$72 Cheap American Airlines flights New York (JFK) to Chicago (ORD)

Use the “Price (lowest to highest)” filter on Expedia to find cheap American Airlines return flights from $140 from JFK to ORD. Affordable one-way fares from $72 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.

Browse for return or one-way flights to Chicago in January or February. You could find an affordable fare with American Airlines during these off-peak travel months.

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.

Book a seat on one of American Airlines’s 14 direct weekly flights from John F. Kennedy Intl. Airport (JFK) to O’Hare Intl. Airport (ORD). To view available options, enter your origin, destination and dates and hit search. Then apply the “Nonstop” and “Airline” filters.

From takeoff to arrival, a direct American Airlines flight from John F. Kennedy Intl. Airport (JFK) to O’Hare Intl. Airport (ORD) typically takes 2h 47m.

American Airlines has the most flights from John F. Kennedy Intl. Airport (JFK) to O’Hare Intl. Airport (ORD) on Thursday. With up to 2 daily departures, you’ll get the most choice and flexibility on this day.

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.

Board an American Airlines flight from John F. Kennedy Intl. Airport (JFK) to Chicago, and you’ll likely touch down at O’Hare Intl. Airport (ORD). This is the airline’s primary hub in this city.

For the John F. Kennedy Intl. Airport (JFK) to O’Hare Intl. Airport (ORD) route, American Airlines typically operates Boeing 737 MAX 8 and Boeing 737-800 planes. Remember that last-minute changes can occur for operational purposes, so your flight may be on a different aircraft.

Typically, you can reschedule or cancel your flight, although there may be additional fees if your booking was made more than 24 hours ago. Prefer to keep your options open? Use Expedia’s “Changes included” or “No cancel fee” filter to find flights that won’t charge you extra if you need to adjust your plans. To update your itinerary, visit “Trips,” select your flight and click on “Manage Booking” for more information.