How often are flights from New York to Chicago delayed?

Historically, on average around 21% 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 154 minutes.

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

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

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

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

What airlines fly to Chicago?

American Airlines, Delta and JetBlue are the top three most popular airlines that fly to Chicago from New York John F Kennedy Intl Airport according to our data. American Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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 at night have, in the past, seen delays more frequently in comparison.

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

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

How many operators does momondo search for flights from New York John F Kennedy Intl Airport to Chicago?

There are 6 operators available for flights from New York John F Kennedy Intl Airport to Chicago as of December 2025.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from New York John F Kennedy Intl Airport to Chicago.

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

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 license 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.

$54 Cheap Flights from New York John F Kennedy Intl Airport to Chicago in 2025/26

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

As of December 2025, there are 298 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 17% of flights taking off on this day.

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Enter your travel dates to find the best prices.

11:03 am - 1:03 pm

JFK

ORD

3h 00mnonstop

6:40 am - 10:04 am

ORD

JFK

2h 24mnonstop

$83Frontier

Fri, Feb 20 - Sun, Feb 22

11:03 am - 1:03 pm

JFK

ORD

3h 00mnonstop

6:40 am - 10:04 am

ORD

JFK

2h 24mnonstop

$84Frontier

Sun, Feb 22 - Fri, Feb 27

1:00 pm - 2:57 pm

JFK

ORD

2h 57mnonstop

12:00 pm - 3:24 pm

ORD

JFK

2h 24mnonstop

$85Frontier

Fri, Jan 9 - Fri, Jan 16

11:03 am - 1:03 pm

JFK

ORD

3h 00mnonstop

6:40 am - 10:04 am

ORD

JFK

2h 24mnonstop

$90Frontier

Fri, Feb 13 - Mon, Feb 16

4:24 pm - 6:24 pm

JFK

ORD

3h 00mnonstop

12:00 pm - 3:24 pm

ORD

JFK

2h 24mnonstop

$94Frontier

Sat, Jan 17 - Mon, Jan 19

4:29 pm - 6:29 pm

JFK

ORD

3h 00mnonstop

12:05 pm - 3:29 pm

ORD

JFK

2h 24mnonstop

$96Frontier

Thu, Mar 5 - Mon, Mar 9

4:29 pm - 6:29 pm

JFK

ORD

3h 00mnonstop

12:05 pm - 3:29 pm

ORD

JFK

2h 24mnonstop

$97Frontier

Wed, Mar 18 - Wed, Mar 25

4:25 pm - 10:41 am

JFK

ORD

19h 16m1 stop

11:55 am - 3:19 pm

ORD

JFK

2h 24mnonstop

$98Frontier

Wed, Jan 21 - Sun, Feb 1

4:24 pm - 6:24 pm

JFK

ORD

3h 00mnonstop

12:00 pm - 3:24 pm

ORD

JFK

2h 24mnonstop

$99Frontier

Fri, Jan 16 - Mon, Jan 19

1:00 pm - 2:57 pm

JFK

ORD

2h 57mnonstop

5:57 pm - 1:13 am

ORD

JFK

6h 16m1 stop

$100Frontier

Sat, Jan 10 - Tue, Jan 13

Frontier flights from New York John F Kennedy Intl Airport to Chicago

Our best Frontier deals on New York John F Kennedy Intl Airport to Chicago flight tickets

Frontier

Feb 20

JFK11:03 amNew York John F Kennedy Intl

3h 00m

ORD1:03 pmChicago O'Hare Intl

Feb 22

ORD6:40 amChicago O'Hare Intl

2h 24m

JFK10:04 amNew York John F Kennedy Intl

$83

Find similar

Frontier

Feb 22

JFK11:03 amNew York John F Kennedy Intl

3h 00m

ORD1:03 pmChicago O'Hare Intl

Feb 27

ORD6:40 amChicago O'Hare Intl

2h 24m

JFK10:04 amNew York John F Kennedy Intl

$84

Find similar

Frontier

Jan 9

JFK1:00 pmNew York John F Kennedy Intl

2h 57m

ORD2:57 pmChicago O'Hare Intl

Jan 16

ORD12:00 pmChicago O'Hare Intl

2h 24m

JFK3:24 pmNew York John F Kennedy Intl

$85

Find similar

JetBlue flights from New York John F Kennedy Intl Airport to Chicago

Our best JetBlue deals on New York John F Kennedy Intl Airport to Chicago flight tickets

JetBlue

Jan 13

JFK5:25 pmNew York John F Kennedy Intl

3h 11m

ORD7:36 pmChicago O'Hare Intl

Jan 20

ORD9:40 amChicago O'Hare Intl

2h 16m

JFK12:56 pmNew York John F Kennedy Intl

$136

Find similar

JetBlue

Jan 22

JFK11:00 amNew York John F Kennedy Intl

7h 43m

1 stop

ORD5:43 pmChicago O'Hare Intl

Jan 25

ORD7:45 amChicago O'Hare Intl

4h 48m

1 stop

JFK1:33 pmNew York John F Kennedy Intl

$137

Find similar

JetBlue

Jan 22

JFK11:00 amNew York John F Kennedy Intl

7h 43m

1 stop

ORD5:43 pmChicago O'Hare Intl

Jan 25

ORD7:45 amChicago O'Hare Intl

4h 48m

1 stop

JFK1:33 pmNew York John F Kennedy Intl

$138

Find similar

momondo Fare Finder

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

Fly to

Route

Depart

Return

Price

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Fri 2/20

11:03 am-1:03 pm

Nonstop3h 00m

Chicago O'Hare Intl

Sun 2/22

6:40 am-10:04 am

Nonstop2h 24m

$83

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sun 2/22

11:03 am-1:03 pm

Nonstop3h 00m

Chicago O'Hare Intl

Fri 2/27

6:40 am-10:04 am

Nonstop2h 24m

$84

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Fri 1/9

1:00 pm-2:57 pm

Nonstop2h 57m

Chicago O'Hare Intl

Fri 1/16

12:00 pm-3:24 pm

Nonstop2h 24m

$85

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Fri 2/13

11:03 am-1:03 pm

Nonstop3h 00m

Chicago O'Hare Intl

Mon 2/16

6:40 am-10:04 am

Nonstop2h 24m

$90

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 1/17

4:24 pm-6:24 pm

Nonstop3h 00m

Chicago O'Hare Intl

Mon 1/19

12:00 pm-3:24 pm

Nonstop2h 24m

$94

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 3/5

4:29 pm-6:29 pm

Nonstop3h 00m

Chicago O'Hare Intl

Mon 3/9

12:05 pm-3:29 pm

Nonstop2h 24m

$96

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 3/18

4:29 pm-6:29 pm

Nonstop3h 00m

Chicago O'Hare Intl

Wed 3/25

12:05 pm-3:29 pm

Nonstop2h 24m

$97

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 1/21

4:25 pm-10:41 am

1 stop19h 16m

Chicago O'Hare Intl

Sun 2/1

11:55 am-3:19 pm

Nonstop2h 24m

$98

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Fri 1/16

4:24 pm-6:24 pm

Nonstop3h 00m

Chicago O'Hare Intl

Mon 1/19

12:00 pm-3:24 pm

Nonstop2h 24m

$99

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 1/10

1:00 pm-2:57 pm

Nonstop2h 57m

Chicago O'Hare Intl

Tue 1/13

5:57 pm-1:13 am

1 stop6h 16m

$100

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Showing 1-10 of 20 resultsSorted by cheapest first

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

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Delays

Other information

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from New York John F Kennedy Intl Airport, with most prices found around $150. If you’re not able to fly to Chicago in January, then November is your next best option. Flight prices from New York John F Kennedy Intl Airport to Chicago during November average around $187.

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

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $291. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from New York John F Kennedy Intl Airport to Chicago for around $372.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from New York John F Kennedy Intl Airport to Chicago during this time can be as low as $271. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $367.

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?

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 $241 when searching weeks out. 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 $174 on momondo.

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

There are 4 cabin classes 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?

No. A direct flight is the cheapest option for a flight between New York John F Kennedy Intl Airport to Chicago.

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

As of December 2025, prices for New York John F Kennedy Intl Airport to Chicago flights are approximately 14% cheaper when compared to flights at the same time last year.

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

Are you open to changing your travel dates? Check out the ideal times to fly from New York John F Kennedy Intl Airport to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap New York John F Kennedy Intl Airport to Chicago (JFK to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New York John F Kennedy Intl Airport to Chicago

Best Price Found	$83
Fastest flight time	2h 46m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from New York John F Kennedy Intl Airport in the past 72 hours is $83. The best round-trip flight deal from New York John F Kennedy Intl Airport to Chicago found on momondo in the last 72 hours is $136.

The fastest flight from New York John F Kennedy Intl Airport to Chicago takes 2h 46m

Direct flights go from New York John F Kennedy Intl Airport to Chicago every day.

There are 3 airports in Chicago. From New York John F Kennedy Intl Airport there are direct flights to Chicago O'Hare Intl (ORD).

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How far is New York John F Kennedy Intl to Chicago by plane?
The distance between New York John F Kennedy Intl and Chicago is about 723.1 mi. 2h 46m is a normal flight duration for this route.
When did momondo last update prices for flights from New York John F Kennedy Intl Airport to Chicago?
Prices for flights from New York John F Kennedy Intl Airport to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from New York John F Kennedy Intl Airport to Chicago?
There are 6 operators available for flights from New York John F Kennedy Intl Airport to Chicago as of December 2025.
How old do you have to be to fly from New York John F Kennedy Intl Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from New York John F Kennedy Intl Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
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 license 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.
What is the most popular plane model from New York John F Kennedy Intl Airport to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from New York John F Kennedy Intl Airport to Chicago is Boeing 737-800 (13.70% of total bookings). The next most popular plane models are Airbus A321neo (11.24%), Embraer 175 (11.14%), and Canadair (Bombardier) Regional Jet 900 (7.68%).
What is the most popular airline from New York John F Kennedy Intl Airport to Chicago?
momondo data reveals that the most frequently booked airline on the route from New York John F Kennedy Intl Airport to Chicago is American Airlines, representing 32% of all bookings. The subsequent popular airlines are Delta at 32%, JetBlue at 24%, and Frontier at 10%.

Best airlines flying from New York John F Kennedy Intl Airport to Chicago

Compare and see reviews for airlines that fly from New York John F Kennedy Intl Airport to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $55	Free Cancellation	Rating 5.8 3,081 reviews	Search Frontier flights
JetBlue	PriceFrom $87	Free Cancellation	Rating 7.2 2,894 reviews	Search JetBlue flights
Spirit Airlines	PriceFrom $96	Free Cancellation	Rating 6.3 8,182 reviews	Search Spirit Airlines flights
Delta	PriceFrom $129	Free Cancellation	Rating 7.9 8,006 reviews	Search Delta flights
American Airlines	PriceFrom $151	Free Cancellation	Rating 7.2 11,051 reviews	Search American Airlines flights
United Airlines	PriceFrom $217	Free Cancellation	Rating 7.4 9,092 reviews	Search United Airlines flights

Delta Flights From New York John F Kennedy Intl Airport to Chicago
Across 18 Delta flights from New York John F Kennedy Intl Airport to Chicago this week, the average price was $377, with the best Delta deals starting from $129 round-trip. 8,006 users have rated Delta on momondo, with an average score of 7.9/10.
JetBlue Flights From New York John F Kennedy Intl Airport to Chicago
The best JetBlue deal for New York John F Kennedy Intl Airport to Chicago flight tickets found on momondo in the last 72 hours was $87, round-trip. It should be noted that an average JetBlue flight deal for this route in this time was higher, at $230 round-trip. JetBlue operates 6 flights out of New York John F Kennedy Intl Airport into Chicago in an average week, so prices vary by time and availability. 2,894 JetBlue reviews by users on momondo have scored the airline at 7.2/10.

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Valparaiso

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Munster

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from New York to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from New York to Chicago for you.

Can I find flights from New York to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from New York with this policy.

How can momondo help me find flights from New York to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from New York to Chicago.

I’m not ready to book a flight from New York to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from New York are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Cheap flights from New York John F Kennedy Intl Airport to Chicago from $54

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Find the cheapest flights from New York John F Kennedy Intl Airport to Chicago

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Frontier flights from New York John F Kennedy Intl Airport to Chicago

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Use the filters below to find and compare flights from New York John F Kennedy Intl Airport to Chicago that are best for you.

See travel insights to Chicago from

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?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from New York John F Kennedy Intl Airport to Chicago during this time can be as low as $271. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $367.

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 are 4 cabin classes 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?

No. A direct flight is the cheapest option for a flight between New York John F Kennedy Intl Airport to Chicago.

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

As of December 2025, prices for New York John F Kennedy Intl Airport to Chicago flights are approximately 14% cheaper 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?

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

What airlines fly to Chicago?

How often are flights from New York to Chicago delayed?

Historically, on average around 21% 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 154 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 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 which experiences the fewest number of 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 least number of delays on this route over the last 12 months; with about 12% 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?

The number of flights available between New York John F Kennedy Intl Airport and Chicago is 42 per day as of December 2025. The most frequent departure time is 3:00PM, with 45% of daily flights leaving in the afternoon.

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

As of December 2025, there are 298 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 17% of flights taking off on this day.

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

Cheap New York John F Kennedy Intl Airport to Chicago (JFK to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New York John F Kennedy Intl Airport to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

How far is New York John F Kennedy Intl to Chicago by plane?

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

How many operators does momondo search for flights from New York John F Kennedy Intl Airport to Chicago?

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

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

What is the most popular plane model from New York John F Kennedy Intl Airport to Chicago?

What is the most popular airline from New York John F Kennedy Intl Airport to Chicago?

Best airlines flying from New York John F Kennedy Intl Airport to Chicago

Compare and see reviews for airlines that fly from New York John F Kennedy Intl Airport to Chicago with momondo

Delta Flights From New York John F Kennedy Intl Airport to Chicago

JetBlue Flights From New York John F Kennedy Intl Airport to Chicago

Traveling to a place near Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from New York to Chicago?

Can I find flights from New York to Chicago with flexible booking policies on momondo?

How can momondo help me find flights from New York to Chicago?

I’m not ready to book a flight from New York to Chicago right now. Can momondo alert me if prices change?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago