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

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

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 35% 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.

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

967 flights are operational weekly from New York to Chicago as of August 2025. The most popular departure day for this route is Thu, with 20% of flights per week taking off on this day.

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

As of August 2025, 138 flights take off from New York and land in Chicago each day. The most common flight departure time for this route is 2:00PM, with 45% of daily flights taking off at noon.

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 23m on average, while flying from New York to Chicago O'Hare Intl Airport is 2h 33m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

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 20m 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.

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

The cheapest way is to get a flight from New York to Chicago, which can be as cheap as $47. A train from New York to Chicago is more expensive than a flight, with prices starting at $216. A bus from New York to Chicago is also an option, with an average price of $161.

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 August 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.

$23 Cheap Flights from New York to Chicago (NYC-CHI) in 2025

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 $192 to $362. The lowest price recently found on this route was $47.

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Find the cheapest flights from New York to Chicago (NYC-CHI)

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

3:12 pm - 4:50 pmLGA-ORD

2h 38mnonstop

11:13 am - 2:18 pmORD-LGA

2h 05mnonstop

$47Spirit Airlines

Find Deal

sáb., sep. 6 - mar., sep. 16

3:12 pm - 4:50 pmLGA-ORD

2h 38mnonstop

11:13 am - 2:18 pmORD-LGA

2h 05mnonstop

$49Spirit Airlines

Find Deal

sáb., sep. 6 - mar., sep. 16

8:15 pm - 9:56 pmEWR-ORD

2h 41mnonstop

6:00 am - 9:15 amORD-EWR

2h 15mnonstop

$137United Airlines

Find Deal

sáb., ago. 30 - mié., sep. 3

9:35 pm - 10:55 pmLGA-MDW

2h 20mnonstop

8:15 pm - 11:25 pmMDW-LGA

2h 10mnonstop

$137Southwest

Find Deal

mar., sep. 2 - jue., sep. 4

8:15 pm - 9:56 pmEWR-ORD

2h 41mnonstop

8:45 am - 11:59 amORD-EWR

2h 14mnonstop

$142United Airlines

Find Deal

mié., sep. 3 - sáb., sep. 6

6:00 am - 7:20 amLGA-MDW

2h 20mnonstop

7:05 pm - 10:15 pmMDW-LGA

2h 10mnonstop

$142Southwest

Find Deal

jue., sep. 4 - mar., sep. 9

7:29 pm - 9:47 pmJFK-ORD

3h 18mnonstop

7:00 am - 10:23 amORD-JFK

2h 23mnonstop

$146Delta

Find Deal

mar., sep. 2 - mar., sep. 9

8:00 am - 9:55 amJFK-ORD

2h 55mnonstop

6:20 pm - 10:03 pmORD-JFK

2h 43mnonstop

$147Delta

Find Deal

mié., sep. 3 - sáb., sep. 6

7:30 am - 9:10 amEWR-ORD

2h 40mnonstop

7:05 am - 10:19 amORD-EWR

2h 14mnonstop

$148American Airlines

Find Deal

jue., sep. 4 - mar., sep. 16

7:22 pm - 9:01 pmEWR-ORD

2h 39mnonstop

3:42 pm - 6:59 pmORD-EWR

2h 17mnonstop

$159American Airlines

Find Deal

mié., sep. 17 - mié., sep. 24

JetBlue flights from New York to Chicago

Our best JetBlue deals on New York to Chicago flight tickets

JetBlue

Oct 1

JFK10:30 amNew York John F Kennedy Intl

2h 50m

ORD12:20 pmChicago O'Hare Intl

Oct 4

ORD8:34 amChicago O'Hare Intl

2h 30m

JFK12:04 pmNew York John F Kennedy Intl

$142

Find similar

JetBlue

Sep 27

JFK4:30 pmNew York John F Kennedy Intl

2h 53m

ORD6:23 pmChicago O'Hare Intl

Oct 4

ORD8:34 amChicago O'Hare Intl

2h 30m

JFK12:04 pmNew York John F Kennedy Intl

$145

Find similar

JetBlue

Sep 6

JFK4:30 pmNew York John F Kennedy Intl

2h 53m

ORD6:23 pmChicago O'Hare Intl

Sep 16

ORD1:35 pmChicago O'Hare Intl

2h 24m

JFK4:59 pmNew York John F Kennedy Intl

$149

Find similar

Delta flights from New York to Chicago

Our best Delta deals on New York to Chicago flight tickets

Delta

Sep 2

JFK7:29 pmNew York John F Kennedy Intl

3h 18m

ORD9:47 pmChicago O'Hare Intl

Sep 9

ORD7:00 amChicago O'Hare Intl

2h 23m

JFK10:23 amNew York John F Kennedy Intl

$146

Find similar

Delta

Sep 3

JFK8:00 amNew York John F Kennedy Intl

2h 55m

ORD9:55 amChicago O'Hare Intl

Sep 6

ORD6:20 pmChicago O'Hare Intl

2h 43m

JFK10:03 pmNew York John F Kennedy Intl

$147

Find similar

Delta

Sep 9

JFK3:29 pmNew York John F Kennedy Intl

3h 08m

ORD5:37 pmChicago O'Hare Intl

Sep 16

ORD7:00 amChicago O'Hare Intl

2h 22m

JFK10:22 amNew York John F Kennedy Intl

$155

Find similar

Fly from

Fly to

Route

Depart

Return

Price

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

sáb. 9/6

3:12 pm-4:50 pm

Nonstop2h 38m

Chicago O'Hare Intl

mar. 9/16

11:13 am-2:18 pm

Nonstop2h 05m

$47

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

sáb. 9/6

3:12 pm-4:50 pm

Nonstop2h 38m

Chicago O'Hare Intl

mar. 9/16

11:13 am-2:18 pm

Nonstop2h 05m

$49

NewarkChicago

EWR - ORD

EWRORD

Newark

sáb. 8/30

8:15 pm-9:56 pm

Nonstop2h 41m

Chicago O'Hare Intl

mié. 9/3

6:00 am-9:15 am

Nonstop2h 15m

$137

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

mar. 9/2

9:35 pm-10:55 pm

Nonstop2h 20m

Chicago Midway

jue. 9/4

8:15 pm-11:25 pm

Nonstop2h 10m

$137

NewarkChicago

EWR - ORD

EWRORD

Newark

mié. 9/3

8:15 pm-9:56 pm

Nonstop2h 41m

Chicago O'Hare Intl

sáb. 9/6

8:45 am-11:59 am

Nonstop2h 14m

$142

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

jue. 9/4

6:00 am-7:20 am

Nonstop2h 20m

Chicago Midway

mar. 9/9

7:05 pm-10:15 pm

Nonstop2h 10m

$142

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

mar. 9/2

7:29 pm-9:47 pm

Nonstop3h 18m

Chicago O'Hare Intl

mar. 9/9

7:00 am-10:23 am

Nonstop2h 23m

$146

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

mié. 9/3

8:00 am-9:55 am

Nonstop2h 55m

Chicago O'Hare Intl

sáb. 9/6

6:20 pm-10:03 pm

Nonstop2h 43m

$147

NewarkChicago

EWR - ORD

EWRORD

Newark

jue. 9/4

7:30 am-9:10 am

Nonstop2h 40m

Chicago O'Hare Intl

mar. 9/16

7:05 am-10:19 am

Nonstop2h 14m

$148

NewarkChicago

EWR - ORD

EWRORD

Newark

mié. 9/17

7:22 pm-9:01 pm

Nonstop2h 39m

Chicago O'Hare Intl

mié. 9/24

3:42 pm-6:59 pm

Nonstop2h 17m

$159

Flights are sorted by cheapest round-trip 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?

The month of September is, on average, the cheapest month to fly to Chicago from New York, with most prices found around $180. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from New York to Chicago during January average around $181.

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 $293. 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 $383.

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 $251. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $354.

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 $249 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 $197 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 August 2025, prices for New York to Chicago flights are approximately 17% 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	$23
Fastest flight time	2h 20m
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 $23. The best round-trip flight deal from New York to Chicago found on momondo in the last 72 hours is $47.

The fastest flight from New York to Chicago takes 2h 20m

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

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 20m 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.
Is flying the cheapest way to get from New York to Chicago?
The cheapest way is to get a flight from New York to Chicago, which can be as cheap as $47. A train from New York to Chicago is more expensive than a flight, with prices starting at $216. A bus from New York to Chicago is also an option, with an average price of $161.
How far is New York to Chicago by plane?
Chicago is 710.8 mi away from New York. Typically, this will take 2h 20m 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 August 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 20.78% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 12.97%, Airbus A321neo at 10.16%, and Boeing 737-900 at 8.33%.
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 25% of the total bookings. Other popular airlines include American Airlines with 24%, Spirit Airlines with 23%, and Southwest 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
Spirit Airlines	PriceFrom $66	Free Cancellation	Rating 6.3 8,045 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $83	Free Cancellation	Rating 7.2 2,914 reviews	Search JetBlue flights
Frontier	PriceFrom $83	Free Cancellation	Rating 5.8 3,219 reviews	Search Frontier flights
Delta	PriceFrom $101	Free Cancellation	Rating 8.0 7,980 reviews	Search Delta flights
American Airlines	PriceFrom $138	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $148	Free Cancellation	Rating 7.4 8,916 reviews	Search United Airlines flights
Southwest	PriceFrom $153	Free Cancellation	Rating 8.0 4,244 reviews	Search Southwest flights

Delta Flights From New York to Chicago
Delta flight deals from New York to Chicago start from $101 round-trip. Over the 63 Delta flights for this route in a normal week, average airfare is usually $359 round-trip - but some users have found much cheaper deals with momondo.
Southwest Flights From New York to Chicago
Another popular option for New York to Chicago flights is Southwest (8.0/10, 4,244 ratings). Southwest flies from New York to Chicago around 36 times per week, with deals starting from $153 round-trip and rising to an average price of around $258.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Lansing

Portage

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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mar. 8/19

mar. 8/26

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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

Flights to New Yorkfrom $58

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Flights to Orlandofrom $45

Flights to Las Vegasfrom $17

Flights to San Franciscofrom $59

Flights to Washington, D.C.from $58

Flights to Bostonfrom $76

Flights to Atlantafrom $48

Flights to Dallasfrom $57

Flights to Seattlefrom $71

Flights to Denverfrom $65

Cheap flights from New York to Chicago from $23

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 9/6. 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 (NYC-CHI)

Cheap round-trip 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

Delta flights from New York to Chicago

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

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from New York, with most prices found around $180. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from New York to Chicago during January average around $181.

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 $251. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $354.

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 August 2025, prices for New York to Chicago flights are approximately 17% cheaper when compared to flights at the same time last year.

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

Spirit Airlines, Frontier, and JetBlue 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 August 2025, 138 flights take off from New York and land in Chicago each day. The most common flight departure time for this route is 2:00PM, with 45% of daily flights taking off at noon.

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

967 flights are operational weekly from New York to Chicago as of August 2025. The most popular departure day for this route is Thu, with 20% 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

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

Delta Flights From New York to Chicago

Southwest 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