How long does it take to fly to Chicago?

Average flight duration from State of New York to Chicago depends on which airport you fly into and out of. Flying from Buffalo to Chicago O'Hare Intl Airport is 1h 55m on average, while flying from Syracuse to Chicago O'Hare Intl Airport is 2h 06m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

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

The number of flights available between State of New York and Chicago is 1,381 per week as of February 2026. The most frequent departure day is Mon, with 18% of weekly flights leaving on this day.

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

Delta, Frontier, and Spirit Airlines 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 State of New York according to our data. United Airlines is the first choice among our users, with 41% 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 State of New York to Chicago on average per day?

197 flights are operational daily from State of New York to Chicago as of February 2026. The most popular departure time for this route is 6:00AM, with 45% of flights per day taking off in the afternoon.

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

Prices for flights from New York to Chicago were last updated today.

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

As of February 2026, 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 you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$50 Cheap Flights from New York State to Chicago in 2026

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Find the cheapest flights from New York State to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:04 am - 1:00 pm

JFK

ORD

2h 56mnonstop

6:31 am - 10:00 am

ORD

JFK

2h 29mnonstop

$87Frontier

qui, mai 14 - seg, mai 18

7:40 am - 9:22 am

LGA

ORD

2h 42mnonstop

5:58 pm - 8:59 pm

ORD

LGA

2h 01mnonstop

$87Spirit Airlines

qua, fev 18 - qua, fev 18

5:15 am - 10:51 am

EWR

ORD

6h 36m

1 stop

6:51 pm - 10:00 pm

ORD

EWR

2h 09mnonstop

$89Multiple Airlines

ter, mar 3 - ter, mar 10

6:00 am - 7:40 am

LGA

MDW

2h 40mnonstop

6:05 pm - 9:10 pm

MDW

LGA

2h 05mnonstop

$125Southwest

sáb, fev 28 - seg, mar 2

6:00 am - 7:40 am

LGA

MDW

2h 40mnonstop

6:05 am - 9:10 am

MDW

LGA

2h 05mnonstop

$130Southwest

ter, fev 24 - seg, mar 2

7:00 am - 11:49 am

SYR

ORD

5h 49m

1 stop

6:04 am - 1:17 pm

ORD

SYR

6h 13m

1 stop

$137JetBlue

ter, mar 3 - sáb, mar 7

7:00 am - 12:04 pm

SYR

ORD

6h 04m

1 stop

6:04 am - 12:48 pm

ORD

SYR

5h 44m

1 stop

$161JetBlue

qua, fev 25 - dom, mar 1

6:00 am - 11:49 am

BUF

ORD

6h 49m

1 stop

5:05 am - 12:54 pm

ORD

BUF

6h 49m

1 stop

$185Multiple Airlines

ter, mar 3 - qui, mar 5

5:40 am - 7:12 am

SYR

ORD

2h 32mnonstop

6:00 am - 3:45 pm

ORD

SYR

8h 45m

1 stop

$198American Airlines

sáb, abr 18 - qua, abr 22

5:17 am - 6:39 am

SYR

ORD

2h 22mnonstop

8:44 pm - 11:44 pm

ORD

SYR

2h 00mnonstop

$209American Airlines

qui, fev 26 - seg, mar 2

Spirit Airlines flights from State of New York to Chicago

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

Spirit Airlines

Feb 18

LGA7:40 amNew York LaGuardia

2h 42m

ORD9:22 amChicago O'Hare Intl

Feb 18

ORD5:58 pmChicago O'Hare Intl

2h 01m

LGA8:59 pmNew York LaGuardia

$87

Spirit Airlines

Mar 4

EWR11:05 pmNewark

2h 35m

ORD12:40 amChicago O'Hare Intl

Mar 8

ORD6:51 pmChicago O'Hare Intl

2h 09m

EWR10:00 pmNewark

$88

Spirit Airlines

Feb 24

LGA4:59 pmNew York LaGuardia

7h 48m

1 stop

ORD11:47 pmChicago O'Hare Intl

Feb 25

ORD5:58 pmChicago O'Hare Intl

2h 01m

LGA8:59 pmNew York LaGuardia

$89

JetBlue flights from State of New York to Chicago

Our best JetBlue deals on State of New York to Chicago flight tickets

JetBlue

Feb 26

JFK9:50 amNew York John F Kennedy Intl

3h 04m

ORD11:54 amChicago O'Hare Intl

Mar 1

ORD6:04 amChicago O'Hare Intl

2h 16m

JFK9:20 amNew York John F Kennedy Intl

$134

JetBlue

Mar 3

SYR7:00 amSyracuse Hancock Intl

5h 49m

1 stop

ORD11:49 amChicago O'Hare Intl

Mar 7

ORD6:04 amChicago O'Hare Intl

6h 13m

1 stop

SYR1:17 pmSyracuse Hancock Intl

$137

JetBlue

Feb 25

SYR7:00 amSyracuse Hancock Intl

6h 04m

1 stop

ORD12:04 pmChicago O'Hare Intl

Mar 1

ORD6:04 amChicago O'Hare Intl

5h 44m

1 stop

SYR12:48 pmSyracuse Hancock Intl

$161

Fly from

Fly to

Route

Depart

Return

Price

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

qui 5/14

11:04 am-1:00 pm

Nonstop2h 56m

Chicago O'Hare Intl

seg 5/18

6:31 am-10:00 am

Nonstop2h 29m

$87

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

qua 2/18

7:40 am-9:22 am

Nonstop2h 42m

Chicago O'Hare Intl

qua 2/18

5:58 pm-8:59 pm

Nonstop2h 01m

$87

NewarkChicago

EWR - ORD

EWRORD

Newark

ter 3/3

5:15 am-10:51 am

1 stop6h 36m

Chicago O'Hare Intl

ter 3/10

6:51 pm-10:00 pm

Nonstop2h 09m

$89

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

sáb 2/28

6:00 am-7:40 am

Nonstop2h 40m

Chicago Midway

seg 3/2

6:05 pm-9:10 pm

Nonstop2h 05m

$125

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

ter 2/24

6:00 am-7:40 am

Nonstop2h 40m

Chicago Midway

seg 3/2

6:05 am-9:10 am

Nonstop2h 05m

$130

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

ter 3/3

7:00 am-11:49 am

1 stop5h 49m

Chicago O'Hare Intl

sáb 3/7

6:04 am-1:17 pm

1 stop6h 13m

$137

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

qua 2/25

7:00 am-12:04 pm

1 stop6h 04m

Chicago O'Hare Intl

dom 3/1

6:04 am-12:48 pm

1 stop5h 44m

$161

BuffaloChicago

BUF - ORD

BUFORD

Buffalo

ter 3/3

6:00 am-11:49 am

1 stop6h 49m

Chicago O'Hare Intl

qui 3/5

5:05 am-12:54 pm

1 stop6h 49m

$185

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

sáb 4/18

5:40 am-7:12 am

Nonstop2h 32m

Chicago O'Hare Intl

qua 4/22

6:00 am-3:45 pm

1 stop8h 45m

$198

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

qui 2/26

5:17 am-6:39 am

Nonstop2h 22m

Chicago O'Hare Intl

seg 3/2

8:44 pm-11:44 pm

Nonstop2h 00m

$209

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 State of 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 February is, on average, the cheapest month to fly to Chicago from State of New York, with most prices found around $186. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from State of New York to Chicago during January average around $187.

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 $289. 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 State of New York to Chicago for around $362.

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 State of New York to Chicago during this time can be as low as $267. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $362.

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 State of New York when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $236 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from State of New York for as low as $178 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 State of New York to Chicago flights?

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

Cheap State of New York to Chicago flight deals and tips

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

Best Price Found	$88
Fastest flight time	1h 35m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from State of New York in the past 72 hours is $88. The best round-trip flight deal from State of New York to Chicago found on momondo in the last 72 hours is $124.

The fastest flight from State of New York to Chicago takes 1h 35m

Direct flights go from State of New York to Chicago every day.

There are 3 airports in Chicago. From State of New York there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

When did momondo last update prices for flights from New York to Chicago?
Prices for flights from New York to Chicago were last updated today.
How many operators does momondo search for flights from New York to Chicago?
As of February 2026, 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 you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from State of New York to Chicago?
momondo data reveals that the most frequently booked plane model on the route from State of New York to Chicago is Boeing 737-800, representing 16.78% of all bookings. The subsequent popular models are Airbus A321neo at 10.49%, Embraer 175 at 8.57%, and Boeing 737 MAX 8 at 8.35%.

Best airlines flying from State of New York to Chicago

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

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $54	Free Cancellation	Rating 5.7 3,051 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $56	Free Cancellation	Rating 6.3 8,407 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $74	Free Cancellation	Rating 7.2 2,893 reviews	Search JetBlue flights
Delta	PriceFrom $79	Free Cancellation	Rating 7.9 8,138 reviews	Search Delta flights
United Airlines	PriceFrom $140	Free Cancellation	Rating 7.4 9,236 reviews	Search United Airlines flights
American Airlines	PriceFrom $156	Free Cancellation	Rating 7.2 11,218 reviews	Search American Airlines flights
Southwest	PriceFrom $158	Free Cancellation	Rating 8.0 4,272 reviews	Search Southwest flights

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Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Munster

Crown Point

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?

Yes. All flights to Chicago from New York on momondo can be compared and filtered by various policies on offer, including flexible booking.

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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Cheap flights from New York State to Chicago from $56

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 State to Chicago departing on 3/3. 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 and deals

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Spirit Airlines flights from State of New York to Chicago

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

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Our best JetBlue deals on State of New York to Chicago flight tickets

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How to get the cheapest flight ticket from State of New York to Chicago

What is the cheapest month to fly to Chicago?

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 State of New York to Chicago during this time can be as low as $267. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $362.

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 State of New York to Chicago flights?

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

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

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

What airlines fly to Chicago?

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

197 flights are operational daily from State of New York to Chicago as of February 2026. The most popular departure time for this route is 6:00AM, with 45% of flights per day taking off in the afternoon.

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

The number of flights available between State of New York and Chicago is 1,381 per week as of February 2026. The most frequent departure day is Mon, with 18% of weekly flights leaving on this day.

How long does it take to fly to Chicago?

Cheap State of New York to Chicago flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

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 State of New York to Chicago?

Best airlines flying from State of New York to Chicago

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

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

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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