$100 Cheap American Airlines flights Harlingen (HRL) to Chicago (ORD)

You’ll find affordable return American Airlines flights from $217 from HRL to ORD by organizing your results from “Price (lowest to highest)” on Expedia. Or search for bargains from $100 for a one-way trip.**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 usually cheaper in the off-peak months of January and February. Whether you’re searching for a return or one-way ticket, you could score a better deal then.

To find cheap American Airlines fares from Valley Intl. Airport (HRL) to O’Hare Intl. Airport (ORD), start searching one to three months before your intended departure. Securing domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also affect the cost. Sunday is typically the most affordable, while Monday is often the most expensive for domestic flights. You can save 6% on average by booking your flight on a Sunday.**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 trip from HRL to ORD with American Airlines or another carrier, select the “Nonstop” filter when browsing for tickets.

To find the earliest departure from HRL to ORD with American Airlines, filter your search by “Early Morning” and “Morning.” Choosing an early flight usually means you’re less likely to experience 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.

Board an American Airlines flight from Valley Intl. Airport (HRL) to Chicago, and you’ll most likely come in to O’Hare Intl. Airport (ORD). This is the airline’s main hub in this destination.

Changes are often free within 24 hours of making a booking, but your airline may add a charge after that time. For further details about altering your reservation, head to your “Trips,” select your flight and click on “Manage Booking.” If you want the freedom to change your plans without extra charges, check the “No cancel fee” or “Changes included” filter when planning your trip.