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Cheap flights from Chicago to New York from $108

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 27/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — NYC
23 Apr — 30 Apr1
1 adult

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

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 18 April 2025.

Round-trip from

$166

One-way from

$108

Popular in

December

Cheapest in

September

Average price

$320

Good round-trip deal

$296 or less

Good one-way deal

$66 or less
Spirit Airlines
  • Spirit Airlines
  • 21/5-28/5
  • 1 total stop
  • 12h 20m total
  • Chicago to New York
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United Airlines
  • United Airlines
  • 27/5
  • Nonstop
  • 2h 24m total
  • Chicago to New York
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($41 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average return price).
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Average for round-trip flights in April 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 18 April 2025.

Wed 21/512:41ORD - LGA
1 stop9h 43mSpirit Airlines
Wed 28/518:30LGA - ORD
Nonstop2h 37mSpirit Airlines
Deal found 17/4$166
Tue 13/508:45ORD - JFK
1 stop6h 42mJetBlue
Tue 13/520:00JFK - ORD
Nonstop2h 54mJetBlue
Deal found 16/4$192
Wed 14/507:47ORD - EWR
1 stop6h 27mSpirit Airlines
Wed 21/505:55EWR - ORD
Nonstop2h 32mSpirit Airlines
Deal found 17/4$198
Sat 24/517:45ORD - LGA
Nonstop2h 18mDelta
Tue 27/520:55LGA - ORD
Nonstop2h 46mDelta
Deal found 16/4$215
Wed 21/511:10ORD - EWR
1 stop8h 56mMultiple Airlines
Wed 28/505:55EWR - ORD
Nonstop2h 32mMultiple Airlines
Deal found 17/4$225
Sat 17/506:00ORD - EWR
Nonstop2h 14mUnited Airlines
Sat 24/520:30EWR - ORD
Nonstop2h 42mUnited Airlines
Deal found 17/4$232
Wed 21/518:18ORD - JFK
Nonstop2h 42mDelta
Wed 28/515:30JFK - ORD
Nonstop2h 59mDelta
Deal found 17/4$240
Sat 24/517:15ORD - EWR
1 stop4h 14mDelta
Wed 28/510:39EWR - ORD
1 stop5h 08mDelta
Deal found 17/4$262
Wed 6/808:52ORD - LGA
1 stop4h 20mUnited Airlines
Sat 9/807:20LGA - ORD
Nonstop2h 37mUnited Airlines
Deal found 17/4$294
Sun 1/605:51ORD - LGA
Nonstop2h 09mMultiple Airlines
Sun 8/617:00LGA - ORD
1 stop25h 10mMultiple Airlines
Deal found 17/4$306
Tue 20/506:47ORD - JFK
1 stop4h 09mAmerican Airlines
Wed 28/515:55JFK - ORD
Nonstop2h 39mAmerican Airlines
Deal found 17/4$306
Thu 8/512:40ORD - LGA
1 stop8h 50mSouthwest
Fri 9/507:25LGA - ORD
1 stop10h 20mSouthwest
Deal found 17/4$327

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 18 April 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

Wed 21/5

12:41-23:24

1 stop9h 43m

New York LaGuardia

Wed 28/5

18:30-20:07

Nonstop2h 37m

$166

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 13/5

08:45-16:27

1 stop6h 42m

New York John F Kennedy Intl

Tue 13/5

20:00-21:54

Nonstop2h 54m

$192

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Wed 14/5

07:47-15:14

1 stop6h 27m

Newark

Wed 21/5

05:55-07:27

Nonstop2h 32m

$198

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 24/5

17:45-21:03

Nonstop2h 18m

New York LaGuardia

Tue 27/5

20:55-22:41

Nonstop2h 46m

$215

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Wed 21/5

11:10-21:06

1 stop8h 56m

Newark

Wed 28/5

05:55-07:27

Nonstop2h 32m

$225

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Sat 17/5

06:00-09:14

Nonstop2h 14m

Newark

Sat 24/5

20:30-22:12

Nonstop2h 42m

$232

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Wed 21/5

18:18-22:00

Nonstop2h 42m

New York John F Kennedy Intl

Wed 28/5

15:30-17:29

Nonstop2h 59m

$240

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Sat 24/5

17:15-22:29

1 stop4h 14m

Newark

Wed 28/5

10:39-14:47

1 stop5h 08m

$262

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 6/8

08:52-14:12

1 stop4h 20m

New York LaGuardia

Sat 9/8

07:20-08:57

Nonstop2h 37m

$294

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 20/5

06:47-11:56

1 stop4h 09m

New York John F Kennedy Intl

Wed 28/5

15:55-17:34

Nonstop2h 39m

$306

Flights are sorted by cheapest return flights first.

Deals found on 16/4

Showing 1-10 of 38 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 11 April 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 18 April 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 32% versus a flight in the evening.

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 18 April 2025.

The most flights from CHI to NYC are scheduled on a Thursday (199 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (104 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 18 April 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
9,887 reviews
Check prices

Food

7.1

Overall

8.0

Boarding

8.1

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very Good
9,887 reviews
Alaska Airlines
8.0
Very Good
9,887 reviews
Check prices

Food

7.1

Overall

8.0

Boarding

8.1

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very Good
4,280 reviews
Alaska Airlines
8.0
Very Good
9,887 reviews
Check prices

Food

7.1

Overall

8.0

Boarding

8.1

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very Good
7,917 reviews
Alaska Airlines
8.0
Very Good
9,887 reviews
Check prices

Food

7.1

Overall

8.0

Boarding

8.1

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very Good
9,887 reviews
Check prices

Food

7.1

Overall

8.0

Boarding

8.1

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
JetBlue
7.3
Good
2,928 reviews
Alaska Airlines
8.0
Very Good
9,887 reviews
Check prices

Food

7.1

Overall

8.0

Boarding

8.1

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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, Spirit Airlines ($166), JetBlue ($192), and Delta ($215) offers the cheapest pricing from Chicago to New York. These flights start at 45% 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 United Airlines ($108), JetBlue ($108), and Spirit Airlines ($110).

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

    Most travellers choose Chicago O'Hare Intl - New York John F Kennedy Intl, Chicago O'Hare Intl - Newark 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 China Eastern (100%), China Southern (100%) 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
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Bronx
Princeton

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