How long does it take to fly to Chicago?

Average flight duration from New York to Chicago depends on which airport you fly into and out of. Flying from Newark to Chicago O'Hare Intl Airport is 2h 21m on average, while flying from New York to Chicago O'Hare Intl Airport is 2h 35m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

How many flights depart from New York to Chicago on average per day?

As of November 2025, 146 flights take off from New York and land in Chicago each day. The most common flight departure time for this route is 3:00PM, with 41% of daily flights taking off at noon.

What airlines fly to Chicago?

United Airlines, American Airlines and Spirit Airlines are the top three most popular airlines that fly to Chicago from New York according to our data. United Airlines is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from New York to Chicago?

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

How many flights depart from New York to Chicago on average per week?

1,024 flights are operational weekly from New York to Chicago as of November 2025. The most popular departure day for this route is Mon, with 18% of flights per week taking off on this day.

When did momondo last update prices for flights from New York to Chicago?

Prices for flights from New York to Chicago are updated daily.

How many operators does momondo search for flights from New York to Chicago?

As of November 2025, there are 7 operators available to choose from for flights from New York to Chicago.

How old do you have to be to fly from New York to Chicago?

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 layovers. It is recommended that you verify with the airline you are booking with for travel from New York to Chicago.

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

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$60 Cheap Flights from New York to Chicago in 2025/26

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4:07 pm - 5:59 pmJFK-ORD

2h 52mnonstop

4:01 pm - 12:59 amORD-JFK

7h 58m1 stop

$95Frontier

Find Deal

Sat, Nov 22 - Wed, Dec 3

8:41 pm - 10:11 pmLGA-ORD

2h 30mnonstop

4:38 pm - 7:42 pmORD-LGA

2h 04mnonstop

$95Spirit Airlines

Find Deal

Sat, Dec 13 - Mon, Dec 15

5:40 pm - 7:22 pmLGA-ORD

2h 42mnonstop

8:25 pm - 11:39 pmORD-LGA

2h 14mnonstop

$136Delta

Find Deal

Sat, Dec 6 - Mon, Dec 8

7:00 am - 8:47 amEWR-ORD

2h 47mnonstop

3:35 pm - 6:56 pmORD-EWR

2h 21mnonstop

$137United Airlines

Find Deal

Wed, Dec 3 - Mon, Dec 8

8:01 am - 9:56 amJFK-ORD

2h 55mnonstop

10:36 am - 1:59 pmORD-JFK

2h 23mnonstop

$137Delta

Find Deal

Thu, Dec 11 - Tue, Dec 16

8:35 am - 10:00 amLGA-MDW

2h 25mnonstop

5:55 pm - 9:00 pmMDW-LGA

2h 05mnonstop

$137Southwest

Find Deal

Sat, Dec 6 - Mon, Dec 8

7:07 am - 9:05 amEWR-ORD

2h 58mnonstop

7:27 pm - 10:41 pmORD-EWR

2h 14mnonstop

$138American Airlines

Find Deal

Sat, Dec 6 - Mon, Dec 8

9:50 pm - 11:20 pmLGA-MDW

2h 30mnonstop

6:05 am - 9:10 amMDW-LGA

2h 05mnonstop

$138Southwest

Find Deal

Fri, Feb 20 - Mon, Feb 23

6:59 pm - 8:46 pmEWR-ORD

2h 47mnonstop

7:10 am - 10:20 amORD-EWR

2h 10mnonstop

$143United Airlines

Find Deal

Fri, Dec 5 - Mon, Dec 8

7:00 am - 8:53 amEWR-ORD

2h 53mnonstop

7:14 pm - 10:30 pmORD-EWR

2h 16mnonstop

$163American Airlines

Find Deal

Sun, Nov 16 - Tue, Nov 18

JetBlue flights from New York to Chicago

Our best JetBlue deals on New York to Chicago flight tickets

JetBlue

Dec 2

JFK8:00 pmNew York John F Kennedy Intl

2h 52m

ORD9:52 pmChicago O'Hare Intl

Dec 3

ORD7:00 amChicago O'Hare Intl

2h 17m

JFK10:17 amNew York John F Kennedy Intl

$135

Find similar

JetBlue

Nov 18

JFK7:00 pmNew York John F Kennedy Intl

2h 52m

ORD8:52 pmChicago O'Hare Intl

Nov 20

ORD1:43 pmChicago O'Hare Intl

2h 16m

JFK4:59 pmNew York John F Kennedy Intl

$142

Find similar

JetBlue

Nov 19

JFK8:00 pmNew York John F Kennedy Intl

2h 52m

ORD9:52 pmChicago O'Hare Intl

Nov 26

ORD6:00 amChicago O'Hare Intl

2h 17m

JFK9:17 amNew York John F Kennedy Intl

$143

Find similar

American Airlines flights from New York to Chicago

Our best American Airlines deals on New York to Chicago flight tickets

American Airlines

Dec 6

EWR7:07 amNewark

2h 58m

ORD9:05 amChicago O'Hare Intl

Dec 8

ORD7:27 pmChicago O'Hare Intl

2h 14m

EWR10:41 pmNewark

$138

Find similar

American Airlines

Nov 16

EWR7:00 amNewark

2h 53m

ORD8:53 amChicago O'Hare Intl

Nov 18

ORD7:14 pmChicago O'Hare Intl

2h 16m

EWR10:30 pmNewark

$163

Find similar

American Airlines

Nov 23

EWR7:00 amNewark

2h 53m

ORD8:53 amChicago O'Hare Intl

Dec 2

ORD7:14 pmChicago O'Hare Intl

2h 16m

EWR10:30 pmNewark

$168

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Fly from

Fly to

Route

Depart

Return

Price

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 11/22

4:07 pm-5:59 pm

Nonstop2h 52m

Chicago O'Hare Intl

Wed 12/3

4:01 pm-12:59 am

1 stop7h 58m

$95

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 12/13

8:41 pm-10:11 pm

Nonstop2h 30m

Chicago O'Hare Intl

Mon 12/15

4:38 pm-7:42 pm

Nonstop2h 04m

$95

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 12/6

5:40 pm-7:22 pm

Nonstop2h 42m

Chicago O'Hare Intl

Mon 12/8

8:25 pm-11:39 pm

Nonstop2h 14m

$136

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 12/3

7:00 am-8:47 am

Nonstop2h 47m

Chicago O'Hare Intl

Mon 12/8

3:35 pm-6:56 pm

Nonstop2h 21m

$137

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 12/11

8:01 am-9:56 am

Nonstop2h 55m

Chicago O'Hare Intl

Tue 12/16

10:36 am-1:59 pm

Nonstop2h 23m

$137

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Sat 12/6

8:35 am-10:00 am

Nonstop2h 25m

Chicago Midway

Mon 12/8

5:55 pm-9:00 pm

Nonstop2h 05m

$137

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 12/6

7:07 am-9:05 am

Nonstop2h 58m

Chicago O'Hare Intl

Mon 12/8

7:27 pm-10:41 pm

Nonstop2h 14m

$138

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Fri 2/20

9:50 pm-11:20 pm

Nonstop2h 30m

Chicago Midway

Mon 2/23

6:05 am-9:10 am

Nonstop2h 05m

$138

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 12/5

6:59 pm-8:46 pm

Nonstop2h 47m

Chicago O'Hare Intl

Mon 12/8

7:10 am-10:20 am

Nonstop2h 10m

$143

NewarkChicago

EWR - ORD

EWRORD

Newark

Sun 11/16

7:00 am-8:53 am

Nonstop2h 53m

Chicago O'Hare Intl

Tue 11/18

7:14 pm-10:30 pm

Nonstop2h 16m

$163

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How to get the cheapest flight ticket from New York 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

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, with most prices found around $184. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from New York to Chicago during February average around $189.

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 $292. 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 to Chicago for around $384.

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 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 to Chicago flight route?

Fly from New York John F Kennedy Intl to Chicago O'Hare Intl for the best New York - 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 when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $248 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 for as low as $186 on momondo.

What cabin class options are available on New York to Chicago flights?

There are 4 cabin classes available to choose from on New York 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 to Chicago flights?

No. A direct flight is the cheapest option for a flight between New York to Chicago.

How have New York to Chicago flight prices changed over time?

As of November 2025, prices for New York to Chicago flights are approximately 45% cheaper when compared to flights at the same time last year.

When to book flights from New York to Chicago

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

Estimated round-trip price

Cheap New York to Chicago (NYC to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New York to Chicago

Best Price Found	$59
Fastest flight time	2h 21m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from New York in the past 72 hours is $59. The best round-trip flight deal from New York to Chicago found on momondo in the last 72 hours is $71.

The fastest flight from New York to Chicago takes 2h 21m

Direct flights go from New York to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

Search flight deals

How far is New York to Chicago by plane?
Chicago is 710.8 mi away from New York. Typically, this will take 2h 21m by plane in normal conditions.
When did momondo last update prices for flights from New York to Chicago?
Prices for flights from New York to Chicago are updated daily.
How many operators does momondo search for flights from New York to Chicago?
As of November 2025, there are 7 operators available to choose from for flights from New York to Chicago.
How old do you have to be to fly from New York to Chicago?
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 layovers. It is recommended that you verify with the airline you are booking with for travel from New York to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from New York to Chicago?
momondo data reveals that the most frequently booked plane model on the route from New York to Chicago is Boeing 737-800, representing 18.86% of all bookings. The subsequent popular models are Airbus A321neo at 10.96%, Boeing 737 MAX 8 at 9.30%, and Boeing 737-900 at 7.49%.
What is the most popular airline from New York to Chicago?
Based on momondo bookings for flights between New York and Chicago, the leading airline is United Airlines, making up 29% of the total bookings. Other popular airlines include American Airlines with 24%, Spirit Airlines with 19%, and Delta with 12%.

Best airlines flying from New York to Chicago

Compare and see reviews for airlines that fly from New York to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $55	Free Cancellation	Rating 5.8 3,115 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $67	Free Cancellation	Rating 6.3 8,113 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $87	Free Cancellation	Rating 7.2 2,908 reviews	Search JetBlue flights
Delta	PriceFrom $101	Free Cancellation	Rating 7.9 8,004 reviews	Search Delta flights
United Airlines	PriceFrom $147	Free Cancellation	Rating 7.4 9,001 reviews	Search United Airlines flights
American Airlines	PriceFrom $147	Free Cancellation	Rating 7.2 11,039 reviews	Search American Airlines flights
Southwest	PriceFrom $156	Free Cancellation	Rating 8.0 4,239 reviews	Search Southwest flights

Southwest Flights From New York to Chicago
Southwest flight deals from New York to Chicago start from $156 round-trip. Over the 23 Southwest flights for this route in a normal week, average airfare is usually $274 round-trip - but some users have found much cheaper deals with momondo.
Delta Flights From New York to Chicago
Another popular option for New York to Chicago flights is Delta (7.9/10, 8,004 ratings). Delta flies from New York to Chicago around 59 times per week, with deals starting from $101 round-trip and rising to an average price of around $365.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

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?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from New York to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Flights from New York to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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?

If you are not ready to book a flight from New York to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they 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.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Popular cities in the United States

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Cheap flights from New York to Chicago from $64

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New York to Chicago departing on 12/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from New York to Chicago

Cheap round-trip flights

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Cheap last minute flights

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JetBlue flights from New York to Chicago

Our best JetBlue deals on New York to Chicago flight tickets

American Airlines flights from New York to Chicago

Our best American Airlines deals on New York to Chicago flight tickets

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Use the filters below to find and compare flights from New York to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from New York 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

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, with most prices found around $184. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from New York to Chicago during February average around $189.

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 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 to Chicago flight route?

Fly from New York John F Kennedy Intl to Chicago O'Hare Intl for the best New York - Chicago flight prices

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

What cabin class options are available on New York to Chicago flights?

There are 4 cabin classes available to choose from on New York 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 to Chicago flights?

No. A direct flight is the cheapest option for a flight between New York to Chicago.

How have New York to Chicago flight prices changed over time?

As of November 2025, prices for New York to Chicago flights are approximately 45% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from New York to Chicago?

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

What airlines fly to Chicago?

How many flights depart from New York to Chicago on average per day?

As of November 2025, 146 flights take off from New York and land in Chicago each day. The most common flight departure time for this route is 3:00PM, with 41% of daily flights taking off at noon.

How many flights depart from New York to Chicago on average per week?

1,024 flights are operational weekly from New York to Chicago as of November 2025. The most popular departure day for this route is Mon, with 18% of flights per week taking off on this day.

How long does it take to fly to Chicago?

When to book flights from New York to Chicago

Cheap New York to Chicago (NYC to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New York to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

How far is New York to Chicago by plane?

When did momondo last update prices for flights from New York to Chicago?

How many operators does momondo search for flights from New York to Chicago?

How old do you have to be to fly from New York to Chicago?

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

What is the most popular plane model from New York to Chicago?

What is the most popular airline from New York to Chicago?

Best airlines flying from New York to Chicago

Compare and see reviews for airlines that fly from New York to Chicago with momondo

Southwest Flights From New York to Chicago

Delta Flights From New York 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

Airports listed have a maximum distance of 78.5 mi from Chicago