$79 Cheap American Airlines flights Houston (HOU) to Chicago (ORD)

Use the “Price (lowest to highest)” filter on Expedia to search for cheap American Airlines return flights from $152 from HOU to ORD. Affordable one-way fares from $79 are available as well.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

American Airlines flights to Chicago are typically cheaper in the quieter months of January and February. Whether you need a one-way or round-trip ticket, you could land a better deal then.

Begin your search one to three months ahead of your departure date to get cheaper fares on American Airlines flights from William P. Hobby Airport (HOU) to O’Hare Intl. Airport (ORD). You can save 25% by booking your domestic flight 34 to 86 days in advance compared to last-minute reservations made 6 to 12 days out. You could also reduce costs by buying your fare on a Sunday, as it’s 6% cheaper on average than a Monday, the most expensive day to book.* Get your timing spot on, and you can enjoy significant savings on domestic trips.*Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC’s global airline sales database.

To see if there’s a direct journey from HOU to ORD with American Airlines or another carrier, use our “Nonstop” filter when searching for tickets.

To find the earliest departure from HOU to ORD with American Airlines, filter your results by “Morning” and “Early Morning.” Booking an early flight usually means you’ll experience fewer cancellations.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.

Get on an American Airlines flight from William P. Hobby Airport (HOU) to Chicago, and you’ll probably come in to O’Hare Intl. Airport (ORD). This is the airline’s primary hub in this destination.

Depending on the type of ticket you purchased, a fee may apply if you cancel or reschedule your booking more than 24 hours after confirmation. To find flexible plane tickets, select our “No cancel fee” or “Changes included” filter when you search for flights. For more details on changing or canceling your reservation, head to “Trips,” select your flight and click on “Manage Booking.”