Browse Origins:
Browse Destinations:

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: Mon May 4 2015 Return: Thu May 7 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 5 2015 Return: Wed May 6 2015 Trip spans 2 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: Thu May 7 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
2:05a
ORD
4:40a
2h 35m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Thu May 7 2015 Return: Tue May 12 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
HOU
2:05a
ORD
4:35a
2h 30m
nonstop
ORD
3:00p
HOU
5:42p
2h 42m
nonstop
Depart: Fri May 8 2015 Return: Sun May 24 2015 Trip spans 17 days
Spirit Airlines
Spirit Airlines
HOU
2:05a
ORD
4:35a
2h 30m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Sat May 9 2015 Return: Wed May 13 2015 Trip spans 5 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: Sun May 24 2015 Trip spans 13 days
Spirit Airlines
Spirit Airlines
HOU
2:05a
ORD
4:35a
2h 30m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Wed May 13 2015 Return: Thu May 14 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
2:05a
ORD
4:35a
2h 30m
nonstop
ORD
3:00p
HOU
5:42p
2h 42m
nonstop
Depart: Tue May 19 2015 Return: Sun May 24 2015 Trip spans 6 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 20 2015 Return: Sun May 24 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
HOU
2:39p
ORD
5:15p
2h 36m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Sat May 23 2015 Return: Sun May 24 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 May 27 2015 Return: Thu May 28 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: Thu May 28 2015 Return: Sat May 30 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: Fri May 29 2015 Return: Sat May 30 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
2:05a
ORD
4:35a
2h 30m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Sat May 30 2015 Return: Mon Jun 1 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: Mon Jun 1 2015 Return: Tue Jun 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: Tue Jul 14 2015 Return: Tue Jul 21 2015 Trip spans 8 days
United
United
HOU
1:49p
ORD
4:35p
2h 46m
nonstop
ORD
5:07a
HOU
9:46a
4h 39m
1 stop
Depart: Tue Jun 16 2015 Return: Tue Jun 23 2015 Trip spans 8 days
Delta
Delta
HOU
4:10a
MDW
9:15a
5h 05m
1 stop
MDW
8:30a
HOU
1:35p
5h 05m
1 stop
Depart: Mon Jul 6 2015 Return: Wed Jul 15 2015 Trip spans 10 days
Delta
Delta
HOU
11:15a
ORD
5:16p
6h 01m
1 stop
ORD
5:04a
HOU
10:25a
5h 21m
1 stop
Depart: Sat Aug 15 2015 Return: Sat Aug 22 2015 Trip spans 8 days
American Airlines
American Airlines
HOU
1:00a
ORD
6:50a
5h 50m
1 stop
ORD
1:00a
HOU
5:06a
4h 06m
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 27 - May 22
653 5:30 am 7:55 am May 26 - Jun 5
2951 6:25 am 8:50 am Apr 27 - May 22
2951 6:25 am 8:50 am May 26 - Jun 5
1261 6:35 am 9:00 am May 31 - May 31
1261 6:35 am 9:00 am Apr 26 - May 17
3305 7:15 am 9:40 am Apr 25 - May 30
2109 9:00 am 11:20 am May 30 - Jun 6
2109 9:00 am 11:20 am Apr 25 - May 16
2148 9:00 am 11:20 am May 23 - May 23
1086 9:35 am 11:55 am May 24 - May 24
3934 10:05 am 12:25 pm May 26 - Jun 5
3934 10:05 am 12:25 pm Apr 26 - May 22
3934 10:10 am 12:30 pm May 25 - May 25
4591 11:55 am 2:15 pm May 25 - May 25
4591 11:55 am 2:15 pm May 24 - May 24
734 11:55 am 2:15 pm May 17 - May 22
734 11:55 am 2:15 pm May 3 - May 15
734 11:55 am 2:15 pm May 26 - Jun 5
1512 12:15 pm 2:40 pm Apr 25 - May 16
1512 12:15 pm 2:40 pm May 30 - May 30
1524 12:15 pm 2:40 pm May 23 - May 23
3965 3:10 pm 5:45 pm May 25 - May 25
4194 3:10 pm 5:45 pm Apr 26 - May 22
4194 3:10 pm 5:45 pm May 26 - Jun 5
988 3:10 pm 5:45 pm May 24 - May 24
2802 4:05 pm 6:30 pm May 23 - May 23
2822 4:05 pm 6:30 pm Apr 25 - May 16
2822 4:05 pm 6:30 pm May 30 - Jun 6
1757 6:30 pm 8:55 pm Apr 25 - May 16
1757 6:30 pm 8:55 pm May 30 - Jun 6
441 7:00 pm 9:25 pm May 24 - May 24
441 7:15 pm 9:40 pm Apr 26 - May 22
441 7:15 pm 9:40 pm May 26 - Jun 5
1305 7:20 pm 9:45 pm May 25 - May 25
362 8:55 pm 11:15 pm May 25 - May 25
144 9:00 pm 11:20 pm Apr 26 - May 22
144 9:00 pm 11:20 pm May 26 - Jun 5
Airports
Origin

Houston
$137
Destination

Chicago
only $137
only $184