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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: Wed Sep 9 2015 Return: Sat Sep 12 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
3:10a
ORD
5:51a
2h 41m
nonstop
ORD
3:20p
HOU
5:59p
2h 39m
nonstop
Depart: Sat Sep 12 2015 Return: Sat Sep 19 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 15 2015 Return: Sat Sep 19 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
HOU
11:55a
ORD
2:30p
2h 35m
nonstop
ORD
3:20p
HOU
5:59p
2h 39m
nonstop
Depart: Wed Sep 16 2015 Return: Sat Sep 19 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 Sep 19 2015 Return: Tue Sep 22 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 Nov 14 2015 Return: Wed Nov 18 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
HOU
1:30p
ORD
3:58p
2h 28m
nonstop
ORD
4:25a
HOU
7:10a
2h 45m
nonstop
Depart: Thu Sep 10 2015 Return: Sat Sep 12 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
6:07a
ORD
8:38a
2h 31m
nonstop
ORD
3:30a
HOU
6:07a
2h 37m
nonstop
Depart: Fri Sep 11 2015 Return: Sat Sep 12 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
3:18a
ORD
5:56a
2h 38m
nonstop
ORD
3:30a
HOU
6:07a
2h 37m
nonstop
Depart: Sun Sep 13 2015 Return: Sat Sep 19 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
HOU
3:18a
ORD
5:56a
2h 38m
nonstop
ORD
3:30a
HOU
6:07a
2h 37m
nonstop
Depart: Mon Sep 14 2015 Return: Sat Sep 19 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
HOU
11:55a
ORD
2:30p
2h 35m
nonstop
ORD
3:20p
HOU
5:59p
2h 39m
nonstop
Depart: Thu Sep 17 2015 Return: Sat Sep 19 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
6:00a
ORD
8:38a
2h 38m
nonstop
ORD
3:20p
HOU
5:59p
2h 39m
nonstop
Depart: Sun Sep 20 2015 Return: Tue Sep 22 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
3:18a
ORD
5:56a
2h 38m
nonstop
ORD
3:30a
HOU
6:07a
2h 37m
nonstop
Depart: Mon Sep 21 2015 Return: Tue Sep 22 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: Tue Sep 8 2015 Return: Wed Sep 9 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
2:39p
ORD
5:15p
2h 36m
nonstop
ORD
2:00p
HOU
4:36p
2h 36m
nonstop
Depart: Fri Sep 18 2015 Return: Sat Sep 19 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: Sun Aug 2 2015 Return: Mon Aug 10 2015 Trip spans 9 days
United
United
HOU
4:45a
ORD
7:27a
2h 42m
nonstop
ORD
5:00p
HOU
7:42p
2h 42m
nonstop
Depart: Sat Aug 15 2015 Return: Tue Aug 18 2015 Trip spans 4 days
American Airlines
American Airlines
HOU
1:55p
ORD
4:47p
2h 52m
nonstop
ORD
3:25a
HOU
6:13a
2h 48m
nonstop
Depart: Mon Aug 24 2015 Return: Thu Oct 1 2015 Trip spans 39 days
US Airways
US Airways
HOU
1:55p
ORD
4:47p
2h 52m
nonstop
ORD
3:25a
HOU
6:18a
2h 53m
nonstop
Depart: Thu Nov 12 2015 Return: Sun Nov 15 2015 Trip spans 4 days
Delta
Delta
HOU
3:15a
MDW
8:12a
4h 57m
1 stop
MDW
1:00a
HOU
6:40a
5h 40m
1 stop
Depart: Fri Nov 20 2015 Return: Tue Dec 1 2015 Trip spans 12 days
Delta
Delta
HOU
11:55a
ORD
5:55p
6h 00m
1 stop
ORD
9:35a
HOU
2:35p
5h 00m
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 Jun 29 - Jul 9
645 5:25 am 7:55 am Jul 10 - Aug 7
4068 5:45 am 8:15 am Jun 28 - Aug 2
4362 6:00 am 8:30 am Jul 11 - Aug 8
4286 7:25 am 9:55 am Jun 28 - Jul 9
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
3 9:00 am 11:25 am Jun 29 - Jul 9
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
1094 12:45 pm 3:15 pm Jun 28 - Jul 9
1094 12:45 pm 3:15 pm Jul 10 - Aug 7
1566 12:55 pm 3:25 pm Aug 8 - Aug 8
1566 12:55 pm 3:25 pm Jul 11 - Aug 1
259 3:35 pm 6:05 pm Aug 9 - Sep 4
773 4:10 pm 6:40 pm Jul 10 - Aug 7
773 4:10 pm 6:40 pm Jun 28 - Jul 9
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
408 8:00 pm 10:30 pm Jun 28 - Jul 9
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
729 10:20 pm 12:40 am Jun 28 - Jul 9
Airports
Origin

Houston
$81
Destination

Chicago
only $81
only $184