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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: Mon May 11 2015 Return: Tue May 12 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 12 2015 Return: Sat May 16 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: Wed May 13 2015 Return: Sat May 16 2015 Trip spans 4 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: Thu Jun 4 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: Wed May 20 2015 Return: Sat May 23 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
2:05a
ORD
4:35a
2h 30m
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
2:05a
ORD
4:35a
2h 30m
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
2:39p
ORD
5:15p
2h 36m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Tue Jun 2 2015 Return: Wed Jun 3 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: Wed Jun 3 2015 Return: Thu Jun 4 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: Thu Jun 4 2015 Return: Sat Jun 6 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
2:05a
ORD
4:35a
2h 30m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Fri Jun 5 2015 Return: Sat Jun 6 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: Mon Jun 8 2015 Return: Tue Jun 9 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: Tue Jun 9 2015 Return: Wed Jun 10 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: Thu Aug 20 2015 Return: Wed Aug 26 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
HOU
2:00a
ORD
4:43a
2h 43m
nonstop
ORD
3:00p
HOU
5:36p
2h 36m
nonstop
Depart: Wed Aug 26 2015 Return: Sun Aug 30 2015 Trip spans 5 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: Tue Sep 1 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
HOU
2:39p
ORD
5:15p
2h 36m
nonstop
ORD
3:00p
HOU
5:36p
2h 36m
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: Sat Jun 13 2015 Return: Sat Jun 27 2015 Trip spans 15 days
Delta
Delta
HOU
9:35a
MDW
5:27p
7h 52m
1 stop
MDW
2:35a
HOU
8:06a
5h 31m
1 stop
Depart: Sat Aug 1 2015 Return: Fri Aug 7 2015 Trip spans 7 days
Delta
Delta
HOU
5:35a
ORD
10:24a
4h 49m
1 stop
ORD
2:45a
HOU
8:11a
5h 26m
1 stop
Depart: Wed Jul 8 2015 Return: Sat Jul 11 2015 Trip spans 4 days
American Airlines
American Airlines
HOU
1:00a
ORD
5:33a
4h 33m
1 stop
ORD
1:02p
HOU
7:13p
6h 11m
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 8 - Jul 2
653 5:30 am 7:55 am May 4 - May 22
653 5:30 am 7:55 am May 26 - Jun 5
4068 5:45 am 8:15 am Jun 7 - Jun 7
2951 6:25 am 8:50 am May 4 - 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 May 3 - May 17
3305 7:15 am 9:40 am Jun 6 - Jun 6
3305 7:15 am 9:40 am May 2 - May 30
4286 7:25 am 9:55 am Jun 7 - Jul 2
2109 9:00 am 11:20 am May 2 - May 16
2109 9:00 am 11:20 am May 30 - Jun 6
2148 9:00 am 11:20 am May 23 - May 23
3 9:00 am 11:25 am Jun 8 - Jul 2
4018 9:00 am 11:25 am Jun 7 - Aug 2
1086 9:35 am 11:55 am May 24 - May 24
3934 10:05 am 12:25 pm May 3 - May 22
3934 10:05 am 12:25 pm May 26 - Jun 5
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 26 - Jun 5
734 11:55 am 2:15 pm May 3 - May 15
734 11:55 am 2:15 pm May 17 - May 22
1512 12:15 pm 2:40 pm May 30 - May 30
1512 12:15 pm 2:40 pm Jun 6 - Jun 6
1512 12:15 pm 2:40 pm May 2 - May 16
1524 12:15 pm 2:40 pm May 23 - May 23
1094 12:45 pm 3:15 pm Jun 7 - Jul 2
3965 3:10 pm 5:45 pm May 25 - May 25
4194 3:10 pm 5:45 pm May 26 - Jun 5
4194 3:10 pm 5:45 pm May 3 - May 22
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 May 2 - May 16
2822 4:05 pm 6:30 pm May 30 - Jun 6
773 4:10 pm 6:40 pm Jun 7 - Jul 2
1757 6:30 pm 8:55 pm May 30 - Jun 6
1757 6:30 pm 8:55 pm May 2 - May 16
441 7:00 pm 9:25 pm May 24 - May 24
441 7:15 pm 9:40 pm May 3 - May 22
441 7:15 pm 9:40 pm May 26 - Jun 5
1305 7:20 pm 9:45 pm May 25 - May 25
408 8:00 pm 10:30 pm Jun 7 - Jul 2
362 8:55 pm 11:15 pm May 25 - May 25
144 9:00 pm 11:20 pm May 26 - Jun 5
144 9:00 pm 11:20 pm May 3 - May 22
729 10:20 pm 12:40 am Jun 7 - Jul 2
Airports
Origin

Houston
$137
Destination

Chicago
only $137
only $184