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 1,455 per week as of March 2026. The most frequent departure day is Wed, with 20% of weekly flights leaving on this day.

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

207 flights are operational daily from State of New York to Chicago as of March 2026. The most popular departure time for this route is 7:00AM, with 42% 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 57m on average, while flying from Syracuse to Chicago O'Hare Intl Airport is 2h 16m 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, United Airlines, and Southwest 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 43% 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 March 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.

$56 Cheap Flights from New York State to Chicago in 2026

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Find the cheapest flights from New York State to Chicago

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One-way

Last minute

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Cheap round-trip flights

Enter your travel dates to find the best prices.

6:30 am - 8:01 am

LGA

ORD

2h 31mnonstop

2:09 pm - 5:20 pm

ORD

LGA

2h 11mnonstop

$102Spirit Airlines

Pzt, Nis 13 - Cum, Nis 17

2:38 pm - 4:14 pm

LGA

ORD

2h 36mnonstop

2:09 pm - 5:20 pm

ORD

LGA

2h 11mnonstop

$103Spirit Airlines

Cmt, Nis 18 - Pzt, Nis 20

11:30 am - 1:00 pm

EWR

MDW

2h 30mnonstop

7:30 am - 10:38 am

MDW

EWR

2h 08mnonstop

$113Frontier

Cum, Nis 24 - Paz, Nis 26

11:30 am - 1:00 pm

EWR

MDW

2h 30mnonstop

2:15 pm - 1:16 am

MDW

EWR

10h 01m

1 stop

$114Frontier

Çar, Nis 22 - Çar, Nis 29

2:38 pm - 4:14 pm

LGA

ORD

2h 36mnonstop

11:07 am - 5:45 pm

ORD

LGA

5h 38m

1 stop

$114Multiple Airlines

Cmt, Nis 18 - Çar, Nis 22

10:54 pm - 12:22 am

EWR

ORD

2h 28mnonstop

6:08 pm - 1:16 am

ORD

EWR

6h 08m

1 stop

$121Multiple Airlines

Çar, Nis 8 - Çar, Nis 29

6:00 am - 7:41 am

JFK

ORD

2h 41mnonstop

8:34 am - 11:59 am

ORD

JFK

2h 25mnonstop

$154JetBlue

Sal, May 5 - Çar, May 6

6:00 am - 7:41 am

JFK

ORD

2h 41mnonstop

8:31 am - 11:49 am

ORD

JFK

2h 18mnonstop

$158JetBlue

Çar, Nis 29 - Cmt, May 2

7:25 am - 8:50 am

LGA

MDW

2h 25mnonstop

7:25 pm - 10:30 pm

MDW

LGA

2h 05mnonstop

$159Southwest

Sal, Nis 21 - Çar, Nis 22

6:00 am - 7:25 am

LGA

MDW

2h 25mnonstop

9:40 am - 12:45 pm

MDW

LGA

2h 05mnonstop

$161Southwest

Sal, Nis 21 - Per, Nis 23

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

Apr 15

JFK2:59 pmNew York John F Kennedy Intl

3h 05m

ORD5:04 pmChicago O'Hare Intl

Apr 17

ORD4:36 pmChicago O'Hare Intl

2h 27m

JFK8:03 pmNew York John F Kennedy Intl

$168

American Airlines

Apr 14

JFK9:03 amNew York John F Kennedy Intl

2h 55m

ORD10:58 amChicago O'Hare Intl

Apr 16

ORD4:36 pmChicago O'Hare Intl

2h 27m

JFK8:03 pmNew York John F Kennedy Intl

$183

American Airlines

May 16

JFK9:03 amNew York John F Kennedy Intl

2h 55m

ORD10:58 amChicago O'Hare Intl

May 23

ORD3:24 pmChicago O'Hare Intl

2h 35m

JFK6:59 pmNew York John F Kennedy Intl

$200

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

Apr 13

LGA6:30 amNew York LaGuardia

2h 31m

ORD8:01 amChicago O'Hare Intl

Apr 17

ORD2:09 pmChicago O'Hare Intl

2h 11m

LGA5:20 pmNew York LaGuardia

$102

Spirit Airlines

Apr 18

LGA2:38 pmNew York LaGuardia

2h 36m

ORD4:14 pmChicago O'Hare Intl

Apr 20

ORD2:09 pmChicago O'Hare Intl

2h 11m

LGA5:20 pmNew York LaGuardia

$103

Spirit Airlines

Apr 13

LGA6:30 amNew York LaGuardia

2h 31m

ORD8:01 amChicago O'Hare Intl

Apr 21

ORD2:09 pmChicago O'Hare Intl

2h 11m

LGA5:20 pmNew York LaGuardia

$105

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Pzt 4/13

6:30 am-8:01 am

Nonstop2h 31m

Chicago O'Hare Intl

Cum 4/17

2:09 pm-5:20 pm

Nonstop2h 11m

$102

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Cmt 4/18

2:38 pm-4:14 pm

Nonstop2h 36m

Chicago O'Hare Intl

Pzt 4/20

2:09 pm-5:20 pm

Nonstop2h 11m

$103

NewarkChicago

EWR - MDW

EWRMDW

Newark

Cum 4/24

11:30 am-1:00 pm

Nonstop2h 30m

Chicago Midway

Paz 4/26

7:30 am-10:38 am

Nonstop2h 08m

$113

NewarkChicago

EWR - MDW

EWRMDW

Newark

Çar 4/22

11:30 am-1:00 pm

Nonstop2h 30m

Chicago Midway

Çar 4/29

2:15 pm-1:16 am

1 stop10h 01m

$114

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Cmt 4/18

2:38 pm-4:14 pm

Nonstop2h 36m

Chicago O'Hare Intl

Çar 4/22

11:07 am-5:45 pm

1 stop5h 38m

$114

NewarkChicago

EWR - ORD

EWRORD

Newark

Çar 4/8

10:54 pm-12:22 am

Nonstop2h 28m

Chicago O'Hare Intl

Çar 4/29

6:08 pm-1:16 am

1 stop6h 08m

$121

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sal 5/5

6:00 am-7:41 am

Nonstop2h 41m

Chicago O'Hare Intl

Çar 5/6

8:34 am-11:59 am

Nonstop2h 25m

$154

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Çar 4/29

6:00 am-7:41 am

Nonstop2h 41m

Chicago O'Hare Intl

Cmt 5/2

8:31 am-11:49 am

Nonstop2h 18m

$158

Quickest round-trip

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Sal 4/21

7:25 am-8:50 am

Nonstop2h 25m

Chicago Midway

Çar 4/22

7:25 pm-10:30 pm

Nonstop2h 05m

$159

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Sal 4/21

6:00 am-7:25 am

Nonstop2h 25m

Chicago Midway

Per 4/23

9:40 am-12:45 pm

Nonstop2h 05m

$161

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 January is, on average, the cheapest month to fly to Chicago from State of New York, with most prices found around $177. 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 $182.

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 $290. 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 $364.

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 $269. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $361.

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 $235 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 $184 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	$109
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 $109. The best round-trip flight deal from State of New York to Chicago found on momondo in the last 72 hours is $196.

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 March 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 17.40% of all bookings. The subsequent popular models are Airbus A321neo at 10.44%, Boeing 737 MAX 8 at 9.86%, and Embraer 175 at 9.67%.

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 5.7 3,017 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $59	Free Cancellation	Rating 6.3 8,540 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $79	Free Cancellation	Rating 7.2 2,905 reviews	Search JetBlue flights
Delta	PriceFrom $79	Free Cancellation	Rating 7.9 8,326 reviews	Search Delta flights
United Airlines	PriceFrom $139	Free Cancellation	Rating 7.4 9,477 reviews	Search United Airlines flights
American Airlines	PriceFrom $145	Free Cancellation	Rating 7.1 11,494 reviews	Search American Airlines flights
Southwest	PriceFrom $164	Free Cancellation	Rating 8.0 4,333 reviews	Search Southwest flights

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Hammond

Saint Joseph

Benton Harbor

Portage

Lansing

Valparaiso

Schererville

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.

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Cheap flights from New York State to Chicago from $58

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 4/8. 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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American Airlines flights from State of New York to Chicago

Our best American 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

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 to Chicago?

What cabin class options are available on New York to Chicago flights?

Can stopping save me money on State of New York to Chicago flights?

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

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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?

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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

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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