$144 Cheap American Airlines flights Chicago (ORD) to Gulfport (GPT)

Grab cheap return American Airlines flights from $254 from ORD to GPT by organizing your results from "Price (lowest to highest)" on Expedia. Or look for options from $144 for a one-way journey.**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.

For cheap American Airlines fares from O'Hare Intl. Airport (ORD) to Gulfport - Biloxi Intl. Airport (GPT), start searching one to three months before your planned 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 impact the price you pay. Sunday tends to be the most affordable, while Monday is often the most expensive for domestic flights. You can save 6% on average by choosing to book 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 find the earliest departures from ORD to GPT with American Airlines, filter your search by "Early Morning" and "Morning." Choosing 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.