Use the "Price (lowest to highest)" filter on Expedia to find cheap American Airlines return flights from JFK to ORD. Affordable one-way fares from $70 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.

To find cheap American Airlines fares from John F. Kennedy Intl. Airport (JFK) to O'Hare Intl. Airport (ORD), start searching one to three months before your planned departure. Reserving 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 how much you pay. Sunday is generally the cheapest, while Monday is often the most expensive for domestic flights. You can save 6% on average by booking your trip 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.

The first flight from JFK to ORD with American Airlines leaves at 9:00AM UTC-5. You'll touch down at 10:47AM UTC-6. The final American Airlines flight of the day leaves at 3:50PM UTC-5 and arrives at 5:38PM UTC-6. With around 20% fewer cancellations for early and mid-morning departures, starting your travel day early is generally the best way to go.**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.