$59 Cheap Flights from Houston (HOU) to Chicago (ORD)

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Find available prices by choosing your travel dates.

Cheap Flights from Houston to Chicago (HOU-ORD)

Prices were available within the past 7 days and start at $59 for one-way flights and $114 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
United
Southwest Airlines
JetBlue Airways

Frequently asked questions

Is it cheaper to buy a plane ticket from William P. Hobby Airport to O'Hare Airport last minute?
Booking your trip from HOU to ORD at the last minute could save you some dough if you get lucky and find an awesome deal. However, fares generally don’t get cheaper as the date of departure nears. If you wait around, flights could also be booked up or the best seats taken (because who wants the middle seat?). If you don’t want to risk it, book well in advance of the date you want to leave. It’s worth noting that some of the best deals can be found up to 12 months in advance. If your favorite carrier hasn’t released its fares yet, check back regularly as deals are constantly updated on Expedia.
What airports do you fly into for Chicago from Houston?
O’Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT) are your options when connecting from Houston to Chicago. Around 16 mi northwest of downtown Chicago, O’Hare Intl. Airport (ORD) is the city’s major hub. Take into account things like flight arrival and departure times and the distance to your hotel before choosing your airport. Wrigley Field and Millennium Park are two awesome attractions to put on your must-see list when you arrive at your destination.
Can I change the date of my flight from William P. Hobby Airport to ORD?
Plans can change, so Expedia is here to help make amending your trip as easy as possible. First, find your William P. Hobby Airport to ORD itinerary through the Expedia Trips portal and browse the ticket conditions and rules about change fees or other charges. If you booked your fare in the last 24 hours, some carriers will let you cancel without charge and book new flights. If you booked your fare more than 24 hours ago, contact us via our Customer Service portal to find out what your options are.
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