The prices shown on this page were available within the last 20 days for the specified periods 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

If you’re planning to fly this route soon, keep in mind that the lowest fares are usually available in the middle of November. Take advantage of this period to save on your flight tickets and make the most of your trip. Please note that prices may change after your search.

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week: Nov 16 - Nov 22

Flights from just €85

€98

€86

€85

€125

€89

€98

€117

€162

€102

€96

NovemberDecemberJanuary

Airlines that fly from New York City to Chicago

Distance: 1,154 km

New York City airports

John F. Kennedy International Airport (JFK)How far from city centre: 23 km

LaGuardia Airport (LGA)How far from city centre: 8 km

Chicago airports

O'hare International Airport (ORD)How far from city centre: 22 km

Book your flight from New York City to Chicago

Find direct and indirect flights from New York City to Chicago (United States) with eDreams. Once you have your results, sort them by schedule or price and book the option that best suits your plans.

The lowest fare booked on this route in recent days was €77, though the price you see will depend on your travel dates and departure times.

A direct flight from New York City to Chicago takes around 2 h and 47 m, while indirect flights will take longer.

Airports and airlines connecting New York City and Chicago

Knowing where you set off from and where you arrive helps you organise your journey better. Consider the available airports and compare the different airlines operating on this route.

Departure airport: John F. Kennedy International Airport (JFK)
Arrival airport: O'hare International Airport (ORD)

Weather in Chicago

The best time to visit may depend on your preferred climate. In Chicago, the average temperature floats around 28ºC in the warmest months and -7ºC in the coldest ones. Keep this in mind when packing and planning any outdoor activities.

Highs: up to 29ºC
Lows: down to -9ºC
Hottest month: July
Coldest month: January
Driest month: January
Wettest month: August

How to save when flying from New York City to Chicago

A few tips for finding cheaper flights from New York City to Chicago:

Flexible dates: compare fares for two or three different departure days. Leaving a day earlier or later can make a noticeable difference to the price.
Baggage allowance: check what each fare includes before you book, so you aren't caught out by extra charges at the airport.
Airports on your route: confirm which airports you depart from and land at, especially if the city has more than one. This will help you plan your transfer and work out the total cost of getting around.

Looking for a bigger saving? Book a Flight + Hotel package to combine both in one booking and unlock exclusive discounts on your stay in Chicago. You can also save on a hire car by including it with your booking.

Frequently asked questions about flights from New York City to Chicago

On average, what is the price of a New York City to Chicago flight?

When flying from New York City to Chicago the average price will be €124. However, this price is dependant on several other factors like seasonality or the time in advance taken when booking the route.

For flights from New York City to Chicago, how can I find the cheapest price?

On eDreams we use machine learning to find the most economical flight between New York City and Chicago. By taking into account the combinations of airlines, stopovers, direct flights as well as the various criteria for the journeys, our search engine allows us to offer our customers the best price under the best conditions.

When booking, when is the best time to do so in order to get the best prices for New York City to Chicago flights?

The most popular month for flights from New York City to Chicago are: October, September and November.

When is the best time to travel from New York City to Chicago?

A good period of the year to visit Chicago from New York City really depends on lots of personal preferences, price being one of the main criteria When it comes to popularity, October is the best month to fly to Chicago from New York City, basedd on searches from our customers, followed by September and July. If you prefer to avoid the busy season and get away from the crowds May, April and February are the months with fewer searches for the route New York City - Chicago.

What is the duration of a flight from New York City to Chicago?

Flight time, on average, from New York City to Chicago is usually 2 h and 37 m on average, at an average distance of 1,153.8 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 most common route form New York City to Chicago is: John F. Kennedy International Airport (JFK) to O'hare International Airport(ORD). These airlines fly this route:

What airlines fly from New York City to Chicago?

Airlines that have direct flight routes from New York City to Chicago are:

American Airlines.
JetBlue Airways.

American Airlines

Frontier Airlines
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