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

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: Thu Jan 15 2015 Return: Wed Jan 21 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
HOU
1:15a
ORD
3:47a
2h 32m
nonstop
ORD
3:20p
HOU
6:07p
2h 47m
nonstop
Depart: Sat Jan 17 2015 Return: Mon Jan 19 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
1:15a
ORD
3:47a
2h 32m
nonstop
ORD
3:20p
HOU
6:07p
2h 47m
nonstop
Depart: Wed Jan 21 2015 Return: Thu Jan 22 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
1:15a
ORD
3:47a
2h 32m
nonstop
ORD
3:20p
HOU
6:07p
2h 47m
nonstop
Depart: Tue Feb 3 2015 Return: Wed Feb 4 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
1:15a
ORD
3:47a
2h 32m
nonstop
ORD
3:20p
HOU
6:07p
2h 47m
nonstop
Depart: Wed Feb 4 2015 Return: Sat Feb 7 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
1:15a
ORD
3:47a
2h 32m
nonstop
ORD
3:20p
HOU
6:07p
2h 47m
nonstop
Depart: Thu Feb 5 2015 Return: Sat Feb 7 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
1:15a
ORD
3:47a
2h 32m
nonstop
ORD
3:20p
HOU
6:07p
2h 47m
nonstop
Depart: Sat Feb 7 2015 Return: Mon Feb 9 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
1:15a
ORD
3:47a
2h 32m
nonstop
ORD
3:20p
HOU
6:07p
2h 47m
nonstop
Depart: Sun Feb 1 2015 Return: Wed Feb 4 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
1:15a
ORD
3:47a
2h 32m
nonstop
ORD
3:20p
HOU
6:07p
2h 47m
nonstop
Depart: Fri Feb 6 2015 Return: Sat Feb 7 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
1:15a
ORD
3:47a
2h 32m
nonstop
ORD
3:20p
HOU
6:07p
2h 47m
nonstop
Depart: Tue Dec 30 2014 Return: Thu Jan 8 2015 Trip spans 10 days
Spirit Airlines
Spirit Airlines
HOU
1:23a
ORD
3:55a
2h 32m
nonstop
ORD
3:20p
HOU
6:07p
2h 47m
nonstop
Depart: Thu Jan 1 2015 Return: Wed Jan 7 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
HOU
1:23a
ORD
3:55a
2h 32m
nonstop
ORD
3:20p
HOU
6:07p
2h 47m
nonstop
Depart: Sun Jan 4 2015 Return: Tue Jan 6 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
1:23a
ORD
3:55a
2h 32m
nonstop
ORD
3:20p
HOU
6:07p
2h 47m
nonstop
Depart: Thu Jan 8 2015 Return: Fri Jan 16 2015 Trip spans 9 days
Spirit Airlines
Spirit Airlines
HOU
1:15a
ORD
3:47a
2h 32m
nonstop
ORD
3:20p
HOU
6:07p
2h 47m
nonstop
Depart: Fri Jan 16 2015 Return: Mon Jan 19 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
1:15a
ORD
3:47a
2h 32m
nonstop
ORD
3:20p
HOU
6:07p
2h 47m
nonstop
Depart: Thu Jan 22 2015 Return: Sat Jan 24 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
1:15a
ORD
3:47a
2h 32m
nonstop
ORD
3:20p
HOU
6:07p
2h 47m
nonstop
Depart: Thu Dec 25 2014 Return: Tue Jan 6 2015 Trip spans 13 days
American Airlines
American Airlines
HOU
1:00a
ORD
3:40a
2h 40m
nonstop
ORD
11:15a
HOU
1:56p
2h 41m
nonstop
Depart: Sun Dec 28 2014 Return: Wed Dec 31 2014 Trip spans 4 days
US Airways
US Airways
HOU
12:15a
ORD
6:04a
5h 49m
1 stop
ORD
2:25a
HOU
8:03a
5h 38m
1 stop
Depart: Fri May 22 2015 Return: Wed May 27 2015 Trip spans 6 days
United
United
HOU
2:00a
ORD
4:38a
2h 38m
nonstop
ORD
4:30p
HOU
7:08p
2h 38m
nonstop
Depart: Sat Mar 14 2015 Return: Wed Mar 18 2015 Trip spans 5 days
Delta
Delta
HOU
12:45p
MDW
5:27p
4h 42m
1 stop
MDW
8:30a
HOU
4:09p
7h 39m
1 stop
Depart: Sat Mar 7 2015 Return: Tue Mar 10 2015 Trip spans 3 days
Delta
Delta
HOU
3:15a
ORD
11:05a
7h 50m
1 stop
ORD
6:15a
HOU
1:24p
7h 09m
1 stop
Change your search
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
1855 5:50 am 8:25 am Dec 29 - Jan 2
4891 5:55 am 8:30 am Jan 3 - Jan 3
577 5:55 am 8:30 am Jan 5 - Jan 5
1877 6:00 am 8:30 am Jan 4 - Jan 4
764 6:00 am 8:35 am Dec 28 - Dec 28
3573 6:35 am 9:00 am Jan 6 - Jan 12
3573 6:35 am 9:00 am Jan 27 - Feb 9
3573 6:35 am 9:00 am Jan 16 - Jan 26
1653 7:10 am 9:45 am Dec 29 - Jan 5
1653 7:10 am 9:45 am Dec 31 - Dec 31
1916 7:10 am 9:45 am Jan 3 - Jan 3
430 7:10 am 9:35 am Jan 6 - Mar 6
752 7:15 am 9:45 am Jan 1 - Jan 1
614 7:30 am 9:55 am Jan 17 - Jan 24
2743 7:35 am 10:10 am Dec 28 - Dec 28
875 8:45 am 11:10 am Dec 28 - Dec 28
1022 8:55 am 11:20 am Jan 3 - Jan 3
2647 8:55 am 11:20 am Dec 31 - Dec 31
401 8:55 am 11:20 am Jan 4 - Jan 4
3 9:10 am 11:35 am Jan 5 - Jan 5
4463 9:10 am 11:35 am Dec 29 - Jan 2
3884 9:35 am 12:00 pm Jan 10 - Feb 28
1531 10:00 am 12:30 pm Jan 4 - Jan 4
1531 10:00 am 12:30 pm Dec 29 - Jan 5
527 11:10 am 1:35 pm Jan 11 - Mar 1
527 11:10 am 1:35 pm Jan 6 - Mar 6
3184 12:35 pm 3:00 pm Dec 28 - Dec 28
2688 1:25 pm 3:50 pm Dec 31 - Dec 31
173 1:40 pm 4:05 pm Jan 3 - Jan 3
1850 1:40 pm 4:05 pm Jan 4 - Jan 4
1867 1:40 pm 4:05 pm Dec 29 - Jan 5
2400 1:40 pm 4:05 pm Jan 1 - Jan 1
3899 2:00 pm 4:25 pm Jan 10 - Feb 28
2505 3:00 pm 5:25 pm Jan 6 - Mar 6
521 3:35 pm 6:00 pm Dec 26 - Dec 28
3736 4:40 pm 7:10 pm Jan 10 - Feb 28
151 5:15 pm 7:40 pm Jan 5 - Jan 5
1950 5:15 pm 7:40 pm Dec 31 - Dec 31
3225 5:15 pm 7:40 pm Dec 29 - Jan 4
2289 5:30 pm 7:55 pm Jan 1 - Jan 1
2259 6:00 pm 8:25 pm Dec 28 - Dec 28
1456 6:40 pm 9:05 pm Jan 11 - Mar 1
43 6:40 pm 9:05 pm Jan 6 - Mar 6
407 7:20 pm 9:40 pm Jan 5 - Jan 5
1552 7:55 pm 10:15 pm Jan 3 - Jan 4
584 8:00 pm 10:20 pm Dec 29 - Jan 2
2385 8:10 pm 10:30 pm Dec 28 - Dec 28
411 9:00 pm 11:20 pm Jan 27 - Jan 30
411 9:00 pm 11:20 pm Jan 19 - Jan 23
411 9:00 pm 11:20 pm Jan 6 - Jan 8
Airports
Origin

Houston
$135
Destination

Chicago
only $135
only $298