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Find Deals on Flights 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: Sat Aug 29 2015 Return: Sat Sep 5 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: Tue Sep 1 2015 Return: Wed Sep 2 2015 Trip spans 2 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 Sep 2 2015 Return: Sat Sep 5 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
2:39p
ORD
5:15p
2h 36m
nonstop
ORD
3:00p
HOU
5:36p
2h 36m
nonstop
Depart: Wed Sep 9 2015 Return: Sat Sep 12 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
3:42p
ORD
6:23p
2h 41m
nonstop
ORD
3:20p
HOU
5:59p
2h 39m
nonstop
Depart: Sat Sep 12 2015 Return: Tue Sep 15 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
11:55a
ORD
2:30p
2h 35m
nonstop
ORD
3:20p
HOU
5:59p
2h 39m
nonstop
Depart: Tue Sep 15 2015 Return: Wed Sep 16 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
11:55a
ORD
2:30p
2h 35m
nonstop
ORD
3:30a
HOU
6:07a
2h 37m
nonstop
Depart: Wed Sep 23 2015 Return: Sat Sep 26 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
3:18a
ORD
5:56a
2h 38m
nonstop
ORD
3:20p
HOU
5:59p
2h 39m
nonstop
Depart: Sat Sep 26 2015 Return: Sat Oct 3 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
HOU
11:55a
ORD
2:30p
2h 35m
nonstop
ORD
3:20p
HOU
5:59p
2h 39m
nonstop
Depart: Tue Sep 29 2015 Return: Sat Oct 3 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
HOU
6:00a
ORD
8:38a
2h 38m
nonstop
ORD
3:20p
HOU
5:59p
2h 39m
nonstop
Depart: Wed Sep 30 2015 Return: Sat Oct 3 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
11:55a
ORD
2:30p
2h 35m
nonstop
ORD
3:20p
HOU
5:59p
2h 39m
nonstop
Depart: Sat Oct 3 2015 Return: Tue Oct 6 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
3:18a
ORD
5:56a
2h 38m
nonstop
ORD
3:20p
HOU
5:59p
2h 39m
nonstop
Depart: Sat Oct 10 2015 Return: Tue Oct 13 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
11:55a
ORD
2:30p
2h 35m
nonstop
ORD
3:30a
HOU
6:07a
2h 37m
nonstop
Depart: Tue Oct 13 2015 Return: Wed Oct 21 2015 Trip spans 9 days
Spirit Airlines
Spirit Airlines
HOU
6:00a
ORD
8:38a
2h 38m
nonstop
ORD
3:20p
HOU
5:59p
2h 39m
nonstop
Depart: Sat Oct 17 2015 Return: Wed Oct 21 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
HOU
11:55a
ORD
2:30p
2h 35m
nonstop
ORD
3:30a
HOU
6:07a
2h 37m
nonstop
Depart: Sat Oct 24 2015 Return: Tue Oct 27 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
11:55a
ORD
2:30p
2h 35m
nonstop
ORD
3:20p
HOU
5:59p
2h 39m
nonstop
Depart: Tue Sep 8 2015 Return: Wed Sep 9 2015 Trip spans 2 days
United
United
HOU
7:27a
ORD
10:07a
2h 40m
nonstop
ORD
7:09a
HOU
9:51a
2h 42m
nonstop
Depart: Mon Aug 3 2015 Return: Thu Aug 20 2015 Trip spans 18 days
US Airways
US Airways
HOU
1:55p
ORD
4:47p
2h 52m
nonstop
ORD
3:25a
HOU
6:13a
2h 48m
nonstop
Depart: Wed Nov 4 2015 Return: Mon Nov 9 2015 Trip spans 6 days
Delta
Delta
HOU
6:25a
MDW
1:29p
7h 04m
1 stop
MDW
8:50a
HOU
1:33p
4h 43m
1 stop
Depart: Wed Jul 8 2015 Return: Thu Jul 30 2015 Trip spans 23 days
American Airlines
American Airlines
HOU
4:00a
ORD
6:52a
2h 52m
nonstop
ORD
3:25a
HOU
6:13a
2h 48m
nonstop
Depart: Tue Dec 22 2015 Return: Tue Dec 29 2015 Trip spans 8 days
Delta
Delta
HOU
7:50a
ORD
2:58p
7h 08m
1 stop
ORD
6:05a
HOU
10:37a
4h 32m
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
645 5:25 am 7:55 am Jul 10 - Aug 7
4068 5:45 am 8:15 am Jun 28 - Aug 2
605 5:45 am 8:20 am Aug 10 - Sep 4
4362 6:00 am 8:30 am Jul 11 - Aug 8
4286 7:25 am 9:55 am Jul 10 - Aug 7
168 7:35 am 10:00 am Aug 8 - Aug 8
4593 7:35 am 10:00 am Jul 11 - Aug 1
3057 8:10 am 10:35 am Aug 9 - Sep 4
3 9:00 am 11:25 am Jul 10 - Aug 7
4018 9:00 am 11:25 am Jun 28 - Aug 2
5 9:40 am 12:10 pm Aug 9 - Aug 28
1019 11:45 am 2:10 pm Aug 9 - Aug 30
2838 11:45 am 2:10 pm Aug 10 - Sep 4
1094 12:45 pm 3:15 pm Jul 10 - Aug 7
1566 12:55 pm 3:25 pm Jul 11 - Aug 1
1566 12:55 pm 3:25 pm Aug 8 - Aug 8
259 3:35 pm 6:05 pm Aug 9 - Sep 4
773 4:10 pm 6:40 pm Jul 10 - Aug 7
1418 4:20 pm 6:50 pm Jul 11 - Aug 1
33 4:20 pm 6:50 pm Aug 8 - Aug 8
4251 5:35 pm 8:05 pm Jul 11 - Aug 8
2809 7:35 pm 10:05 pm Aug 9 - Aug 30
704 7:40 pm 10:10 pm Aug 10 - Sep 4
408 8:00 pm 10:30 pm Jul 10 - Aug 7
1996 10:20 pm 12:40 am Aug 9 - Sep 4
729 10:20 pm 12:40 am Jul 10 - Aug 7
Airports
Origin

Houston
$81
Destination

Chicago
only $81
only $184