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

The number of flights available between New York and Chicago is 116 per day as of October 2025. The most frequent departure time is 14:00, with 42% of daily flights leaving at midday.

How long does it take to fly to Chicago?

On average, it takes 2h 43m 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 44m.

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

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

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

As of October 2025, there are 817 flights per week flying from New York to Chicago. The most common day of the week flights depart is Wed, with 22% of flights taking off on this day.

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 22m. 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 £165 to Chicago or a bus from New York to Chicago starting at £122 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 October 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.

£39 Cheap Flights from New York to Chicago in 2025/26

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20:45 - 09:31LGA-ORD

13h 46m1 stop

19:34 - 22:42ORD-LGA

2h 08mdirect

£89Spirit Airlines

Find Deal

Sun, 16 Nov - Wed, 19 Nov

20:45 - 10:01LGA-ORD

14h 16m1 stop

06:48 - 14:00ORD-LGA

6h 12m1 stop

£93Spirit Airlines

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Wed, 12 Nov - Wed, 19 Nov

13:00 - 14:57JFK-ORD

2h 57mdirect

06:40 - 10:04ORD-JFK

2h 24mdirect

£95Frontier

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Fri, 12 Dec - Fri, 19 Dec

20:41 - 22:11LGA-ORD

2h 30mdirect

16:38 - 19:42ORD-LGA

2h 04mdirect

£99Spirit Airlines

Find Deal

Fri, 12 Dec - Fri, 19 Dec

10:15 - 12:03LGA-ORD

2h 48mdirect

15:00 - 18:23ORD-LGA

2h 23mdirect

£101United Airlines

Find Deal

Tue, 6 Jan - Tue, 6 Jan

08:00 - 09:48EWR-ORD

2h 48mdirect

19:51 - 23:13ORD-EWR

2h 22mdirect

£104United Airlines

Find Deal

Thu, 13 Nov - Wed, 19 Nov

11:30 - 13:17LGA-ORD

2h 47mdirect

09:30 - 12:41ORD-LGA

2h 11mdirect

£104Delta

Find Deal

Sat, 15 Nov - Mon, 17 Nov

11:30 - 13:17LGA-ORD

2h 47mdirect

07:00 - 10:15ORD-LGA

2h 15mdirect

£104Delta

Find Deal

Sat, 15 Nov - Mon, 17 Nov

16:29 - 00:12JFK-ORD

8h 43m1 stop

06:40 - 10:04ORD-JFK

2h 24mdirect

£132Frontier

Find Deal

Fri, 12 Dec - Fri, 19 Dec

12:26 - 14:15JFK-ORD

2h 49mdirect

16:06 - 19:27ORD-JFK

2h 21mdirect

£157American Airlines

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Mon, 10 Nov - Thu, 13 Nov

Spirit Airlines flights from New York to Chicago

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

Spirit Airlines

16 Nov

LGA20:45New York LaGuardia

13h 46m

1 stop

ORD09:31Chicago O'Hare Intl

19 Nov

ORD19:34Chicago O'Hare Intl

2h 08m

LGA22:42New York LaGuardia

£89

Find similar

Spirit Airlines

12 Nov

LGA20:45New York LaGuardia

14h 16m

1 stop

ORD10:01Chicago O'Hare Intl

19 Nov

ORD06:48Chicago O'Hare Intl

6h 12m

1 stop

LGA14:00New York LaGuardia

£93

Find similar

Spirit Airlines

12 Dec

LGA20:41New York LaGuardia

2h 30m

ORD22:11Chicago O'Hare Intl

19 Dec

ORD16:38Chicago O'Hare Intl

2h 04m

LGA19:42New York LaGuardia

£99

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Frontier flights from New York to Chicago

Our best Frontier deals on New York to Chicago flight tickets

Frontier

12 Dec

JFK13:00New York John F Kennedy Intl

2h 57m

ORD14:57Chicago O'Hare Intl

19 Dec

ORD06:40Chicago O'Hare Intl

2h 24m

JFK10:04New York John F Kennedy Intl

£95

Find similar

Frontier

12 Dec

JFK16:29New York John F Kennedy Intl

8h 43m

1 stop

ORD00:12Chicago O'Hare Intl

19 Dec

ORD06:40Chicago O'Hare Intl

2h 24m

JFK10:04New York John F Kennedy Intl

£132

Find similar

Frontier

31 Oct

JFK11:00New York John F Kennedy Intl

2h 45m

ORD12:45Chicago O'Hare Intl

2 Nov

ORD22:43Chicago O'Hare Intl

30h 47m

1 stop

JFK06:30New York John F Kennedy Intl

£169

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Fly from

Fly to

Route

Depart

Return

Price

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 16/11

20:45-09:31

1 stop13h 46m

Chicago O'Hare Intl

Wed 19/11

19:34-22:42

Nonstop2h 08m

£89

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 12/11

20:45-10:01

1 stop14h 16m

Chicago O'Hare Intl

Wed 19/11

06:48-14:00

1 stop6h 12m

£93

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Fri 12/12

13:00-14:57

Nonstop2h 57m

Chicago O'Hare Intl

Fri 19/12

06:40-10:04

Nonstop2h 24m

£95

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 12/12

20:41-22:11

Nonstop2h 30m

Chicago O'Hare Intl

Fri 19/12

16:38-19:42

Nonstop2h 04m

£99

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 6/1

10:15-12:03

Nonstop2h 48m

Chicago O'Hare Intl

Tue 6/1

15:00-18:23

Nonstop2h 23m

£101

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 13/11

08:00-09:48

Nonstop2h 48m

Chicago O'Hare Intl

Wed 19/11

19:51-23:13

Nonstop2h 22m

£104

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 15/11

11:30-13:17

Nonstop2h 47m

Chicago O'Hare Intl

Mon 17/11

09:30-12:41

Nonstop2h 11m

£104

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 15/11

11:30-13:17

Nonstop2h 47m

Chicago O'Hare Intl

Mon 17/11

07:00-10:15

Nonstop2h 15m

£104

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Fri 12/12

16:29-00:12

1 stop8h 43m

Chicago O'Hare Intl

Fri 19/12

06:40-10:04

Nonstop2h 24m

£132

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Mon 10/11

12:26-14:15

Nonstop2h 49m

Chicago O'Hare Intl

Thu 13/11

16:06-19:27

Nonstop2h 21m

£157

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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 typical price of a round-trip flight between New York and Chicago?

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 £139, 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 February instead. Flights to Chicago in February, while not as cheap as those in January, still average around £143.

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 £122. 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 £274.

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 £208 when looking at flights departing in the evening. Flights in the afternoon are often more expensive, with an average ticket price of £263.

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 £189 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 £141 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 October 2025, prices for New York to Chicago flights are approximately 34% 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	£60
Fastest flight time	2h 21m
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 £60. 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 21m

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 22m. 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 £165 to Chicago or a bus from New York to Chicago starting at £122 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 22m 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 October 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 19.59% of all bookings. The subsequent popular models are Airbus A321neo at 10.50%, Boeing 737 MAX 8 at 9.80%, and Boeing 737-900 at 7.55%.
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 36% of the total bookings. Other popular airlines include United Airlines with 20%, American Airlines with 17%, and Delta with 15%.

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 £86	Free Cancellation	Rating 6.3 8,114 reviews		Search Spirit Airlines flights

Spirit Airlines Flights From New York to Chicago
Spirit Airlines flight deals from New York to Chicago start from £86 round-trip. Over the 8 Spirit Airlines flights for this route in a normal week, average airfare is usually £93 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.

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Cheap flights from New York to Chicago from £48

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 18/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names, great deals

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Find the cheapest flights from New York to Chicago

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Spirit Airlines flights from New York to Chicago

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

Frontier flights from New York to Chicago

Our best Frontier deals on New York to Chicago flight tickets

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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 typical price of a round-trip flight between New York and Chicago?

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 £122. 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 £274.

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 £208 when looking at flights departing in the evening. Flights in the afternoon are often more expensive, with an average ticket price of £263.

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 October 2025, prices for New York to Chicago flights are approximately 34% cheaper when compared to flights at the same time last year.

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

Frontier, Delta, and United 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 116 per day as of October 2025. The most frequent departure time is 14:00, with 42% of daily flights leaving at midday.

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

As of October 2025, there are 817 flights per week flying from New York to Chicago. The most common day of the week flights depart is Wed, with 22% 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