$34 Cheap flight deals from Chicago (CHI) to Southwest Houston (HOU)

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This Weekend's Flight Deals from Chicago to Southwest Houston

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Nov 16 - Sun, Jan 18
MDW
Midway Intl.
IAH
George Bush Intercontinental
$141 Roundtrip, found 2 days ago
$141
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Nov 16 from Midway Intl. to George Bush Intercontinental, returning Sun, Jan 18, priced at $141 found 2 days ago
Sun, Nov 16 - Sun, Jan 18
MDW
Midway Intl.
IAH
George Bush Intercontinental
$141 Roundtrip, found 2 days ago
$141
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Nov 16 from Midway Intl. to George Bush Intercontinental, returning Sun, Jan 18, priced at $141 found 2 days ago
Fri, Nov 14 - Thu, Nov 20
ORD
O'Hare Intl.
IAH
George Bush Intercontinental
$165 Roundtrip, just found
$165
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Nov 14 from O'Hare Intl. to George Bush Intercontinental, returning Thu, Nov 20, priced at $165 just found
Fri, Nov 14 - Thu, Nov 20
ORD
O'Hare Intl.
IAH
George Bush Intercontinental
$165 Roundtrip, just found
$165
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Nov 14 from O'Hare Intl. to George Bush Intercontinental, returning Thu, Nov 20, priced at $165 just found

Airfares from $34 One Way, $49 Round Trip from Chicago to Southwest Houston

Prices starting at $49 for return flights and $34 for one-way flights to Southwest Houston were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Dec 9 - Wed, Dec 10
ORD
Chicago
IAH
Houston
$49 Roundtrip, found 6 days ago
$49
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Dec 9 from Chicago to Houston, returning Wed, Dec 10, priced at $49 found 6 days ago
Thu, Jan 22 - Fri, Jan 30
MDW
Chicago
HOU
Houston
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Jan 22 from Chicago to Houston, returning Fri, Jan 30, priced at $117 found 1 day ago
Fri, Jan 16 - Mon, Jan 19
ORD
Chicago
IAH
Houston
$117 Roundtrip, found 8 hours ago
$117
Roundtrip
found 8 hours ago
Select United flight, departing Fri, Jan 16 from Chicago to Houston, returning Mon, Jan 19, priced at $117 found 8 hours ago
Wed, Feb 18 - Fri, Feb 20
ORD
Chicago
HOU
Houston
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Feb 18 from Chicago to Houston, returning Fri, Feb 20, priced at $137 found 3 days ago
Wed, Feb 18 - Fri, Feb 20
RFD
Rockford
IAH
Houston
$139 Roundtrip, found 3 days ago
$139
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Feb 18 from Rockford to Houston, returning Fri, Feb 20, priced at $139 found 3 days ago

Southwest Houston economy flight packages

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

DoubleTree by Hilton Hotel & Suites Houston by the Galleria

8.2/10 Very Good! (2,684 reviews)

Dec 30 - Jan 1

2 night stay

Chicago (CHI) to Houston (IAH)

Spirit Airlines • Coach

Houston (IAH) to Chicago (CHI)

United • Coach
Price was $316, price is now $216 per person
$216
per person
found 1 day ago
Everything was nice , staff went above and beyond

Reviewed on Oct 17, 2025

Margaritaville Lake Resort, Lake Conroe/Houston
3.5-star property

Margaritaville Lake Resort, Lake Conroe/Houston

8.2/10 Very Good! (1,015 reviews)

Dec 30 - Jan 4

5 night stay

Chicago (CHI) to Houston (IAH)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,064, price is now $693 per person
$693
per person
found 1 day ago
The pool area was clean and very relaxing. The stores and restaurants could have more available merchandise available to purchase. Overall, It was a great stay and we would recommend it! We would stay again !

Reviewed on Aug 27, 2023

Holiday Inn Club Vacations Galveston Seaside Resort by IHG
3.0-star property

Holiday Inn Club Vacations Galveston Seaside Resort by IHG

8.6/10 Excellent! (583 reviews)

Dec 12 - Dec 16

4 night stay

Chicago (ORD) to Houston (IAH)

Frontier Airlines • Coach

Houston (IAH) to Chicago (ORD)

Spirit Airlines • Coach
Save 100% on your flight
Price was $511, price is now $352 per person
$352
per person
found 1 day ago
Beautiful room and accomodations. Would recommend but showers had cold water, no elevator access to third floor room, and not enough pillows/sheets provided for sofa bed sleeper. Still would definitely stay again as these drawbacks would not likely repeat.

Reviewed on Oct 25, 2025

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More About Flying To Southwest Houston from Chicago

Route Information for Flights from Chicago to Southwest Houston

Origin Airport IATA Code
CHI
Destination Airport IATA Code
HOU
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Southwest Houston

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.