Cheap Flights from New York John F. Kennedy to Chicago

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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 return flight from New York John F. Kennedy to Chicago? Find the lowest prices on one-way and return tickets right here.

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 September.

Direct flights from New York John F. Kennedy to Chicago

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 foundر.ق.‏ 227
Cheapest month to flySeptember
Average flight time2 hrs, 56 mins
Most popular airlineQatar Airways
Average flights per week442

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 return flight from New York John F. Kennedy to Chicago is ر.ق.‏ 439. 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 56 minutes is the average flight time from New York John F. Kennedy to Chicago.
Qatar Airways, LATAM Airlines and Alaska Airlines fly direct from New York John F. Kennedy to Chicago.
As of June 2025, there are 413 flights per week flying from New York John F. Kennedy to Chicago.
The cheapest month to fly from New York John F. Kennedy to Chicago is usually June 2025.
If you're flying from New York John F. Kennedy Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from ر.ق.‏ 439.
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 Monday, 22 September 2025.
Yes – the average flight time is 2 hours and 56 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 June, the average temperature is usually around 19°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, jetBlue offers the cheapest flight tickets to Chicago.

Travelling from John F. Kennedy International Airport (JFK) to Chicago: what you need to know

  • Book a direct flight from John F. Kennedy International Airport to Chicago and you'll be in the air for around 2 hours 25 minutes.

  • John F. Kennedy International Airport is located in New York. Following the UTC-5 timezone, Chicago is one hour behind New York.

  • John F. Kennedy International Airport (JFK) to O'Hare International Airport (ORD) is the most traveled route, with 53 weekly departures to pick from. If you prefer starting your day later, the last flight from JFK to ORD is with JetBlue Airways at 21:30. Choose the first departure operated by American Airlines at 05:59 if you want to get on your way earlier.

  • Leave plenty of time to get on your JFK to Chicago flight. As a rule of thumb, arrive at least two hours before international departures and an hour ahead for domestic flights.

  • Delays at check-in and security are likely if you're flying during high season, so allow even more breathing space. A good rule for peak times? Get there up to four hours early for international flights and at least two hours for domestic departures.

  • Begin your journey at JFK and fly nonstop to O'Hare International Airport (ORD). That's where you can expect to touch down when searching for John F. Kennedy International Airport to Chicago tickets.

  • Well-known airlines that operate direct flights from John F. Kennedy International Airport to Chicago include:

  • Located around 19 kilometres from the centre of New York, JFK can be reached in about 50 minutes by car. Travelling on public transport will take roughly 1 hour 20 minutes.

  • Catching an early flight from John F. Kennedy International Airport to Chicago? Avoid the last-minute rush to the airport (and sneak in some extra precious sleep) by choosing one of these stays near JFK:

  • Of all flights departing from John F. Kennedy International Airport, 74.1% land on time at their destination.

  • JFK's address is JFK Airport.

How to find the cheapest flights from John F. Kennedy International Airport (JFK) to Chicago

  • ر.ق.‏ 227 is the cheapest price we've seen for a one-way John F. Kennedy International Airport to Chicago flight. A return flight ticket right now is ر.ق.‏ 438. Depending on when you book and the availability, these fares can change.

  • To snag cheap flights from JFK to Chicago, book your trip one month before your departure date.

  • Plan your trip for May. That's the best month for landing an awesome deal on John F. Kennedy International Airport to Chicago tickets. If you're open to different travel dates, use the 'Whole month' tool to access the lowest price across every month.

  • You don't need to check every day to find out if fares have dropped when you set up a Price Alert. We'll notify you when there's an even bigger deal on cheap flights from JFK to Chicago.

  • Tailor your flights with filters. Choose your preferred arrival and departure times, total journey duration and airlines. You can also sort results by 'Best,' 'Cheapest' or 'Fastest' flights from John F. Kennedy International Airport to Chicago.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) to the centre of Chicago takes about 35 minutes by car. The centre is roughly 40 kilometres away.

  • It'll take around 55 minutes when travelling by public transport.

  • If you're arriving on a late flight from John F. Kennedy International Airport to Chicago, nothing beats the convenience of staying near the terminal. Grab your luggage from the carousel and then be showered and sleeping soon after at one of these hotels near ORD:

  • Hit the road running by picking up an O'Hare International Airport rental car. Grab a set of wheels from Routes Car Rentals, Dollar or Budget to explore Chicago and beyond.

  • For the lowest price, reserve your vehicle from O'Hare International Airport about four weeks in advance of your flight from JFK to Chicago.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • The centre of Chicago is located around 19 kilometres from Chicago Midway International Airport (MDW). After your flight from John F. Kennedy International Airport to Chicago has touched down and you've made your way out of the airport, expect a drive of about 20 minutes.

  • You can expect the trip to take about 45 minutes on public transport.

  • Hang up the 'Do not disturb' sign and rest at a hotel close to MDW. Here are a few options where you can put your feet up after your JFK to Chicago flight:

  • No time to waste? The fastest way to get to where you're going is with a Chicago Midway International Airport rental car. Grab your wheels from Dollar, Hertz or Budget and set off in the blink of an eye.

  • Snap up the best price by securing your ride from MDW four weeks in advance. You'll also have access to a greater selection of vehicles.

  • Chicago Midway International Airport can be found at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is around 137 kilometres from central Chicago. It takes about 1 hour 25 minutes to reach the city centre in a cab or ride-share once you've hopped off your flight from John F. Kennedy International Airport to Chicago.

  • The journey takes about 4 hours 15 minutes when travelling by public transport.

  • If you don't want to travel into the centre, find a hotel close to RFD. Get settled at one of these options after your JFK to Chicago flight:

  • Be in control of the next part of your journey by picking up a Chicago Rockford International Airport rental car. Budget, Alamo and National will get you on the road.

  • Rental providers sometimes offer promotions on early bookings, so book your ride from RFD a few weeks in advance of your flight from John F. Kennedy International Airport to Chicago. A little prep work can make a big difference in cost.

  • Chicago Rockford International Airport can be found at 2 Airport Cir.

Best time to go to Chicago

  • Carefully consider your dates before booking your flight from John F. Kennedy International Airport to Chicago. The city comes alive during high season, but rates are typically higher and attractions can be busy. Visit Chicago in low season if you want a more relaxed vibe.

  • Before locking in your John F. Kennedy International Airport to Chicago flight ticket, think about the kind of weather you prefer. July is the warmest month in Chicago, with temperatures ranging from 15ºC to 29ºC.

  • Search for cheap tickets from JFK to Chicago in January if you'd rather travel during cooler conditions. Temperatures are at their lowest then, ranging between -12ºC and 3ºC on average.

More about Chicago

  • When it comes to looking for somewhere to rest your head, you'll find the most popular stays in Chicago right here. Browse these hotels as soon as you've locked in your flight from John F. Kennedy International Airport to Chicago:

  • Art Institute of Chicago and Millennium Park are just two of the major attractions to put on your Chicago travel itinerary. Continue your sightseeing adventures at LandShark Beer Garden at Navy Pier.

Explore more of United States

  • Chicago has its own special appeal, but there are so many other corners of United States waiting to be explored. About 451 kilometres south-east of Chicago, a visit to Columbus will fill your itinerary to the brim. Start with leading attractions like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Indianapolis is another favourite destination in United States and is around 257 kilometres south-east of Chicago. No journey is complete without visiting The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

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