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

(Round-trip)
Depart: Tue May 16 2017 Return: Wed May 17 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 40m
nonstop
ORD
HOU
2h 47m
nonstop
Depart: Wed May 3 2017 Return: Tue May 9 2017 Trip spans 7 days
Major Airline
Major Airline
HOU
ORD
2h 40m
nonstop
ORD
HOU
2h 47m
nonstop
Depart: Sat May 13 2017 Return: Tue May 16 2017 Trip spans 4 days
United
United
HOU
ORD
2h 38m
nonstop
ORD
HOU
2h 47m
nonstop
Depart: Wed May 10 2017 Return: Wed May 17 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 40m
nonstop
ORD
HOU
2h 48m
nonstop
Depart: Tue May 9 2017 Return: Wed May 17 2017 Trip spans 9 days
Delta
Delta
HOU
MDW
6h 18m
1 stop
MDW
HOU
5h 27m
1 stop
Depart: Wed Sep 13 2017 Return: Tue Sep 19 2017 Trip spans 7 days
American Airlines
American Airlines
HOU
ORD
3h 02m
nonstop
ORD
HOU
2h 54m
nonstop
Depart: Sat May 13 2017 Return: Tue May 16 2017 Trip spans 4 days
United
United
HOU
ORD
2h 40m
nonstop
ORD
HOU
2h 47m
nonstop
Depart: Mon May 29 2017 Return: Wed May 31 2017 Trip spans 3 days
Major Airline
Major Airline
HOU
ORD
2h 37m
nonstop
ORD
HOU
2h 46m
nonstop
Depart: Thu Jun 1 2017 Return: Mon Jun 5 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 39m
nonstop
ORD
HOU
2h 46m
nonstop
Depart: Tue Jul 11 2017 Return: Tue Jul 18 2017 Trip spans 8 days
Major Airline
Major Airline
HOU
ORD
2h 42m
nonstop
ORD
HOU
2h 40m
nonstop
Depart: Sat Jun 3 2017 Return: Tue Jun 6 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 37m
nonstop
ORD
HOU
2h 47m
nonstop
Depart: Wed Jul 12 2017 Return: Wed Jul 19 2017 Trip spans 8 days
Major Airline
Major Airline
HOU
ORD
2h 42m
nonstop
ORD
HOU
2h 40m
nonstop
Depart: Tue Aug 8 2017 Return: Tue Aug 15 2017 Trip spans 8 days
Major Airline
Major Airline
HOU
ORD
2h 40m
nonstop
ORD
HOU
2h 40m
nonstop
Depart: Tue Aug 29 2017 Return: Tue Sep 5 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 42m
nonstop
ORD
HOU
2h 42m
nonstop
Depart: Thu May 11 2017 Return: Sun May 14 2017 Trip spans 4 days
Delta
Delta
HOU
MDW
5h 23m
1 stop
MDW
HOU
8h 04m
1 stop
Depart: Tue Sep 19 2017 Return: Sat Sep 23 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 36m
nonstop
ORD
HOU
2h 50m
nonstop
Depart: Sat May 13 2017 Return: Tue May 16 2017 Trip spans 4 days
Delta
Delta
HOU
MDW
5h 20m
1 stop
MDW
HOU
5h 30m
1 stop
Depart: Sat Apr 29 2017 Return: Thu May 4 2017 Trip spans 6 days
Major Airline
Major Airline
HOU
ORD
2h 38m
nonstop
ORD
HOU
2h 47m
nonstop
Depart: Sun Apr 30 2017 Return: Tue May 2 2017 Trip spans 3 days
Major Airline
Major Airline
HOU
ORD
2h 40m
nonstop
ORD
HOU
2h 48m
nonstop
Depart: Sat Jun 17 2017 Return: Sat Jun 24 2017 Trip spans 8 days
Delta
Delta
HOU
MDW
5h 47m
1 stop
MDW
HOU
8h 00m
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
1658 5:20 am 7:45 am Jun 5 - Jun 30
4522 5:30 am 7:55 am Jun 4 - Aug 13
4281 6:05 am 8:30 am Apr 30 - May 7
4281 6:05 am 8:30 am May 14 - May 21
975 6:15 am 8:40 am May 30 - Jun 2
975 6:15 am 8:40 am Apr 26 - May 26
1614 6:50 am 9:15 am Jun 5 - Jun 30
1652 7:00 am 9:30 am Jun 4 - Aug 13
2944 7:30 am 9:55 am May 28 - May 28
443 7:30 am 9:55 am Apr 30 - May 21
624 7:45 am 10:10 am Apr 29 - Jun 3
974 7:50 am 10:15 am May 30 - Jun 2
974 7:50 am 10:15 am Apr 26 - May 26
974 8:40 am 11:10 am May 29 - May 29
1 8:45 am 11:15 am Jun 4 - Jun 4
4185 8:55 am 11:25 am Apr 30 - May 21
2019 9:40 am 12:05 pm Apr 29 - May 6
2019 9:40 am 12:05 pm May 13 - May 27
5 9:40 am 12:05 pm Jun 3 - Jun 3
543 10:40 am 1:10 pm Jun 5 - Aug 14
4185 11:40 am 2:05 pm May 28 - May 28
766 12:10 pm 2:35 pm Apr 26 - May 8
766 12:10 pm 2:35 pm May 9 - Jun 2
411 2:25 pm 4:50 pm Jun 5 - Jun 30
5276 2:25 pm 4:50 pm Jun 4 - Aug 13
1010 2:30 pm 4:55 pm May 29 - May 29
139 2:30 pm 4:55 pm Apr 26 - May 26
139 2:30 pm 4:55 pm May 30 - Jun 2
4355 2:40 pm 5:05 pm Apr 30 - May 28
479 3:20 pm 5:45 pm Apr 29 - Jun 3
174 4:00 pm 6:25 pm May 29 - May 29
1369 5:10 pm 7:35 pm Jun 4 - Jun 25
1845 5:10 pm 7:35 pm May 30 - Jun 2
1845 5:10 pm 7:35 pm May 29 - May 29
1845 5:10 pm 7:35 pm Apr 26 - May 8
1845 5:10 pm 7:35 pm May 9 - May 26
3361 5:20 pm 7:45 pm Apr 30 - May 21
3361 5:20 pm 7:45 pm May 28 - May 28
1375 5:30 pm 7:55 pm Jun 5 - Jun 30
4788 6:10 pm 8:35 pm Apr 29 - Jun 3
4586 7:15 pm 9:40 pm Apr 30 - May 21
4586 7:15 pm 9:40 pm May 28 - May 28
3274 7:40 pm 10:05 pm Jun 4 - Aug 13
502 8:30 pm 10:55 pm May 28 - May 28
184 8:40 pm 11:05 pm Jun 5 - Jun 30
5304 9:05 pm 11:30 pm Apr 29 - Jun 3
1598 10:05 pm 12:30 am Apr 26 - Jun 2
3549 10:10 pm 12:35 am Apr 30 - May 21
3425 10:15 pm 12:40 am Jun 4 - Aug 13
3999 10:35 pm 12:55 am Jun 5 - Jun 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.

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Airports
Origin

Houston
$92
Destination

Chicago
only $92
only $214