S$126 Cheap Flights from Houston to Chicago

View S$126 flight on Wed, 6 May, 2026Opens in a new window

Popular airlines from Houston William Hobby Airport (HOU) to Chicago

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Cheap Flights from Houston to Chicago (HOU-CHI)

Prices were available within the past 7 days and start at S$126 for one-way flights and S$251 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, 6 May - Wed, 13 May
HOU
Houston
ORD
Chicago
S$251 Return, found 3 days ago
S$251
Return
found 3 days ago
Select Delta flight, departing Wed, 6 May from Houston to Chicago, returning Wed, 13 May, priced at S$251 found 3 days ago
Delta
Wed, 6 May - Wed, 13 May
HOU
Houston
MDW
Chicago
S$353 Return, found 3 days ago
S$353
Return
found 3 days ago
Select Delta flight, departing Wed, 6 May from Houston to Chicago, returning Wed, 13 May, priced at S$353 found 3 days ago

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Find the cheapest month to fly from Houston (HOU) to Chicago (CHI)

January is typically the cheapest month to fly

From S$73 - S$244 per traveller.

Travel information

Origin airport
William P. Hobby
Destination airport
O'Hare Intl.
Return price
S$250
Distance
1512 km

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Perfect flights from Houston to Chicago

Your Journey from Houston to Chicago

Start your unforgettable journey with Expedia. Our broad selection of flights from Houston to Chicago caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Delta, American Airlines. Our selection of flights from William P. Hobby to CHI-All Airports caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 5 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Houston to Chicago Flights

Experience the joy of finding cheap flights from William P. Hobby to CHI-All Airports that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$126 and roundtrip prices from S$251*.
 

Pre-Flight Essentials

Ensure a smooth journey from Houston to Chicago with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Chicago

Picture yourself stepping off the plane in Chicago and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Houston to Chicago Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Houston to Chicago.
 

Beyond the Flight – Exploring Chicago

With Expedia, your adventure extends beyond the flight. Explore Chicago at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Houston to Chicago with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Houston to Chicago with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.
Perfect flights from Houston to Chicago

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