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 1,788 per week as of May 2026. The most frequent departure day is Mon, with 17% of weekly flights leaving on this day.

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

Frontier, United Airlines, and Delta 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 45% 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?

255 flights are operational daily from State of New York to Chicago as of May 2026. The most popular departure time for this route is 6:00AM, with 44% 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 48m 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.

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 May 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.

$70 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.

7:00 am - 8:45 am

JFK

ORD

2h 45mnonstop

6:27 pm - 10:03 pm

ORD

JFK

2h 36mnonstop

$172JetBlue

Wed, Jul 1 - Tue, Jul 21

7:00 am - 8:45 am

JFK

ORD

2h 45mnonstop

6:00 am - 9:20 am

ORD

JFK

2h 20mnonstop

$173JetBlue

Sat, Jul 4 - Sun, Jul 5

7:30 am - 9:25 am

JFK

ORD

2h 55mnonstop

6:00 am - 9:24 am

ORD

JFK

2h 24mnonstop

$177Delta

Tue, Jun 23 - Wed, Jul 15

7:00 am - 8:30 am

LGA

ORD

2h 30mnonstop

7:45 pm - 11:15 pm

ORD

LGA

2h 30mnonstop

$177United Airlines

Mon, Jun 29 - Sat, Jul 11

6:00 am - 7:20 am

LGA

MDW

2h 20mnonstop

5:00 am - 8:00 am

MDW

LGA

2h 00mnonstop

$177Southwest

Wed, Jun 17 - Sat, Jun 20

6:25 am - 8:08 am

LGA

ORD

2h 43mnonstop

6:20 pm - 9:36 pm

ORD

LGA

2h 16mnonstop

$178American Airlines

Wed, Jun 17 - Sat, Jun 27

6:25 am - 8:08 am

LGA

ORD

2h 43mnonstop

5:59 am - 9:15 am

ORD

LGA

2h 16mnonstop

$179American Airlines

Wed, Jun 17 - Sat, Jun 20

7:33 am - 9:27 am

JFK

ORD

2h 54mnonstop

6:00 pm - 9:37 pm

ORD

JFK

2h 37mnonstop

$182Delta

Tue, Aug 4 - Fri, Aug 14

6:00 am - 7:20 am

LGA

MDW

2h 20mnonstop

5:50 pm - 8:55 pm

MDW

LGA

2h 05mnonstop

$182Southwest

Fri, Jul 10 - Tue, Jul 14

9:40 pm - 11:31 pm

EWR

ORD

2h 51mnonstop

9:34 pm - 12:57 am

ORD

EWR

2h 23mnonstop

$187United Airlines

Wed, Jun 10 - Tue, Jun 16

Delta flights from State of New York to Chicago

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

Delta

Jun 23

JFK7:30 amNew York John F Kennedy Intl

2h 55m

ORD9:25 amChicago O'Hare Intl

Aug 8

ORD6:00 amChicago O'Hare Intl

2h 24m

JFK9:24 amNew York John F Kennedy Intl

$177

Delta

Jul 3

LGA9:00 pmNew York LaGuardia

2h 48m

ORD10:48 pmChicago O'Hare Intl

Jul 7

ORD6:00 amChicago O'Hare Intl

2h 09m

LGA9:09 amNew York LaGuardia

$182

Delta

Jun 30

JFK7:30 amNew York John F Kennedy Intl

2h 55m

ORD9:25 amChicago O'Hare Intl

Jul 9

ORD6:00 amChicago O'Hare Intl

2h 24m

JFK9:24 amNew York John F Kennedy Intl

$187

American Airlines flights from State of New York to Chicago

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

American Airlines

Jun 17

LGA6:25 amNew York LaGuardia

2h 43m

ORD8:08 amChicago O'Hare Intl

Jun 27

ORD6:20 pmChicago O'Hare Intl

2h 16m

LGA9:36 pmNew York LaGuardia

$178

American Airlines

Jun 17

LGA6:25 amNew York LaGuardia

2h 43m

ORD8:08 amChicago O'Hare Intl

Jun 20

ORD5:59 amChicago O'Hare Intl

2h 16m

LGA9:15 amNew York LaGuardia

$179

American Airlines

Aug 17

LGA6:00 amNew York LaGuardia

2h 44m

ORD7:44 amChicago O'Hare Intl

Aug 19

ORD10:05 amChicago O'Hare Intl

2h 11m

LGA1:16 pmNew York LaGuardia

$180

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 7/1

7:00 am-8:45 am

Nonstop2h 45m

Chicago O'Hare Intl

Tue 7/21

6:27 pm-10:03 pm

Nonstop2h 36m

$172

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 7/4

7:00 am-8:45 am

Nonstop2h 45m

Chicago O'Hare Intl

Sun 7/5

6:00 am-9:20 am

Nonstop2h 20m

$173

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 6/23

7:30 am-9:25 am

Nonstop2h 55m

Chicago O'Hare Intl

Wed 7/15

6:00 am-9:24 am

Nonstop2h 24m

$177

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 6/29

7:00 am-8:30 am

Nonstop2h 30m

Chicago O'Hare Intl

Sat 7/11

7:45 pm-11:15 pm

Nonstop2h 30m

$177

Quickest round-trip

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Wed 6/17

6:00 am-7:20 am

Nonstop2h 20m

Chicago Midway

Sat 6/20

5:00 am-8:00 am

Nonstop2h 00m

$177

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 6/17

6:25 am-8:08 am

Nonstop2h 43m

Chicago O'Hare Intl

Sat 6/27

6:20 pm-9:36 pm

Nonstop2h 16m

$178

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 6/17

6:25 am-8:08 am

Nonstop2h 43m

Chicago O'Hare Intl

Sat 6/20

5:59 am-9:15 am

Nonstop2h 16m

$179

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 8/4

7:33 am-9:27 am

Nonstop2h 54m

Chicago O'Hare Intl

Fri 8/14

6:00 pm-9:37 pm

Nonstop2h 37m

$182

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Fri 7/10

6:00 am-7:20 am

Nonstop2h 20m

Chicago Midway

Tue 7/14

5:50 pm-8:55 pm

Nonstop2h 05m

$182

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 6/10

9:40 pm-11:31 pm

Nonstop2h 51m

Chicago O'Hare Intl

Tue 6/16

9:34 pm-12:57 am

Nonstop2h 23m

$187

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

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What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from State of New York, with most prices found around $196. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from State of New York to Chicago during February average around $213.

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 Saturday 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 Monday, the most expensive travel day of the week, you can expect to see flight prices from State of New York to Chicago for around $367.

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 $274. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $365.

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 from New York State 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 $239 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 $162 on momondo.

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	$138
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 $138. The best round-trip flight deal from State of New York to Chicago found on momondo in the last 72 hours is $201.

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), Chicago Midway (MDW).

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Frequently asked questions about flying from New York State to Chicago

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 May 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 20.49% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 11.88%, Embraer 175 at 8.68%, and Airbus A321neo at 7.53%.

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 $47	Free Cancellation	Rating 5.6 2,952 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $61	Free Cancellation	Rating 6.3 8,632 reviews	Search Spirit Airlines flights
Delta	PriceFrom $75	Free Cancellation	Rating 7.9 8,452 reviews	Search Delta flights
JetBlue	PriceFrom $88	Free Cancellation	Rating 7.1 2,971 reviews	Search JetBlue flights
United Airlines	PriceFrom $140	Free Cancellation	Rating 7.4 9,706 reviews	Search United Airlines flights
American Airlines	PriceFrom $145	Free Cancellation	Rating 7.1 11,663 reviews	Search American Airlines flights
Southwest	PriceFrom $164	Free Cancellation	Rating 7.9 4,296 reviews	Search Southwest flights

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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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Cheap flights from New York State to Chicago from $70

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 6/16. 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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Delta flights from State of New York to Chicago

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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?

What is the cheapest New York to Chicago flight route?

How far in advance should I book a flight from New York State to Chicago?

What is the cheapest airline that flies 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?

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

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

Frequently asked questions about flying from New York State 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?

An easier way to manage your Chicago trip

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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

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

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