Cheap Flights from New York City (NYC) to Chicago (CHI)

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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.

Cheapest time to fly from New York City to Chicago

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week: Apr 14 - Apr 20
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$32
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$32
$34
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$56
$56
$88
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AprilMayJune

Route information

Distance: 717 miles
New York City airports
La Guardia (LGA)How far from city center: 5 miles
John F Kennedy Intl Airport (JFK)How far from city center: 14 miles
Stewart (SWF)How far from city center: 52 miles
Chicago airports
O'hare International Airport (ORD)How far from city center: 14 miles
Midway Airport (MDW)How far from city center: 4 miles

Are you searching for flights from New York City to Chicago?

Are you planning to travel to Chicago for vacations, business or family visits? eDreams offers you the cheapest flights and best deals departing from New York City. With our fast search engine you will get a large selection of airfares from standard and low cost airlines worldwide and easily book your tickets for this route. If you are flexible we help you identify the cheapest day to fly to Chicago and if you need to leave soon you can check our most convenient last minute fares. Read all the useful information about your next destination and proceed to the reservation, indicating your flight dates and completing your travel booking with hotels and car rental!

Frequently asked questions about flights from New York City to Chicago

What are the benefits of booking flexible flight tickets?
Using the flexible flight ticket, you're guaranteed a refund or a rebooking option (without fees) in case of flight cancellations when travelling to United States. At eDreams have you covered!
For flights from New York City to Chicago, how can I find the cheapest price?
The cheapest price for a flight from New York City to Chicago is $26. At eDreams we use different machine learned based methodologies to find our costumers the best option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.
When booking, when is the best time to get the best prices for flights from New York City to Chicago?
The most popular months to book a trip from New York City to Chicago are July, January and May, based on the searches of our customers.
When is the best time to travel from New York City to Chicago?
The best time of the year to visit Chicago depends on lots of personal preferences, especially the price. Regarding popularity, August is the best month to fly to Chicago from New York City in terms of searches from our customers, followed by October and July. If you prefer to avoid the busy season and get away from the crowds March, February and November are the months with fewer searches for New York City - Chicago.
How long does the flight from New York City to Chicago take?
Flight length from New York City to Chicago is around 02:45 hours on average, at an average distance of 1,180 km, for flights for the route (which may have 1 or more stops in other cities in between).
Which airports have flights between New York City and Chicago?

The main route from New York City to Chicago is: John F Kennedy Intl Airport (JFK) to O'hare International Airport (ORD). The following airlines fly this route:

American Airlines.

JetBlue Airways.

Alternatively, you can find New York City - Chicago flights between La Guardia (LGA) to O'hare International Airport (ORD) with the following airline(s) flying the route: Spirit Airlines.

American Airlines.

Which airlines fly from New York City to Chicago?

The airlines that fly non-stop from New York City to Chicago are:

  • American Airlines.
  • United Airlines.
  • Spirit Airlines.

American Airlines, stopping at Columbus, OH during at least 92 minutes.

Plan your trip

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