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Cheap flights from Chicago to New York from £41

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 Friday and return on a Tuesday

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

£88

One-way from

£41

Popular in

December

Cheapest in

January

Average price

£171

Good round-trip deal

£128 or less

Good one-way deal

£42 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 (£7 potential increase over avg. return price).
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Cheapest flight prices on average. 3% potential price decrease (£4 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.

Sat 12/720:00ORD - LGA
Nonstop2h 22mUnited Airlines
Tue 15/714:20LGA - ORD
Nonstop2h 37mUnited Airlines
Deal found 10/6£87
Thu 6/1116:05ORD - JFK
Nonstop2h 23mJetBlue
Sat 15/1113:15JFK - ORD
Nonstop2h 53mJetBlue
Deal found 11/6£88
Wed 2/707:56ORD - EWR
1 stop6h 34mSpirit Airlines
Tue 8/705:00EWR - ORD
Nonstop2h 37mSpirit Airlines
Deal found 10/6£91
Wed 2/705:51ORD - LGA
Nonstop2h 09mSpirit Airlines
Tue 8/718:30LGA - ORD
Nonstop2h 35mSpirit Airlines
Deal found 10/6£93
Tue 15/711:46ORD - EWR
Nonstop2h 26mUnited Airlines
Wed 23/706:00EWR - ORD
Nonstop2h 38mUnited Airlines
Deal found 11/6£101
Tue 24/616:00ORD - LGA
1 stop6h 20mSouthwest
Wed 25/607:20LGA - ORD
1 stop8h 40mSouthwest
Deal found 10/6£115
Wed 9/705:35ORD - EWR
1 stop5h 36mDelta
Sat 12/706:00EWR - ORD
1 stop5h 15mDelta
Deal found 11/6£116
Fri 4/720:05ORD - LGA
Nonstop2h 27mDelta
Tue 8/718:55LGA - ORD
Nonstop2h 54mDelta
Deal found 11/6£116
Sat 2/818:24ORD - JFK
Nonstop2h 43mDelta
Tue 12/819:35JFK - ORD
Nonstop3h 18mDelta
Deal found 10/6£123
Sat 26/720:29ORD - EWR
Nonstop2h 30mAmerican Airlines
Sat 2/819:33EWR - ORD
Nonstop2h 52mAmerican Airlines
Deal found 10/6£144
Thu 23/1006:00ORD - LGA
Nonstop2h 07mAmerican Airlines
Sat 25/1008:30LGA - ORD
Nonstop2h 39mAmerican Airlines
Deal found 10/6£146
Wed 9/716:36ORD - JFK
Nonstop2h 24mAmerican Airlines
Fri 11/712:29JFK - ORD
1 stop3h 57mAmerican Airlines
Deal found 12/6£163

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 858,174 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

Sat 12/7

20:00-23:22

Nonstop2h 22m

New York LaGuardia

Tue 15/7

14:20-15:57

Nonstop2h 37m

£87

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

£88

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Wed 2/7

07:56-15:30

1 stop6h 34m

Newark

Tue 8/7

05:00-06:37

Nonstop2h 37m

£91

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 2/7

05:51-09:00

Nonstop2h 09m

New York LaGuardia

Tue 8/7

18:30-20:05

Nonstop2h 35m

£93

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

£101

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 24/6

16:00-23:20

1 stop6h 20m

New York LaGuardia

Wed 25/6

07:20-15:00

1 stop8h 40m

£115

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Wed 9/7

05:35-12:11

1 stop5h 36m

Newark

Sat 12/7

06:00-10:15

1 stop5h 15m

£116

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Fri 4/7

20:05-23:32

Nonstop2h 27m

New York LaGuardia

Tue 8/7

18:55-20:49

Nonstop2h 54m

£116

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Fri 8/8

07:00-10:23

Nonstop2h 23m

New York John F Kennedy Intl

Tue 12/8

19:35-21:53

Nonstop3h 18m

£127

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Sat 26/7

20:29-23:59

Nonstop2h 30m

Newark

Sat 2/8

19:33-21:25

Nonstop2h 52m

£144

Flights are sorted by cheapest return flights first.

Deals found on 12/6

Showing 1-10 of 36 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.

To ensure you get the cheapest price possible for a flight from Chicago to New York, you should look to book at least 27 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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 £500). Flying from Chicago to New York in December is currently the most expensive (average of £667). 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.

It’s optimal to fly from Chicago to New York in the evening. By choosing this option you can save up to 70% on the cost of your flight, compared to a flight at midday.

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.
To help decide which airline to fly from Chicago to New York, see what other customers have to say about 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

Food

7.1

Entertainment

7.1

Boarding

8.1

Overall

8.0

Comfort

7.8

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

Food

7.1

Entertainment

7.1

Boarding

8.1

Overall

8.0

Comfort

7.8

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

Food

7.1

Entertainment

7.1

Boarding

8.1

Overall

8.0

Comfort

7.8

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

Food

7.1

Entertainment

7.1

Boarding

8.1

Overall

8.0

Comfort

7.8

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

Food

7.1

Entertainment

7.1

Boarding

8.1

Overall

8.0

Comfort

7.8

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

Food

7.1

Entertainment

7.1

Boarding

8.1

Overall

8.0

Comfort

7.8

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 (£88), JetBlue (£88), and Spirit Airlines (£91) offers the cheapest pricing from Chicago to New York. Users have found that United Airlines is 38% cheaper than the other options available to this destination.

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

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at £41. United Airlines flights start at £51 while deals on Southwest start at £58 one-way.

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

    The most popular flight routes from Chicago to New York are Chicago O'Hare Intl - New York John F Kennedy Intl, Chicago O'Hare Intl - New York LaGuardia and Chicago O'Hare Intl - Newark.

  • 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.

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

    Looking for the cheapest flight from Chicago to New York? While on average our users pay £558, our data indicates the cheapest price to be £39. The most popular route (Chicago O'Hare Intl - New York John F Kennedy Intl), is priced around £101.

  • 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 £500). Flying from Chicago to New York in December is currently the most expensive (average of £667). 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
Queens
Englewood
North Bergen
Elizabeth
Yonkers
Bronx
Secaucus
Mount Laurel
Fort Lee
North Wales
Bayonne
Fairfield
Carlstadt
Staten Island
Weehawken
Carteret
Westbury
West New York
Edgewater
Piscataway

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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.
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Newark flights

Top 2 airlines flying from Chicago to New York

Discover the top 2 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 858,174 searches. Data last updated 13 June 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest£74Average£181FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
American AirlinesCheapest£109Average£175FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Chicago to New York?

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Why should you use Cheapflights to find cheap flight tickets from Chicago to New York?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Chicago to New York for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Chicago to New York with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Chicago to New York flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Chicago to New York become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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