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Cheap flights from New York John F Kennedy Intl Airport to Chicago from £52

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New York John F Kennedy Intl Airport to Chicago departing on 14/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags
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Find the cheapest flights from New York John F Kennedy Intl Airport to Chicago

Cheap return flights

JetBlue Logo
10:30 - 12:10JFK-ORD
2h 40mdirect
JetBlue Logo
13:20 - 16:44ORD-JFK
2h 24mdirect
£98JetBlue
Find Deal
Tue, 30 Sep - Wed, 8 Oct
JetBlue Logo
10:30 - 12:22JFK-ORD
2h 52mdirect
JetBlue Logo
06:45 - 09:59ORD-JFK
2h 14mdirect
£99JetBlue
Find Deal
Tue, 21 Oct - Wed, 29 Oct
JetBlue Logo
19:40 - 21:33JFK-ORD
2h 53mdirect
JetBlue Logo
07:00 - 10:23ORD-JFK
2h 23mdirect
£102JetBlue
Find Deal
Wed, 18 Feb - Wed, 25 Feb
JetBlue Logo
20:00 - 21:48JFK-ORD
2h 48mdirect
JetBlue Logo
07:00 - 10:13ORD-JFK
2h 13mdirect
£103JetBlue
Find Deal
Thu, 11 Dec - Wed, 17 Dec
JetBlue Logo
11:30 - 13:23JFK-ORD
2h 53mdirect
JetBlue Logo
14:20 - 17:43ORD-JFK
2h 23mdirect
£105JetBlue
Find Deal
Thu, 8 Jan - Sun, 18 Jan
Frontier Logo
09:00 - 17:39JFK-ORD
9h 39m1 stop
Frontier Logo
17:50 - 01:08ORD-JFK
6h 18m1 stop
£109Frontier
Find Deal
Tue, 30 Sep - Fri, 3 Oct
Frontier Logo
06:59 - 19:44JFK-ORD
13h 45m1 stop
Frontier Logo
17:50 - 01:08ORD-JFK
6h 18m1 stop
£110Frontier
Find Deal
Mon, 29 Sep - Thu, 2 Oct
Delta Logo
08:00 - 09:56JFK-ORD
2h 56mdirect
Delta Logo
07:00 - 10:25ORD-JFK
2h 25mdirect
£116Delta
Find Deal
Tue, 21 Oct - Thu, 23 Oct
Delta Logo
08:00 - 09:56JFK-ORD
2h 56mdirect
Delta Logo
07:00 - 10:25ORD-JFK
2h 25mdirect
£117Delta
Find Deal
Thu, 23 Oct - Mon, 27 Oct
American Airlines Logo
07:30 - 09:15JFK-ORD
2h 45mdirect
American Airlines Logo
13:43 - 17:05ORD-JFK
2h 22mdirect
£149American Airlines
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Sun, 5 Oct - Wed, 8 Oct

Delta flights from New York John F Kennedy Intl Airport to Chicago

Our best Delta deals on New York John F Kennedy Intl Airport to Chicago flight tickets
Delta
21 Oct
JFK08:00New York John F Kennedy Intl
2h 56m
ORD09:56Chicago O'Hare Intl
23 Oct
ORD07:00Chicago O'Hare Intl
2h 25m
JFK10:25New York John F Kennedy Intl
£116
Find similar
Delta
23 Oct
JFK08:00New York John F Kennedy Intl
2h 56m
ORD09:56Chicago O'Hare Intl
27 Oct
ORD07:00Chicago O'Hare Intl
2h 25m
JFK10:25New York John F Kennedy Intl
£117
Find similar
Delta
14 Nov
JFK19:29New York John F Kennedy Intl
2h 58m
ORD21:27Chicago O'Hare Intl
13 Jan
ORD07:30Chicago O'Hare Intl
2h 26m
JFK10:56New York John F Kennedy Intl
£120
Find similar

JetBlue flights from New York John F Kennedy Intl Airport to Chicago

Our best JetBlue deals on New York John F Kennedy Intl Airport to Chicago flight tickets
JetBlue
30 Sept
JFK10:30New York John F Kennedy Intl
2h 40m
ORD12:10Chicago O'Hare Intl
8 Oct
ORD13:20Chicago O'Hare Intl
2h 24m
JFK16:44New York John F Kennedy Intl
£98
Find similar
JetBlue
21 Oct
JFK10:30New York John F Kennedy Intl
2h 52m
ORD12:22Chicago O'Hare Intl
29 Oct
ORD06:45Chicago O'Hare Intl
2h 14m
JFK09:59New York John F Kennedy Intl
£99
Find similar
JetBlue
18 Feb
JFK19:40New York John F Kennedy Intl
2h 53m
ORD21:33Chicago O'Hare Intl
25 Feb
ORD07:00Chicago O'Hare Intl
2h 23m
JFK10:23New York John F Kennedy Intl
£102
Find similar

momondo Fare Finder

 
Customise your flight search to find flights from New York John F Kennedy Intl Airport to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 279,928 searches. Data last updated 16 September 2025.
Use the filters below to find and compare flights from New York John F Kennedy Intl Airport to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 30/9

10:30-12:10

Nonstop2h 40m

Chicago O'Hare Intl

Wed 8/10

13:20-16:44

Nonstop2h 24m

£98

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 21/10

10:30-12:22

Nonstop2h 52m

Chicago O'Hare Intl

Wed 29/10

06:45-09:59

Nonstop2h 14m

£99

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 18/2

19:40-21:33

Nonstop2h 53m

Chicago O'Hare Intl

Wed 25/2

07:00-10:23

Nonstop2h 23m

£102

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 11/12

20:00-21:48

Nonstop2h 48m

Chicago O'Hare Intl

Wed 17/12

07:00-10:13

Nonstop2h 13m

£103

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 8/1

11:30-13:23

Nonstop2h 53m

Chicago O'Hare Intl

Sun 18/1

14:20-17:43

Nonstop2h 23m

£105

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 30/9

09:00-17:39

1 stop9h 39m

Chicago O'Hare Intl

Fri 3/10

17:50-01:08

1 stop6h 18m

£109

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Mon 29/9

06:59-19:44

1 stop13h 45m

Chicago O'Hare Intl

Thu 2/10

17:50-01:08

1 stop6h 18m

£110

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 21/10

08:00-09:56

Nonstop2h 56m

Chicago O'Hare Intl

Thu 23/10

07:00-10:25

Nonstop2h 25m

£116

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 23/10

08:00-09:56

Nonstop2h 56m

Chicago O'Hare Intl

Mon 27/10

07:00-10:25

Nonstop2h 25m

£117

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sun 5/10

07:30-09:15

Nonstop2h 45m

Chicago O'Hare Intl

Wed 8/10

13:43-17:05

Nonstop2h 22m

£149

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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See travel insights to Chicago from

How to get the cheapest flight ticket from New York John F Kennedy Intl Airport to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The cheapest month to fly to Chicago from New York John F Kennedy Intl Airport is in January. Flight prices, which tend to average around £124, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of January, then book flights to Chicago from New York John F Kennedy Intl Airport during February instead. Flights to Chicago in February, while not as cheap as those in January, still average around £139.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as £119. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Chicago is Thursday, with ticket prices averaging around £241.

What is the cheapest time of day to depart on your flight to Chicago?

Flying to Chicago from New York John F Kennedy Intl Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as £186 when looking at flights departing in the evening. Flights in the afternoon are often more expensive, with an average ticket price of £263.

What is the cheapest New York John F Kennedy Intl to Chicago flight route?

Fly from New York John F Kennedy Intl to Chicago O'Hare Intl for the best New York John F Kennedy Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from New York John F Kennedy Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around £186 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from New York John F Kennedy Intl Airport for as low as £147 on momondo.

What cabin class options are available on New York John F Kennedy Intl to Chicago flights?

There are 4 cabin classes available to choose from on New York John F Kennedy Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on New York John F Kennedy Intl Airport to Chicago flights?

No. A direct flight is the cheapest option for a flight between New York John F Kennedy Intl Airport to Chicago.

How have New York John F Kennedy Intl Airport to Chicago flight prices changed over time?

As of September 2025, prices for New York John F Kennedy Intl Airport to Chicago flights are approximately 4% cheaper when compared to flights at the same time last year.

When to book flights from New York John F Kennedy Intl Airport to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from New York John F Kennedy Intl Airport to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap New York John F Kennedy Intl Airport to Chicago (JFK to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New York John F Kennedy Intl Airport to Chicago

Best price found

£50

Fastest flight time

2h 40m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from New York John F Kennedy Intl Airport in the past 72 hours is £50. The best return flight deal from New York John F Kennedy Intl Airport to Chicago found on momondo in the last 72 hours is £138.
The fastest flight from New York John F Kennedy Intl Airport to Chicago takes 2h 40m
Direct flights go from New York John F Kennedy Intl Airport to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

  • How far is New York John F Kennedy Intl to Chicago by plane?

    New York John F Kennedy Intl and Chicago are 723.1 mi apart from one another. 2h 40m is a normal flight duration for this route.

  • When did momondo last update prices for flights from New York John F Kennedy Intl Airport to Chicago?

    Prices for flights from New York John F Kennedy Intl Airport to Chicago are updated daily.

  • How old do you have to be to fly from New York John F Kennedy Intl Airport to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from New York John F Kennedy Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from New York John F Kennedy Intl Airport to Chicago?

  • What is the most popular airline from New York John F Kennedy Intl Airport to Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from New York to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from New York to Chicago . Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from New York to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for New York to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from New York to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from New York. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from New York to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from New York and alert you when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport