What airlines fly to Chicago?

United Airlines, American Airlines and Delta 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 50% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 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?

238 flights are operational daily from State of New York to Chicago as of June 2026. The most popular departure time for this route is 10:00AM, with 47% 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 14m 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?

JetBlue, Delta, and United Airlines 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 1,670 per week as of June 2026. The most frequent departure day is Thu, with 18% of weekly flights leaving on this day.

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 June 2026, there are 6 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.

$80 Cheap Flights from New York State to Chicago in 2026

Discover deals from 900+ travel sites with momondo.

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.

6:59 am - 8:47 am

JFK

ORD

2h 48mnonstop

6:30 pm - 10:06 pm

ORD

JFK

2h 36mnonstop

$186JetBlue

Wed, Aug 5 - Wed, Aug 12

8:00 pm - 9:58 pm

JFK

ORD

2h 58mnonstop

9:40 am - 12:59 pm

ORD

JFK

2h 19mnonstop

$187JetBlue

Tue, Jul 21 - Wed, Jul 29

6:10 am - 7:49 am

LGA

ORD

2h 39mnonstop

9:00 am - 12:23 pm

ORD

LGA

2h 23mnonstop

$187United Airlines

Sat, Jul 18 - Tue, Jul 21

6:00 am - 7:15 am

LGA

MDW

2h 15mnonstop

5:45 pm - 8:55 pm

MDW

LGA

2h 10mnonstop

$187Southwest

Wed, Aug 5 - Wed, Aug 12

9:29 pm - 11:30 pm

LGA

ORD

3h 01mnonstop

6:57 pm - 10:17 pm

ORD

LGA

2h 20mnonstop

$188American Airlines

Tue, Aug 4 - Sat, Aug 8

9:27 pm - 10:59 pm

LGA

ORD

2h 32mnonstop

6:00 pm - 9:25 pm

ORD

LGA

2h 25mnonstop

$192United Airlines

Wed, Sep 23 - Fri, Sep 25

7:35 am - 8:55 am

LGA

MDW

2h 20mnonstop

5:10 am - 8:10 am

MDW

LGA

2h 00mnonstop

$192Southwest

Sat, Sep 19 - Wed, Sep 23

3:01 pm - 4:59 pm

JFK

ORD

2h 58mnonstop

6:00 am - 9:21 am

ORD

JFK

2h 21mnonstop

$192Delta

Wed, Sep 9 - Mon, Sep 14

7:35 pm - 9:52 pm

JFK

ORD

3h 17mnonstop

6:00 am - 9:24 am

ORD

JFK

2h 24mnonstop

$197Delta

Tue, Jul 21 - Mon, Jul 27

9:46 pm - 11:42 pm

LGA

ORD

2h 56mnonstop

6:00 am - 9:13 am

ORD

LGA

2h 13mnonstop

$198American Airlines

Sat, Aug 15 - Sun, Aug 16

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Delta flights from State of New York to Chicago

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

Delta

Sep 9

JFK3:01 pmNew York John F Kennedy Intl

2h 58m

ORD4:59 pmChicago O'Hare Intl

Sep 14

ORD6:00 amChicago O'Hare Intl

2h 21m

JFK9:21 amNew York John F Kennedy Intl

$192

Delta

Jul 21

JFK7:35 pmNew York John F Kennedy Intl

3h 17m

ORD9:52 pmChicago O'Hare Intl

Jul 27

ORD6:00 amChicago O'Hare Intl

2h 24m

JFK9:24 amNew York John F Kennedy Intl

$197

Delta

Jul 8

JFK7:35 pmNew York John F Kennedy Intl

3h 17m

ORD9:52 pmChicago O'Hare Intl

Jul 14

ORD6:00 amChicago O'Hare Intl

2h 24m

JFK9:24 amNew York John F Kennedy Intl

$202

Frontier flights from State of New York to Chicago

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

Frontier

Aug 8

EWR5:29 amNewark

2h 46m

ORD7:15 amChicago O'Hare Intl

Aug 10

ORD5:13 pmChicago O'Hare Intl

16h 17m

1 stop

EWR10:30 amNewark

$224

Frontier

Aug 15

EWR7:20 pmNewark

2h 47m

ORD9:07 pmChicago O'Hare Intl

Aug 16

ORD9:34 pmChicago O'Hare Intl

13h 57m

1 stop

EWR12:31 pmNewark

$234

Frontier

Aug 6

EWR1:35 pmNewark

7h 52m

1 stop

ORD8:27 pmChicago O'Hare Intl

Aug 11

ORD1:50 pmChicago O'Hare Intl

6h 38m

1 stop

EWR9:28 pmNewark

$235

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 8/5

6:59 am-8:47 am

Nonstop2h 48m

Chicago O'Hare Intl

Wed 8/12

6:30 pm-10:06 pm

Nonstop2h 36m

$186

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 7/21

8:00 pm-9:58 pm

Nonstop2h 58m

Chicago O'Hare Intl

Wed 7/29

9:40 am-12:59 pm

Nonstop2h 19m

$187

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 7/18

6:10 am-7:49 am

Nonstop2h 39m

Chicago O'Hare Intl

Tue 7/21

9:00 am-12:23 pm

Nonstop2h 23m

$187

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Wed 8/5

6:00 am-7:15 am

Nonstop2h 15m

Chicago Midway

Wed 8/12

5:45 pm-8:55 pm

Nonstop2h 10m

$187

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 8/4

9:29 pm-11:30 pm

Nonstop3h 01m

Chicago O'Hare Intl

Sat 8/8

6:57 pm-10:17 pm

Nonstop2h 20m

$188

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 9/23

9:27 pm-10:59 pm

Nonstop2h 32m

Chicago O'Hare Intl

Fri 9/25

6:00 pm-9:25 pm

Nonstop2h 25m

$192

Quickest round-trip

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Sat 9/19

7:35 am-8:55 am

Nonstop2h 20m

Chicago Midway

Wed 9/23

5:10 am-8:10 am

Nonstop2h 00m

$192

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 9/9

3:01 pm-4:59 pm

Nonstop2h 58m

Chicago O'Hare Intl

Mon 9/14

6:00 am-9:21 am

Nonstop2h 21m

$192

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 7/21

7:35 pm-9:52 pm

Nonstop3h 17m

Chicago O'Hare Intl

Mon 7/27

6:00 am-9:24 am

Nonstop2h 24m

$197

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 8/15

9:46 pm-11:42 pm

Nonstop2h 56m

Chicago O'Hare Intl

Sun 8/16

6:00 am-9:13 am

Nonstop2h 13m

$198

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 $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 $212.

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 $318. 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 $390.

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 $301. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $371.

What is the cheapest New York to Chicago flight route?

Fly from New York John F Kennedy Intl to Chicago O'Hare Intl 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 $243 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 $174 on momondo.

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

There are 4 cabin classes available to choose from on State of 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	$142
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 $142. The best round-trip flight deal from State of New York to Chicago found on momondo in the last 72 hours is $218.

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

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 June 2026, there are 6 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 24.61% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 14.00%, Embraer 175 at 8.20%, and Airbus A220-300 at 5.70%.

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 $39	Free Cancellation	Rating 5.6 2,865 reviews	Search Frontier flights
Delta	PriceFrom $74	Free Cancellation	Rating 7.8 8,434 reviews	Search Delta flights
JetBlue	PriceFrom $98	Free Cancellation	Rating 7.1 3,002 reviews	Search JetBlue flights
American Airlines	PriceFrom $145	Free Cancellation	Rating 7.1 11,754 reviews	Search American Airlines flights
United Airlines	PriceFrom $147	Free Cancellation	Rating 7.4 9,886 reviews	Search United Airlines flights
Southwest	PriceFrom $168	Free Cancellation	Rating 7.9 4,242 reviews	Search Southwest flights

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Hammond

Portage

Benton Harbor

Saint Joseph

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 $80

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 8/11. 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

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

Frontier flights from State of New York to Chicago

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

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See travel insights to Chicago from

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 cabin class options are available on State of 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

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

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

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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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