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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: 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: Tue Jan 6 2015 Return: Thu Jan 8 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 Jan 8 2015 Return: Wed Jan 14 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: Fri Jan 9 2015 Return: Sat Jan 10 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: Sat Jan 10 2015 Return: Mon Jan 12 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 Jan 11 2015 Return: Mon Jan 12 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: 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: Sun Jan 18 2015 Return: Mon Jan 19 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 Jan 20 2015 Return: Tue Jan 27 2015 Trip spans 8 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: Thu Jan 22 2015 Return: Wed Jan 28 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: Fri Jan 23 2015 Return: Mon Jan 26 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: Sat Jan 24 2015 Return: Mon Jan 26 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 Jan 25 2015 Return: Mon Jan 26 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 Jan 27 2015 Return: Wed Jan 28 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 Jan 28 2015 Return: Thu Jan 29 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: Sat Dec 27 2014 Return: Thu Jan 1 2015 Trip spans 6 days
American Airlines
American Airlines
HOU
2:35p
ORD
5:05p
2h 30m
nonstop
ORD
4:30p
HOU
7:10p
2h 40m
nonstop
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: Mon Jan 19 2015 Return: Mon Jan 26 2015 Trip spans 8 days
Delta
Delta
HOU
2:40a
MDW
7:24a
4h 44m
1 stop
MDW
1:30a
HOU
7:18a
5h 48m
1 stop
Depart: Thu Jun 18 2015 Return: Wed Jun 24 2015 Trip spans 7 days
Delta
Delta
HOU
2:45a
ORD
9:25a
6h 40m
1 stop
ORD
3:00a
HOU
9:21a
6h 21m
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
3573 6:35 am 9:00 am Jan 16 - Jan 26
3573 6:35 am 9:00 am Jan 27 - Feb 9
3573 6:35 am 9:00 am Jan 6 - Jan 12
1653 7:10 am 9:45 am Dec 31 - Dec 31
1653 7:10 am 9:45 am Dec 29 - Jan 5
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
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 6 - Mar 6
527 11:10 am 1:35 pm Jan 11 - Mar 1
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
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
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
411 9:00 pm 11:20 pm Jan 6 - Jan 8
411 9:00 pm 11:20 pm Jan 19 - Jan 23
411 9:00 pm 11:20 pm Jan 27 - Jan 30
Airports
Origin

Houston
$145
Destination

Chicago
only $145
only $282