 am Mar 13 - Apr 11
3603 9:55 pm 12:15 am Mar 9 - Mar 9
922 9:55 pm 12:20 am Feb 8 - Mar 8
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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

Here's why:

We’re not the seller
At KAYAK we don’t set prices, so it’s not possible for us to guarantee what other companies are selling.

We aggregate tons 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 don'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.

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
$97
Destination

Chicago
only $97
only $214