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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 28/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — NYC
5 May — 12 May1
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 30 April 2025.

Round-trip from

$192

One-way from

$108

Popular in

December

Cheapest in

September

Average price

$322

Good one-way deal

$133 or less
Spirit Airlines
  • Spirit Airlines
  • 3/6-4/6
  • 1 total stop
  • 8h 59m total
  • Chicago to New York
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Delta
  • Delta
  • 28/5
  • Nonstop
  • 2h 10m total
  • Chicago to New York
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Highest demand for flights based on searches. 7% potential increase in price ($40 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 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 30 April 2025.

Tue 3/607:47ORD - EWR
1 stop6h 27mSpirit Airlines
Wed 4/605:00EWR - ORD
Nonstop2h 32mSpirit Airlines
Deal found 29/4$192
Sun 8/605:51ORD - LGA
Nonstop2h 09mSpirit Airlines
Wed 11/618:30LGA - ORD
Nonstop2h 37mSpirit Airlines
Deal found 28/4$208
Wed 14/514:00ORD - LGA
Nonstop2h 15mUnited Airlines
Wed 21/506:25LGA - ORD
Nonstop2h 35mUnited Airlines
Deal found 29/4$214
Tue 13/516:03ORD - JFK
Nonstop2h 26mJetBlue
Sun 25/513:20JFK - ORD
Nonstop2h 44mJetBlue
Deal found 29/4$214
Tue 20/507:00ORD - LGA
Nonstop2h 12mDelta
Tue 27/520:55LGA - ORD
Nonstop2h 46mDelta
Deal found 28/4$239
Thu 22/521:45ORD - EWR
Nonstop2h 21mUnited Airlines
Mon 26/507:00EWR - ORD
Nonstop2h 39mUnited Airlines
Deal found 29/4$247
Sat 24/517:55ORD - EWR
1 stop6h 12mDelta
Sun 25/505:59EWR - ORD
1 stop4h 19mDelta
Deal found 29/4$276
Tue 1/718:27ORD - JFK
Nonstop2h 40mDelta
Sat 5/715:29JFK - ORD
Nonstop3h 07mDelta
Deal found 29/4$306
Sat 7/607:00ORD - EWR
Nonstop2h 11mAmerican Airlines
Sat 7/617:50EWR - ORD
Nonstop2h 40mAmerican Airlines
Deal found 29/4$345
Tue 8/716:00ORD - LGA
1 stop6h 20mSouthwest
Thu 10/707:35LGA - ORD
1 stop8h 25mSouthwest
Deal found 28/4$368
Wed 14/520:15ORD - LGA
Nonstop2h 17mAmerican Airlines
Thu 15/515:33LGA - ORD
1 stop6h 26mAmerican Airlines
Deal found 29/4$403
Mon 12/513:22ORD - JFK
1 stop6h 57mAmerican Airlines
Wed 14/509:00JFK - ORD
Nonstop3h 09mAmerican Airlines
Deal found 29/4$418

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 30 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

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Tue 3/6

07:47-15:14

1 stop6h 27m

Newark

Wed 4/6

05:00-06:32

Nonstop2h 32m

$192

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sun 8/6

05:51-09:00

Nonstop2h 09m

New York LaGuardia

Wed 11/6

18:30-20:07

Nonstop2h 37m

$208

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 14/5

14:00-17:15

Nonstop2h 15m

New York LaGuardia

Wed 21/5

06:25-08:00

Nonstop2h 35m

$214

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 13/5

16:03-19:29

Nonstop2h 26m

New York John F Kennedy Intl

Sun 25/5

13:20-15:04

Nonstop2h 44m

$214

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 20/5

07:00-10:12

Nonstop2h 12m

New York LaGuardia

Sun 25/5

11:59-13:43

Nonstop2h 44m

$239

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Thu 22/5

21:45-01:06

Nonstop2h 21m

Newark

Mon 26/5

07:00-08:39

Nonstop2h 39m

$247

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Sat 24/5

17:55-01:07

1 stop6h 12m

Newark

Sun 25/5

05:59-09:18

1 stop4h 19m

$276

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 1/7

18:27-22:07

Nonstop2h 40m

New York John F Kennedy Intl

Sat 5/7

15:29-17:36

Nonstop3h 07m

$306

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Sat 7/6

07:00-10:11

Nonstop2h 11m

Newark

Sat 7/6

17:50-19:30

Nonstop2h 40m

$345

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 8/7

16:00-23:20

1 stop6h 20m

New York LaGuardia

Tue 15/7

06:00-12:45

1 stop7h 45m

$368

Flights are sorted by cheapest return flights first.

Deals found on 28/4

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 25 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 30 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 30 April 2025.

The most flights from CHI to NYC are scheduled on a Tuesday (195 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (61 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 30 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
9,968 reviews
Check prices

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

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
9,968 reviews
Alaska Airlines
8.0
Very Good
9,968 reviews
Check prices

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

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
4,295 reviews
Alaska Airlines
8.0
Very Good
9,968 reviews
Check prices

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

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
7,936 reviews
Alaska Airlines
8.0
Very Good
9,968 reviews
Check prices

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

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
8,696 reviews
Alaska Airlines
8.0
Very Good
9,968 reviews
Check prices

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

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
2,922 reviews
Alaska Airlines
8.0
Very Good
9,968 reviews
Check prices

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

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, Spirit Airlines ($192), United Airlines ($214), and JetBlue ($214) offers the cheapest pricing from Chicago to New York. These flights start at 36% 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 Delta ($108), United Airlines ($108), and Spirit Airlines ($109).

  • 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 - New York LaGuardia or Chicago O'Hare Intl - Newark 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
Queens
Bronx
Princeton

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Alternative routes for Chicago to New York

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