New York

$81+ Cheap flights from Chicago (CHI) to New York, NY (NYC)

CHI — NYC
Sep 20 — Sep 271
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Cheapflights Tip: The best prices from Chicago to New York are usually found in January or February, booked 59 days in advance, depart on a Friday or Thursday and return on a Saturday

Cheap flight deals from Chicago to New York

Cheapest flights from Chicago to New York

Wed 10/218:04 am -
1 stop24h 44m
Thu 10/2910:38 am -
1 stop29h 59m
Deal found 8/21$189
Sat 10/248:04 am -
1 stop26h 04m
Thu 10/2910:38 am -
1 stop29h 59m
Deal found 8/21$199
Sat 8/296:00 am -
Nonstop2h 24m
Sun 9/63:00 pm -
Nonstop3h 06m
Deal found 8/18$201
Wed 9/239:38 am -
1 stop6h 51m
Thu 9/248:10 am -
Nonstop2h 48m
Deal found 8/17$205
Sun 11/112:03 pm -
1 stop8h 25m
Tue 11/35:55 am -
1 stop6h 03m
Deal found 8/17$206
Sun 11/12:03 pm -
1 stop6h 25m
Tue 11/35:55 am -
1 stop7h 07m
Deal found 8/17$206
Thu 9/173:50 pm -
1 stop8h 11m
Tue 10/1311:35 am -
1 stop7h 56m
Deal found 8/17$207
Tue 9/226:00 pm -
Nonstop2h 43m
Wed 9/307:35 pm -
Nonstop3h 02m
Deal found 8/16$207
Wed 8/1911:50 am -
1 stop12h 13m
Sat 8/225:55 am -
1 stop5h 55m
Deal found 8/17$208
Mon 9/213:50 pm -
1 stop8h 11m
Wed 9/2311:35 am -
1 stop7h 48m
Deal found 8/17$208
Fri 10/23:50 pm -
1 stop8h 11m
Fri 10/91:45 pm -
1 stop11h 41m
Deal found 8/18$209
Sun 8/2311:50 am -
1 stop12h 13m
Wed 9/2311:35 am -
1 stop7h 16m
Deal found 8/17$210

Find flight deals from Chicago to New York

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$205
(Traveloka)

One-way from

$81
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$271

Good round-trip deal

$249 or less

Good one-way deal

$174 or less
Provider with most accurate pricing for Chicago (CHI)-New York (NYC) flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-New York (NYC) flights.
From Chicago (CHI) to New York (NYC)
One-way flight from Chicago (CHI) to New York (NYC)
Highest demand for flights based on searches. 17% potential increase in price ($50 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in August 2026
Price to beat on a round-trip flight from Chicago (CHI) to New York (NYC).
Price to beat on a one-way flight from Chicago (CHI) to New York (NYC).

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoNew Windsor

ORD Chicago O'Hare Intl - SWF New Windsor Stewart

ORDSWF

Chicago O'Hare Intl

Wed 10/21

8:04 am-9:48 am

1 stop24h 44m

New Windsor Stewart

Sun 10/25

11:58 am-3:36 pm

1 stop28h 38m

$227

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Fri 11/13

6:00 am-9:09 am

Nonstop2h 09m

New York LaGuardia

Sun 11/15

6:05 am-7:51 am

Nonstop2h 46m

$247

ChicagoNew York

MDW Chicago Midway - LGA New York LaGuardia

MDWLGA

Chicago Midway

Sat 9/19

12:10 pm-3:20 pm

Nonstop2h 10m

New York LaGuardia

Mon 9/21

6:00 am-7:15 am

Nonstop2h 15m

$247

ChicagoNew York

ORD Chicago O'Hare Intl - JFK New York John F Kennedy Intl

ORDJFK

Chicago O'Hare Intl

Sat 9/26

7:00 am-10:27 am

Nonstop2h 27m

New York John F Kennedy Intl

Tue 10/6

8:10 am-9:59 am

Nonstop2h 49m

$247

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Fri 10/9

3:00 pm-6:25 pm

Nonstop2h 25m

New York LaGuardia

Tue 10/13

10:20 am-11:59 am

Nonstop2h 39m

$247
Quickest round-trip

ChicagoNew York

MDW Chicago Midway - LGA New York LaGuardia

MDWLGA

Chicago Midway

Sun 9/13

5:25 am-8:25 am

Nonstop2h 00m

New York LaGuardia

Thu 9/17

6:00 am-7:15 am

Nonstop2h 15m

$247

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Fri 1/15

6:00 am-9:12 am

Nonstop2h 12m

New York LaGuardia

Sun 1/17

9:00 am-10:29 am

Nonstop2h 29m

$247

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Mon 10/19

9:35 pm-12:57 am

Nonstop2h 22m

Newark

Wed 10/21

7:45 pm-9:32 pm

Nonstop2h 47m

$247

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Tue 11/10

11:56 am-3:15 pm

Nonstop2h 19m

Newark

Mon 11/16

8:30 pm-10:18 pm

Nonstop2h 48m

$247

ChicagoNew York

ORD Chicago O'Hare Intl - JFK New York John F Kennedy Intl

ORDJFK

Chicago O'Hare Intl

Thu 9/10

10:59 am-2:20 pm

Nonstop2h 21m

New York John F Kennedy Intl

Mon 9/14

8:05 pm-9:58 pm

Nonstop2h 53m

$248

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 60 resultsSorted by cheapest first
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Compare providers for flights from Chicago to New York

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to New York in August.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Super.comPrice Accuracy-Trust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*1 star
eDreamsPrice Accuracy2 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star
Trip.comPrice Accuracy1 starTrust Score*3 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-New York flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-New York flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-New York flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-New York flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-New York flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to New York

Have a flexible travel schedule? Discover the best time to fly to New York from Chicago with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

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

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

Currently, January is the cheapest month in which you can book a flight from Chicago to New York (average of $181). Flying from Chicago to New York in June is currently the most expensive (average of $324). 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 CHI to NYC?

Unlike at noon, when flights are generally more expensive, you can save up to 44% on flights from Chicago to New York by exploring options for tickets in the evening.

Weekly flight availability from Chicago to New York

The most flights from CHI to NYC are scheduled on a Wednesday (207 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (96 on average).

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

Airfare is typical for this route at the moment.
Chicago to New York flights typically cost between $194 and $358 in September.
The cheapest round-trip price found within the last 5 days was $205 on JetBlue (Sep 23-Sep 24).

How often are flights from Chicago to New York delayed?

About 23% of weekly flights between Chicago and New York have experienced delays in the past year, with the average delay time being 143 minutes.

What is the most punctual flight time for Chicago to New York flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Saturday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to New York flights?

Over the last year, Delta have had the lowest number of delays on this route, with just 21% of flights being delayed.

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

The price you pay for your flight from Chicago to New York may vary depending on when you book. For the best chance of a lower fare, look to book 83 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

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

The best insider tips for Chicago to New York flights

Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to New York trip
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Ramsey Qubein

Ramsey Qubein

Expert on ORD

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Brandon Schultz

Brandon Schultz

Expert on EWR and LGA

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Reviews of airlines servicing New York

Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Chicago to New York by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Chicago to New York Travel Guide

One of the most important entertainment and commerce capitals of the world, New York City is a popular spot for both tourists and business travelers. From the lights of Broadway to the majestic Statue of Liberty, this busy city is packed with iconic sights and exciting activities. Flights from Chicago to New York City are plentiful, so you can travel to the Big Apple any time of the day.

Chicago and New York City are two of the biggest cities in the United States, but each has a distinct energy. In Chicago, you can experience traditional Midwestern friendliness, and in New York, the go-go-go energy is palpable. While Chicago is known for its wind and distinct seasons, the weather in New York City ranges from hot and humid to cold and snowy; check the weather report before you go. New York City offers an endless variety of things to do. Enjoy world-class people-watching in Times Square, take in the views of Manhattan with a walk across the Brooklyn Bridge or give your credit card a workout on Fifth Avenue. Year-round, explore the quiet outdoor spaces in Central Park, and check out the Statue of Liberty from the legendary Staten Island Ferry. If you're visiting during the holidays, don't miss the Macy's Thanksgiving Day Parade and the towering Christmas tree in Rockefeller Plaza.

Check out the smart, Cheapflights search engine to find the best prices on flights from Chicago to New York any time of the year.

Related info for your journey

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

    The flight from Chicago to New York City takes just over an hour and a half, and you can expect to spend approximately two hours in transit from gate to gate.

  • Which airlines operate flights from Chicago to New York City?

    All major U.S carriers operate direct flights between Chicago and New York City, including Delta, American and United. If you're looking for budget tickets, try carriers such as Southwest, Spirit and jetBlue.

  • How frequent are flights between Chicago and New York City?

    More than 50 flights per day operate between Chicago and New York City City, so it's a breeze to find a great fare any time of day or night.

  • Which airports serve Chicago to New York City?

    Two airports serve Chicago: Midway International and O'Hare International. In New York City, you can choose between John F. Kennedy International, LaGuardia and Newark International. In both locations, it's easy to get to any airport via public transportation.

  • Which direct flight route between Chicago and New York City is cheapest?

    Flight prices vary, but it's easiest to get the cheapest tickets when you fly from O'Hare International Airport to LaGuardia Airport. If you're checking bags, be sure to factor in luggage fees for each airline when comparing prices.

  • How busy are the airports in Chicago and New York?

    Two airports in Chicago offer flights to New York: Midway International Airport and O’Hare International Airport. Of these two airports, Midway International Airport is significantly less busy. Thus, if you’d like to avoid long queues and lots of human traffic, you should consider boarding a flight to New York from Midway. Flights from Chicago have three possible destination airports in the New York area: John F. Kennedy International Airport, LaGuardia Airport, and Newark Liberty International Airport. If you fly into John F. Kennedy International Airport, you can count on encountering thousands of people, as this airport is the busiest in the region. If, however, you choose to board a flight that lands at LaGuardia Airport, you won’t encounter as many people, as this airport tends to be the least busy of the three.

  • Which airlines fly directly from Chicago to New York?

    Every day, thousands of passengers travel to New York from Chicago. To cater to this huge number of passengers, several airlines offer direct flights to New York from Chicago nearly every day of the week, namely JetBlue Airlines, United Airlines, Delta Airlines, and American Airlines. Given that all these airlines offer flights that depart at different times, if you’re looking for a direct flight to New York from Chicago, you can easily find one that is convenient for you.

  • What are the stopover options between Chicago and New York?

    There are numerous stopover options between Chicago and New York. Miami and Orlando are the two most popular ones. If you choose to board one of the one-stop flights to New York from Chicago that stops in Miami, you’ll land at Fort Lauderdale-Hollywood International Airport. One of the three airports serving the Miami metropolitan area, this airport boasts superb lounges and wonderful boutiques, giving you the space to rest, recharge, and shop with ease. If you select a single-layover flight to New York from Chicago that stops in Orlando, you’ll land at Orlando International Airport. This highly ranked airport boasts comfy lounges and top-notch restaurants. Both airports also have friendly staff, so you’ll have a comfortable layover experience at either location.

  • Do I need a passport or visa to fly from Chicago to New York?

    If you’re an American citizen planning to fly from Chicago to New York, there are several documents that you can show to get through airport security. These documents include a passport, border crossing card, state-issued enhanced driver’s license, DHS trusted traveler card, or photo ID issued by a federally recognized tribal nation. If, on the other hand, you’re a foreigner touring the country, you can only use your foreign government-issued passport to travel. A visa is not necessary to travel from Chicago to New York.

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

    There are many flights that can get you from Chicago to New York in 2h 09m. Fly via United Airlines, Southwest, or JetBlue to get the fastest option. The distance from Chicago to New York is about 731 mi. Most flights are nonstop.

  • What are the cheapest airlines flying from Chicago to New York round-trip?

    Flying on Frontier is currently your cheapest option to New York, with prices starting at $39. Additional round-trip tickets that might be worth considering are offered by Delta and JetBlue, with the lowest prices starting at $82 and $93, respectively. Frontier is currently priced 83% below the average price you’ll pay for this route.

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

    One-way options have recently been found by users for as low as $29 on Frontier. Other airlines that offer cheap prices include Delta from $73 and JetBlue from $73 one-way.

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

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

    No one likes to see their flight delayed. When booking a flight from Chicago to New York consider choosing Kenya Airways (77%), China Eastern (77%) or SAUDIA (74%) as they are the most reliable in getting you off to your destination on time.

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

    On average you can expect to pay $1,675 for a flight from Chicago to New York. The cheapest flight overall is $108 while the most popular route, (Chicago O'Hare Intl - New York LaGuardia) is currently priced at $240.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to New York 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 Chicago to New York?

    Currently, January is the cheapest month in which you can book a flight from Chicago to New York (average of $181). Flying from Chicago to New York in June is currently the most expensive (average of $324). 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 are the most eco-friendly airlines from Chicago to New York?

    There are various airlines operating nonstop flights to New York from Chicago. These airlines are American Airlines, Delta Airlines, JetBlue and United Airlines. Direct flights have been proven to be more eco-friendly than routes with one or more layovers. In addition, some of the flights with United Airlines use aircrafts that are more fuel efficient than others flying the same route. Both Delta Airlines and American Airlines have committed to investing in solutions to reduce their airplanes’ carbon emissions and using sustainable fuel as opposed to the less sustainable fossil fuel. JetBlue is also committing to more sustainable travel by investing in a new fleet of aircrafts that are more efficient with fuel use, reducing their greenhouse gas emissions that damage the environment.

  • How can I fly more sustainably from Chicago to New York?

    There are a few things you can do to also help reduce your own personal carbon footprint when flying to New York from Chicago. For instance, book flights that are during the day, avoiding the red-eye flights. The heat of the sun during day flights counteracts with some of the gas emissions during the flight, making it better to opt for day flights as opposed to night ones. Another way passengers can help with sustainable travel is to pack light. Heavier aircrafts, making the same route as others that are lighter, burn more fuel releasing more carbon emissions. Pick flights that will be more space efficient with passengers and fly economy class as well. For the flight, bring your own reusable water bottle to also help reduce plastic waste onboard.

See more FAQs

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Queens
Bronx
Elizabeth
Mahwah
East Rutherford
Staten Island
Mount Laurel
Yonkers
Irvington
Secaucus
North Bergen
Tannersville
Edgewater
Carle Place
Absecon
Carteret
Fort Lee
Parsippany
Goshen
Avenel

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Top 6 airlines flying from Chicago to New York

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$39Average$166FlexibilityNo cancel feeOn-time62%
DeltaCheapest$82Average$234FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$93Average$213FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$144Average$320FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$157Average$291FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$179Average$380FlexibilityNo cancel feeOn-time63%

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