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Cheap flights from Chicago to New York from $86

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 25/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — NYC
18 Jun — 25 Jun1
1 adult

Cheapflights Tip: The best prices from Chicago to New York are usually found in January or September, booked 27 days in advance, depart on a Tuesday or Thursday and return on a Sunday

Cheap flight deals from Chicago to New York

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to New York (NYC). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 13 June 2025.

Round-trip from

$184

One-way from

$86

Popular in

December

Cheapest in

January

Average price

$358

Good round-trip deal

$89 or less

Good one-way deal

$136 or less
United Airlines
  • United Airlines
  • 12/8-28/8
  • Nonstop
  • 4h 57m total
  • Chicago to New York
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Spirit Airlines
  • Spirit Airlines
  • 25/9
  • Nonstop
  • 2h 18m total
  • Chicago to New York
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Highest demand for flights based on searches. 6% potential increase in price ($33 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average return price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Chicago (CHI) to New York (NYC).
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Price to beat on a one-way flight from Chicago (CHI) to New York (NYC).
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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 13 June 2025.

Tue 12/808:55ORD - LGA
Nonstop2h 20mUnited Airlines
Thu 14/821:30LGA - ORD
Nonstop2h 39mUnited Airlines
Deal found 11/6$184
Thu 6/1116:05ORD - JFK
Nonstop2h 23mJetBlue
Sat 15/1113:15JFK - ORD
Nonstop2h 53mJetBlue
Deal found 11/6$184
Tue 1/721:28ORD - EWR
Nonstop2h 18mSpirit Airlines
Tue 8/706:29EWR - ORD
1 stop13h 15mSpirit Airlines
Deal found 11/6$192
Tue 8/720:10ORD - LGA
Nonstop2h 32mDelta
Tue 15/716:00LGA - ORD
Nonstop2h 59mDelta
Deal found 11/6$210
Tue 15/711:46ORD - EWR
Nonstop2h 26mUnited Airlines
Wed 23/706:00EWR - ORD
Nonstop2h 38mUnited Airlines
Deal found 11/6$210
Sat 12/713:50ORD - LGA
1 stop8h 30mSouthwest
Sat 19/709:05LGA - ORD
1 stop8h 20mSouthwest
Deal found 12/6$239
Tue 15/717:20ORD - EWR
1 stop4h 53mDelta
Wed 16/706:00EWR - ORD
1 stop5h 16mDelta
Deal found 11/6$241
Thu 3/707:00ORD - JFK
Nonstop2h 22mDelta
Wed 9/708:00JFK - ORD
Nonstop2h 57mDelta
Deal found 11/6$241
Tue 1/705:51ORD - LGA
Nonstop2h 09mSpirit Airlines
Wed 2/705:55LGA - ORD
1 stop13h 49mSpirit Airlines
Deal found 11/6$244
Tue 1/716:59ORD - JFK
Nonstop2h 21mAmerican Airlines
Wed 2/711:59JFK - ORD
1 stop4h 14mAmerican Airlines
Deal found 12/6$279
Thu 23/1020:25ORD - LGA
Nonstop2h 20mAmerican Airlines
Sat 25/1019:39LGA - ORD
Nonstop2h 46mAmerican Airlines
Deal found 11/6$305
Fri 11/718:15ORD - JFK
1 stop15h 19mSun Country Air
Wed 16/711:29JFK - ORD
1 stop6h 58mSun Country Air
Deal found 11/6$407

Cheapflights Fare Finder

Customise 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 647,157 searches. Data last updated 13 June 2025.
Use the filters below to find and compare flights from Chicago to New York that are best for you.

Fly from

Chicago

Fly to

New York

Route

Depart

Return

Price

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 12/8

13:00-16:20

Nonstop2h 20m

New York LaGuardia

Thu 28/8

07:28-09:05

Nonstop2h 37m

$184

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Thu 6/11

16:05-19:28

Nonstop2h 23m

New York John F Kennedy Intl

Sat 15/11

13:15-15:08

Nonstop2h 53m

$184

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Tue 1/7

21:28-00:46

Nonstop2h 18m

Newark

Tue 8/7

06:29-18:44

1 stop13h 15m

$192

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Tue 15/7

11:46-15:12

Nonstop2h 26m

Newark

Wed 23/7

06:00-07:38

Nonstop2h 38m

$210

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 16/8

07:10-10:25

Nonstop2h 15m

New York LaGuardia

Wed 20/8

06:00-07:30

Nonstop2h 30m

$226

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 12/7

13:50-23:20

1 stop8h 30m

New York LaGuardia

Sat 19/7

09:05-16:25

1 stop8h 20m

$239

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Tue 15/7

17:20-23:13

1 stop4h 53m

Newark

Tue 22/7

06:00-10:10

1 stop5h 10m

$241

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Thu 3/7

07:00-10:22

Nonstop2h 22m

New York John F Kennedy Intl

Wed 9/7

08:00-09:57

Nonstop2h 57m

$241

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 1/7

05:51-09:00

Nonstop2h 09m

New York LaGuardia

Wed 2/7

05:55-18:44

1 stop13h 49m

$244

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 1/7

16:59-20:20

Nonstop2h 21m

New York John F Kennedy Intl

Wed 2/7

11:59-15:13

1 stop4h 14m

$279

Flights are sorted by cheapest return flights first.

Deals found on 12/6

Showing 1-10 of 33 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 return 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

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

Use this chart to determine the optimal time to book a return flight from Chicago to New York. Price data was last updated on 9 June 2025.

The best time to book flights from Chicago to New York is 27 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 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 $1,203). Flying from Chicago to New York in December is currently the most expensive (average of $1,944). 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?

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 13 June 2025.

When flying from Chicago to New York, the time of day you fly usually plays a role in the price. Save by searching for a flight at midday, which can drop the price by up to 29% versus a flight in the afternoon.

Weekly flight availability from Chicago to 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 13 June 2025.

The most flights from CHI to NYC are scheduled on a Thursday (191 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (70 on average).

Rainfall in New York by month

Plan your trip to New York by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in New York ranges from 71.0 - 114.0 inches per month. July is typically the wettest month, when rainfall can reach 114.0 mm. February is typically the driest time to visit New York when rainfall is around 71.0 mm.

Temperature in New York by month

Plan your trip to New York by taking into account the average temperature totals by month.

If weather is an important factor for your trip to New York, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 25.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 1.0 C).

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 13 June 2025.
Read through reviews of airlines operating flights from Chicago to New York, such as Alaska Airlines, Southwest and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very Good
10,000 reviews
Check prices

Overall

8.0

Entertainment

7.1

Comfort

7.8

Food

7.1

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very Good
10,000 reviews
Alaska Airlines
8.0
Very Good
10,000 reviews
Check prices

Overall

8.0

Entertainment

7.1

Comfort

7.8

Food

7.1

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very Good
4,286 reviews
Alaska Airlines
8.0
Very Good
10,000 reviews
Check prices

Overall

8.0

Entertainment

7.1

Comfort

7.8

Food

7.1

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very Good
7,946 reviews
Alaska Airlines
8.0
Very Good
10,000 reviews
Check prices

Overall

8.0

Entertainment

7.1

Comfort

7.8

Food

7.1

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very Good
10,000 reviews
Check prices

Overall

8.0

Entertainment

7.1

Comfort

7.8

Food

7.1

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,923 reviews
Alaska Airlines
8.0
Very Good
10,000 reviews
Check prices

Overall

8.0

Entertainment

7.1

Comfort

7.8

Food

7.1

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

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

    According to our current data, United Airlines ($184), JetBlue ($184), and Spirit Airlines ($192) offers the cheapest pricing from Chicago to New York. These flights start at 38% lower than the current average price 3 months from now.

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

    The cheapet airlines for a one-way flight from Chicago to New York are Spirit Airlines ($86), United Airlines ($106), and American Airlines ($112).

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

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

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

    Consider Royal Air Maroc (91%), Etihad Airways (89%) or Qatar Airways (86%) when booking your flight. These represent the most reliable airlines when flying from Chicago to New York.

  • 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 holiday 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 $1,203). Flying from Chicago to New York in December is currently the most expensive (average of $1,944). 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

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Secaucus
Queens
Bronx
Fort Lee
Princeton

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Alternative routes for Chicago to New York

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O'Hare Intl to Newark flights

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