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Book Cheap American Airlines flights from New York City (NYC) to Chicago (CHI)

Flight deals from New York City to Chicago

Save big and visit this destination

Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.

American Airlines flight deals from New York City to Chicago

Philadelphia Chicago
BEST
DEAL
Sat, 18 May PHL - ORD
$85 $80
Prime price per passenger
Newark - Nj Chicago
BEST
DEAL
Sun, 30 Jun EWR - ORD
$87 $84
Prime price per passenger
Philadelphia Chicago
BEST
DEAL
Wed, 15 May PHL - ORD
Thu, 16 May ORD - PHL
$102 $97
Prime price per passenger
New York City Chicago
BEST
DEAL
Sun, 14 Jul LGA - ORD
$108 $105
Prime price per passenger
Philadelphia Chicago
BEST
DEAL
Mon, 13 May PHL - MDW
Tue, 14 May MDW - PHL
$108 $106
Prime price per passenger
westchester, NY Chicago
BEST
DEAL
Sun, 04 Aug HPN - ORD
$139 $136
Prime price per passenger
Newark - Nj Chicago
BEST
DEAL
Wed, 15 May EWR - ORD
Thu, 16 May ORD - EWR
$174 $168
Prime price per passenger
Newark - Nj Chicago
BEST
DEAL
Wed, 15 May EWR - ORD
Thu, 16 May ORD - EWR
$195 $191
Prime price per passenger
westchester, NY Chicago
BEST
DEAL
Wed, 15 May HPN - ORD
Wed, 15 May ORD - HPN
$438
Prime price per passenger
westchester, NY Chicago
BEST
DEAL
Tue, 14 May HPN - ORD
Thu, 16 May ORD - HPN
$502 $500
Prime price per passenger

Best flight offers from other airlines

Philadelphia Chicago
BEST
DEAL
Wed, 15 May PHL - MDW
Thu, 16 May MDW - PHL
$49 $48
Prime price per passenger
Philadelphia Chicago
BEST
DEAL
Wed, 15 May PHL - MDW
Thu, 16 May MDW - PHL
$50 $49
Prime price per passenger
Philadelphia Chicago
BEST
DEAL
Wed, 15 May PHL - MDW
Thu, 16 May MDW - PHL
$51 $50
Prime price per passenger
Philadelphia Chicago
BEST
DEAL
Thu, 16 May PHL - MDW
Thu, 16 May MDW - PHL
$55 $54
Prime price per passenger
Philadelphia Chicago
BEST
DEAL
Tue, 14 May PHL - MDW
Thu, 16 May MDW - PHL
$56 $55
Prime price per passenger
Philadelphia Chicago
BEST
DEAL
Thu, 16 May PHL - MDW
Thu, 16 May MDW - PHL
$57 $56
Prime price per passenger

Get your flight with American Airlines to Chicago starting at $80

Looking for a great deal on American Airlines flights from New York City to Chicago? eDreams US has an amazing search engine for you to check the last minute American Airlines airfares if you are in hurry to see a loved one or for a last minute business trip. No need to worry for a smart choice! You can also look for the cheapest prices and save some money to enjoy more in Chicago. We quickly compare and display the cheapest flight combinations in seconds and bring you the best ones! Adjust your travel dates now and explore the dozens of American Airlines offers from New York City at great prices, as you have all the privilege to access the top airline carriers and their best offers. Already chose American Airlines's best suited deal? Don´t forget to enhance your Chicago holiday by booking a hotel and renting a car! Convenience will take on a completely new meaning after your experience with eDreams!.

Fly with eDreams

At eDreams, your online travel portal, you can easily find cheap flights with American Airlines from New York City to Chicago. Our fast search engine compares thousands of flights in just a few seconds and only shows you the really suitable flight connections.

Find the best deals on American Airlines flights from New York City to Chicago!

Easy online travel

You can easily choose from various options, such as price, departure times, airport, flight duration, flight connections (direct flight or with a stopover) and many more, thereby filtering the most suitable American Airlines flight from New York City after Chicago. Book your trip and save a lot of time with the simple and clear flight search from eDreams!

Book now

It is also worth downloading the eDreams app and subscribing to our newsletter - here you will also receive exclusive discounts and offers with which you can save a lot of money on your next travel booking. You can also easily book a hotel or rental car in Chicago with your trip at eDreams. With our combination offers you save even more! Book your American Airlines flights from New York City to Chicago quickly, easily and conveniently now with eDreams.

American Airlines New York City-Chicago flights FAQ's

Which airports does American Airlines fly between New York City and Chicago?
For flights between New York City and Chicago, American Airlines operates from the following airport routes: La Guardia (LGA) to O hare International Airport (ORD) ; La Guardia (LGA) to O hare International Airport (ORD)
What do American Airlines flights from New York City to Chicago cost?
One of American Airlines cheapest prices for a New York City to Chicago flight we have right now is $80. On average though, flights with American Airlines cost $193.77 for the route New York City to Chicago, but it mostly depends on the season and how far in advance you book your tickets.
Cheapest Ticket Price $80 The most affordable rate found in the last 72 hours for flights operated by American Airlines leaving from New York City and going to Chicago, according to our customers' bookings.
Flight Time 2 h and 45 m The American Airlines flight duration between New York City and Chicago is around 2 h and 45 m, however it could be affected by other circumstances.
Departure Airport John F Kennedy Intl Airport Your departure will be from John F Kennedy Intl Airport, when flying with American Airlines from New York City to Chicago.
Arrival Airport O'hare International Airport When flying with American Airlines from New York City to Chicago, your arrival airport will be John F Kennedy Intl Airport.

Plan your trip

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