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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 Cheapflights user in the last 72 hours by searching for a flight departing on 25/5. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — CHI
21 Apr — 28 Apr1
1 adult

Cheapflights Tip: The best prices from New York John F Kennedy Intl to Chicago are usually found in January or February, booked 52 days in advance, depart on a Saturday or Tuesday and return on a Tuesday

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 16 April 2025.

Round-trip from

£104

One-way from

£52

Popular in

December

Cheapest in

January

Average price

£176

Good round-trip deal

£173 or less

Good one-way deal

£92 or less
Delta
  • Delta
  • 25/5-27/5
  • Nonstop
  • 5h 30m total
  • New York to Chicago
JetBlue
  • JetBlue
  • 25/5
  • Nonstop
  • 2h 54m total
  • New York to Chicago
High demand for flights, 2% potential price rise
Cheapest flight prices on average. 2% potential price decrease (£4 potential savings vs. average return price).
Average for round-trip flights in April 2025
Price to beat on a round-trip flight from New York John F Kennedy Intl to Chicago (CHI).
Price to beat on a one-way flight from New York John F Kennedy Intl to Chicago (CHI).

Find flight deals from John F Kennedy Intl to Chicago

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 16 April 2025.

Sun 25/511:00JFK - ORD
Nonstop2h 48mDelta
Tue 27/518:18ORD - JFK
Nonstop2h 42mDelta
Deal found 15/4£104
Sat 24/520:00JFK - ORD
Nonstop2h 54mJetBlue
Thu 29/506:15ORD - JFK
Nonstop2h 15mJetBlue
Deal found 16/4£120
Wed 14/515:55JFK - ORD
Nonstop2h 39mAmerican Airlines
Wed 21/516:44ORD - JFK
Nonstop2h 16mAmerican Airlines
Deal found 15/4£129
Tue 6/509:00JFK - ORD
1 stop8h 41mFrontier
Tue 20/517:48ORD - JFK
1 stop12h 41mFrontier
Deal found 15/4£135

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 16 April 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

Sun 25/5

11:00-12:48

Nonstop2h 48m

Chicago O'Hare Intl

Tue 27/5

18:18-22:00

Nonstop2h 42m

£104

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 24/5

20:00-21:54

Nonstop2h 54m

Chicago O'Hare Intl

Thu 29/5

06:15-09:30

Nonstop2h 15m

£120

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 14/5

15:55-17:34

Nonstop2h 39m

Chicago O'Hare Intl

Wed 21/5

16:44-20:00

Nonstop2h 16m

£129

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 6/5

09:00-16:41

1 stop8h 41m

Chicago O'Hare Intl

Tue 20/5

17:48-07:29

1 stop12h 41m

£135

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 9/10

11:31-18:45

1 stop8h 14m

Chicago O'Hare Intl

Mon 13/10

11:41-10:30

1 stop21h 49m

£261

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sun 25/5

20:00-21:54

Nonstop2h 54m

£52

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 17/5

19:30-21:33

Nonstop3h 03m

£64

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 1/5

06:00-11:43

1 stop6h 43m

£71

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 23/4

08:59-11:05

Nonstop3h 06m

£117

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sun 12/10

11:31-10:39

1 stop24h 08m

£127

Flights are sorted by cheapest return flights first.

Deals found on 16/4

Showing 1-10 of 13 results
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2

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 11 April 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 52 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, January is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Chicago (average of £595). Flying from New York John F Kennedy Intl Airport to Chicago in July is currently the most expensive (average of £843). 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 16 April 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 42% on your trip compared to booking a flight at midday.

Weekly flight availability from New York John F Kennedy Intl Airport to Chicago

Explore weekly flight availability from John F Kennedy Intl to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 16 April 2025.

The most flights from JFK to CHI are scheduled on a Monday (44 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (37 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 16 April 2025.
To help decide which airline to fly from New York to Chicago, see what other customers have to say about Alaska Airlines, Delta and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
8.0
Very Good

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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.
  • What are the cheapest airlines flying from New York John F Kennedy Intl Airport to Chicago round-trip?

    Our cheapest airline available from New York John F Kennedy Intl Airport to Chicago is Delta. Our recent data shows that you can find tickets from as low as £104 on this airline. Additional options worth looking into are JetBlue and American Airlines, starting at £120 and £129 round-trip. Delta is priced at 40% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from New York John F Kennedy Intl Airport to Chicago one-way?

    The cheapet airlines for a one-way flight from New York John F Kennedy Intl Airport to Chicago are JetBlue (£52), Delta (£64), and Frontier (£71).

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

    Consider GOL (89%), China Airlines (85%) or JetBlue (83%) 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 £51. The most popular route (New York John F Kennedy Intl - Chicago O'Hare Intl), is priced around £128.

  • 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, January is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Chicago (average of £595). Flying from New York John F Kennedy Intl Airport to Chicago in July is currently the most expensive (average of £843). 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.

Top 2 airlines flying from John F Kennedy Intl to Chicago

Discover the top 2 airlines that operate flights from John F Kennedy Intl to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 16 April 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest£47Average£103FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
American AirlinesCheapest£96Average£192FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

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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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