Cheap flights from New York John F. Kennedy to Chicago

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 Airport to Chicago? If you want to travel next month, return fares start from $222. Find the lowest prices on one-way and return tickets right here.

Chicago.$109 per passenger.Departing Sat, 4 Jul.One-way flight with jetBlue.Outbound direct flight with jetBlue departs from New York John F. Kennedy on Sat, 4 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From $109, select.

Chicago.$111 per passenger.Departing Tue, 18 Aug.One-way flight with jetBlue.Outbound direct flight with jetBlue departs from New York John F. Kennedy on Tue, 18 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $111, select.

Chicago.$111 per passenger.Departing Wed, 2 Sep.One-way flight with jetBlue.Outbound direct flight with jetBlue departs from New York John F. Kennedy on Wed, 2 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $111, select.

Chicago.$112 per passenger.Departing Tue, 16 Jun.One-way flight with jetBlue.Outbound direct flight with jetBlue departs from New York John F. Kennedy on Tue, 16 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $112, select.

Chicago.$125 per passenger.Departing Mon, 23 Nov.One-way flight with Delta.Outbound direct flight with Delta departs from New York John F. Kennedy on Mon, 23 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $125, select.

Chicago.$125 per passenger.Departing Mon, 7 Dec.One-way flight with Delta.Outbound direct flight with Delta departs from New York John F. Kennedy on Mon, 7 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $125, select.

Chicago.$125 per passenger.Departing Sat, 10 Apr.One-way flight with Delta.Outbound direct flight with Delta departs from New York John F. Kennedy on Sat, 10 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From $125, select.

Chicago.$125 per passenger.Departing Mon, 1 Feb.One-way flight with Delta.Outbound direct flight with Delta departs from New York John F. Kennedy on Mon, 1 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From $125, select.

Chicago.$125 per passenger.Departing Mon, 11 Jan.One-way flight with Delta.Outbound direct flight with Delta departs from New York John F. Kennedy on Mon, 11 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $125, select.

Chicago.$125 per passenger.Departing Sat, 17 Oct.One-way flight with jetBlue.Outbound direct flight with jetBlue departs from New York John F. Kennedy on Sat, 17 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $125, select.

Chicago.$126 per passenger.Departing Wed, 24 Mar.One-way flight with Delta.Outbound direct flight with Delta departs from New York John F. Kennedy on Wed, 24 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $126, select.

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 July.

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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 found	$109
Cheapest month to fly	July
Average flight time	2 hrs, 56 mins
Most popular airline	Qatar Airways
Average flights per week	701

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

How many airports are there in Chicago?

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.

How much are return flights from New York John F. Kennedy to Chicago?

The best price we found for a return flight from New York John F. Kennedy to Chicago is $199. 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.

How long does it take to fly from New York John F. Kennedy to Chicago?

2 hours and 56 minutes is the average flight time from New York John F. Kennedy to Chicago.

Which airlines fly direct from New York John F. Kennedy to Chicago?

Qatar Airways, American Airlines and Republic Airways fly direct from New York John F. Kennedy to Chicago.

How many flights are there a week from New York John F. Kennedy to Chicago?

As of June 2026, there are 701 flights per week flying from New York John F. Kennedy to Chicago.

When is the cheapest time to fly from New York John F. Kennedy to Chicago?

The cheapest month to fly from New York John F. Kennedy to Chicago is usually July.

Which is the cheapest airport to fly into in Chicago?

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 $199.

Which upcoming date is cheapest to fly from New York John F. Kennedy Airport to Chicago on?

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 Wednesday, 22 July 2026.

Can I get a direct flight from New York John F. Kennedy Airport to Chicago?

Yes – the average flight time is 2 hours and 56 minutes.

How can I get the best flight deal from New York John F. Kennedy Airport to Chicago?

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.

When is the best time to book flights to Chicago?

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.

What’s the weather like in Chicago?

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.

Which is the cheapest airline to fly from New York John F. Kennedy Airport to Chicago with?

Currently, jetBlue offers the cheapest flight tickets to Chicago.

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

The average duration of a direct flight from New York John F. Kennedy International Airport to Chicago is 2 hours 25 minutes.
The timezone in Chicago is UTC-6. The city is one hour behind New York, where New York John F. Kennedy International Airport is located.
New York John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD) is the most popular route. When booking your flight, you can choose from 56 services every week between JFK and ORD.
Leave plenty of time to catch your JFK to Chicago flight. As a general rule, turn up two hours before international departures and an hour ahead for domestic flights.
Travelling during a peak month such as July? Public holidays and other high seasons can lead to longer lines at check-in and security. Be extra cautious and arrive up to four hours before an international flight and two hours before domestic departures.
Start your trip at JFK and travel nonstop to Chicago O'Hare International Airport (ORD). That will be your arrival point when searching for New York John F. Kennedy International Airport to Chicago tickets.
There's a good selection of airlines that offer direct flights from New York John F. Kennedy International Airport to Chicago, such as:
Travelling from central New York to JFK takes about 50 minutes on public transport. If you drive, ride-share or grab a taxi, you'll cover the 19 kilometres in 45 minutes or so, depending on traffic.
In search of a hotel close to JFK? If you're catching an early flight from New York John F. Kennedy International Airport to Chicago, these stays will put you moments from check-in:
73% of flights that depart New York John F. Kennedy International Airport reach their destination on schedule.
JFK's address is JFK Airport.

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

$109 is currently the best price for a one-way New York John F. Kennedy International Airport to Chicago flight. A return plane ticket starts from $199. These fares may change depending on demand.
Don't wait until the last minute. You're more likely to land cheap flights from JFK to Chicago if you book early. Airlines often offer some amazing early bird discounts.
If you have flexibility with your travel plans, try using the 'Whole month' tool. It'll find the cheapest price across each month when looking for a New York John F. Kennedy International Airport to Chicago ticket.
Picking up a cheap flight from JFK to Chicago couldn't be easier with Price Alerts. All you need to do is set up one of these automatic notifications and we'll let you know as soon as a deal gets even better.
Tailor your trip with filters. Select your preferred departure and arrival times, total journey duration and airlines. You can also sort results by 'Fastest,' 'Cheapest' or 'Best' flights from New York John F. Kennedy International Airport to Chicago.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

The distance from Chicago O'Hare International Airport (ORD) to central Chicago is roughly 27 kilometres. It'll take you about 30 minutes to get to the centre driving.
When travelling by public transport, expect a journey time of around 45 minutes.
The last thing you need is a lengthy journey to your hotel if you're arriving on a late flight from New York John F. Kennedy International Airport to Chicago. Reserve one of these accommodation options near ORD instead:
To get the best deal, reserve your ride from Chicago O'Hare International Airport around four weeks ahead of your flight from JFK to Chicago.
You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

Central Chicago is around 16 kilometres from Chicago Midway International Airport (MDW). After your flight from New York John F. Kennedy International Airport to Chicago has touched down and you've navigated your way to arrivals, expect a drive of about 25 minutes.
If you're travelling on public transport, it'll take around 30 minutes.
Hang up the 'Do not disturb' sign and relax at a hotel near MDW. Here are a few options where you can put your feet up after your JFK to Chicago flight:
Get first dibs on the best options. Securing your ride from MDW four weeks ahead of time often means better prices and a bigger choice of vehicles.
Chicago Midway International Airport can be found at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

Step off your flight from New York John F. Kennedy International Airport to Chicago and go straight to your hotel or jump right into sightseeing. Central Chicago is around 145 kilometres from Chicago Rockford International Airport (RFD) and typically takes 1 hour 40 minutes to reach driving.
If you're travelling on public transport, the journey time is about 2 hours.
Enjoy a low-stress, comfortable start to your trip by choosing a hotel near RFD after your JFK to Chicago flight. Rest up after a long day of travel or just take a moment to get your footing in a new city at:
Booking at least a few weeks ahead of your flight from New York John F. Kennedy International Airport to Chicago is a smart move. As well as better deals, you'll be able to choose the vehicle make and model you prefer at RFD.
Chicago Rockford International Airport's address is 2 Airport Cir.

Best time to go to Chicago

July is the most popular month for flights from New York John F. Kennedy International Airport to Chicago. To escape the crowds, plan your trip to Chicago in January.
When booking your New York John F. Kennedy International Airport to Chicago plane ticket, think about the type of weather you enjoy. July is the warmest month in Chicago, with temperatures ranging from 16ºC (61ºF) to 28ºC (82ºF).
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 (10ºF) and 3ºC (37ºF) on average.

More about Chicago

After booking your flight from New York John F. Kennedy International Airport to Chicago, find a hotel that keeps you close to what you want to see. Make one of these options your base for exploring Chicago:
All great journeys should include a little sightseeing. Art Institute of Chicago, Millennium Park and Willis Tower are must-visits when exploring Chicago.

Explore more of the United States

Columbus is just one of the many cities in the United States waiting to be explored after you've seen Chicago. Around 451 kilometres away to the southeast, well-known attractions include Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.
If you want to check out another corner of the United States, consider Indianapolis, about 257 kilometres southeast of Chicago. Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis are among its highlights.