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  4. Chicago - New York City

Book $48 Cheap American Airlines flights from Chicago (CHI) to New York City (NYC)

Flight deals from Chicago to New York City

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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 Chicago to New York City

Chicago New York City
BEST
DEAL
Thu, 27 Feb ORD - JFK
-21 %
$61 $48
Prime price per passenger
Chicago Newark - Nj
BEST
DEAL
Thu, 02 Jan ORD - EWR
$177 $172
Prime price per passenger
Chicago Philadelphia
BEST
DEAL
Sun, 09 Mar ORD - PHL
$194 $184
Prime price per passenger
Chicago New York City
BEST
DEAL
Tue, 24 Dec ORD - LGA
Wed, 25 Dec LGA - ORD
$254 $243
Prime price per passenger
Chicago Philadelphia
BEST
DEAL
Mon, 23 Dec ORD - PHL
Wed, 25 Dec PHL - ORD
$275 $270
Prime price per passenger
Chicago westchester, NY
BEST
DEAL
Wed, 25 Dec ORD - HPN
$280 $264
Prime price per passenger
Chicago New York City
BEST
DEAL
Fri, 20 Dec ORD - LGA
Tue, 24 Dec LGA - ORD
$301 $292
Prime price per passenger
Chicago Newark - Nj
BEST
DEAL
Mon, 23 Dec ORD - EWR
Tue, 24 Dec EWR - ORD
$403 $398
Prime price per passenger
Chicago Newark - Nj
BEST
DEAL
Tue, 24 Dec ORD - EWR
Wed, 25 Dec EWR - ORD
-22 %
$451 $351
Prime price per passenger
Chicago westchester, NY
BEST
DEAL
Sun, 22 Dec ORD - HPN
Sun, 22 Dec HPN - ORD
$528 $520
Prime price per passenger
Chicago westchester, NY
BEST
DEAL
Sun, 22 Dec ORD - HPN
Mon, 23 Dec HPN - ORD
$606 $593
Prime price per passenger
Chicago Philadelphia
BEST
DEAL
Sat, 21 Dec ORD - PHL
Sun, 22 Dec PHL - ORD
$789 $773
Prime price per passenger

Best flight offers from other airlines

Chicago Newark - Nj
BEST
DEAL
Mon, 23 Dec ORD - EWR
Wed, 25 Dec EWR - ORD
$170 $165
Prime price per passenger
Chicago New York City
BEST
DEAL
Fri, 20 Dec ORD - LGA
Wed, 25 Dec LGA - ORD
$228 $218
Prime price per passenger
Chicago New York City
BEST
DEAL
Fri, 20 Dec ORD - LGA
Wed, 25 Dec LGA - ORD
$229 $219
Prime price per passenger
Chicago New York City
BEST
DEAL
Fri, 20 Dec ORD - LGA
Wed, 25 Dec LGA - ORD
$233 $223
Prime price per passenger
Chicago New York City
BEST
DEAL
Fri, 20 Dec ORD - LGA
Wed, 25 Dec LGA - ORD
$236 $225
Prime price per passenger
Chicago New York City
BEST
DEAL
Sun, 22 Dec ORD - LGA
Wed, 25 Dec LGA - ORD
$237 $226
Prime price per passenger

Get your flight with American Airlines to New York City from Chicago starting at $48

The Best Chicago to New York City Flight Deals with American Airlines

With eDreams, finding the best American Airlines deals for your trip from Chicago to New York City couldn’t be easier. Imagine this: exclusive discounts, intuitive booking tools, and plenty of helpful perks—all at your fingertips! Say goodbye to the hassle of planning and hello to the excitement of your upcoming adventure in New York City.

Whether you’re looking for unbeatable prices, a custom-fit itinerary, or some extra perks, eDreams is your all-in-one travel partner for every part of the Chicago (CHI) to New York City (NYC) journey. Stick around to find out why booking with eDreams is the best way to kick off your trip.

Flying from Chicago to New York City with American Airlines

Flying from Chicago (CHI) to New York City (NYC) with American Airlines (AA) is all about comfort and convenience. From check-in to touchdown, American Airlines ensures a smooth experience, so you can just sit back and relax. You’ll find fast check-ins, extra legroom, and attentive service designed for a stress-free trip.

Once onboard, the friendly crew will make sure you have everything you need. Many routes offer in-flight Wi-Fi, so you can stay connected, binge-watch shows, or catch up on work if you need to. Feeling hungry? American Airlines has a great selection of snacks and meals to keep you satisfied mid-flight. And if you want a bit more luxury, you can treat yourself to upgrades and priority boarding, adding a personal touch to your journey. With great service and a focus on a smooth, enjoyable flight, American Airlines makes your trip from Chicago to New York City easy and fun.

Book Your Flight with eDreams and Enjoy the Perks

Booking affordable flights from Chicago (CHI) to New York City (NYC) with eDreams isn’t just about getting a great deal—it’s about making travel planning effortless. With eDreams, you get awesome perks that make your journey easier and more enjoyable:

Your Journey from Chicago to New York City with American Airlines

The journey from Chicago (CHI) to New York City (NYC) is all about getting you to your destination comfortably and quickly, so your adventure can start as soon as you land. This direct route offers plenty of options, whether you prefer a quick non-stop flight or more flexibility with layovers. Whatever your style, there’s a schedule that fits.

Departing from Chicago and Arriving at New York City: What to Expect

When departing from Chicago, enjoy easy airport access, clear signage, and quick check-ins for a stress-free start. You’ll breeze through security, leaving plenty of time to relax before takeoff.

When you land in New York City, you’ll be greeted by a modern terminal with plenty of transportation options like taxis, buses, and shuttles to get you on your way. Whether heading to your hotel or diving into sightseeing, everything you need is right there.

Best Time to Book Your Chicago — New York City Trip with American Airlines

For the best American Airlines flight deals from Chicago to New York City, timing is everything! Booking in advance often means lower fares, especially during off-peak seasons when New York City is quieter and flights are more budget-friendly. Check the climate to plan for the ideal weather to suit your trip—whether for mild outdoor adventures or cultural explorations. With a bit of planning, you’re set for an unforgettable getaway!

American Airlines Chicago-New York City flights FAQ's

Which airports does American Airlines fly between Chicago and New York City?
For flights between Chicago and New York City, American Airlines operates the following airport routes: For flights between Chicago and New York City, American Airlines operates from the following airport routes: O hare International Airport (ORD) to La Guardia (LGA) ; O hare International Airport (ORD) to John F Kennedy Intl Airport (JFK)
What do American Airlines flights from Chicago to New York City cost?
One of American Airlines cheapest prices for a Chicago to New York City flight we have right now is $48. On average though, flights with American Airlines cost $359.91 for the route Chicago to New York City, but it mostly depends on the season and how far in advance you book your tickets.
Cheapest Ticket Price $48 The most affordable rate found in the last 72 hours for flights operated by American Airlines leaving from Chicago and going to New York City, according to our customers' bookings.
Flight Time 2 h and 17 m The American Airlines flight duration between Chicago and New York City is around 2 h and 17 m, however it could be affected by other circumstances.
Departure Airport O'hare International Airport Your departure will be from O'hare International Airport, when flying with American Airlines from Chicago to New York City.
Arrival Airport John F Kennedy Intl Airport When flying with American Airlines from Chicago to New York City, your arrival airport will be O'hare International Airport.

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