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: Sat Sep 19 2015 Return: Tue Sep 22 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: 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
3:20p
HOU
5:59p
2h 39m
nonstop
Depart: Tue Sep 22 2015 Return: Fri Sep 25 2015 Trip spans 4 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
11:55a
ORD
2:30p
2h 35m
nonstop
ORD
3:20p
HOU
5:59p
2h 39m
nonstop
Depart: Thu Sep 24 2015 Return: Sat Sep 26 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
11:55a
ORD
2:30p
2h 35m
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: Sun Sep 27 2015 Return: Tue Sep 29 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 28 2015 Return: Thu Oct 1 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: Tue Sep 29 2015 Return: Wed Sep 30 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
11:55a
ORD
2:30p
2h 35m
nonstop
ORD
11:40a
HOU
2:19p
2h 39m
nonstop
Depart: Wed Sep 30 2015 Return: Thu Oct 1 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
3:18a
ORD
5:56a
2h 38m
nonstop
ORD
3:20p
HOU
5:59p
2h 39m
nonstop
Depart: Thu Oct 1 2015 Return: Fri Oct 2 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
HOU
6:00a
ORD
8:38a
2h 38m
nonstop
ORD
3:20p
HOU
5:59p
2h 39m
nonstop
Depart: Sat Oct 3 2015 Return: Tue Oct 6 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: Sun Oct 4 2015 Return: Tue Oct 6 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 Oct 5 2015 Return: Tue Oct 6 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: Tue Oct 6 2015 Return: Thu Oct 8 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
11:55a
ORD
2:30p
2h 35m
nonstop
ORD
3:30a
HOU
6:07a
2h 37m
nonstop
Depart: Wed Oct 7 2015 Return: Fri Oct 9 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
3:18a
ORD
5:56a
2h 38m
nonstop
ORD
3:20p
HOU
5:59p
2h 39m
nonstop
Depart: Mon Sep 7 2015 Return: Sat Sep 12 2015 Trip spans 6 days
United
United
HOU
2:00a
ORD
4:47a
2h 47m
nonstop
ORD
7:09a
HOU
9:51a
2h 42m
nonstop
Depart: Fri Feb 12 2016 Return: Mon Feb 15 2016 Trip spans 4 days
Delta
Delta
HOU
1:30a
MDW
9:30a
8h 00m
1 stop
MDW
10:10a
HOU
5:06p
6h 56m
1 stop
Depart: Fri Feb 19 2016 Return: Sun Feb 21 2016 Trip spans 3 days
Delta
Delta
HOU
1:30a
ORD
6:33a
5h 03m
1 stop
ORD
4:10a
HOU
9:37a
5h 27m
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
1133 5:45 am 8:20 am Sep 8 - Sep 10
1866 5:45 am 8:20 am Sep 28 - Oct 16
605 5:45 am 8:20 am Sep 11 - Sep 25
1023 8:10 am 10:40 am Sep 27 - Oct 25
3057 8:10 am 10:40 am Sep 28 - Oct 30
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 Sep 12 - Sep 26
1390 8:35 am 11:05 am Oct 3 - Oct 24
5 9:40 am 12:10 pm Sep 11 - Sep 18
5 9:40 am 12:10 pm Sep 20 - Sep 25
5 9:40 am 12:10 pm Sep 13 - Sep 13
1715 9:45 am 12:15 pm Sep 27 - Oct 25
5 9:45 am 12:15 pm Sep 7 - Sep 7
5 9:45 am 12:15 pm Sep 8 - Sep 10
5 9:45 am 12:15 pm Sep 28 - Oct 30
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 Sep 12 - Oct 24
1019 11:45 am 2:10 pm Sep 13 - Sep 20
1411 11:45 am 2:10 pm Sep 7 - Sep 7
2838 11:45 am 2:10 pm Sep 14 - Oct 16
2838 11:45 am 2:10 pm Sep 8 - Sep 11
900 11:45 am 2:10 pm Sep 27 - Oct 11
4446 12:40 pm 3:05 pm Sep 12 - Oct 31
5241 12:40 pm 3:05 pm Sep 5 - Sep 5
4489 2:55 pm 5:20 pm Oct 3 - Oct 24
4492 2:55 pm 5:20 pm Sep 12 - Sep 26
6603 2:55 pm 5:20 pm Sep 5 - Sep 5
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 Sep 12 - Sep 19
3953 5:00 pm 7:30 pm Oct 3 - Oct 3
3953 5:00 pm 7:30 pm Sep 26 - Sep 26
4872 5:00 pm 7:30 pm Sep 5 - Sep 5
1688 6:40 pm 9:10 pm Oct 5 - Oct 30
1688 6:40 pm 9:10 pm Sep 27 - Oct 4
1688 6:40 pm 9:10 pm Sep 28 - Sep 28
704 6:50 pm 9:20 pm Sep 11 - Sep 25
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 Sep 13 - Sep 20
1688 7:40 pm 10:10 pm Sep 8 - Sep 10
1996 10:20 pm 12:40 am Sep 8 - Sep 10
1996 10:20 pm 12:40 am Sep 7 - Sep 14
1996 10:20 pm 12:40 am Sep 15 - Sep 24
1996 10:20 pm 12:40 am Sep 25 - Sep 25
316 10:20 pm 12:40 am Sep 27 - Oct 30
4413 10:20 pm 12:40 am Sep 18 - Sep 18
Airports
Origin

Houston
$97
Destination

Chicago
only $97
only $214