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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 Mar 19 2015 Return: Wed Mar 25 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: Tue Mar 24 2015 Return: Wed Apr 1 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 Apr 1 2015 Return: Sat Apr 11 2015 Trip spans 11 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 Apr 8 2015 Return: Fri Apr 10 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
2:16a
ORD
4:51a
2h 35m
nonstop
ORD
4:17p
HOU
7:00p
2h 43m
nonstop
Depart: Thu Apr 9 2015 Return: Sat Apr 11 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
2:16a
ORD
4:51a
2h 35m
nonstop
ORD
4:17p
HOU
7:00p
2h 43m
nonstop
Depart: Fri Apr 10 2015 Return: Tue Apr 14 2015 Trip spans 5 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 Apr 15 2015 Return: Sat Apr 18 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
2:16a
ORD
4:51a
2h 35m
nonstop
ORD
3:00p
HOU
5:42p
2h 42m
nonstop
Depart: Thu Apr 16 2015 Return: Sat Apr 18 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
2:05a
ORD
4:40a
2h 35m
nonstop
ORD
5:15a
HOU
7:55a
2h 40m
nonstop
Depart: Fri Apr 17 2015 Return: Mon Apr 20 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
2:05a
ORD
4:40a
2h 35m
nonstop
ORD
3:00p
HOU
5:42p
2h 42m
nonstop
Depart: Tue Apr 28 2015 Return: Tue May 19 2015 Trip spans 22 days
Spirit Airlines
Spirit Airlines
HOU
2:05a
ORD
4:40a
2h 35m
nonstop
ORD
3:00p
HOU
5:42p
2h 42m
nonstop
Depart: Wed Apr 29 2015 Return: Wed May 6 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
HOU
2:39p
ORD
5:15p
2h 36m
nonstop
ORD
5:15a
HOU
7:55a
2h 40m
nonstop
Depart: Tue May 5 2015 Return: Tue May 12 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
HOU
2:39p
ORD
5:15p
2h 36m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Wed May 6 2015 Return: Sat May 9 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
2:39p
ORD
5:15p
2h 36m
nonstop
ORD
3:00p
HOU
5:42p
2h 42m
nonstop
Depart: Tue May 12 2015 Return: Wed May 13 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
2:39p
ORD
5:15p
2h 36m
nonstop
ORD
3:00p
HOU
5:42p
2h 42m
nonstop
Depart: Tue Mar 17 2015 Return: Mon Mar 30 2015 Trip spans 14 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 18 2015 Return: Mon Mar 30 2015 Trip spans 13 days
Spirit Airlines
Spirit Airlines
HOU
2:16a
ORD
4:51a
2h 35m
nonstop
ORD
4:17p
HOU
7:00p
2h 43m
nonstop
Depart: Sat Mar 21 2015 Return: Tue Mar 24 2015 Trip spans 4 days
United
United
HOU
2:11a
ORD
4:48a
2h 37m
nonstop
ORD
3:26p
HOU
6:12p
2h 46m
nonstop
Depart: Mon Apr 13 2015 Return: Thu Apr 16 2015 Trip spans 4 days
Delta
Delta
HOU
11:09a
MDW
6:10p
7h 01m
1 stop
MDW
3:05a
HOU
10:29a
7h 24m
1 stop
Depart: Fri Aug 7 2015 Return: Mon Aug 10 2015 Trip spans 4 days
American Airlines
American Airlines
HOU
1:15a
ORD
7:19a
6h 04m
1 stop
ORD
12:30p
HOU
7:42p
7h 12m
1 stop
Depart: Mon Apr 20 2015 Return: Tue Apr 21 2015 Trip spans 2 days
Delta
Delta
HOU
2:05p
ORD
6:46p
4h 41m
1 stop
ORD
7:15a
HOU
12:24p
5h 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
1944 6:00 am 8:25 am Apr 7 - Apr 7
905 6:00 am 8:25 am Mar 9 - Apr 6
935 6:55 am 9:15 am Mar 7 - Mar 7
935 6:55 am 9:15 am Mar 14 - Apr 4
2060 7:50 am 10:10 am Mar 14 - Apr 4
2060 7:50 am 10:10 am Mar 7 - Mar 7
3683 7:50 am 10:15 am Apr 7 - Apr 7
955 8:00 am 10:25 am Apr 5 - Apr 6
955 8:00 am 10:25 am Mar 8 - Apr 3
233 9:20 am 11:40 am Mar 9 - Mar 13
233 9:20 am 11:40 am Mar 16 - Apr 6
3503 9:20 am 11:40 am Apr 7 - Apr 7
4012 9:50 am 12:10 pm Mar 8 - Apr 5
2381 10:55 am 1:15 pm Mar 14 - Mar 28
2381 10:55 am 1:15 pm Apr 4 - Apr 4
2692 11:40 am 2:00 pm Apr 5 - Apr 6
2692 11:40 am 2:00 pm Mar 8 - Apr 3
3801 11:40 am 2:00 pm Apr 7 - Apr 7
211 12:10 pm 2:30 pm Mar 7 - Mar 7
21 1:35 pm 3:55 pm Apr 7 - Apr 7
23 1:35 pm 3:55 pm Mar 8 - Apr 6
235 4:00 pm 6:25 pm Mar 7 - Mar 7
6 4:00 pm 6:25 pm Mar 14 - Apr 4
1814 4:40 pm 7:00 pm Mar 8 - Apr 6
1814 4:40 pm 7:00 pm Apr 7 - Apr 7
1249 6:10 pm 8:35 pm Mar 7 - Mar 7
2573 6:10 pm 8:35 pm Mar 14 - Apr 4
3482 8:45 pm 11:00 pm Apr 5 - Apr 6
3482 8:45 pm 11:00 pm Mar 8 - Mar 27
3482 8:45 pm 11:00 pm Mar 29 - Apr 3
Airports
Origin

Houston
$77
Destination

Chicago
only $77
only $182