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

237 flights are operational daily from State of New York to Chicago as of August 2025. The most popular departure time for this route is 7:00AM, with 46% of flights per day taking off at noon.

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 54m on average, while flying from Albany to Chicago O'Hare Intl Airport is 2h 23m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

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

Spirit Airlines, Frontier, and Delta are the most popular carriers operating from New York to 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 1,663 per week as of August 2025. The most frequent departure day is Mon, with 17% of weekly flights leaving on this day.

What airlines fly to Chicago?

American Airlines, United Airlines and Spirit Airlines are the top three most popular airlines that fly to Chicago from State of New York according to our data. American 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.

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 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 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.

$23 Cheap Flights from New York State to Chicago in 2025

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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

8:36 pm - 10:11 pmLGA-ORD

2h 35mnonstop

11:13 am - 2:18 pmORD-LGA

2h 05mnonstop

$47Spirit Airlines

Find Deal

Sat, Sep 13 - Wed, Sep 17

3:13 pm - 4:51 pmLGA-ORD

2h 38mnonstop

11:13 am - 2:18 pmORD-LGA

2h 05mnonstop

$49Spirit Airlines

Find Deal

Wed, Sep 10 - Tue, Sep 16

11:00 am - 12:45 pmJFK-ORD

2h 45mnonstop

6:40 am - 10:03 amORD-JFK

2h 23mnonstop

$96Frontier

Find Deal

Sat, Oct 25 - Mon, Oct 27

10:00 pm - 11:25 pmEWR-MDW

2h 25mnonstop

5:56 pm - 9:00 pmMDW-EWR

2h 04mnonstop

$97Frontier

Find Deal

Tue, Oct 7 - Tue, Oct 14

9:44 pm - 11:25 pmEWR-ORD

2h 41mnonstop

6:00 am - 9:15 amORD-EWR

2h 15mnonstop

$137United Airlines

Find Deal

Sat, Aug 30 - Wed, Sep 3

9:00 am - 10:38 amEWR-ORD

2h 38mnonstop

6:00 am - 9:15 amORD-EWR

2h 15mnonstop

$142United Airlines

Find Deal

Wed, Aug 27 - Wed, Sep 3

9:00 am - 10:25 amLGA-MDW

2h 25mnonstop

5:40 pm - 8:50 pmMDW-LGA

2h 10mnonstop

$142Southwest

Find Deal

Wed, Sep 3 - Sat, Sep 6

2:30 pm - 4:21 pmJFK-ORD

2h 51mnonstop

1:37 pm - 4:59 pmORD-JFK

2h 22mnonstop

$145JetBlue

Find Deal

Sat, Sep 13 - Wed, Sep 17

9:40 pm - 11:00 pmLGA-MDW

2h 20mnonstop

2:15 pm - 5:20 pmMDW-LGA

2h 05mnonstop

$146Southwest

Find Deal

Thu, Sep 4 - Wed, Sep 10

2:30 pm - 4:21 pmJFK-ORD

2h 51mnonstop

6:45 am - 9:59 amORD-JFK

2h 14mnonstop

$152JetBlue

Find Deal

Sat, Sep 13 - Mon, Sep 15

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

Sep 13

LGA8:36 pmNew York LaGuardia

2h 35m

ORD10:11 pmChicago O'Hare Intl

Sep 17

ORD11:13 amChicago O'Hare Intl

2h 05m

LGA2:18 pmNew York LaGuardia

$47

Find similar

Spirit Airlines

Sep 10

LGA3:13 pmNew York LaGuardia

2h 38m

ORD4:51 pmChicago O'Hare Intl

Sep 16

ORD11:13 amChicago O'Hare Intl

2h 05m

LGA2:18 pmNew York LaGuardia

$49

Find similar

Spirit Airlines

Sep 3

LGA7:55 pmNew York LaGuardia

14h 23m

1 stop

ORD9:18 amChicago O'Hare Intl

Sep 13

ORD4:35 pmChicago O'Hare Intl

2h 06m

LGA7:41 pmNew York LaGuardia

$65

Find similar

United Airlines flights from State of New York to Chicago

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

United Airlines

Aug 30

EWR9:44 pmNewark

2h 41m

ORD11:25 pmChicago O'Hare Intl

Sep 3

ORD6:00 amChicago O'Hare Intl

2h 15m

EWR9:15 amNewark

$137

Find similar

United Airlines

Aug 27

EWR9:00 amNewark

2h 38m

ORD10:38 amChicago O'Hare Intl

Sep 3

ORD6:00 amChicago O'Hare Intl

2h 15m

EWR9:15 amNewark

$142

Find similar

United Airlines

Sep 20

EWR6:30 pmNewark

2h 41m

ORD8:11 pmChicago O'Hare Intl

Sep 24

ORD9:08 pmChicago O'Hare Intl

2h 22m

EWR12:30 amNewark

$147

Find similar

Fly from

Fly to

Route

Depart

Return

Price

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 9/13

8:36 pm-10:11 pm

Nonstop2h 35m

Chicago O'Hare Intl

Wed 9/17

11:13 am-2:18 pm

Nonstop2h 05m

$47

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 9/10

3:13 pm-4:51 pm

Nonstop2h 38m

Chicago O'Hare Intl

Tue 9/16

11:13 am-2:18 pm

Nonstop2h 05m

$49

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 10/25

11:00 am-12:45 pm

Nonstop2h 45m

Chicago O'Hare Intl

Mon 10/27

6:40 am-10:03 am

Nonstop2h 23m

$96

NewarkChicago

EWR - MDW

EWRMDW

Newark

Tue 10/7

10:00 pm-11:25 pm

Nonstop2h 25m

Chicago Midway

Tue 10/14

5:56 pm-9:00 pm

Nonstop2h 04m

$97

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 8/30

9:44 pm-11:25 pm

Nonstop2h 41m

Chicago O'Hare Intl

Wed 9/3

6:00 am-9:15 am

Nonstop2h 15m

$137

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 8/27

9:00 am-10:38 am

Nonstop2h 38m

Chicago O'Hare Intl

Wed 9/3

6:00 am-9:15 am

Nonstop2h 15m

$142

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Wed 9/3

9:00 am-10:25 am

Nonstop2h 25m

Chicago Midway

Sat 9/6

5:40 pm-8:50 pm

Nonstop2h 10m

$142

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 9/13

2:30 pm-4:21 pm

Nonstop2h 51m

Chicago O'Hare Intl

Wed 9/17

1:37 pm-4:59 pm

Nonstop2h 22m

$145

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Thu 9/4

9:40 pm-11:00 pm

Nonstop2h 20m

Chicago Midway

Wed 9/10

2:15 pm-5:20 pm

Nonstop2h 05m

$146

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 9/13

2:30 pm-4:21 pm

Nonstop2h 51m

Chicago O'Hare Intl

Mon 9/15

6:45 am-9:59 am

Nonstop2h 14m

$152

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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 September is, on average, the cheapest month to fly to Chicago from State of 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 State of 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 State of 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 State of New York to Chicago during this time can be as low as $249. 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 State of 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 State of 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 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	$23
Fastest flight time	1h 54m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from State of New York in the past 72 hours is $23. The best round-trip flight deal from State of New York to Chicago found on momondo in the last 72 hours is $47.

The fastest flight from State of New York to Chicago takes 1h 54m

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

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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 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 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 21.19% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 13.77%, Airbus A319 at 7.78%, and Airbus A320 (sharklets) at 7.20%.

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 $58	Free Cancellation	Rating 5.8 3,221 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $66	Free Cancellation	Rating 6.3 8,042 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $84	Free Cancellation	Rating 7.2 2,916 reviews	Search JetBlue flights
United Airlines	PriceFrom $96	Free Cancellation	Rating 7.4 8,920 reviews	Search United Airlines flights
Delta	PriceFrom $101	Free Cancellation	Rating 8.0 7,979 reviews	Search Delta flights
American Airlines	PriceFrom $138	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Southwest	PriceFrom $153	Free Cancellation	Rating 8.0 4,248 reviews	Search Southwest flights

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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.

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Find better results for your trip to the United States

Cheap flights from New York State 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 State to Chicago departing on 9/13. 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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Filter for what you want

Trusted and free

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Find the cheapest flights from New York State to Chicago

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Cheap last minute flights

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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

United Airlines flights from State of New York to Chicago

Our best United Airlines 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

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?

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 $249. 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 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?

Spirit Airlines, Frontier, and Delta 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?

237 flights are operational daily from State of New York to Chicago as of August 2025. The most popular departure time for this route is 7:00AM, with 46% of flights per day taking off at noon.

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 1,663 per week as of August 2025. The most frequent departure day is Mon, with 17% 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