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

As of September 2025, there are 1,042 flights per week flying from New York to Chicago. The most common day of the week flights depart is Thu, with 17% of flights taking off on this day.

How long does it take to fly to Chicago?

On average, it takes 2h 38m to fly from New York to Chicago if you fly out of Newark (the most popular airport in New York) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago). If you’re flying out of New York and into Chicago O'Hare Intl Airport, then the flight time is around 2h 40m.

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

Delta, Southwest, and Spirit Airlines are the most popular carriers operating from New York to Chicago

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

The number of flights available between New York and Chicago is 148 per day as of September 2025. The most frequent departure time is 15:00, with 45% of daily flights leaving at midday.

Is flying the fastest way to get from New York to Chicago?

Based on just travel duration our users have found a flight from New York to Chicago to be the fastest option to their destination at just 2h 27m. If travel time is less of a concern you may want to look into booking some alternative forms of transportation like a train from New York to Chicago or a bus from New York to Chicago.

Is flying the cheapest way to get from New York to Chicago?

Planning to book a flight from New York to Chicago can be a safe bet when looking for a low-cost deal to your destination. Currently, a train and a bus are priced higher than the cost of a flight. You can search prices for a train from New York starting at £146 to Chicago or a bus from New York to Chicago starting at £132 if that is your preferred method of transportation.

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?

The number of operators available for flights from New York to Chicago is 1 as of September 2025.

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 necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

£38 Cheap Flights from New York to Chicago in 2025

1 adult

0 bags

Voted winner of Europe's Best Travel App 2023

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customise your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from New York to Chicago

Round-trip

One-way

Last minute

Direct

Cheap return flights

10:30 - 12:10JFK-ORD

2h 40mdirect

13:35 - 16:59ORD-JFK

2h 24mdirect

£98JetBlue

Find Deal

mar., 30 sept. - mer., 1 oct.

18:30 - 20:07LGA-ORD

2h 37mdirect

08:00 - 11:16ORD-LGA

2h 16mdirect

£98United Airlines

Find Deal

mar., 30 sept. - mer., 1 oct.

10:29 - 12:18JFK-ORD

2h 49mdirect

18:20 - 22:00ORD-JFK

2h 40mdirect

£101Delta

Find Deal

mar., 14 oct. - sam., 25 oct.

08:30 - 10:22LGA-ORD

2h 52mdirect

10:35 - 13:56ORD-LGA

2h 21mdirect

£101Delta

Find Deal

mer., 28 janv. - sam., 31 janv.

07:44 - 18:38LGA-ORD

11h 54m1 stop

11:08 - 14:03ORD-LGA

1h 55mdirect

£102Spirit Airlines

Find Deal

mar., 28 oct. - jeu., 30 oct.

07:20 - 15:20LGA-ORD

9h 00m1 stop

12:40 - 23:20ORD-LGA

9h 40m1 stop

£103Southwest

Find Deal

mar., 21 oct. - mer., 22 oct.

11:59 - 18:38LGA-ORD

7h 39m1 stop

10:27 - 22:41ORD-LGA

11h 14m1 stop

£112Spirit Airlines

Find Deal

mar., 7 oct. - ven., 10 oct.

06:25 - 12:15LGA-ORD

6h 50m1 stop

13:45 - 23:15ORD-LGA

8h 30m1 stop

£113Southwest

Find Deal

sam., 15 nov. - mer., 19 nov.

07:30 - 09:15JFK-ORD

2h 45mdirect

13:43 - 17:05ORD-JFK

2h 22mdirect

£132American Airlines

Find Deal

dim., 5 oct. - mer., 8 oct.

07:30 - 09:11LGA-ORD

2h 41mdirect

14:13 - 17:29ORD-LGA

2h 16mdirect

£134American Airlines

Find Deal

dim., 5 oct. - mer., 8 oct.

JetBlue flights from New York to Chicago

Our best JetBlue deals on New York to Chicago flight tickets

JetBlue

30 Sept

JFK10:30New York John F Kennedy Intl

2h 40m

ORD12:10Chicago O'Hare Intl

1 Oct

ORD13:35Chicago O'Hare Intl

2h 24m

JFK16:59New York John F Kennedy Intl

£98

Find similar

JetBlue

21 Oct

JFK10:30New York John F Kennedy Intl

2h 52m

ORD12:22Chicago O'Hare Intl

29 Oct

ORD06:45Chicago O'Hare Intl

2h 14m

JFK09:59New York John F Kennedy Intl

£99

Find similar

JetBlue

7 Jan

JFK11:30New York John F Kennedy Intl

2h 53m

ORD13:23Chicago O'Hare Intl

8 Jan

ORD09:00Chicago O'Hare Intl

2h 17m

JFK12:17New York John F Kennedy Intl

£100

Find similar

United Airlines flights from New York to Chicago

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

United Airlines

30 Sept

LGA18:30New York LaGuardia

2h 37m

ORD20:07Chicago O'Hare Intl

1 Oct

ORD08:00Chicago O'Hare Intl

2h 16m

LGA11:16New York LaGuardia

£98

Find similar

United Airlines

8 Oct

LGA16:28New York LaGuardia

2h 37m

ORD18:05Chicago O'Hare Intl

17 Oct

ORD18:30Chicago O'Hare Intl

2h 24m

LGA21:54New York LaGuardia

£104

Find similar

United Airlines

30 Sept

LGA08:25New York LaGuardia

2h 37m

ORD10:02Chicago O'Hare Intl

5 Oct

ORD06:00Chicago O'Hare Intl

2h 16m

LGA09:16New York LaGuardia

£106

Find similar

Fly from

Fly to

Route

Depart

Return

Price

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

mar. 30/9

10:30-12:10

Nonstop2h 40m

Chicago O'Hare Intl

mer. 1/10

13:35-16:59

Nonstop2h 24m

£98

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mar. 30/9

18:30-20:07

Nonstop2h 37m

Chicago O'Hare Intl

mer. 1/10

08:00-11:16

Nonstop2h 16m

£98

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

mar. 14/10

10:29-12:18

Nonstop2h 49m

Chicago O'Hare Intl

sam. 25/10

18:20-22:00

Nonstop2h 40m

£101

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mer. 28/1

08:30-10:22

Nonstop2h 52m

Chicago O'Hare Intl

sam. 31/1

10:35-13:56

Nonstop2h 21m

£101

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mar. 28/10

07:44-18:38

1 stop11h 54m

Chicago O'Hare Intl

jeu. 30/10

11:08-14:03

Nonstop1h 55m

£102

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mar. 21/10

07:20-15:20

1 stop9h 00m

Chicago O'Hare Intl

mer. 22/10

12:40-23:20

1 stop9h 40m

£103

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mar. 7/10

11:59-18:38

1 stop7h 39m

Chicago O'Hare Intl

ven. 10/10

10:27-22:41

1 stop11h 14m

£112

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

sam. 15/11

06:25-12:15

1 stop6h 50m

Chicago O'Hare Intl

mer. 19/11

13:45-23:15

1 stop8h 30m

£113

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

dim. 5/10

07:30-09:15

Nonstop2h 45m

Chicago O'Hare Intl

mer. 8/10

13:43-17:05

Nonstop2h 22m

£132

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

dim. 5/10

07:30-09:11

Nonstop2h 41m

Chicago O'Hare Intl

mer. 8/10

14:13-17:29

Nonstop2h 16m

£134

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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 cheapest month to fly to Chicago from New York is in January. Flight prices, which tend to average around £134, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of January, then book flights to Chicago from New York during September instead. Flights to Chicago in September, while not as cheap as those in January, still average around £137.

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 Tuesday when prices can be found for as low as £120. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Chicago is Thursday, with ticket prices averaging around £242.

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

Flying to Chicago from New York in the evening is the least expensive time of day to depart. momondo users have found prices as low as £186 when looking at flights departing in the evening. Flights in the afternoon are often more expensive, with an average ticket price of £268.

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 £185 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 for as low as £148 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 September 2025, prices for New York to Chicago flights are approximately 40% 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 return 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	£51
Fastest flight time	2h 25m
Direct flights	Every day
Airports in Chicago	1 airport

The best one-way flight to Chicago from New York in the past 72 hours is £51. The best return flight deal from New York to Chicago found on momondo in the last 72 hours is £137.

The fastest flight from New York to Chicago takes 2h 25m

Direct flights go from New York to Chicago every day.

There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

Search flight deals

Is flying the fastest way to get from New York to Chicago?
Based on just travel duration our users have found a flight from New York to Chicago to be the fastest option to their destination at just 2h 27m. If travel time is less of a concern you may want to look into booking some alternative forms of transportation like a train from New York to Chicago or a bus from New York to Chicago.
Is flying the cheapest way to get from New York to Chicago?
Planning to book a flight from New York to Chicago can be a safe bet when looking for a low-cost deal to your destination. Currently, a train and a bus are priced higher than the cost of a flight. You can search prices for a train from New York starting at £146 to Chicago or a bus from New York to Chicago starting at £132 if that is your preferred method of transportation.
How far is New York to Chicago by plane?
New York and Chicago are 710.8 mi apart from one another. Typically, this will take 2h 27m 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?
The number of operators available for flights from New York to Chicago is 1 as of September 2025.
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 necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
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 21.47% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 12.37%, Airbus A321neo at 9.22%, and Boeing 737-900 at 8.08%.
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 Spirit Airlines, making up 42% of the total bookings. Other popular airlines include United Airlines with 17%, American Airlines with 14%, and Delta with 14%.

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
Spirit Airlines	PriceFrom £84	Free Cancellation	Rating 6.3 8,023 reviews		Search Spirit Airlines flights

Spirit Airlines Flights From New York to Chicago
Spirit Airlines flight deals from New York to Chicago start from £114 round-trip. Over the 6 Spirit Airlines flights for this route in a normal week, average airfare is usually £123 round-trip - but some users have found much cheaper deals with momondo.

Why use momondo?

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

Finding the right flight to Chicago from New York is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for New York to Chicago flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between New York and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes momondo offers price alerts on flights to Chicago from New York. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago trip

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

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

dim. 12/10

dim. 19/10

Email me momondo's favourite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Cheap flights from New York to Chicago from £52

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 8/1. 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, great deals

Big names, great 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 return flights

Cheap one-way flights

Cheap last-minute flights

Cheap direct flights

JetBlue flights from New York to Chicago

Our best JetBlue deals on New York to Chicago flight tickets

United Airlines flights from New York to Chicago

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

momondo Fare Finder

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?

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 Tuesday when prices can be found for as low as £120. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Chicago is Thursday, with ticket prices averaging around £242.

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

Flying to Chicago from New York in the evening is the least expensive time of day to depart. momondo users have found prices as low as £186 when looking at flights departing in the evening. Flights in the afternoon are often more expensive, with an average ticket price of £268.

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 September 2025, prices for New York to Chicago flights are approximately 40% cheaper when compared to flights at the same time last year.

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

Delta, Southwest, and Spirit Airlines are the most popular carriers operating from New York to Chicago

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

The number of flights available between New York and Chicago is 148 per day as of September 2025. The most frequent departure time is 15:00, with 45% of daily flights leaving at midday.

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

As of September 2025, there are 1,042 flights per week flying from New York to Chicago. The most common day of the week flights depart is Thu, with 17% of flights 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

Is flying the fastest way to get from New York to Chicago?

Is flying the cheapest way to get from New York to 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

Spirit Airlines Flights From New York to 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, organise 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