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Cheap flights from New York John F Kennedy Intl Airport to Chicago from £49

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — CHI
30 Nov — 7 Dec1
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from New York John F Kennedy Intl to Chicago are usually found in January or February, booked 41 days in advance, depart on a Monday or Tuesday and return on a Monday

Cheap flight deals from John F Kennedy Intl to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from John F Kennedy Intl (JFK) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 31 October 2025.

Round-trip from

£80

One-way from

£49

Popular in

June

Cheapest in

January

Average price

£176

Good round-trip deal

£287 or less

Good one-way deal

£60 or less
Frontier
  • Frontier
  • 3/12-6/12
  • Nonstop
  • 5h 21m total
  • New York to Chicago
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Frontier
  • Frontier
  • 3/3
  • 1 total stop
  • 24h 52m total
  • New York to Chicago
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Highest demand for flights based on searches. 13% potential increase in price (£21 potential increase over avg. return price).
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Cheapest flight prices on average. 1% potential price decrease (£3 potential savings vs. average return price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from New York John F Kennedy Intl to Chicago (CHI).
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Price to beat on a one-way flight from New York John F Kennedy Intl to Chicago (CHI).
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Find flight deals from John F Kennedy Intl to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from John F Kennedy Intl to Chicago
Explore the most affordable flight options available from John F Kennedy Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 31 October 2025.

Wed 3/1213:00JFK - ORD
Nonstop2h 57mFrontier
Sat 6/1208:36ORD - JFK
Nonstop2h 24mFrontier
Deal found 30/10£80
Wed 3/1213:00JFK - ORD
Nonstop2h 57mFrontier
Fri 5/1216:20ORD - JFK
1 stop7h 39mFrontier
Deal found 30/10£81
Thu 13/1108:00JFK - ORD
Nonstop2h 55mDelta
Mon 17/1107:00ORD - JFK
Nonstop2h 26mDelta
Deal found 30/10£104
Tue 2/1213:00JFK - ORD
1 stop6h 46mFrontier
Sat 6/1208:36ORD - JFK
Nonstop2h 24mFrontier
Deal found 30/10£105
Fri 14/1119:29JFK - ORD
Nonstop2h 58mDelta
Tue 18/1113:25ORD - JFK
Nonstop2h 25mDelta
Deal found 30/10£109
Tue 2/1220:00JFK - ORD
Nonstop2h 52mJetBlue
Wed 10/1207:00ORD - JFK
Nonstop2h 17mJetBlue
Deal found 30/10£112
Tue 2/1208:01JFK - ORD
Nonstop2h 55mDelta
Fri 5/1218:30ORD - JFK
Nonstop2h 34mDelta
Deal found 30/10£112
Fri 5/1219:40JFK - ORD
Nonstop2h 59mDelta
Sun 7/1207:00ORD - JFK
Nonstop2h 23mDelta
Deal found 30/10£113
Mon 1/1216:07JFK - ORD
Nonstop2h 52mFrontier
Sat 6/1213:24ORD - JFK
1 stop10h 35mFrontier
Deal found 30/10£115

Cheapflights Fare Finder

 
Customise your flight search to find flights from John F Kennedy Intl 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, Cheapflights users made 858,174 searches. Data last updated 31 October 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

John F Kennedy Intl

Fly to

Chicago

Route

Depart

Return

Price

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 2/12

08:01-09:56

Nonstop2h 55m

Chicago O'Hare Intl

Sat 6/12

18:30-22:04

Nonstop2h 34m

£112

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 2/12

08:01-09:56

Nonstop2h 55m

Chicago O'Hare Intl

Sat 13/12

18:30-22:04

Nonstop2h 34m

£112

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 2/12

08:01-09:56

Nonstop2h 55m

Chicago O'Hare Intl

Fri 5/12

18:30-22:04

Nonstop2h 34m

£112

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Mon 8/12

08:01-09:56

Nonstop2h 55m

Chicago O'Hare Intl

Tue 9/12

10:36-13:59

Nonstop2h 23m

£112

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 22/11

20:30-22:21

Nonstop2h 51m

Chicago O'Hare Intl

Thu 27/11

13:43-16:59

Nonstop2h 16m

£113

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Fri 5/12

19:40-21:39

Nonstop2h 59m

Chicago O'Hare Intl

Sun 7/12

07:00-10:23

Nonstop2h 23m

£113

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 11/11

10:50-12:39

Nonstop2h 49m

Chicago O'Hare Intl

Tue 18/11

13:25-16:50

Nonstop2h 25m

£119

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 22/11

20:30-22:21

Nonstop2h 51m

Chicago O'Hare Intl

Tue 2/12

07:00-10:17

Nonstop2h 17m

£120

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 31/12

20:00-22:04

Nonstop3h 04m

Chicago O'Hare Intl

Thu 8/1

08:45-12:02

Nonstop2h 17m

£121

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 22/11

19:29-21:27

Nonstop2h 58m

Chicago O'Hare Intl

Sat 6/12

18:30-22:04

Nonstop2h 34m

£124

Flights are sorted by cheapest return flights first.

Deals found on 30/10

Showing 1-10 of 21 results
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Best time to book a flight from John F Kennedy Intl to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from John F Kennedy Intl with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from New York John F Kennedy Intl Airport to Chicago

How far ahead should I book a flight from New York John F Kennedy Intl Airport to Chicago?

Use this chart to determine the optimal time to book a return flight from John F Kennedy Intl to Chicago. Price data was last updated on 24 October 2025.

The price you pay for your flight from New York John F Kennedy Intl Airport to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 41 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from New York John F Kennedy Intl Airport to Chicago?

Currently, May is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Chicago (average of £42). Flying from New York John F Kennedy Intl Airport to Chicago in July is currently the most expensive (average of £96). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from JFK to CHI?

Find hourly flight availability from John F Kennedy Intl to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 31 October 2025.

A simple way to save on the total cost of your ticket is to fly from New York John F Kennedy Intl Airport to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 46% on your trip compared to booking a flight in the afternoon.

How much does it cost for a return flight from New York John F Kennedy Intl Airport to Chicago?

What’s the top stopover airport for flights from New York John F Kennedy Intl Airport to Chicago?

Share of one-stop return flights from New York John F Kennedy Intl Airport to Chicago chosen by Cheapflights users in the past 12 months, using the same stopover each way.

Atlanta (ATL) – chosen by Cheapflights users on 67% of one-stop itineraries from New York John F Kennedy Intl Airport to Chicago on Cheapflights.

What’s the cheapest stopover airport for flights from New York John F Kennedy Intl Airport to Chicago?

Average return fare for one-stop flights from New York John F Kennedy Intl Airport to Chicago, chosen by Cheapflights users in the past 12 months, with the same stopover each way.

Tampa (TPA) is the most affordable one-stop option, with an average return flight price of £96.

What’s the fastest stopover option from New York John F Kennedy Intl Airport to Chicago?

Shortest average travel time for one-stop one-way flights from New York John F Kennedy Intl Airport to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by stopover airport.

Flights via Atlanta (ATL) have the shortest average one-way travel time for one-stop routes: 5h 49m.

Which airport typically offers the quickest stopover for flights from New York John F Kennedy Intl Airport to Chicago?

Average stopover duration for one-stop one-way flights from New York John F Kennedy Intl Airport to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Atlanta (ATL) offer the fastest connection on this route, with an average stopover time of 2h 40m.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 31 October 2025.
Read through reviews of airlines operating flights from New York John F Kennedy Intl Airport to Chicago, such as JetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
JetBlue
7.2
Good
2,906 reviews
Check prices

Comfort

7.6

Entertainment

7.3

Crew

8.0

Overall

7.2

Boarding

7.4

Food

6.7

Reviews

1 / 20
10.0
Excellent

JACK,Sept 2025

JFK - MSY

I liked the professional services of the crew. Keep up the good work.
JetBlue
7.2
Good
2,906 reviews
JetBlue
7.2
Good
2,906 reviews
Check prices

Comfort

7.6

Entertainment

7.3

Crew

8.0

Overall

7.2

Boarding

7.4

Food

6.7

Reviews

1 / 20
10.0
Excellent

JACK,Sept 2025

JFK - MSY

I liked the professional services of the crew. Keep up the good work.

Related info for your journey

Find useful and relevant information for your journey from John F Kennedy Intl to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from New York John F Kennedy Intl Airport to Chicago?

    For as low as £112, Delta can have you in Chicago from New York John F Kennedy Intl Airport in 2h 55m. There are 738 mi between New York John F Kennedy Intl Airport and Chicago. Most flights are nonstop.

  • What are the most reliable airlines from New York John F Kennedy Intl Airport to Chicago?

    Consider Atlas Air (100%), Finnair (100%) or Hawaiian Airlines (95%) when booking your flight. These represent the most reliable airlines when flying from New York John F Kennedy Intl Airport to Chicago.

  • What are the cheapest flights from New York John F Kennedy Intl Airport to Chicago?

    Looking for the cheapest flight from New York John F Kennedy Intl Airport to Chicago? While on average our users pay £189, our data indicates the cheapest price to be £28. The most popular route (New York John F Kennedy Intl - Chicago O'Hare Intl), is priced around £105.

  • Can I find deals for flights from John F Kennedy Intl to Chicago that include hotel bookings?

    Yes. In addition to deals on John F Kennedy Intl to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from John F Kennedy Intl to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from John F Kennedy Intl to Chicago.

  • Can I find deals for business class flights from John F Kennedy Intl to Chicago?

    Yes. Cheapflights offers flight deals from John F Kennedy Intl to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from New York John F Kennedy Intl Airport to Chicago?

    Currently, May is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Chicago (average of £42). Flying from New York John F Kennedy Intl Airport to Chicago in July is currently the most expensive (average of £96). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for John F Kennedy Intl to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
LaGuardia to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
Newark to O'Hare Intl flights

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It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from John F Kennedy Intl to Chicago.

Can Cheapflights find flights from John F Kennedy Intl to Chicago with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from John F Kennedy Intl to Chicago, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from John F Kennedy Intl to Chicago become cheaper?

Of course! You can now track prices for flights from John F Kennedy Intl to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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