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

The number of flights available between New York and Chicago is 227 per week as of November 2025. The most frequent departure day is Sun, with 26% of weekly flights leaving on this day.

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

United Airlines, Spirit Airlines, 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 day?

The number of flights available between New York and Chicago is 32 per day as of November 2025. The most frequent departure time is 14:00, with 41% of daily flights leaving at midday.

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

The quickest way to travel this route is to take a flight from New York to Chicago, doing so can potentially save up to 17h 50m of travel time. While these options may take longer, booking a train from New York to Chicago or a bus from New York to Chicago may suit your needs if travel time is less of a factor in your decision making.

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

Prices for flights from New York to Chicago are refreshed on a daily basis.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to 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 licence 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.

$81 Cheap Flights from New York to Chicago in 2025/26

Q: What is the typical price of a round-trip flight between New York and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from $226 to $512. The lowest price recently found on this route was $206.

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One-way

Last minute

Direct

Cheap return flights

Enter your travel dates to find the best prices.

06:55 - 08:31EWR-ORD

2h 36mdirect

09:34 - 12:50ORD-EWR

2h 16mdirect

$206Spirit Airlines

Find Deal

Thu, 18 Dec - Thu, 25 Dec

18:20 - 20:07EWR-ORD

2h 47mdirect

06:00 - 09:07ORD-EWR

2h 07mdirect

$209United Airlines

Find Deal

Wed, 3 Dec - Wed, 10 Dec

05:10 - 17:04EWR-ORD

12h 54m1 stop

10:15 - 13:27ORD-EWR

2h 12mdirect

$211Spirit Airlines

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Fri, 9 Jan - Sun, 11 Jan

21:57 - 23:32EWR-ORD

2h 35mdirect

06:00 - 09:07ORD-EWR

2h 07mdirect

$218United Airlines

Find Deal

Fri, 12 Dec - Mon, 15 Dec

21:22 - 22:59EWR-ORD

2h 37mdirect

21:29 - 00:45ORD-EWR

2h 16mdirect

$225United Airlines

Find Deal

Sat, 10 Jan - Tue, 3 Feb

21:59 - 23:34EWR-ORD

2h 35mdirect

06:02 - 09:09ORD-EWR

2h 07mdirect

$228United Airlines

Find Deal

Fri, 14 Nov - Sun, 16 Nov

18:20 - 20:07EWR-ORD

2h 47mdirect

21:08 - 00:13ORD-EWR

2h 05mdirect

$232United Airlines

Find Deal

Tue, 2 Dec - Thu, 4 Dec

07:00 - 11:43EWR-ORD

5h 43m1 stop

17:07 - 23:21ORD-EWR

5h 14m1 stop

$270Delta

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Sat, 6 Dec - Mon, 8 Dec

09:47 - 13:21EWR-ORD

4h 34m1 stop

09:52 - 16:54ORD-EWR

6h 02m1 stop

$273Delta

Find Deal

Sat, 14 Feb - Tue, 17 Feb

06:55 - 08:31EWR-ORD

2h 36mdirect

05:25 - 13:59ORD-EWR

7h 34m1 stop

$280Multiple Airlines

Find Deal

Thu, 18 Dec - Thu, 25 Dec

Spirit Airlines flights from New York to Chicago

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

Spirit Airlines

18 Dec

EWR06:55Newark

2h 36m

ORD08:31Chicago O'Hare Intl

25 Dec

ORD09:34Chicago O'Hare Intl

2h 16m

EWR12:50Newark

$206

Find similar

Spirit Airlines

9 Jan

EWR05:10Newark

12h 54m

1 stop

ORD17:04Chicago O'Hare Intl

11 Jan

ORD10:15Chicago O'Hare Intl

2h 12m

EWR13:27Newark

$211

Find similar

Spirit Airlines

8 Nov

EWR12:04Newark

2h 22m

ORD13:26Chicago O'Hare Intl

11 Nov

ORD06:48Chicago O'Hare Intl

9h 42m

1 stop

EWR17:30Newark

$305

Find similar

United Airlines flights from New York to Chicago

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

United Airlines

3 Dec

EWR18:20Newark

2h 47m

ORD20:07Chicago O'Hare Intl

10 Dec

ORD06:00Chicago O'Hare Intl

2h 07m

EWR09:07Newark

$209

Find similar

United Airlines

12 Dec

EWR21:57Newark

2h 35m

ORD23:32Chicago O'Hare Intl

15 Dec

ORD06:00Chicago O'Hare Intl

2h 07m

EWR09:07Newark

$218

Find similar

United Airlines

10 Jan

EWR21:22Newark

2h 37m

ORD22:59Chicago O'Hare Intl

3 Feb

ORD21:29Chicago O'Hare Intl

2h 16m

EWR00:45Newark

$225

Find similar

Fly from

Fly to

Route

Depart

Return

Price

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 18/12

06:55-08:31

Nonstop2h 36m

Chicago O'Hare Intl

Thu 25/12

09:34-12:50

Nonstop2h 16m

$206

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 3/12

18:20-20:07

Nonstop2h 47m

Chicago O'Hare Intl

Wed 10/12

06:00-09:07

Nonstop2h 07m

$209

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 9/1

05:10-17:04

1 stop12h 54m

Chicago O'Hare Intl

Sun 11/1

10:15-13:27

Nonstop2h 12m

$211

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 12/12

21:57-23:32

Nonstop2h 35m

Chicago O'Hare Intl

Mon 15/12

06:00-09:07

Nonstop2h 07m

$218

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 10/1

21:22-22:59

Nonstop2h 37m

Chicago O'Hare Intl

Tue 3/2

21:29-00:45

Nonstop2h 16m

$225

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 14/11

21:59-23:34

Nonstop2h 35m

Chicago O'Hare Intl

Sun 16/11

06:02-09:09

Nonstop2h 07m

$228

NewarkChicago

EWR - ORD

EWRORD

Newark

Tue 2/12

18:20-20:07

Nonstop2h 47m

Chicago O'Hare Intl

Thu 4/12

21:08-00:13

Nonstop2h 05m

$232

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 6/12

07:00-11:43

1 stop5h 43m

Chicago O'Hare Intl

Mon 8/12

17:07-23:21

1 stop5h 14m

$270

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 14/2

09:47-13:21

1 stop4h 34m

Chicago O'Hare Intl

Tue 17/2

09:52-16:54

1 stop6h 02m

$273

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 18/12

06:55-08:31

Nonstop2h 36m

Chicago O'Hare Intl

Thu 25/12

05:25-13:59

1 stop7h 34m

$280

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

What is the cheapest month to fly to Chicago?

If you don’t want to visit Chicago in January, then you should wait until February to fly from New York, when ticket prices are also cheap, with an average price of $289.

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

Our data shows that Tuesday is the least expensive day to fly to Chicago. Tickets to fly out on this day can be as low as $306. Flights from New York to Chicago on a Wednesday will generally be more expensive and average around $1,537. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Our data shows that the cheapest New York to Chicago flights are usually those with departure times in the evening. Our users have found flights to Chicago in the evening for as low as $221. Flights at midday are often more expensive, with an average ticket price of $1,747.

What is the cheapest New York to Chicago flight route?

Fly from Newark to Chicago Midway 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 $379 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 $284 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 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

Fastest flight time	2h 22m
Direct flights	Every day
Airports in Chicago	1 airport

The fastest flight from New York to Chicago takes 2h 22m

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?
The quickest way to travel this route is to take a flight from New York to Chicago, doing so can potentially save up to 17h 50m of travel time. While these options may take longer, booking a train from New York to Chicago or a bus from New York to Chicago may suit your needs if travel time is less of a factor in your decision making.
How far is New York to Chicago by plane?
The straight-line distance from New York to Chicago is 1143.9 km. Typically, this will take 2h 35m 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 refreshed on a daily basis.
How old do you have to be to fly from New York to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to 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 licence 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 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%.

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?

Once you have performed a search for New York to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Of course. momondo tracks the price of New York to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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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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

Popular Cities in the United States

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Look for other cheap flights to Atlantafrom $1,185

Cheap flights from New York to Chicago from $105

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 8/12. 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

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Find the cheapest flights from New York to Chicago

Cheap return flights

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Cheap last-minute flights

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Spirit Airlines flights from New York to Chicago

Our best Spirit Airlines 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

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

What is the cheapest month to fly to Chicago?

If you don’t want to visit Chicago in January, then you should wait until February to fly from New York, when ticket prices are also cheap, with an average price of $289.

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 data shows that the cheapest New York to Chicago flights are usually those with departure times in the evening. Our users have found flights to Chicago in the evening for as low as $221. Flights at midday are often more expensive, with an average ticket price of $1,747.

What is the cheapest New York to Chicago flight route?

Fly from Newark to Chicago Midway 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?

United Airlines, Spirit Airlines, 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 day?

The number of flights available between New York and Chicago is 32 per day as of November 2025. The most frequent departure time is 14:00, with 41% of daily flights leaving at midday.

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

The number of flights available between New York and Chicago is 227 per week as of November 2025. The most frequent departure day is Sun, with 26% of weekly flights leaving on this day.

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

Fastest flight time

Direct flights

Airports in Chicago

Is flying the fastest 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 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?

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 25.6 km from Chicago