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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: Wed Apr 1 2015 Return: Wed Apr 8 2015 Trip spans 8 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: Sat Apr 11 2015 Trip spans 4 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 Apr 14 2015 Return: Wed Apr 15 2015 Trip spans 2 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 17 2015 Return: Sat Apr 18 2015 Trip spans 2 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 21 2015 Return: Tue May 5 2015 Trip spans 15 days
Spirit Airlines
Spirit Airlines
HOU
2:05a
ORD
4:40a
2h 35m
nonstop
ORD
5:15a
HOU
7:55a
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: Wed May 13 2015 Return: Sat May 16 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
2:05a
ORD
4:40a
2h 35m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Wed Mar 25 2015 Return: Wed Apr 29 2015 Trip spans 36 days
Spirit Airlines
Spirit Airlines
HOU
2:16a
ORD
4:51a
2h 35m
nonstop
ORD
3:00p
HOU
5:42p
2h 42m
nonstop
Depart: Tue Mar 31 2015 Return: Tue Apr 14 2015 Trip spans 15 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: Wed Apr 15 2015 Return: Mon Apr 20 2015 Trip spans 6 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: Mon Apr 20 2015 Trip spans 5 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 22 2015 Return: Tue Apr 28 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
HOU
2:39p
ORD
5:15p
2h 36m
nonstop
ORD
3:00p
HOU
5:42p
2h 42m
nonstop
Depart: Sat Apr 25 2015 Return: Sun Apr 26 2015 Trip spans 2 days
US Airways
US Airways
HOU
6:31a
ORD
9:15a
2h 44m
nonstop
ORD
1:55a
HOU
7:15a
5h 20m
1 stop
Depart: Tue May 26 2015 Return: Sun May 31 2015 Trip spans 6 days
United
United
HOU
12:59p
ORD
3:48p
2h 49m
nonstop
ORD
2:18a
HOU
5:06a
2h 48m
nonstop
Depart: Sun May 3 2015 Return: Fri May 8 2015 Trip spans 6 days
Delta
Delta
HOU
3:10a
MDW
7:47a
4h 37m
1 stop
MDW
2:45a
HOU
8:16a
5h 31m
1 stop
Depart: Sat May 2 2015 Return: Sun May 3 2015 Trip spans 2 days
American Airlines
American Airlines
HOU
12:57p
ORD
8:06p
7h 09m
1 stop
ORD
3:20a
HOU
9:16a
5h 56m
1 stop
Depart: Sun Apr 12 2015 Return: Sat Apr 18 2015 Trip spans 7 days
Multiple Airlines
Multiple Airlines
HOU
1:00a
ORD
5:26a
4h 26m
1 stop
ORD
3:09a
HOU
5:58a
2h 49m
nonstop
Depart: Mon Jul 6 2015 Return: Mon Jul 13 2015 Trip spans 8 days
Delta
Delta
HOU
10:00a
ORD
5:45p
7h 45m
1 stop
ORD
12:45p
HOU
5:44p
4h 59m
1 stop
Depart: Sun Aug 23 2015 Return: Mon Aug 24 2015 Trip spans 2 days
JetBlue Airways
JetBlue Airways
HOU
6:46a
ORD
6:21p
11h 35m
1 stop
ORD
2:00a
HOU
1:39p
11h 39m
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
653 5:30 am 7:55 am Apr 8 - May 22
1944 6:00 am 8:25 am Apr 7 - Apr 7
905 6:00 am 8:25 am Mar 9 - Apr 6
2951 6:25 am 8:50 am Apr 8 - Apr 10
1261 6:35 am 9:00 am Apr 12 - May 17
935 6:55 am 9:15 am Mar 14 - Apr 4
3305 7:15 am 9:40 am Apr 11 - May 30
2060 7:50 am 10:10 am Mar 14 - Apr 4
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
2109 9:00 am 11:20 am Apr 11 - May 16
233 9:20 am 11:40 am Mar 16 - Apr 6
233 9:20 am 11:40 am Mar 9 - Mar 13
3503 9:20 am 11:40 am Apr 7 - Apr 7
4012 9:50 am 12:10 pm Mar 8 - Apr 5
3934 10:05 am 12:25 pm Apr 8 - May 22
2381 10:55 am 1:15 pm Apr 4 - Apr 4
2381 10:55 am 1:15 pm Mar 14 - Mar 28
2692 11:40 am 2:00 pm Mar 8 - Apr 3
2692 11:40 am 2:00 pm Apr 5 - Apr 6
3801 11:40 am 2:00 pm Apr 7 - Apr 7
734 11:55 am 2:15 pm Apr 8 - May 1
1512 12:15 pm 2:40 pm Apr 11 - Apr 11
21 1:35 pm 3:55 pm Apr 7 - Apr 7
23 1:35 pm 3:55 pm Mar 8 - Apr 6
4194 3:10 pm 5:45 pm Apr 8 - Apr 17
6 4:00 pm 6:25 pm Mar 14 - Apr 4
2822 4:05 pm 6:30 pm Apr 11 - May 16
1814 4:40 pm 7:00 pm Mar 8 - Apr 6
1814 4:40 pm 7:00 pm Apr 7 - Apr 7
2573 6:10 pm 8:35 pm Mar 14 - Apr 4
1757 6:30 pm 8:55 pm Apr 11 - May 16
441 7:15 pm 9:40 pm Apr 8 - May 22
3482 8:45 pm 11:00 pm Mar 29 - Apr 3
3482 8:45 pm 11:00 pm Mar 8 - Mar 27
3482 8:45 pm 11:00 pm Apr 5 - Apr 6
144 9:00 pm 11:20 pm Apr 8 - May 22
Airports
Origin

Houston
$77
Destination

Chicago
only $77
only $182