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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 Jun 16 2015 Return: Tue Jul 14 2015 Trip spans 29 days
United
United
HOU
2:00a
ORD
4:43a
2h 43m
nonstop
ORD
5:05p
HOU
7:47p
2h 42m
nonstop
Depart: Tue Aug 18 2015 Return: Thu Aug 20 2015 Trip spans 3 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 Jul 15 2015 Return: Wed Jul 22 2015 Trip spans 8 days
United
United
HOU
1:20a
ORD
4:09a
2h 49m
nonstop
ORD
5:00p
HOU
7:42p
2h 42m
nonstop
Depart: Tue Jul 28 2015 Return: Wed Aug 5 2015 Trip spans 9 days
United
United
HOU
1:20a
ORD
4:10a
2h 50m
nonstop
ORD
5:00p
HOU
7:47p
2h 47m
nonstop
Depart: Wed Jul 29 2015 Return: Wed Aug 5 2015 Trip spans 8 days
United
United
HOU
1:20a
ORD
4:09a
2h 49m
nonstop
ORD
5:00p
HOU
7:47p
2h 47m
nonstop
Depart: Wed Aug 19 2015 Return: Fri Aug 21 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
2:39p
ORD
5:15p
2h 36m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Thu Aug 20 2015 Return: Sat Aug 22 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
2:00a
ORD
4:43a
2h 43m
nonstop
ORD
3:00p
HOU
5:36p
2h 36m
nonstop
Depart: Fri Aug 21 2015 Return: Sun Aug 23 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
3:10a
ORD
5:51a
2h 41m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Sat Aug 22 2015 Return: Mon Aug 24 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
2:39p
ORD
5:15p
2h 36m
nonstop
ORD
3:00p
HOU
5:36p
2h 36m
nonstop
Depart: Sun Aug 23 2015 Return: Tue Aug 25 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
3:10a
ORD
5:51a
2h 41m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Mon Aug 24 2015 Return: Wed Aug 26 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
3:10a
ORD
5:51a
2h 41m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Tue Aug 25 2015 Return: Thu Aug 27 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
3:10a
ORD
5:51a
2h 41m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Wed Aug 26 2015 Return: Thu Aug 27 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
3:10a
ORD
5:51a
2h 41m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Thu Aug 27 2015 Return: Fri Aug 28 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: Fri Aug 28 2015 Return: Sat Aug 29 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
3:10a
ORD
5:51a
2h 41m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Sat Aug 29 2015 Return: Sun Aug 30 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: Tue Jun 23 2015 Return: Sat Jun 27 2015 Trip spans 5 days
Delta
Delta
HOU
12:52p
MDW
6:17p
5h 25m
1 stop
MDW
2:35a
HOU
8:06a
5h 31m
1 stop
Depart: Tue Jul 14 2015 Return: Tue Jul 21 2015 Trip spans 8 days
Delta
Delta
HOU
11:40a
ORD
6:01p
6h 21m
1 stop
ORD
5:00a
HOU
1:10p
8h 10m
1 stop
Depart: Sun May 24 2015 Return: Sat Jun 13 2015 Trip spans 21 days
American Airlines
American Airlines
HOU
1:59p
ORD
4:43p
2h 44m
nonstop
ORD
1:59p
HOU
4:47p
2h 48m
nonstop
Depart: Wed Nov 25 2015 Return: Sun Nov 29 2015 Trip spans 5 days
US Airways
US Airways
HOU
12:15a
ORD
7:54a
7h 39m
1 stop
ORD
12:15p
HOU
3:16p
3h 01m
nonstop
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 8 - Jul 2
653 5:30 am 7:55 am Jun 1 - Jun 5
4068 5:45 am 8:15 am Jun 7 - Jun 7
4068 5:45 am 8:15 am Jun 14 - Jun 14
4068 5:45 am 8:15 am Jun 21 - Aug 2
4362 6:00 am 8:30 am Jun 13 - Jun 27
2951 6:25 am 8:50 am Jun 1 - Jun 5
1261 6:35 am 9:00 am May 31 - May 31
3305 7:15 am 9:40 am May 23 - May 30
3305 7:15 am 9:40 am Jun 6 - Jun 6
4286 7:25 am 9:55 am Jun 7 - Jul 2
4593 7:35 am 10:00 am Jun 13 - Jun 27
2109 9:00 am 11:20 am May 30 - Jun 6
3 9:00 am 11:25 am Jun 8 - Jul 2
4018 9:00 am 11:25 am Jun 7 - Aug 2
3934 10:05 am 12:25 pm May 31 - Jun 5
734 11:55 am 2:15 pm May 26 - Jun 5
1512 12:15 pm 2:40 pm May 30 - May 30
1512 12:15 pm 2:40 pm Jun 6 - Jun 6
1094 12:45 pm 3:15 pm Jun 7 - Jul 2
1566 12:55 pm 3:25 pm Jun 13 - Jun 27
4194 3:10 pm 5:45 pm May 31 - Jun 5
2822 4:05 pm 6:30 pm May 30 - Jun 6
773 4:10 pm 6:40 pm Jun 7 - Jul 2
1418 4:20 pm 6:50 pm Jun 13 - Jun 27
4251 5:35 pm 8:05 pm Jun 13 - Jun 27
1757 6:30 pm 8:55 pm May 30 - Jun 6
441 7:15 pm 9:40 pm May 31 - Jun 5
408 8:00 pm 10:30 pm Jun 7 - Jul 2
144 9:00 pm 11:20 pm May 31 - Jun 5
729 10:20 pm 12:40 am Jun 7 - Jul 2
Airports
Origin

Houston
$157
Destination

Chicago
only $157
only $184