Cheap Flights from New York John F. Kennedy (JFK) to Chicago (CHI)

Compare New York John F. Kennedy to Chicago flight deals

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Flight deals from New York John F. Kennedy to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from New York John F. Kennedy to Chicago? Find the lowest prices on one-way and round-trip tickets right here.

Chicago.$158 per passenger.Departing Tue, Nov 5, returning Tue, Nov 12.Round-trip flight with American Airlines.Outbound direct flight with American Airlines departing from New York John F. Kennedy on Tue, Nov 5, arriving in Chicago O'Hare International.Inbound direct flight with American Airlines departing from Chicago O'Hare International on Tue, Nov 12, arriving in New York John F. Kennedy.Price includes taxes and charges.From $158, select.

Chicago.$158 per passenger.Departing Tue, Oct 1, returning Tue, Oct 8.Round-trip flight with American Airlines.Outbound direct flight with American Airlines departing from New York John F. Kennedy on Tue, Oct 1, arriving in Chicago O'Hare International.Inbound direct flight with American Airlines departing from Chicago O'Hare International on Tue, Oct 8, arriving in New York John F. Kennedy.Price includes taxes and charges.From $158, select.

Chicago.$163 per passenger.Departing Wed, Sep 25, returning Sat, Sep 28.Round-trip flight with American Airlines.Outbound direct flight with American Airlines departing from New York John F. Kennedy on Wed, Sep 25, arriving in Chicago O'Hare International.Inbound direct flight with American Airlines departing from Chicago O'Hare International on Sat, Sep 28, arriving in New York John F. Kennedy.Price includes taxes and charges.From $163, select.

Chicago.$163 per passenger.Departing Wed, Oct 23, returning Fri, Nov 1.Round-trip flight with American Airlines.Outbound direct flight with American Airlines departing from New York John F. Kennedy on Wed, Oct 23, arriving in Chicago O'Hare International.Inbound direct flight with American Airlines departing from Chicago O'Hare International on Fri, Nov 1, arriving in New York John F. Kennedy.Price includes taxes and charges.From $163, select.

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Find the cheapest month to fly from New York John F. Kennedy to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like New York John F. Kennedy to Chicago flights are currently cheapest in October.

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Direct flights from New York John F. Kennedy to Chicago

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Alternative New York John F. Kennedy to Chicago routes

Looking for the cheapest, fastest or easiest route from New York John F. Kennedy to Chicago? You could fly into the following airports instead.

New York to Chicago: Flight information

The things to know before you go.

Cheapest flight found	$158
Cheapest month to fly	October
Average flight time	2 hrs, 55 mins
Most popular airline	Delta
Average flights per week	351

Finding cheap flights from New York John F. Kennedy to Chicago: Frequently asked questions

: There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
: The best price we found for a round-trip flight from New York John F. Kennedy to Chicago is $158. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
: 2 hours and 55 minutes is the average flight time from New York John F. Kennedy to Chicago.
: Delta, Qatar Airways and LATAM Airlines fly direct from New York John F. Kennedy to Chicago.
: There are 351 flights per week flying from New York John F. Kennedy to Chicago, as of April 2024.
: The cheapest month to fly from New York John F. Kennedy to Chicago is usually October.
: If you're flying from New York John F. Kennedy Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 15.8 miles away from the center of Chicago. We've found flights to this airport from $158.
: After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from New York John F. Kennedy Airport to Chicago on Tuesday, October 1, 2024.
: Yes – the average flight time is 2 hours and 55 minutes.
: We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
: We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
: In April, the average temperature is usually around 46°F. July is typically the warmest month in Chicago, when it usually averages around 80°F. You can expect the least rain in January. The coldest month is January, with temperatures averaging 18°F. The rainiest month is August.
: Currently, American Airlines offers the cheapest flight tickets to Chicago.

How to find cheap flights to Chicago from New York John F. Kennedy

Looking for cheap tickets from New York John F. Kennedy to Chicago? Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.

Simply hit "search." From Delta Air Lines to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from New York John F. Kennedy to Chicago. And with us, there are no hidden fees – what you see is what you pay.
Compare flight deals to Chicago from New York John F. Kennedy from over 1,000 providers. Then choose the cheapest plane tickets or fastest journeys.
Flex your dates to find the best New York John F. Kennedy–Chicago ticket prices. If you're flexible when it comes to your travel dates, use Skyscanner's "Whole month" tool to find the cheapest month, and even day to fly to Chicago from New York John F. Kennedy.
Set up a Price Alert. You can easily track the fare of your cheap New York John F. Kennedy–Chicago flights by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
Fly without stops. Only interested in direct flights between New York John F. Kennedy and Chicago? Make sure to tick "Direct flights only" when performing a search. If there are direct flights available on the route, these will appear in the results.
Find the cheapest Business Class flights from New York John F. Kennedy and Chicago. We scour the Internet for the best Business, Premium Economy and First Class flight fares to Chicago, too. Check the difference in price as you search – you might just stumble on a last-minute low fare. Note that not all cabin classes are available for every destination or airline.
Include nearby airports in your search. Widen your search for New York John F. Kennedy to Chicago flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save the next time you travel.

Combine your flight to Chicago from New York John F. Kennedy with hotels and car rental

Once you've secured your cheap flight ticket from New York John F. Kennedy to Chicago, discover the best prices and exclusive rates for hotels in Chicago or nearby. You can also compare hundreds of car rental companies at once so you get the best car rental price for your trip.

Plan the rest of your trip from New York to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.