Question 1

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

Accepted Answer

Our cheapest airline available from New York John F Kennedy Intl Airport to Chicago is JetBlue. Our recent data shows that you can find tickets from as low as £115 on this airline. Additional options worth looking into are Delta and Frontier, starting at £119 and £120 round-trip. JetBlue is priced at 34% lower than the current average price of a flight leaving 3 months from now.

Question 2

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

Accepted Answer

The cheapet airlines for a one-way flight from New York John F Kennedy Intl Airport to Chicago are Delta (£60), Frontier (£62), and JetBlue (£64).

Question 3

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

Accepted Answer

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.

Question 4

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

Accepted Answer

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.

Question 5

What is the cheapest day to fly from New York John F Kennedy Intl Airport to Chicago?

Accepted Answer

Travellers seeking maximum savings on their New York John F Kennedy Intl Airport to Chicago flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Question 6

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

Accepted Answer

The most flights from JFK to CHI are scheduled on a Thursday (50 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (29 on average).

Question 7

E

Accepted Answer

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.

Question 8

E

Accepted Answer

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).

Question 9

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

Accepted Answer

Looking for the cheapest flight from New York John F Kennedy Intl Airport to Chicago? While on average our users pay £181, our data indicates the cheapest price to be £59. The most popular route (New York John F Kennedy Intl - Chicago O'Hare Intl), is priced around £107.

Question 10

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

Accepted Answer

Consider Cathay Pacific (100%), China Airlines (83%) or LATAM Airlines (76%) when booking your flight. These represent the most reliable airlines when flying from New York John F Kennedy Intl Airport to Chicago.

Question 11

What is the cheapest day to fly round-trip from New York John F Kennedy Intl Airport to Chicago?

Accepted Answer

Flights from New York John F Kennedy Intl Airport to Chicago are found to be more expensive on Saturday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

Question 12

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

Accepted Answer

Users have found that booking a flight from New York John F Kennedy Intl Airport to Chicago at least 36 days early can save you up to 93% on average compared to booking a flight this week. If booking 36 days before your flight isn’t an option for you, users have found flights from New York John F Kennedy Intl Airport to Chicago for as little as £177 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as £277 for flights departing within the next 3 days.

Question 13

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

Accepted Answer

The best pricing can be found in the month of September. Prices to Chicago from New York John F Kennedy Intl Airport average £175. You can even find prices in September for less than £175, as users have found deals to Chicago from as low as £57. The month of June appears to be one of the more expensive times to travel to Chicago from New York John F Kennedy Intl Airport. Flying in the targeted month can save you up to 19%.

Question 14

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

Accepted Answer

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 50% on your trip compared to booking a flight at midday.

Question 15

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

Accepted Answer

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

Question 16

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

Accepted Answer

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.

Question 17

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

Accepted Answer

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.

Question 18

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

Accepted Answer

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.

Question 19

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

Accepted Answer

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.

Question 20

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

Accepted Answer

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.

Question 21

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

Accepted Answer

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.

Round-trip from	£115
One-way from	£60
Popular in	December
Cheapest in	January
Average price	£190
Good round-trip deal	£199 or less
Good one-way deal	£78 or less

Airline	Cheapest	Average	Flexibility	On-time
JetBlue	Cheapest£52	Average£103	FlexibilityNo cancel fee	On-time62%	Search JetBlue flights
American Airlines	Cheapest£96	Average£164	FlexibilityNo cancel fee	On-time71%	Search American Airlines flights

Cheap flights from New York John F Kennedy Intl Airport to Chicago from £60

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 27/8. Fares are subject to change and may not be available on all flights or dates of travel.

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

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Cheapest flights from John F Kennedy Intl to ChicagoExplore 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 1 August 2025.

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 1 August 2025.

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Best time to book a flight from John F Kennedy Intl to Chicago

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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 25 July 2025.

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

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 1 August 2025.

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

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from New York John F Kennedy Intl Airport to Chicago, such as Delta, JetBlue, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

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?

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

What are the most reliable airlines 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?

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

How can I 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?

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

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Alternative routes for John F Kennedy Intl to Chicago

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Top 2 airlines flying from John F Kennedy Intl to Chicago

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

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

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

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

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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 1 August 2025.