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

Grab affordable round-trip American Airlines flights from $208 from ORD to HRL by filtering your results from "Price (lowest to highest)" on Expedia. Or look for options 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.

Search for cheap American Airlines flights from O'Hare Intl. Airport (ORD) to Valley Intl. Airport (HRL) one to three months prior to your departure day. Travelers who book domestic flights 34 to 86 days in advance can save 25% compared to those who book just 6 to 12 days ahead. No matter the fare class and journey, the best day of the week to book a domestic flight is usually Sunday and the most expensive day is typically Monday. Passengers who book on a Sunday can save 6% on average compared to those who book on a Monday.**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.

Find American Airlines's earliest flights from ORD to HRL by using our "Morning" and "Early Morning" filters. Not only will you get to your destination sooner, early departures also have a 20% less chance of being canceled.**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.