Chicago to Houston Flights (CHI-HOU) from $27

Wander Wisely with exceptional service, 24/7 support

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Selected fares from Chicago to Houston

The cheapest prices found with in the last 7 days for return flights were $59 and $27 for one-way flights to Houston for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Tue, Jul 2 - Wed, Jul 10
ORD
O'Hare Intl.
IAH
George Bush Intercontinental
$59 Roundtrip, found 1 day ago
$59
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jul 2 from O'Hare Intl. to George Bush Intercontinental, returning Wed, Jul 10, priced at $59 found 1 day ago
Spirit Airlines
Tue, Jul 2 - Thu, Jul 4
ORD
O'Hare Intl.
IAH
George Bush Intercontinental
$62 Roundtrip, just found
$62
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Jul 2 from O'Hare Intl. to George Bush Intercontinental, returning Thu, Jul 4, priced at $62 just found
Frontier Airlines
Tue, Aug 27 - Tue, Aug 27
MDW
Midway Intl.
IAH
George Bush Intercontinental
$69 Roundtrip, found 2 days ago
$69
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Aug 27 from Midway Intl. to George Bush Intercontinental, returning Tue, Aug 27, priced at $69 found 2 days ago

Save more with Houston Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel & Suites Houston by the Galleria

DoubleTree by Hilton Hotel & Suites Houston by the Galleria

4 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
Thompson Houston, by Hyatt

Thompson Houston, by Hyatt

4 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
Hotel ICON Autograph Collection by Marriott

Hotel ICON Autograph Collection by Marriott

4 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
C. Baldwin, Curio Collection by Hilton

C. Baldwin, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
Omni Houston Hotel

Omni Houston Hotel

4 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
The Westin At The Woodlands

The Westin At The Woodlands

4 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Houston (IAH)
Don't see what you're looking for?
See all available trips from Chicago to Houston
View all trips