
Popular airlines from Houston William Hobby Airport (HOU) to Chicago
- Southwest Airlines
Southwest Airlines
- Delta
Delta
- American Airlines
American Airlines
- Sun Country Airlines
Sun Country Airlines
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Cheap Flights from Houston (HOU) to Chicago (CHI)
Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, 21 Oct - Tue, 28 Oct
HOU
Houston
MDW
Chicago
NZ$371 Return, found 2 days ago
NZ$371
Return
found 2 days ago

Tue, 21 Oct - Tue, 28 Oct
HOU
Houston
ORD
Chicago
NZ$371 Return, found 2 days ago
NZ$371
Return
found 2 days ago

Tue, 21 Oct - Tue, 28 Oct
HOU
Houston
ORD
Chicago
NZ$439 Return, found 2 days ago
NZ$439
Return
found 2 days ago

Tue, 21 Oct - Tue, 28 Oct
HOU
Houston
ORD
Chicago
NZ$440 Return, found 2 days ago
NZ$440
Return
found 2 days ago
Origin airport | William P. Hobby |
Destination airport | Midway Intl. |
Return price | NZ$370 |
Distance | 1500 km |
Perfect flights from Houston to Chicago
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Houston to Chicago. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
Picture yourself strolling through the streets of , surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
Our flexible William P. Hobby to CHI-All Airports ticket options cater to your travel preferences, with incredible one-way fares from NZ$186 and roundtrip prices from NZ$371. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at CHI-All Airports and explore and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your to travel arrangements today and embark on the journey of a lifetime in Chicago.
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Top Routes from Houston
- Houston to Newark Liberty Intl. Airport (HOU - EWR)
- Houston to Mexico City (HOU - MEX)
- Houston to Auckland (HOU - AKL)
- Houston to Dallas (HOU - DAL)
- Houston to New York (HOU - JFK)
- Houston to Morelia (HOU - MLM)
- Houston to New Orleans (HOU - MSY)
- Houston to Dallas (HOU - DFW)
- Houston to Orlando (HOU - MCO)
- Houston to Bogotá (HOU - BOG)
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Chicago Flight Deals
Chicago
NZ$234.10
Milwaukee
Houston Airports
Houston
Alternative Routes
- Ellington Field Airport (EFD)
- George Bush Intercontinental Airport (IAH)
- Eagle Lake Airport (ELA)
- Southeast Texas Regional Airport (BPT)
- Easterwood Airport (CLL)
- Lake Charles Regional Airport (LCH)
- A L Mangham Jr. Regional Airport (OCH)
- Austin-Bergstrom Intl. Airport (AUS)
- Waco Regional Airport (ACT)
- Killeen-Fort Hood Regional Airport (GRK)
Expedia's Latest Trends
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- Boston to Auckland (BOS - AKL)
- Toronto to New York (YYZ - NYC)
- Auckland to Dallas (AKL - DFW)
- Seattle to Auckland (SEA - AKL)
- Houston to Orlando (HOU - MCO)
- Auckland to Las Vegas (AKL - LAS)
- New York to Las Vegas (NYC - LAS)
- Boston to New York (BOS - JFK)
- Auckland to New York (AKL - NYC)
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- Auckland to Anchorage (AKL - ANC)
- Honolulu to Las Vegas (HNL - LAS)
- Las Vegas to Auckland (LAS - AKL)
- Auckland to Seattle (AKL - SEA)
- Auckland to Philadelphia (AKL - PHL)
- London to New York (LON - NYC)
- Auckland to San Diego (AKL - SAN)
- New York to Los Angeles (NYC - LAX)
- San Francisco to Las Vegas (SFO - LAS)
- Houston to New Orleans (HOU - MSY)
- Las Vegas to San Francisco (LAS - SFO)
- Auckland to Cincinnati (AKL - CVG)
- Dallas to Auckland (DFW - AKL)
- Auckland to Austin (AKL - AUS)
- Los Angeles to San Diego (LAX - SAN)
- Auckland to Boston (AKL - BOS)
- Las Vegas to Los Angeles (LAS - LAX)
- Vancouver to Anchorage (YVR - ANC)
- Los Angeles to Las Vegas (LAX - LAS)
- Los Angeles to Seattle (LAX - SEA)
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