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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: Tue Feb 10 2015 Return: Tue Feb 17 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
HOU
1:15a
ORD
3:47a
2h 32m
nonstop
ORD
3:17p
HOU
6:00p
2h 43m
nonstop
Depart: Wed Feb 11 2015 Return: Tue Feb 17 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
HOU
1:15a
ORD
3:47a
2h 32m
nonstop
ORD
3:17p
HOU
6:00p
2h 43m
nonstop
Depart: Tue Feb 17 2015 Return: Wed Feb 18 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
1:20a
ORD
3:55a
2h 35m
nonstop
ORD
3:17p
HOU
6:00p
2h 43m
nonstop
Depart: Wed Feb 18 2015 Return: Tue Feb 24 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
HOU
1:20a
ORD
3:55a
2h 35m
nonstop
ORD
3:17p
HOU
6:00p
2h 43m
nonstop
Depart: Tue Feb 24 2015 Return: Tue Mar 3 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
HOU
1:20a
ORD
3:55a
2h 35m
nonstop
ORD
3:17p
HOU
6:00p
2h 43m
nonstop
Depart: Wed Feb 25 2015 Return: Tue Mar 3 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
HOU
1:20a
ORD
3:55a
2h 35m
nonstop
ORD
3:17p
HOU
6:00p
2h 43m
nonstop
Depart: Tue Mar 3 2015 Return: Tue Mar 10 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
HOU
1:20a
ORD
3:55a
2h 35m
nonstop
ORD
4:17p
HOU
7:00p
2h 43m
nonstop
Depart: Wed Mar 4 2015 Return: Tue Mar 10 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
HOU
1:20a
ORD
3:55a
2h 35m
nonstop
ORD
4:17p
HOU
7:00p
2h 43m
nonstop
Depart: Tue Mar 10 2015 Return: Wed Mar 18 2015 Trip spans 9 days
Spirit Airlines
Spirit Airlines
HOU
2:16a
ORD
4:51a
2h 35m
nonstop
ORD
4:17p
HOU
7:00p
2h 43m
nonstop
Depart: Wed Mar 11 2015 Return: Tue Mar 17 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
HOU
2:16a
ORD
4:51a
2h 35m
nonstop
ORD
4:17p
HOU
7:00p
2h 43m
nonstop
Depart: Wed Feb 4 2015 Return: Thu Feb 5 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 Feb 5 2015 Return: Tue Feb 10 2015 Trip spans 6 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: Tue Feb 10 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: Mon Feb 9 2015 Return: Wed Feb 11 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 Feb 12 2015 Return: Tue Feb 17 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
HOU
1:20a
ORD
3:55a
2h 35m
nonstop
ORD
3:17p
HOU
6:00p
2h 43m
nonstop
Depart: Wed Apr 15 2015 Return: Wed Apr 22 2015 Trip spans 8 days
United
United
HOU
4:15a
ORD
6:59a
2h 44m
nonstop
ORD
8:01a
HOU
10:49a
2h 48m
nonstop
Depart: Sat Jan 31 2015 Return: Wed Feb 11 2015 Trip spans 12 days
American Airlines
American Airlines
HOU
2:42p
ORD
5:10p
2h 28m
nonstop
ORD
4:30p
HOU
7:04p
2h 34m
nonstop
Depart: Fri Jul 31 2015 Return: Mon Aug 3 2015 Trip spans 4 days
US Airways
US Airways
HOU
1:30p
ORD
7:47p
6h 17m
1 stop
ORD
12:30p
HOU
7:42p
7h 12m
1 stop
Depart: Sat May 9 2015 Return: Tue May 19 2015 Trip spans 11 days
Delta
Delta
HOU
8:30a
MDW
1:24p
4h 54m
1 stop
MDW
8:30a
HOU
1:24p
4h 54m
1 stop
Depart: Tue Apr 7 2015 Return: Fri Apr 10 2015 Trip spans 4 days
Delta
Delta
HOU
8:30a
ORD
4:20p
7h 50m
1 stop
ORD
2:00a
HOU
7:40a
5h 40m
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
3573 6:35 am 9:00 am Jan 27 - Feb 9
3573 6:35 am 9:00 am Feb 13 - Feb 23
3573 6:35 am 9:00 am Feb 27 - Mar 6
935 6:55 am 9:15 am Mar 7 - Mar 7
430 7:10 am 9:35 am Jan 27 - Mar 6
614 7:30 am 9:55 am Feb 7 - Feb 28
2060 7:50 am 10:10 am Mar 7 - Mar 7
955 8:00 am 10:25 am Mar 8 - Apr 6
3884 9:35 am 12:00 pm Jan 31 - Feb 28
4012 9:50 am 12:10 pm Mar 8 - Apr 5
527 11:10 am 1:35 pm Feb 1 - Mar 1
527 11:10 am 1:35 pm Jan 27 - Mar 6
2692 11:40 am 2:00 pm Mar 8 - Apr 6
211 12:10 pm 2:30 pm Mar 7 - Mar 7
23 1:35 pm 3:55 pm Mar 8 - Apr 6
3899 2:00 pm 4:25 pm Jan 31 - Feb 28
2505 3:00 pm 5:25 pm Jan 27 - Mar 6
235 4:00 pm 6:25 pm Mar 7 - Mar 7
1814 4:40 pm 7:00 pm Mar 8 - Apr 6
3736 4:40 pm 7:10 pm Jan 31 - Feb 28
1249 6:10 pm 8:35 pm Mar 7 - Mar 7
1456 6:40 pm 9:05 pm Feb 1 - Mar 1
43 6:40 pm 9:05 pm Jan 27 - Mar 6
3482 8:45 pm 11:00 pm Mar 8 - Apr 6
411 9:00 pm 11:20 pm Feb 2 - Feb 8
411 9:00 pm 11:20 pm Mar 6 - Mar 6
411 9:00 pm 11:20 pm Feb 10 - Feb 22
411 9:00 pm 11:20 pm Feb 24 - Mar 1
Airports
Origin

Houston
$105
Destination

Chicago
only $105
only $277