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

206 flights are operational daily from State of New York to Chicago as of November 2026. The most popular departure time for this route is 6:00AM, with 47% of flights per day taking off at noon.

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

American Airlines, Southwest, and Delta are the most popular carriers operating from New York to Chicago

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 53% 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 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 Rochester to Chicago O'Hare Intl Airport is 2h 13m 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 1,444 per week as of November 2026. The most frequent departure day is Sun, with 17% 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 November 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.

$104 Cheap Flights from New York State to Chicago in 2026/27

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.

9:38 pm - 12:55 amBUF Buffalo-ORD Chicago O'Hare Intl

28h 17m1 stop Orlando

5:01 am - 8:43 pmORD Chicago O'Hare Intl-BUF Buffalo

14h 42m1 stop Orlando

$198Frontier

Sat, Feb 27 - Tue, Mar 2

2:30 pm - 1:08 amBUF Buffalo-ORD Chicago O'Hare Intl

11h 38m1 stop Orlando

5:24 pm - 5:40 pmORD Chicago O'Hare Intl-BUF Buffalo

23h 16m1 stop Orlando

$217Frontier

Mon, Dec 14 - Wed, Dec 16

6:03 am - 8:01 amLGA New York LaGuardia-ORD Chicago O'Hare Intl

2h 58mnonstop

10:05 am - 3:19 pmORD Chicago O'Hare Intl-LGA New York LaGuardia

4h 14m1 stop Detroit Metropolitan Wayne County

$261American Airlines

Tue, Feb 2 - Tue, Feb 2

10:26 am - 2:00 pmLGA New York LaGuardia-ORD Chicago O'Hare Intl

4h 34m1 stop Detroit Metropolitan Wayne County

3:44 pm - 7:00 pmORD Chicago O'Hare Intl-LGA New York LaGuardia

2h 16mnonstop

$262American Airlines

Tue, Feb 2 - Tue, Feb 2

4:35 pm - 11:05 pmALB Albany Intl-MDW Chicago Midway

7h 30m2 stops Nashville Intl Lambert-St Louis

3:40 pm - 12:15 amMDW Chicago Midway-ALB Albany Intl

7h 35m1 stop Baltimore/Washington

$268Southwest

Fri, Jan 15 - Mon, Jan 18

3:05 pm - 7:05 pmALB Albany Intl-MDW Chicago Midway

5h 00m1 stop Nashville Intl

1:25 pm - 4:10 pmMDW Chicago Midway-ALB Albany Intl

1h 45mnonstop

$269Southwest

Wed, Dec 9 - Tue, Dec 15

10:50 am - 12:50 pmALB Albany Intl-ORD Chicago O'Hare Intl

3h 00mnonstop

6:10 pm - 9:26 pmORD Chicago O'Hare Intl-ALB Albany Intl

2h 16mnonstop

$273United Airlines

Mon, Dec 21 - Mon, Dec 21

4:45 pm - 6:29 pmALB Albany Intl-ORD Chicago O'Hare Intl

2h 44mnonstop

2:10 pm - 5:28 pmORD Chicago O'Hare Intl-ALB Albany Intl

2h 18mnonstop

$274United Airlines

Tue, Dec 1 - Thu, Dec 3

5:00 pm - 8:15 pmALB Albany Intl-ORD Chicago O'Hare Intl

4h 15m1 stop Detroit Metropolitan Wayne County

2:39 pm - 10:53 pmORD Chicago O'Hare Intl-ALB Albany Intl

7h 14m1 stop New York LaGuardia

$279Delta

Sat, Dec 5 - Tue, Dec 8

2:08 pm - 6:53 pmALB Albany Intl-ORD Chicago O'Hare Intl

5h 45m1 stop New York LaGuardia

7:00 am - 12:15 pmORD Chicago O'Hare Intl-ALB Albany Intl

4h 15m1 stop Detroit Metropolitan Wayne County

$279Delta

Wed, Jan 13 - Sat, Jan 16

Cheap last minute flights

Enter your travel dates to find the best prices.

8:30 pm - 9:24 amLGA New York LaGuardia-ORD Chicago O'Hare Intl

13h 54m1 stop Dallas/Fort Worth

7:49 am - 8:00 pmORD Chicago O'Hare Intl-LGA New York LaGuardia

11h 11m1 stop Atlanta Hartsfield-Jackson

$272Frontier

Sat, Nov 14 - Thu, Nov 26

8:30 pm - 9:24 amLGA New York LaGuardia-ORD Chicago O'Hare Intl

13h 54m1 stop Dallas/Fort Worth

7:35 pm - 8:34 amORD Chicago O'Hare Intl-LGA New York LaGuardia

11h 59m1 stop Atlanta Hartsfield-Jackson

$278Frontier

Sat, Nov 14 - Tue, Nov 17

8:03 pm - 3:37 pmROC Greater Rochester Intl-ORD Chicago O'Hare Intl

20h 34m1 stop Fort Lauderdale

7:05 am - 6:43 pmORD Chicago O'Hare Intl-ROC Greater Rochester Intl

10h 38m2 stops Atlanta Hartsfield-Jackson Raleigh-Durham

$372Multiple Airlines

Thu, Nov 12 - Sat, Nov 14

6:30 am - 7:33 amBUF Buffalo-ORD Chicago O'Hare Intl

2h 03mnonstop

10:29 am - 1:17 pmORD Chicago O'Hare Intl-BUF Buffalo

1h 48mnonstop

$400United Airlines

Thu, Nov 12 - Sat, Dec 12

2:00 pm - 3:30 pmLGA New York LaGuardia-MDW Chicago Midway

2h 30mnonstop

5:10 am - 8:15 amMDW Chicago Midway-LGA New York LaGuardia

2h 05mnonstop

$402Southwest

Sat, Nov 14 - Thu, Nov 26

3:21 pm - 5:20 pmJFK New York John F Kennedy Intl-ORD Chicago O'Hare Intl

2h 59mnonstop

10:45 am - 2:04 pmORD Chicago O'Hare Intl-JFK New York John F Kennedy Intl

2h 19mnonstop

$402Delta

Sat, Nov 14 - Thu, Nov 26

10:55 am - 12:46 pmJFK New York John F Kennedy Intl-ORD Chicago O'Hare Intl

2h 51mnonstop

6:00 am - 9:24 amORD Chicago O'Hare Intl-JFK New York John F Kennedy Intl

2h 24mnonstop

$402Delta

Sat, Nov 14 - Fri, Nov 27

10:51 am - 3:13 pmBUF Buffalo-ORD Chicago O'Hare Intl

5h 22m1 stop Newark

10:29 am - 1:17 pmORD Chicago O'Hare Intl-BUF Buffalo

1h 48mnonstop

$410United Airlines

Thu, Nov 12 - Sat, Dec 12

6:35 am - 2:45 pmLGA New York LaGuardia-MDW Chicago Midway

9h 10m1 stop Dallas Love Field

5:10 am - 8:15 amMDW Chicago Midway-LGA New York LaGuardia

2h 05mnonstop

$412Southwest

Sat, Nov 14 - Thu, Nov 26

8:03 pm - 3:37 pmROC Greater Rochester Intl-ORD Chicago O'Hare Intl

20h 34m1 stop Fort Lauderdale

7:05 am - 6:43 pmORD Chicago O'Hare Intl-ROC Greater Rochester Intl

10h 38m2 stops Atlanta Hartsfield-Jackson Raleigh-Durham

$466Multiple Airlines

Thu, Nov 12 - Sat, Nov 14

Cheap direct flights

Enter your travel dates to find the best prices.

10:50 am - 12:50 pmALB Albany Intl-ORD Chicago O'Hare Intl

3h 00mnonstop

6:10 pm - 9:26 pmORD Chicago O'Hare Intl-ALB Albany Intl

2h 16mnonstop

$273United Airlines

Mon, Dec 21 - Mon, Dec 21

6:50 pm - 8:25 pmALB Albany Intl-MDW Chicago Midway

2h 35mnonstop

6:25 pm - 9:25 pmMDW Chicago Midway-ALB Albany Intl

2h 00mnonstop

$273Southwest

Mon, Dec 21 - Fri, Jan 1

7:06 am - 9:10 amALB Albany Intl-ORD Chicago O'Hare Intl

3h 04mnonstop

8:15 am - 11:30 amORD Chicago O'Hare Intl-ALB Albany Intl

2h 15mnonstop

$274American Airlines

Tue, Dec 8 - Thu, Dec 10

7:35 pm - 9:36 pmALB Albany Intl-ORD Chicago O'Hare Intl

3h 01mnonstop

8:15 am - 11:30 amORD Chicago O'Hare Intl-ALB Albany Intl

2h 15mnonstop

$274American Airlines

Sat, Dec 12 - Mon, Dec 14

4:45 pm - 6:29 pmALB Albany Intl-ORD Chicago O'Hare Intl

2h 44mnonstop

2:10 pm - 5:28 pmORD Chicago O'Hare Intl-ALB Albany Intl

2h 18mnonstop

$274United Airlines

Tue, Dec 1 - Thu, Dec 3

6:05 pm - 7:30 pmALB Albany Intl-MDW Chicago Midway

2h 25mnonstop

6:25 pm - 9:25 pmMDW Chicago Midway-ALB Albany Intl

2h 00mnonstop

$274Southwest

Tue, Dec 8 - Thu, Dec 10

8:30 pm - 10:13 pmLGA New York LaGuardia-ORD Chicago O'Hare Intl

2h 43mnonstop

7:22 pm - 10:47 pmORD Chicago O'Hare Intl-LGA New York LaGuardia

2h 25mnonstop

$297Delta

Thu, Dec 3 - Fri, Dec 4

6:05 am - 7:48 amLGA New York LaGuardia-ORD Chicago O'Hare Intl

2h 43mnonstop

8:50 am - 12:05 pmORD Chicago O'Hare Intl-LGA New York LaGuardia

2h 15mnonstop

$297Delta

Wed, Dec 2 - Wed, Dec 9

2:05 pm - 3:35 pmLGA New York LaGuardia-MDW Chicago Midway

2h 30mnonstop

3:50 pm - 6:55 pmMDW Chicago Midway-LGA New York LaGuardia

2h 05mnonstop

$368JetBlue

Sat, Dec 5 - Sat, Dec 12

6:40 pm - 8:20 pmLGA New York LaGuardia-MDW Chicago Midway

2h 40mnonstop

5:00 pm - 8:05 pmMDW Chicago Midway-LGA New York LaGuardia

2h 05mnonstop

$429JetBlue

Thu, Dec 24 - Thu, Dec 31

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Frontier flights from State of New York to Chicago

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

Frontier

Dec 14

BUF2:30 pmBuffalo

11h 38m

1 stop

ORD1:08 amChicago O'Hare Intl

Dec 16

ORD5:24 pmChicago O'Hare Intl

23h 16m

1 stop

BUF5:40 pmBuffalo

$217

Frontier

Dec 11

BUF1:15 pmBuffalo

9h 14m

1 stop

ORD9:29 pmChicago O'Hare Intl

Dec 16

ORD5:24 pmChicago O'Hare Intl

23h 16m

1 stop

BUF5:40 pmBuffalo

$231

Frontier

Dec 11

BUF1:15 pmBuffalo

9h 14m

1 stop

ORD9:29 pmChicago O'Hare Intl

Dec 15

ORD4:00 pmChicago O'Hare Intl

19h 20m

1 stop

BUF12:20 pmBuffalo

$238

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

Dec 21

ALB10:50 amAlbany Intl

3h 00m

ORD12:50 pmChicago O'Hare Intl

Dec 21

ORD6:10 pmChicago O'Hare Intl

2h 16m

ALB9:26 pmAlbany Intl

$273

United Airlines

Dec 1

ALB4:45 pmAlbany Intl

2h 44m

ORD6:29 pmChicago O'Hare Intl

Dec 3

ORD2:10 pmChicago O'Hare Intl

2h 18m

ALB5:28 pmAlbany Intl

$274

United Airlines

Dec 1

ROC6:10 amGreater Rochester Intl

2h 19m

ORD7:29 amChicago O'Hare Intl

Dec 2

ORD6:15 pmChicago O'Hare Intl

1h 52m

ROC9:07 pmGreater Rochester Intl

$299

momondo Fare Finder

Use the filters below to find and compare flights from New York State to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BuffaloChicago

BUF Buffalo - ORD Chicago O'Hare Intl

BUFORD

Buffalo

Sat 2/27

9:38 pm-12:55 am

1 stop28h 17m

Chicago O'Hare Intl

Tue 3/2

5:01 am-8:43 pm

1 stop14h 42m

$198

BuffaloChicago

BUF Buffalo - ORD Chicago O'Hare Intl

BUFORD

Buffalo

Mon 12/14

2:30 pm-1:08 am

1 stop11h 38m

Chicago O'Hare Intl

Wed 12/16

5:24 pm-5:40 pm

1 stop23h 16m

$217

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Tue 2/2

6:03 am-8:01 am

Nonstop2h 58m

Chicago O'Hare Intl

Tue 2/2

10:05 am-3:19 pm

1 stop4h 14m

$261

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Tue 2/2

10:26 am-2:00 pm

1 stop4h 34m

Chicago O'Hare Intl

Tue 2/2

3:44 pm-7:00 pm

Nonstop2h 16m

$262

AlbanyChicago

ALB Albany Intl - MDW Chicago Midway

ALBMDW

Albany Intl

Fri 1/15

4:35 pm-11:05 pm

2 stops7h 30m

Chicago Midway

Mon 1/18

3:40 pm-12:15 am

1 stop7h 35m

$268

AlbanyChicago

ALB Albany Intl - MDW Chicago Midway

ALBMDW

Albany Intl

Wed 12/9

3:05 pm-7:05 pm

1 stop5h 00m

Chicago Midway

Tue 12/15

1:25 pm-4:10 pm

Nonstop1h 45m

$269

AlbanyChicago

ALB Albany Intl - ORD Chicago O'Hare Intl

ALBORD

Albany Intl

Mon 12/21

10:50 am-12:50 pm

Nonstop3h 00m

Chicago O'Hare Intl

Mon 12/21

6:10 pm-9:26 pm

Nonstop2h 16m

$273

Quickest round-trip

AlbanyChicago

ALB Albany Intl - ORD Chicago O'Hare Intl

ALBORD

Albany Intl

Tue 12/1

4:45 pm-6:29 pm

Nonstop2h 44m

Chicago O'Hare Intl

Thu 12/3

2:10 pm-5:28 pm

Nonstop2h 18m

$274

AlbanyChicago

ALB Albany Intl - ORD Chicago O'Hare Intl

ALBORD

Albany Intl

Sat 12/5

5:00 pm-8:15 pm

1 stop4h 15m

Chicago O'Hare Intl

Tue 12/8

2:39 pm-10:53 pm

1 stop7h 14m

$279

AlbanyChicago

ALB Albany Intl - ORD Chicago O'Hare Intl

ALBORD

Albany Intl

Wed 1/13

2:08 pm-6:53 pm

1 stop5h 45m

Chicago O'Hare Intl

Sat 1/16

7:00 am-12:15 pm

1 stop4h 15m

$279

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 $211. 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 $240.

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 Friday when prices can be found for as low as $348. 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 $427.

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 $353. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $389.

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 $265 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 $177 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?

You could potentially save up to 19% on your flight if you consider stops on a State of New York to Chicago flight.

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	$104
Fastest flight time	1h 45m
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 $104. The best round-trip flight deal from State of New York to Chicago found on momondo in the last 72 hours is $198.

The fastest flight from State of New York to Chicago takes 1h 45m

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).

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 November 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 21.83% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 16.52%, Airbus A321 (sharklets) at 6.57%, and Embraer 175 at 6.50%.

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 $44	Free Cancellation	Rating 5.5 2,506 reviews	Search Frontier flights
Delta	PriceFrom $74	Free Cancellation	Rating 7.8 8,700 reviews	Search Delta flights
JetBlue	PriceFrom $138	Free Cancellation	Rating 7.1 3,066 reviews	Search JetBlue flights
United Airlines	PriceFrom $172	Free Cancellation	Rating 7.3 10,475 reviews	Search United Airlines flights
American Airlines	PriceFrom $174	Free Cancellation	Rating 7.0 12,225 reviews	Search American Airlines flights
Southwest	PriceFrom $183	Free Cancellation	Rating 8.0 4,218 reviews	Search Southwest flights

Merrillville

New Buffalo

Hammond

Portage

Lansing

Benton Harbor

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

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.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Thu 12/10

Thu 12/17

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Nearby airports

Airlines

Cabin classes

Other United States destinations

Other flights from New York State

Complete your trip

Feeling lucky

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from New York State to Chicago from $104

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 12/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from New York State to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Frontier flights from State of New York to Chicago

Our best Frontier 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

momondo Fare Finder

Use the filters below to find and compare flights from New York State to Chicago that are best for you.

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

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

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.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from New York State

According to popular flight searches on momondo this year

Complete your trip to Chicago

Explore popular destinations other users love

According to popular flight searches on momondo this year