HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$70+ Cheap flights from New York State to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — CHI
jun. 18 — jun. 251
jue. 6/18
jue. 6/25
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from New York to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from New York to Chicago

Cheapest flights from New York to Chicago
Explore the most affordable flight options available from New York to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on mayo 19, 2026.

This Delta deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/307:30 am
JFK
-
ORD
Nonstop2h 55m
Delta
mié. 7/16:05 am
ORD
-
JFK
Nonstop2h 21m
Delta
Deal found 5/18$177
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/92:45 pm
LGA
-
ORD
Nonstop2h 45m
Delta
lun. 7/138:10 pm
ORD
-
LGA
Nonstop2h 34m
Delta
Deal found 5/14$177
This Southwest deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 6/206:00 am
LGA
-
MDW
Nonstop2h 20m
Southwest
sáb. 6/206:40 pm
MDW
-
LGA
Nonstop2h 05m
Southwest
Deal found 5/14$177
This flygcity.se deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/97:05 am
JFK
-
ORD
Nonstop2h 43m
JetBlue
lun. 7/135:27 pm
ORD
-
JFK
Nonstop2h 33m
JetBlue
Deal found 5/17$178
This American Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/81:59 pm
JFK
-
ORD
Nonstop2h 54m
American Airlines
mar. 7/144:30 pm
ORD
-
JFK
Nonstop2h 34m
American Airlines
Deal found 5/17$179
This Super.com deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/27:00 am
JFK
-
ORD
Nonstop2h 45m
JetBlue
mar. 7/79:39 am
ORD
-
JFK
Nonstop2h 16m
JetBlue
Deal found 5/15$181
This Delta deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/37:35 pm
JFK
-
ORD
Nonstop3h 13m
Delta
mar. 7/146:00 am
ORD
-
JFK
Nonstop2h 24m
Delta
Deal found 5/15$182
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/36:50 pm
LGA
-
ORD
Nonstop2h 55m
Delta
mar. 7/75:35 pm
ORD
-
LGA
Nonstop2h 25m
Delta
Deal found 5/14$182
This Southwest deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/39:30 pm
LGA
-
MDW
Nonstop2h 25m
Southwest
mar. 7/77:45 pm
MDW
-
LGA
Nonstop2h 10m
Southwest
Deal found 5/18$182
This Super.com deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 6/137:30 pm
JFK
-
ORD
Nonstop3h 00m
JetBlue
mar. 6/166:27 pm
ORD
-
JFK
Nonstop2h 46m
JetBlue
Deal found 5/17$183
This American Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/166:59 am
EWR
-
ORD
Nonstop2h 46m
American Airlines
sáb. 6/205:37 pm
ORD
-
EWR
Nonstop2h 23m
American Airlines
Deal found 5/16$183
This Super.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 6/137:30 pm
JFK
-
ORD
Nonstop3h 00m
JetBlue
sáb. 7/115:27 pm
ORD
-
JFK
Nonstop2h 33m
JetBlue
Deal found 5/18$184

Find flight deals from New York to Chicago

Keep the following information in mind while searching for New York to Chicago flight deals. Data was last updated mayo 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$177
(Delta)

One-way from

$70
(Kiwi.com)

Popular in

May

Cheapest in

January

Average price

$292

Good round-trip deal

$201 or less

Good one-way deal

$129 or less
Provider with most accurate pricing for New York (NYC)-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Chicago (CHI) flights.
Search Deals
From New York to Chicago (CHI)
Search Deals
One-way flight from New York to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from New York to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from New York to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from New York to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated mayo 19, 2026.
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

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

sáb. 7/4

7:30 am-9:14 am

Nonstop2h 44m

Chicago O'Hare Intl

mar. 7/7

7:00 am-10:14 am

Nonstop2h 14m

$177

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mié. 6/17

6:00 am-7:41 am

Nonstop2h 41m

Chicago O'Hare Intl

mar. 6/30

7:00 pm-10:29 pm

Nonstop2h 29m

$177

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

sáb. 8/22

5:00 pm-7:13 pm

Nonstop3h 13m

Chicago O'Hare Intl

mié. 8/26

6:00 am-9:09 am

Nonstop2h 09m

$177

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mié. 7/8

5:00 pm-7:10 pm

Nonstop3h 10m

Chicago O'Hare Intl

mar. 7/14

2:28 pm-5:50 pm

Nonstop2h 22m

$177

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

vie. 6/19

9:25 pm-10:58 pm

Nonstop2h 33m

Chicago O'Hare Intl

mar. 6/23

6:25 pm-9:54 pm

Nonstop2h 29m

$182

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

lun. 6/15

6:50 pm-8:45 pm

Nonstop2h 55m

Chicago O'Hare Intl

vie. 6/19

8:10 pm-11:40 pm

Nonstop2h 30m

$182

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

jue. 7/2

7:00 am-8:45 am

Nonstop2h 45m

Chicago O'Hare Intl

vie. 7/3

5:22 pm-9:00 pm

Nonstop2h 38m

$187

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

sáb. 6/20

6:00 am-7:20 am

Nonstop2h 20m

Chicago Midway

mar. 6/23

5:10 pm-11:20 pm

1 stop5h 10m

$187

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

jue. 7/2

7:00 am-8:45 am

Nonstop2h 45m

Chicago O'Hare Intl

jue. 7/2

5:22 pm-9:00 pm

Nonstop2h 38m

$187

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mar. 7/7

10:15 am-11:57 am

Nonstop2h 42m

Chicago O'Hare Intl

jue. 7/23

3:00 pm-6:22 pm

Nonstop2h 22m

$193

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/14

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

Best time to book a flight from New York to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from New York with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from New York State to Chicago

What is the cheapest month to book a flight from State of New York to Chicago?

Currently, January is the cheapest month in which you can book a flight from State of New York to Chicago (average of $198). Flying from State of New York to Chicago in May is currently the most expensive (average of $327). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from NY to CHI?

Find hourly flight availability from New York to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated mayo 19, 2026.

When flying from State of New York to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 17% versus a flight at noon.

Weekly flight availability from State of New York to Chicago

Explore weekly flight availability from New York to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated mayo 19, 2026.

The most flights from USNY to CHI are scheduled on a Tuesday (46 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (11 on average).

How much does it cost to fly round-trip from State of New York to Chicago?

How far ahead should I book a flight from State of New York to Chicago?

The best time to book flights from State of New York to Chicago is 61 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest day to fly from State of New York to Chicago?

Use this chart to determine the cheapest time to fly round-trip from New York to Chicago. Price data was last updated on May 16, 2026.

Travelers seeking maximum savings on their State of New York to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from New York to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from State of New York to Chicago?

    A quick flight from State of New York to Chicago can take about 2h 20m. Delta provides one of the quickest options available for as low as $187. State of New York and Chicago are separated by a distance of 722 mi. All flights are typically nonstop.

  • What are the cheapest airlines to fly from State of New York to Chicago one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $29. Spirit Airlines flights start at $42 while deals on United Airlines start at $73 one-way.

  • What are the most popular routes from State of New York to Chicago?

    Most travelers choose Newark - Chicago O'Hare Intl, New York John F Kennedy Intl - Chicago O'Hare Intl or New York LaGuardia - Chicago O'Hare Intl when deciding on the best route from State of New York to Chicago.

  • What are the most reliable airlines from State of New York to Chicago?

    The top 3 most reliable airlines when flying from State of New York to Chicago are Atlas Air (100%), Malaysia Airlines (100%) and China Airlines (89%).

  • What are the cheapest flights from State of New York to Chicago?

    Looking at all options, your cheapest flight can be booked for $88. While the most popular route (Newark - Chicago O'Hare Intl) can be booked for $177 on average, our data indicates $459 when flying from State of New York to Chicago.

  • Can I find deals for flights from New York to Chicago that include hotel bookings?

    Yes. In addition to deals on New York to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from New York to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from New York to Chicago.

  • Can I find deals for business class flights from New York to Chicago?

    Yes. Cheapflights offers flight deals from New York to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from State of New York to Chicago?

    Currently, January is the cheapest month in which you can book a flight from State of New York to Chicago (average of $198). Flying from State of New York to Chicago in May is currently the most expensive (average of $327). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for New York to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to O'Hare Intl flights
Newark to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Hobby to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Seattle to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Newark to Midway flights
Baltimore to O'Hare Intl flights
Denver to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Orlando to O'Hare Intl flights
Atlanta to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Ontario to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Los Angeles to Midway flights
Dulles Intl to O'Hare Intl flights
Boston to O'Hare Intl flights
Tampa to O'Hare Intl flights
Dulles Intl to Midway flights
Atlanta to Midway flights
Miami to O'Hare Intl flights
Austin to O'Hare Intl flights
Raleigh to O'Hare Intl flights
San Francisco to Midway flights
San Diego to O'Hare Intl flights
LaGuardia to Midway flights
Charlotte to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Hobby to Midway flights
San Jose to O'Hare Intl flights
Philadelphia to Midway flights
Minneapolis to O'Hare Intl flights
Baltimore to Midway flights
Minneapolis to Midway flights
George Bush Intcntl to Midway flights
Newark to St. Louis flights
Sacramento to O'Hare Intl flights
New Orleans to O'Hare Intl flights
Hartford to O'Hare Intl flights
Kansas City to O'Hare Intl flights
Reagan-National to Midway flights
Cleveland to O'Hare Intl flights
Las Vegas to O'Hare Intl flights

Top 7 airlines flying from New York to Chicago

Discover the top 7 airlines that operate flights from New York to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated mayo 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$39Average$177FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$61Average$153FlexibilityNo cancel feeOn-time65%
DeltaCheapest$74Average$352FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$89Average$246FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$144Average$340FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$145Average$353FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$168Average$364FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights