S$282 Cheap Flights from Houston to Chicago

View S$282 flight on Fri, 16 Jan, 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$282 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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

March is typically the cheapest month to fly

From S$76 - S$411 per traveller.
Houston to Chicago route information
Origin airport
William P. Hobby
Destination airport
CHI-All Airports
Distance
1493 km

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. 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 1 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$282 and roundtrip prices *.
 

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.

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*Available to Expedia members.