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Cheap flights from New York John F Kennedy Intl Airport to Chicago from £41

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 20/3. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — CHI
16 Jan — 23 Jan1
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 November, 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

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 17 December 2025.

Tue 23/1213:29JFK - ORD
1 stop6h 17mJetBlue
Sun 11/107:45ORD - JFK
1 stop4h 48mJetBlue
Deal found 14/12£154
Fri 26/1213:00JFK - ORD
1 stop6h 46mJetBlue
Fri 2/106:45ORD - JFK
Nonstop2h 16mJetBlue
Deal found 16/12£184
Wed 17/1208:01JFK - ORD
Nonstop2h 55mDelta
Thu 8/107:01ORD - JFK
Nonstop2h 29mDelta
Deal found 15/12£187
Wed 17/1208:01JFK - ORD
Nonstop2h 55mDelta
Tue 6/110:29ORD - JFK
Nonstop2h 25mDelta
Deal found 15/12£187
Wed 24/1219:35JFK - ORD
Nonstop2h 59mDelta
Sun 11/118:26ORD - JFK
Nonstop2h 34mDelta
Deal found 17/12£192
Wed 24/1220:00JFK - ORD
Nonstop3h 04mJetBlue
Wed 31/1206:45ORD - JFK
Nonstop2h 16mJetBlue
Deal found 15/12£196
Wed 17/1206:30JFK - ORD
1 stop5h 05mJetBlue
Mon 12/106:45ORD - JFK
1 stop5h 48mJetBlue
Deal found 14/12£198
Thu 18/1213:00JFK - ORD
1 stop6h 46mJetBlue
Tue 6/109:35ORD - JFK
Nonstop2h 16mJetBlue
Deal found 15/12£199

Find 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 17 December 2025.

Round-trip from

£75

One-way from

£41

Popular in

May

Cheapest in

January

Average price

£166

Good round-trip deal

£50 or less

Good one-way deal

£92 or less
Frontier
  • Frontier
  • 12/1-19/1
  • Nonstop
  • 5h 21m total
  • New York to Chicago
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Frontier
  • Frontier
  • 20/3
  • Nonstop
  • 3h 00m total
  • New York to Chicago
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (£16 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 December 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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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 17 December 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

Thu 15/1

11:20-13:14

Nonstop2h 54m

Chicago O'Hare Intl

Thu 22/1

13:57-17:30

Nonstop2h 33m

£104

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Mon 23/2

21:15-23:10

Nonstop2h 55m

Chicago O'Hare Intl

Wed 25/2

12:41-16:02

Nonstop2h 21m

£104

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 17/1

15:55-17:48

Nonstop2h 53m

Chicago O'Hare Intl

Thu 22/1

10:29-13:54

Nonstop2h 25m

£104

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 11/2

17:30-19:45

Nonstop3h 15m

Chicago O'Hare Intl

Mon 16/2

06:04-09:20

Nonstop2h 16m

£104

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sun 18/1

07:50-09:49

Nonstop2h 59m

Chicago O'Hare Intl

Tue 20/1

13:57-17:30

Nonstop2h 33m

£104

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 24/2

19:59-21:57

Nonstop2h 58m

Chicago O'Hare Intl

Thu 26/2

14:11-17:43

Nonstop2h 32m

£104

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 14/2

21:15-23:10

Nonstop2h 55m

Chicago O'Hare Intl

Sat 21/2

10:00-19:38

1 stop8h 38m

£110

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Mon 12/1

17:25-19:36

Nonstop3h 11m

Chicago O'Hare Intl

Tue 20/1

09:40-12:56

Nonstop2h 16m

£110

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 13/1

15:52-17:45

Nonstop2h 53m

Chicago O'Hare Intl

Tue 20/1

13:57-17:30

Nonstop2h 33m

£110

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 31/1

17:25-19:36

Nonstop3h 11m

Chicago O'Hare Intl

Sat 7/2

07:45-14:43

1 stop5h 58m

£110

Flights are sorted by cheapest return flights first.

Deals found on 16/12

Showing 1-10 of 22 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 12 December 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 £41). Flying from New York John F Kennedy Intl Airport to Chicago in July is currently the most expensive (average of £94). 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 17 December 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 evening. If you’re flexible enough to do this you can expect to save up to 41% on your trip compared to booking a flight at midday.

How often are flights from New York to Chicago delayed?

About 21% of weekly flights between New York and Chicago have experienced delays in the past year, with the average delay time being 154 minutes.

What is the most punctual flight time for New York to Chicago flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Thursday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on New York to Chicago flights?

Over the past year, Delta have had the lowest number of delays on this route, with just 12% of flights being delayed.

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 17 December 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
2,895 reviews
Check prices

Comfort

7.6

Food

6.7

Overall

7.2

Boarding

7.4

Crew

8.0

Entertainment

7.2

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
2,895 reviews
JetBlue
7.2
Good
2,895 reviews
Check prices

Comfort

7.6

Food

6.7

Overall

7.2

Boarding

7.4

Crew

8.0

Entertainment

7.2

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 £104, Delta can have you in Chicago from New York John F Kennedy Intl Airport in 2h 54m. 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 China Airlines (85%), LATAM Airlines (81%) or Delta (76%) 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 £151, our data indicates the cheapest price to be £50. The most popular route (New York John F Kennedy Intl - Chicago O'Hare Intl), is priced around £78.

  • 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 £41). Flying from New York John F Kennedy Intl Airport to Chicago in July is currently the most expensive (average of £94). 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.
Newark to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to O'Hare Intl flights

Fly with Cheapflights

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How does Cheapflights help users find flights from John F Kennedy Intl to Chicago?

Deals for John F Kennedy Intl to Chicago flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from John F Kennedy Intl to Chicago?

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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