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$59+ Cheap flights from Chicago (CHI) to New York State

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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JFK
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Chicago to New York

Keep the following information in mind while searching for Chicago to New York flight deals. Data was last updated September 11, 2025.

Round-trip from

$109
(Booking.com)

One-way from

$59
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$167

Good round-trip deal

$170 or less

Good one-way deal

$140 or less
From Chicago (CHI) to New York
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One-way flight from Chicago (CHI) to New York
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Highest demand for flights based on searches. 2% potential increase in price ($4 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago (CHI) to New York.
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Price to beat on a one-way flight from Chicago (CHI) to New York.
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Find flight deals from Chicago to New York

Cheapest flights from Chicago to New York
Explore the most affordable flight options available from Chicago to New York. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Booking.com deal was found by Cheapflights users on 9/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/274:35 pmORD - LGA
Nonstop2h 06mSpirit Airlines
Mon 9/297:59 pmLGA - ORD
1 stop14h 19mSpirit Airlines
Deal found 9/10$109
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:58 pmORD - LGA
1 stop13h 02mSpirit Airlines
Mon 10/203:29 pmLGA - ORD
Nonstop2h 44mSpirit Airlines
Deal found 9/10$110
This Cheapflightsfares deal was found by Cheapflights users on 9/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:58 pmORD - LGA
1 stop13h 02mSpirit Airlines
Sat 10/183:21 pmLGA - ORD
Nonstop2h 44mSpirit Airlines
Deal found 9/11$111
This lastminute.com deal was found by Cheapflights users on 9/11. 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/187:00 amORD - JFK
Nonstop2h 15mJetBlue
Wed 11/198:00 pmJFK - ORD
Nonstop2h 52mJetBlue
Deal found 9/11$111
This Cheapflightsfares deal was found by Cheapflights users on 9/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2311:57 amORD - LGA
1 stop10h 28mSpirit Airlines
Wed 10/13:13 pmLGA - ORD
Nonstop2h 38mSpirit Airlines
Deal found 9/11$112
This lastminute.com deal was found by Cheapflights users on 9/9. 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/11:35 pmORD - JFK
Nonstop2h 24mJetBlue
Tue 10/710:30 amJFK - ORD
Nonstop2h 52mJetBlue
Deal found 9/9$112
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2510:27 amORD - LGA
1 stop11h 36mSpirit Airlines
Fri 9/2610:59 amLGA - ORD
1 stop7h 40mSpirit Airlines
Deal found 9/10$113
This Cheapflightsfares deal was found by Cheapflights users on 9/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/256:40 amORD - JFK
Nonstop2h 23mFrontier
Mon 10/2711:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 9/11$113
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:40 amORD - JFK
Nonstop2h 23mFrontier
Mon 10/2011:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 9/10$114
This Priceline deal was found by Cheapflights users on 9/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/310:42 amORD - LGA
1 stop10h 29mMultiple Airlines
Tue 10/711:59 amLGA - ORD
1 stop7h 39mMultiple Airlines
Deal found 9/10$115
This Gotogate deal was found by Cheapflights users on 9/11. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:40 amORD - JFK
Nonstop2h 23mFrontier
Mon 11/106:20 amJFK - ORD
1 stop11h 36mFrontier
Deal found 9/11$115
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2511:57 amORD - LGA
1 stop10h 28mSpirit Airlines
Mon 9/293:13 pmLGA - ORD
Nonstop2h 38mSpirit Airlines
Deal found 9/10$116

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to New York 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 September 11, 2025.
Use the filters below to find and compare flights from Chicago to New York State that are best for you.

Fly from

Chicago

Fly to

New York

Route

Depart

Return

Price

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 11/5

8:25 am-11:30 am

Nonstop2h 05m

New York LaGuardia

Sat 11/8

2:15 pm-3:45 pm

Nonstop2h 30m

$128

ChicagoRochester

ORD - ROC

ORDROC

Chicago O'Hare Intl

Sat 1/24

6:25 pm-9:21 pm

Nonstop1h 56m

Rochester Greater Rochester Intl

Mon 1/26

5:23 pm-6:49 pm

Nonstop2h 26m

$133

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 12/9

7:00 am-10:13 am

Nonstop2h 13m

New York John F Kennedy Intl

Wed 12/17

8:00 pm-9:48 pm

Nonstop2h 48m

$133

ChicagoRochester

ORD - ROC

ORDROC

Chicago O'Hare Intl

Sat 11/1

6:02 pm-8:52 pm

Nonstop1h 50m

Rochester Greater Rochester Intl

Mon 11/3

5:37 pm-6:46 pm

Nonstop2h 09m

$133

ChicagoRochester

ORD - ROC

ORDROC

Chicago O'Hare Intl

Thu 11/27

10:45 am-1:36 pm

Nonstop1h 51m

Rochester Greater Rochester Intl

Tue 12/2

5:30 pm-6:48 pm

Nonstop2h 18m

$133

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 10/28

5:00 pm-8:07 pm

Nonstop2h 07m

New York LaGuardia

Wed 10/29

8:15 am-9:55 am

Nonstop2h 40m

$133

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 12/9

7:15 pm-10:20 pm

Nonstop2h 05m

New York LaGuardia

Thu 12/11

6:00 am-7:30 am

Nonstop2h 30m

$138

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 11/12

2:15 pm-9:55 pm

1 stop6h 40m

New York LaGuardia

Wed 11/19

6:05 am-12:15 pm

1 stop7h 10m

$139

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 11/18

2:15 pm-9:55 pm

1 stop6h 40m

New York LaGuardia

Wed 11/19

6:05 am-12:15 pm

1 stop7h 10m

$139

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 11/18

11:15 am-5:05 pm

1 stop4h 50m

New York LaGuardia

Wed 11/19

6:15 am-11:25 am

1 stop6h 10m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 60 results
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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
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 Chicago to New York State

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

Currently, January is the cheapest month in which you can book a flight from Chicago to State of New York (average of $236). Flying from Chicago to State of New York in June is currently the most expensive (average of $314). 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 NY?

Find hourly flight availability from Chicago to New York. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

When flying from Chicago to State of New York, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago to State of New York

Explore weekly flight availability from Chicago to New York. 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 September 11, 2025.

The most flights from CHI to USNY are scheduled on a Thursday (49 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (25 on average).

Reviews of airlines servicing New York

Get insights into the airlines that provide service to New York. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to New York. Reviews last updated September 11, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Chicago to New York State to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,023 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Chicago to New York. 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 Chicago to State of New York?

    Airlines like Southwest, United Airlines, and JetBlue fly from Chicago to State of New York in about 1h 56m. The time it takes to get you to your destination is usually consistent. Chicago and State of New York are separated by a distance of 526 mi. Most flights are nonstop.

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

    $59 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on American Airlines and Spirit Airlines, with prices starting from $59 and $73, respectively.

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

    When deciding which route to take from Chicago to State of New York consider Chicago O'Hare Intl - New York John F Kennedy Intl, Chicago O'Hare Intl - New York LaGuardia or Chicago O'Hare Intl - Newark as they are the most popular.

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

    Before booking your flight to State of New York from Chicago, check out the most reliable airlines to get you to your destination on time: Royal Jordanian (100%), LATAM Airlines (88%), Royal Air Maroc( 86%).

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

    The cheapest flight price from Chicago to State of New York is $78. On average you can expect to pay $1,058. The most popular route, (Chicago O'Hare Intl - New York John F Kennedy Intl), can usually be booked for $82.

  • 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 State of New York?

    Currently, January is the cheapest month in which you can book a flight from Chicago to State of New York (average of $236). Flying from Chicago to State of New York in June is currently the most expensive (average of $314). 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

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Alternative routes for Chicago to New York

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Chicago to New York

Discover the top 7 airlines that operate flights from Chicago to New York. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$46Average$204FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$60Average$139FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$73Average$233FlexibilityNo cancel feeOn-time62%
DeltaCheapest$105Average$316FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$145Average$329FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$147Average$337FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$162Average$355FlexibilityNo cancel feeOn-time63%

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