American Airlines New York to Chicago Flights

Return flight: Chicago – New York
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Cheapflightsplus.com will find cheap American Airlines flights from New York to Chicago. Compare airline ticket prices and book air tickets starting from $63 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of American Airlines, arrivals and departure details below.

Find Cheap Airfare New York (NY) — Chicago (IL) by American Airlines

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in december: one-way - $63, two-way – $108.
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Cheap Flights from New York to Chicago by American Airlines

Look at the list of plane tickets for the most popular direct flights by American Airlines, their prices start from $63. The fastest nonstop flight takes 2h 39m. There’re no connecting flights.
Price Departure Arrival Flight Time Airline Flight
from $63
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4:05 pm
New York
La Guardia
 5:44 pm
Chicago
O'Hare International
 2h 39m American Airlines
AA527
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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 12/21/2024
Below is a detailed 2025 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
Departure Arrival Flight Details Flight Time Price
4:05 pm — 5:44 pm
4:05 pm — 5:44 pm AA527 American Airlines
New York — Chicago
2h 39m
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from$63
*Departure and arrival times are local. Last updated on 12/21/2024

Flight Information

There is 1 flight by American Airlines from New York to Chicago every week with departures from John F Kennedy Intl, La Guardia, Westchester County, 39th Street Ferry, Battery Pk City/N. Cov, East 34th St Landing, Pier 11/Wall St. SPB, Newyork Airport, Newyork Airport, Flushing, West 30th St Heliport, Downtown Manhattan H/p, East 60th Street H/P, Marine Air Terminal, East 34th St Heliport, World Trade Center. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 4:05 pm to 4:05 pm. Nonstop flight is 2h 39m. The time difference between New York and Chicago is 1h.

  • The fastest flight 2h 39m
  • Average flight time 2h 39m
  • The earliest flight 4:05 pm
  • The latest flight 4:05 pm
  • Distance 711 ml

The cheapest months for traveling to Chicago are december (from 63 $), october (from 248 $).

The cheapest flight by American Airlines that our users were able to find is $63. This airfare is economy class on one-way AA527 flight for December 24, 2024 leaving La Guardia in New York at 4:05 pm, it includes all taxes and additional fees.

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American Airlines Airplanes on the Route

List of the most popular American Airlines airplanes flying from New York to Chicago:

  • Boeing 737
    from $63
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Other Popular Airlines on the Route

Besides American Airlines there are other 4 airline carriers between New York and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from New York to Chicago.

Nonstop flights

There are 26 direct flights every day from New York. Airlines and fares are below:

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Connecting Flights

List of flights with layovers (1 and more stops):

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How to book an air ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected airfare.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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