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$55+ 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JFK
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
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 October 29, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$86
(Cheapflightsfares)

One-way from

$55
(Priceline)

Popular in

December

Cheapest in

January

Average price

$201

Good round-trip deal

$157 or less

Good one-way deal

$91 or less
Provider with most accurate pricing for Chicago (CHI)-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-New York (NYC) flights.
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From Chicago (CHI) to New York
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One-way flight from Chicago (CHI) to New York
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High demand for flights, 2% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 29, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 11/184:57 pmORD - LGA
Nonstop2h 03mSpirit Airlines
Tue 11/257:30 amLGA - ORD
Nonstop2h 31mSpirit Airlines
Deal found 10/28$86
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/126:40 amORD - JFK
Nonstop2h 23mFrontier
Wed 11/121:00 pmJFK - ORD
1 stop12h 59mFrontier
Deal found 10/28$86
This Spirit deal was found by Cheapflights users on 10/28. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/44:57 pmORD - LGA
Nonstop2h 03mSpirit Airlines
Wed 11/54:59 pmLGA - ORD
Nonstop2h 35mSpirit Airlines
Deal found 10/28$87
This Frontier deal was found by Cheapflights users on 10/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:40 amORD - JFK
Nonstop2h 23mFrontier
Thu 11/131:05 pmJFK - ORD
1 stop12h 54mFrontier
Deal found 10/27$87
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 11/1210:52 amORD - LGA
1 stop11h 29mSpirit Airlines
Wed 11/194:59 pmLGA - ORD
Nonstop2h 35mSpirit Airlines
Deal found 10/28$88
This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:40 amORD - JFK
Nonstop2h 23mFrontier
Mon 11/1010:00 amJFK - ORD
1 stop7h 56mFrontier
Deal found 10/28$88
This Spirit deal was found by Cheapflights users on 10/29. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/185:10 amORD - LGA
1 stop9h 49mSpirit Airlines
Tue 11/184:59 pmLGA - ORD
Nonstop2h 35mSpirit Airlines
Deal found 10/29$89
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 11/203:53 pmORD - LGA
Nonstop2h 07mSpirit Airlines
Mon 11/247:30 amLGA - ORD
Nonstop2h 31mSpirit Airlines
Deal found 10/28$90
This Trip.com deal was found by Cheapflights users on 10/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/126:40 amORD - JFK
Nonstop2h 23mFrontier
Tue 11/186:20 amJFK - ORD
1 stop5h 54mFrontier
Deal found 10/29$90
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2410:59 amORD - LGA
Nonstop2h 05mSpirit Airlines
Tue 12/98:41 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Deal found 10/28$91
This Trip.com deal was found by Cheapflights users on 10/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/137:05 amORD - JFK
1 stop6h 55mFrontier
Fri 11/1411:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 10/29$91
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/210:59 amORD - LGA
Nonstop2h 05mSpirit Airlines
Fri 12/128:41 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Deal found 10/27$92

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 October 29, 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 - JFK

MDWJFK

Chicago Midway

Mon 11/17

1:37 pm-12:33 am

1 stop9h 56m

New York John F Kennedy Intl

Wed 11/19

6:20 am-12:41 pm

1 stop7h 21m

$122

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 12/10

4:42 pm-7:46 pm

Nonstop2h 04m

New York LaGuardia

Sun 12/14

8:41 pm-10:11 pm

Nonstop2h 30m

$130

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 11/12

11:00 am-2:11 pm

Nonstop2h 11m

New York LaGuardia

Mon 11/17

9:15 pm-10:57 pm

Nonstop2h 42m

$137

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 11/13

8:55 am-12:10 pm

Nonstop2h 15m

New York LaGuardia

Thu 11/13

4:15 pm-5:57 pm

Nonstop2h 42m

$137

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Mon 11/10

8:00 am-11:07 am

Nonstop2h 07m

New York LaGuardia

Mon 11/10

3:15 pm-4:57 pm

Nonstop2h 42m

$137

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 11/12

6:00 am-9:07 am

Nonstop2h 07m

New York LaGuardia

Thu 11/13

9:15 pm-10:57 pm

Nonstop2h 42m

$137

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 11/8

7:20 pm-10:41 pm

Nonstop2h 21m

New York LaGuardia

Mon 11/10

8:50 pm-10:35 pm

Nonstop2h 45m

$143

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Sat 11/8

6:20 pm-9:59 pm

Nonstop2h 39m

New York John F Kennedy Intl

Tue 11/11

4:00 pm-5:53 pm

Nonstop2h 53m

$143

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 11/12

2:00 pm-5:07 pm

Nonstop2h 07m

New York LaGuardia

Sun 11/16

7:15 am-8:57 am

Nonstop2h 42m

$143

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Thu 12/25

7:10 am-10:26 am

Nonstop2h 16m

Newark

Wed 12/31

6:00 am-7:53 am

Nonstop2h 53m

$143

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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, November is the cheapest month in which you can book a flight from Chicago to State of New York (average of $50). Flying from Chicago to State of New York in July is currently the most expensive (average of $104). 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 October 29, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to State of New York in the evening. If you’re flexible enough to do this you can expect to save up to 23% on your trip compared to booking a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to New York. Price data was last updated on October 26, 2025.

Travelers seeking maximum savings on their Chicago to State of New York flight should consider departing on Saturday at noon 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.

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 October 29, 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
4,241 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

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
7.9
Good
7,992 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

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
8,999 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

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
11,032 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

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
8,114 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

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 Frontier, Spirit Airlines, and United Airlines fly from Chicago to State of New York in about 2h 04m. The time it takes to get you to your destination can typically vary by up to 7h 52m. Chicago and State of New York are separated by a distance of 731 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    $61 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $69 and $69, 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 - Newark or Chicago O'Hare Intl - New York LaGuardia 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: Hawaiian Airlines (100%), Etihad Airways (93%), Singapore Airlines( 89%).

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

    The cheapest flight price from Chicago to State of New York is $35. On average you can expect to pay $1,039. The most popular route, (Chicago O'Hare Intl - New York John F Kennedy Intl), can usually be booked for $54.

  • 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, November is the cheapest month in which you can book a flight from Chicago to State of New York (average of $50). Flying from Chicago to State of New York in July is currently the most expensive (average of $104). 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.

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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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$46Average$178FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$52Average$132FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$92Average$231FlexibilityNo cancel feeOn-time62%
DeltaCheapest$108Average$304FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$147Average$327FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$147Average$330FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$157Average$343FlexibilityNo cancel feeOn-time63%

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