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Cheap flights from Chicago to New York from £44

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 5/6. 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 Friday or Tuesday 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 30 April 2025.

Round-trip from

£99

One-way from

£44

Popular in

December

Cheapest in

September

Average price

£154

Good round-trip deal

£55 or less

Good one-way deal

£84 or less
Spirit Airlines
  • Spirit Airlines
  • 10/6-10/6
  • Nonstop
  • 4h 46m total
  • Chicago to New York
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Spirit Airlines
  • Spirit Airlines
  • 5/6
  • Nonstop
  • 2h 21m total
  • Chicago to New York
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (£8 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 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 30 April 2025.

Tue 10/605:51ORD - LGA
Nonstop2h 09mSpirit Airlines
Tue 10/618:30LGA - ORD
Nonstop2h 37mSpirit Airlines
Deal found 29/4£99
Wed 14/514:00ORD - LGA
Nonstop2h 15mUnited Airlines
Wed 21/506:25LGA - ORD
Nonstop2h 35mUnited Airlines
Deal found 29/4£102
Tue 13/516:03ORD - JFK
Nonstop2h 26mJetBlue
Sun 25/513:20JFK - ORD
Nonstop2h 44mJetBlue
Deal found 29/4£102
Wed 14/516:00ORD - LGA
Nonstop2h 11mAmerican Airlines
Wed 21/510:19LGA - ORD
Nonstop2h 38mAmerican Airlines
Deal found 29/4£103
Wed 14/516:44ORD - JFK
Nonstop2h 16mAmerican Airlines
Wed 21/509:00JFK - ORD
Nonstop3h 09mAmerican Airlines
Deal found 29/4£103
Sun 1/619:35ORD - EWR
1 stop12h 32mSpirit Airlines
Wed 4/605:00EWR - ORD
Nonstop2h 32mSpirit Airlines
Deal found 29/4£107
Thu 22/521:45ORD - EWR
Nonstop2h 21mUnited Airlines
Mon 26/507:00EWR - ORD
Nonstop2h 39mUnited Airlines
Deal found 29/4£118
Mon 28/706:00ORD - LGA
Nonstop2h 12mDelta
Tue 29/720:35LGA - ORD
Nonstop2h 52mDelta
Deal found 29/4£132
Sat 24/517:55ORD - EWR
1 stop6h 12mDelta
Sun 25/505:59EWR - ORD
1 stop4h 19mDelta
Deal found 29/4£132
Tue 1/718:27ORD - JFK
Nonstop2h 40mDelta
Sat 5/715:29JFK - ORD
Nonstop3h 07mDelta
Deal found 29/4£146
Wed 14/511:10ORD - EWR
1 stop8h 56mFrontier
Wed 21/522:00EWR - ORD
1 stop10h 04mFrontier
Deal found 29/4£147
Wed 14/511:10ORD - JFK
1 stop12h 25mFrontier
Wed 21/506:59JFK - ORD
1 stop12h 51mFrontier
Deal found 29/4£148

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 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

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 10/6

05:51-09:00

Nonstop2h 09m

New York LaGuardia

Tue 10/6

18:30-20:07

Nonstop2h 37m

£99

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

£102

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

£102

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 14/5

16:00-19:11

Nonstop2h 11m

New York LaGuardia

Wed 21/5

10:19-11:57

Nonstop2h 38m

£103

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Wed 14/5

16:44-20:00

Nonstop2h 16m

New York John F Kennedy Intl

Wed 21/5

09:00-11:09

Nonstop3h 09m

£103

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Sun 1/6

19:35-09:07

1 stop12h 32m

Newark

Wed 4/6

05:00-06:32

Nonstop2h 32m

£107

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

£118

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Mon 28/7

06:00-09:12

Nonstop2h 12m

New York LaGuardia

Mon 28/7

16:00-17:59

Nonstop2h 59m

£132

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

£132

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

£146

Flights are sorted by cheapest return flights first.

Deals found on 29/4

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 25 April 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 30 April 2025.

It’s optimal to fly from Chicago to New York in the afternoon. 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 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.
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
9,968 reviews
Check prices

Crew

8.5

Entertainment

7.1

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

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

Crew

8.5

Entertainment

7.1

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

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

Crew

8.5

Entertainment

7.1

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

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
7,934 reviews
Alaska Airlines
8.0
Very Good
9,968 reviews
Check prices

Crew

8.5

Entertainment

7.1

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

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

Crew

8.5

Entertainment

7.1

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

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

Crew

8.5

Entertainment

7.1

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

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 (£99), United Airlines (£102), and JetBlue (£102) offers the cheapest pricing from Chicago to New York. Users have found that Spirit Airlines is 31% 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 £44. JetBlue flights start at £59 while deals on Delta start at £66 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 LaGuardia, Chicago O'Hare Intl - Newark and Chicago O'Hare Intl - New York John F Kennedy Intl.

  • 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.

  • 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 £489, our data indicates the cheapest price to be £84. The most popular route (Chicago O'Hare Intl - New York LaGuardia), is priced around £99.

  • 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
Englewood
Queens
North Bergen
Elizabeth
Yonkers
Mount Laurel
Bronx
Fort Lee
Secaucus
North Wales
Garden City
Bayonne
Fairfield
Weehawken
Carlstadt
Staten Island
Carteret
Westbury
West New York
Edgewater

Browse thousands of different options on Cheapflights for your next trip

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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 Newark flights
O'Hare Intl to John F Kennedy Intl 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 30 April 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest£75Average£136FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
American AirlinesCheapest£109Average£177FlexibilityNo 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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