$81 Cheap American Airlines flights Philadelphia (PHL) to Chicago (ORD)

Apply the “Price (lowest to highest)” filter on Expedia to look for cheap American Airlines round-trip flights from $161 from PHL to ORD. Affordable one-way fares from $81 are also available.**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.

January is one of the least expensive months to travel to Chicago with American Airlines. You could also find excellent prices on one-way and round-trip tickets in February.

Search for cheap American Airlines flights from Philadelphia Intl. Airport (PHL) to O’Hare Intl. Airport (ORD) one to three months before your day of departure. 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 tends to be 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.

Easily travel from Philadelphia Intl. Airport (PHL) to O’Hare Intl. Airport (ORD) on any of American Airlines’s 42 direct weekly flights. Use our “Nonstop” and “Airline” filters to find the American Airlines flight that’ll land at ORD at a time that suits you.

From takeoff to arrival, a nonstop American Airlines flight from Philadelphia Intl. Airport (PHL) to O’Hare Intl. Airport (ORD) typically takes 2h 27m.

Thursday has the most American Airlines flights from Philadelphia Intl. Airport (PHL) to O’Hare Intl. Airport (ORD). With 6 daily departures, this is the best day of the week to book something that will fit your plans.

Departing PHL at 7:20AM UTC-5, the first American Airlines flight to ORD lands at 8:45AM UTC-6. Traveling early means you’ll be less likely to experience cancellations.* Prefer to travel later? The last American Airlines flight from PHL to ORD departs at 6:35PM UTC-5 and touches down at 8:04PM UTC-6.*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.

O’Hare Intl. Airport (ORD) is the main gateway for American Airlines flights from Philadelphia Intl. Airport (PHL) to Chicago. But this carrier also flies to Midway Intl. Airport (MDW). Be sure to select Expedia’s “All Airports” option for your destination to see what’s available for your getaway to Chicago.

For the Philadelphia Intl. Airport (PHL) to O’Hare Intl. Airport (ORD) route, American Airlines typically operates Boeing 737-800 and Airbus A320 planes. Remember that last-minute changes are possible for operational purposes, meaning your flight may be on a different aircraft.

Changes are usually free within 24 hours of booking, but your airline may charge you after that. For more details about altering your flights, head to your “Trips,” select your flight and click on “Manage Booking.” If you’d like the flexibility to change your itinerary without additional costs, check the “No cancel fee” or “Changes included” filter when planning your next break.