Question 1

What is the cheapest day to depart on your flight to Chicago?

Accepted Answer

On average, the least expensive day to fly to Chicago from New York John F Kennedy Intl Airport is on a Saturday. momondo users have found tickets for Saturday departures for as low as €135. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Chicago on Tuesday is €520.

Question 2

How many flights depart from New York John F Kennedy Intl Airport to Chicago on average per day?

Accepted Answer

34 flights are operational daily from New York John F Kennedy Intl Airport to Chicago as of February 2026. The most popular departure time for this route is 15:00, with 56% of flights per day taking off in the afternoon.

Question 3

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

Accepted Answer

Generally, flights departing in the morning tend to experience fewer delays. Flights departing at night have, in the past, seen delays more frequently in comparison.

Question 4

What is the cheapest month to fly to Chicago?

Accepted Answer

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 €138, are often lower during this time because this is during the off-season. If you don’t want to visit Chicago in January, then you should wait until December to fly from New York John F Kennedy Intl Airport, when ticket prices are also cheap, with an average price of €151.

Question 5

What cabin class options are available on New York John F Kennedy Intl to Chicago flights?

Accepted Answer

There is only 1 cabin class 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.

Question 6

How far in advance should I book a flight to Chicago?

Accepted Answer

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 €200 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 €150 on momondo.

Question 7

What is the cheapest time of day to depart on your flight to Chicago?

Accepted Answer

In the evening is the cheapest time of day to fly from New York John F Kennedy Intl Airport to Chicago when you can find flight prices for as low as €116. Flying to Chicago in the evening is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying at midday when prices are €307 on average. Flights to Chicago from New York John F Kennedy Intl Airport at midday are generally more expensive because this time of day is more convenient for travellers’ schedules.

Question 8

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

Accepted Answer

According to our data, Delta have had the fewest delays on this route over the last 12 months, with about 13% of their flights experiencing any sort of delay.

Question 9

How have New York John F Kennedy Intl Airport to Chicago flight prices changed over time?

Accepted Answer

As of February 2026, prices for New York John F Kennedy Intl Airport to Chicago flights are approximately 6% more expensive when compared to flights at the same time last year.

Question 10

What is the cheapest airline that flies from New York John F Kennedy Intl to Chicago?

Accepted Answer

Delta, Frontier, and JetBlue are the most popular carriers operating from New York John F Kennedy Intl to Chicago

Question 11

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

Accepted Answer

Tuesday is statistically the day of the week that experiences the fewest delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

Question 12

What is the cheapest New York John F Kennedy Intl to Chicago flight route?

Accepted Answer

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

Question 13

Can stopping save me money on New York John F Kennedy Intl Airport to Chicago flights?

Accepted Answer

You could potentially save up to 34% on your flight if you consider stops on a New York John F Kennedy Intl Airport to Chicago flight.

Question 14

How many flights depart from New York John F Kennedy Intl Airport to Chicago on average per week?

Accepted Answer

As of February 2026, there are 242 flights per week flying from New York John F Kennedy Intl Airport to Chicago. The most common day of the week flights depart is Mon, with 19% of flights taking off on this day.

Question 15

How often are flights from New York to Chicago delayed?

Accepted Answer

Historically, on average around 24% of flights between New York and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 153 minutes.

Question 16

When did momondo last update prices for flights from New York John F Kennedy Intl Airport to Chicago?

Accepted Answer

Prices for flights from New York John F Kennedy Intl Airport to Chicago are refreshed on a daily basis.

Question 17

How old do you have to be to fly from New York John F Kennedy Intl Airport to Chicago?

Accepted Answer

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and stopovers. It is recommended that you verify with the airline you are booking with for travel from New York John F Kennedy Intl Airport to Chicago.

Question 18

What documentation or ID do you need to fly to Chicago?

Accepted Answer

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 licence 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.

Best price found	€116
Fastest flight time	3h 01m
Direct flights	Every day
Airports in Chicago	3 airports

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How to get the cheapest flight ticket from New York John F Kennedy Intl Airport to Chicago

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

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?

What cabin class options are available on New York John F Kennedy Intl to Chicago flights?

There is only 1 cabin class 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?

You could potentially save up to 34% on your flight if you consider stops on a New York John F Kennedy Intl Airport to Chicago flight.

How have New York John F Kennedy Intl Airport to Chicago flight prices changed over time?

As of February 2026, prices for New York John F Kennedy Intl Airport to Chicago flights are approximately 6% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from New York John F Kennedy Intl to Chicago?

Delta, Frontier, and JetBlue are the most popular carriers operating from New York John F Kennedy Intl to Chicago

How often are flights from New York to Chicago delayed?

Historically, on average around 24% of flights between New York and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 153 minutes.

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

Generally, flights departing in the morning tend to experience fewer delays. Flights departing at night have, in the past, seen delays more frequently in comparison.

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

Tuesday is statistically the day of the week that experiences the fewest delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

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

According to our data, Delta have had the fewest delays on this route over the last 12 months, with about 13% of their flights experiencing any sort of delay.

How many flights depart from New York John F Kennedy Intl Airport to Chicago on average per day?

34 flights are operational daily from New York John F Kennedy Intl Airport to Chicago as of February 2026. The most popular departure time for this route is 15:00, with 56% of flights per day taking off in the afternoon.

How many flights depart from New York John F Kennedy Intl Airport to Chicago on average per week?

As of February 2026, there are 242 flights per week flying from New York John F Kennedy Intl Airport to Chicago. The most common day of the week flights depart is Mon, with 19% of flights taking off on this day.

When to book flights from New York John F Kennedy Intl Airport to Chicago

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What documentation or ID do you need to fly to Chicago?

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