Find Deals on Flights from Houston Hobby & other airports to Chicago (HOU - CHI)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youth
12-17
Child
2-11
Seat Infant
under 2
Lap Infant
under 2
The price shown for each flight will be the average for all passengers including any infants.
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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 Aug 11 2015 Return: Tue Aug 25 2015 Trip spans 15 days
Spirit Airlines
Spirit Airlines
HOU
2:00a
ORD
4:43a
2h 43m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Wed Aug 12 2015 Return: Wed Aug 19 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
HOU
3:09p
ORD
5:45p
2h 36m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Wed Aug 19 2015 Return: Tue Aug 25 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
HOU
2:00a
ORD
4:43a
2h 43m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Sat Aug 22 2015 Return: Tue Aug 25 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
3:09p
ORD
5:45p
2h 36m
nonstop
ORD
5:25a
HOU
8:05a
2h 40m
nonstop
Depart: Tue Aug 25 2015 Return: Wed Aug 26 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: Wed Aug 26 2015 Return: Sat Aug 29 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
3:10a
ORD
5:51a
2h 41m
nonstop
ORD
3:00p
HOU
5:36p
2h 36m
nonstop
Depart: Tue Sep 1 2015 Return: Sat Sep 5 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
HOU
3:09p
ORD
5:45p
2h 36m
nonstop
ORD
3:00p
HOU
5:36p
2h 36m
nonstop
Depart: Wed Sep 2 2015 Return: Sat Sep 5 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
3:10a
ORD
5:51a
2h 41m
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
3:30a
HOU
6:07a
2h 37m
nonstop
Depart: Tue Sep 15 2015 Return: Sat Sep 19 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
HOU
6:00a
ORD
8:38a
2h 38m
nonstop
ORD
3:30a
HOU
6:07a
2h 37m
nonstop
Depart: Wed Sep 16 2015 Return: Sat Sep 19 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 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: Tue Sep 22 2015 Return: Sat Sep 26 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 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
3:30a
HOU
6:07a
2h 37m
nonstop
Depart: Sat Sep 26 2015 Return: Tue Sep 29 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: Tue Sep 8 2015 Return: Sat Sep 12 2015 Trip spans 5 days
United
United
HOU
2:00a
ORD
4:47a
2h 47m
nonstop
ORD
2:19a
HOU
5:05a
2h 46m
nonstop
Depart: Tue Nov 24 2015 Return: Sat Nov 28 2015 Trip spans 5 days
Delta
Delta
HOU
8:55a
ORD
3:20p
6h 25m
1 stop
ORD
4:10a
HOU
9:37a
5h 27m
1 stop
Depart: Wed Dec 30 2015 Return: Fri Jan 1 2016 Trip spans 3 days
Delta
Delta
HOU
1:45a
MDW
8:12a
6h 27m
1 stop
MDW
8:50a
HOU
4:56p
8h 06m
1 stop
Depart: Sun Dec 27 2015 Return: Sun Jan 3 2016 Trip spans 8 days
American Airlines
American Airlines
HOU
9:27a
ORD
12:20p
2h 53m
nonstop
ORD
2:50a
HOU
5:38a
2h 48m
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
1133 5:45 am 8:20 am Sep 8 - Sep 10
605 5:45 am 8:20 am Aug 31 - Sep 4
605 5:45 am 8:20 am Aug 10 - Aug 28
3057 8:10 am 10:35 am Aug 9 - Sep 4
3057 8:10 am 10:35 am Sep 8 - Sep 25
5997 8:25 am 10:55 am Sep 5 - Sep 5
1825 8:30 am 11:00 am Aug 15 - Aug 29
5 9:40 am 12:10 pm Aug 9 - Aug 28
5 9:40 am 12:10 pm Aug 30 - Aug 30
5 9:40 am 12:10 pm Aug 31 - Sep 4
5 9:45 am 12:15 pm Sep 7 - Sep 7
5 9:45 am 12:15 pm Sep 8 - Sep 10
5539 9:45 am 12:15 pm Sep 6 - Sep 6
1408 10:30 am 12:55 pm Sep 7 - Sep 7
1807 10:30 am 1:00 pm Sep 5 - Sep 5
4924 10:30 am 1:00 pm Aug 15 - Aug 29
1019 11:45 am 2:10 pm Aug 9 - Aug 30
1411 11:45 am 2:10 pm Sep 7 - Sep 7
2838 11:45 am 2:10 pm Aug 10 - Sep 4
2838 11:45 am 2:10 pm Sep 8 - Sep 11
4446 12:40 pm 3:05 pm Aug 15 - Aug 29
5241 12:40 pm 3:05 pm Sep 5 - Sep 5
4492 2:55 pm 5:20 pm Aug 15 - Aug 29
6603 2:55 pm 5:20 pm Sep 5 - Sep 5
259 3:35 pm 6:05 pm Aug 9 - Sep 4
259 3:35 pm 6:05 pm Sep 7 - Oct 30
5888 3:45 pm 6:15 pm Sep 6 - Sep 6
3953 5:00 pm 7:30 pm Aug 15 - Aug 29
4872 5:00 pm 7:30 pm Sep 5 - Sep 5
2115 7:10 pm 9:40 pm Sep 7 - Sep 7
1210 7:35 pm 10:05 pm Sep 6 - Sep 6
2809 7:35 pm 10:05 pm Aug 9 - Aug 30
1688 7:40 pm 10:10 pm Sep 8 - Sep 10
704 7:40 pm 10:10 pm Aug 10 - Sep 4
1996 10:20 pm 12:40 am Sep 8 - Sep 10
1996 10:20 pm 12:40 am Aug 9 - Sep 4
1996 10:20 pm 12:40 am Sep 7 - Sep 14
Airports
Origin

Houston
$81
Destination

Chicago
only $81
only $393