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Cheap flights from New York John F Kennedy Intl Airport to Chicago from £50

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 25/2. 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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Cheap return flights

Enter your travel dates to find the best prices.
Frontier Logo
11:03 - 13:03
JFK
-
ORD
3h 00mdirect
Frontier Logo
16:42 - 01:08
ORD
-
JFK
7h 26m
1 stop
£68Frontier
Mon, 23 Feb - Sat, 28 Feb
Frontier Logo
11:03 - 13:03
JFK
-
ORD
3h 00mdirect
Frontier Logo
16:42 - 01:03
ORD
-
JFK
7h 21m
1 stop
£71Frontier
Mon, 23 Feb - Mon, 2 Mar
Multiple Airlines Logo
11:03 - 13:03
JFK
-
ORD
3h 00mdirect
Multiple Airlines Logo
06:04 - 09:20
ORD
-
JFK
2h 16mdirect
£79Multiple Airlines
Mon, 23 Feb - Sat, 28 Feb
Frontier Logo
16:29 - 18:29
JFK
-
ORD
3h 00mdirect
Frontier Logo
16:44 - 01:13
ORD
-
JFK
7h 29m
1 stop
£80Frontier
Fri, 6 Mar - Sat, 7 Mar
Frontier Logo
16:29 - 18:29
JFK
-
ORD
3h 00mdirect
Frontier Logo
12:05 - 15:29
ORD
-
JFK
2h 24mdirect
£86Frontier
Sun, 8 Mar - Wed, 11 Mar
Frontier Logo
16:29 - 18:29
JFK
-
ORD
3h 00mdirect
Frontier Logo
12:05 - 15:29
ORD
-
JFK
2h 24mdirect
£89Frontier
Thu, 12 Mar - Thu, 19 Mar
Frontier Logo
11:30 - 22:39
JFK
-
ORD
12h 09m
1 stop
Frontier Logo
06:31 - 10:00
ORD
-
JFK
2h 29mdirect
£91Frontier
Tue, 12 May - Tue, 19 May
Frontier Logo
13:00 - 22:44
JFK
-
ORD
10h 44m
1 stop
Frontier Logo
11:55 - 15:19
ORD
-
JFK
2h 24mdirect
£98Frontier
Sat, 7 Feb - Sun, 8 Feb
Delta Logo
08:10 - 09:56
JFK
-
ORD
2h 46mdirect
Delta Logo
10:36 - 13:59
ORD
-
JFK
2h 23mdirect
£100Delta
Fri, 27 Feb - Tue, 3 Mar
Frontier Logo
16:29 - 23:15
JFK
-
ORD
7h 46m
1 stop
Frontier Logo
16:42 - 01:08
ORD
-
JFK
7h 26m
1 stop
£103Frontier
Mon, 23 Feb - Sat, 28 Feb

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

Our best Frontier deals on New York John F Kennedy Intl Airport to Chicago flight tickets
Frontier
23 Feb
JFK11:03New York John F Kennedy Intl
3h 00m
ORD13:03Chicago O'Hare Intl
28 Feb
ORD16:42Chicago O'Hare Intl
7h 26m
1 stop
JFK01:08New York John F Kennedy Intl
£68
Frontier
23 Feb
JFK11:03New York John F Kennedy Intl
3h 00m
ORD13:03Chicago O'Hare Intl
2 Mar
ORD16:42Chicago O'Hare Intl
7h 21m
1 stop
JFK01:03New York John F Kennedy Intl
£71
Frontier
6 Mar
JFK16:29New York John F Kennedy Intl
3h 00m
ORD18:29Chicago O'Hare Intl
7 Mar
ORD16:44Chicago O'Hare Intl
7h 29m
1 stop
JFK01:13New York John F Kennedy Intl
£80

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
27 Feb
JFK08:10New York John F Kennedy Intl
2h 46m
ORD09:56Chicago O'Hare Intl
3 Mar
ORD10:36Chicago O'Hare Intl
2h 23m
JFK13:59New York John F Kennedy Intl
£100
Delta
21 Feb
JFK11:40New York John F Kennedy Intl
2h 49m
ORD13:29Chicago O'Hare Intl
24 Feb
ORD07:00Chicago O'Hare Intl
2h 27m
JFK10:27New York John F Kennedy Intl
£108
Delta
20 Feb
JFK08:10New York John F Kennedy Intl
2h 46m
ORD09:56Chicago O'Hare Intl
25 Feb
ORD07:00Chicago O'Hare Intl
2h 27m
JFK10:27New York John F Kennedy Intl
£111

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 28 January 2026.
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

Mon 23/2

11:03-13:03

Nonstop3h 00m

Chicago O'Hare Intl

Sat 28/2

16:42-01:08

1 stop7h 26m

£68

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Mon 23/2

11:03-13:03

Nonstop3h 00m

Chicago O'Hare Intl

Mon 2/3

16:42-01:03

1 stop7h 21m

£71

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Mon 23/2

11:03-13:03

Nonstop3h 00m

Chicago O'Hare Intl

Sat 28/2

06:04-09:20

Nonstop2h 16m

£79

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Fri 6/3

16:29-18:29

Nonstop3h 00m

Chicago O'Hare Intl

Sat 7/3

16:44-01:13

1 stop7h 29m

£80

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sun 8/3

16:29-18:29

Nonstop3h 00m

Chicago O'Hare Intl

Wed 11/3

12:05-15:29

Nonstop2h 24m

£86

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 12/3

16:29-18:29

Nonstop3h 00m

Chicago O'Hare Intl

Thu 19/3

12:05-15:29

Nonstop2h 24m

£89

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 12/5

11:30-22:39

1 stop12h 09m

Chicago O'Hare Intl

Tue 19/5

06:31-10:00

Nonstop2h 29m

£91

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 7/2

13:00-22:44

1 stop10h 44m

Chicago O'Hare Intl

Sun 8/2

11:55-15:19

Nonstop2h 24m

£98

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Fri 27/2

08:10-09:56

Nonstop2h 46m

Chicago O'Hare Intl

Tue 3/3

10:36-13:59

Nonstop2h 23m

£100

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Mon 23/2

16:29-23:15

1 stop7h 46m

Chicago O'Hare Intl

Sat 28/2

16:42-01:08

1 stop7h 26m

£103

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 £119, 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 December instead. Flights to Chicago in December, while not as cheap as those in January, still average around £130.

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 £118. 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 £292.

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 morning is the least expensive time of day to depart. momondo users have found prices as low as £191 when looking at flights departing in the morning. Flights at midday are often more expensive, with an average ticket price of £369.

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 £173 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 £122 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 January 2026, prices for New York John F Kennedy Intl Airport to Chicago flights are approximately 40% 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

Fastest flight time

2h 48m

Direct flights

Every day

Airports in Chicago

3 airports
The fastest flight from New York John F Kennedy Intl Airport to Chicago takes 2h 48m
Direct flights go from New York John F Kennedy Intl Airport to Chicago every day.
There are 3 airports in Chicago. From New York John F Kennedy Intl Airport there are direct flights to 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 48m 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