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Cheap flights from Chicago to New York from £52

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 27/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — NYC
16 Oct — 23 Oct1
1 adult
1 adult, Economy

Cheapflights Tip: The best prices from Chicago to New York are usually found in January or October, booked 56 days in advance, depart on a Tuesday or Wednesday 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 16 September 2025.

Round-trip from

£85

One-way from

£52

Popular in

December

Cheapest in

January

Average price

£137

Good round-trip deal

£181 or less

Good one-way deal

£58 or less
Spirit Airlines
  • Spirit Airlines
  • 4/10-6/10
  • 1 total stop
  • 10h 52m total
  • Chicago to New York
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Frontier
  • Frontier
  • 27/9
  • 1 total stop
  • 6h 28m total
  • Chicago to New York
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Highest demand for flights based on searches. 0% potential increase in price (£1 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (£3 potential savings vs. average return price).
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Average for round-trip flights in September 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 16 September 2025.

Thu 30/1017:50ORD - JFK
1 stop12h 36mFrontier
Thu 6/1111:00JFK - ORD
Nonstop2h 45mFrontier
Deal found 15/9£85
Thu 2/1011:57ORD - LGA
1 stop10h 28mSpirit Airlines
Tue 7/1015:29LGA - ORD
Nonstop2h 44mSpirit Airlines
Deal found 16/9£91
Tue 7/1018:30ORD - LGA
Nonstop2h 24mUnited Airlines
Wed 8/1014:20LGA - ORD
Nonstop2h 37mUnited Airlines
Deal found 15/9£100
Wed 15/1013:35ORD - JFK
Nonstop2h 24mJetBlue
Tue 21/1010:30JFK - ORD
Nonstop2h 52mJetBlue
Deal found 16/9£100
Fri 17/1020:00ORD - LGA
Nonstop2h 24mUnited Airlines
Tue 21/1019:30LGA - ORD
Nonstop2h 37mUnited Airlines
Deal found 16/9£104
Tue 11/1106:44ORD - JFK
Nonstop2h 15mJetBlue
Mon 17/1119:00JFK - ORD
Nonstop2h 52mJetBlue
Deal found 16/9£104
Thu 16/1006:00ORD - LGA
1 stop9h 29mFrontier
Fri 17/1006:30LGA - ORD
1 stop12h 27mFrontier
Deal found 15/9£105
Fri 12/1207:00ORD - JFK
Nonstop2h 17mJetBlue
Tue 16/1220:00JFK - ORD
Nonstop2h 52mJetBlue
Deal found 16/9£105
Mon 10/1115:00ORD - LGA
Nonstop2h 07mUnited Airlines
Wed 12/1113:15LGA - ORD
Nonstop2h 40mUnited Airlines
Deal found 16/9£106
Thu 30/1006:45ORD - JFK
Nonstop2h 14mJetBlue
Tue 4/1119:00JFK - ORD
Nonstop2h 52mJetBlue
Deal found 16/9£106
Thu 30/1011:08ORD - LGA
Nonstop1h 55mMultiple Airlines
Thu 6/1117:30LGA - ORD
1 stop6h 58mMultiple Airlines
Deal found 15/9£107
Fri 17/1020:00ORD - LGA
Nonstop2h 24mUnited Airlines
Mon 20/1021:30LGA - ORD
Nonstop2h 37mUnited Airlines
Deal found 15/9£108

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 16 September 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 - JFK

ORDJFK

Chicago O'Hare Intl

Tue 24/2

07:00-10:23

Nonstop2h 23m

New York John F Kennedy Intl

Thu 26/2

19:40-21:33

Nonstop2h 53m

£102

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 24/2

07:00-10:23

Nonstop2h 23m

New York John F Kennedy Intl

Sat 28/2

19:40-21:33

Nonstop2h 53m

£102

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Thu 26/2

07:00-10:23

Nonstop2h 23m

New York John F Kennedy Intl

Thu 26/2

19:40-21:33

Nonstop2h 53m

£102

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Thu 26/2

07:00-10:23

Nonstop2h 23m

New York John F Kennedy Intl

Sun 1/3

19:40-21:33

Nonstop2h 53m

£105

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Mon 9/2

14:20-17:43

Nonstop2h 23m

New York John F Kennedy Intl

Fri 13/2

19:40-21:33

Nonstop2h 53m

£105

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Fri 23/1

18:30-21:59

Nonstop2h 29m

New York LaGuardia

Sun 25/1

10:15-11:58

Nonstop2h 43m

£108

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Fri 6/2

14:20-17:43

Nonstop2h 23m

New York John F Kennedy Intl

Sun 8/2

11:30-13:23

Nonstop2h 53m

£108

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Fri 7/11

06:44-09:59

Nonstop2h 15m

New York John F Kennedy Intl

Mon 10/11

19:00-20:52

Nonstop2h 52m

£108

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Mon 8/12

07:00-10:17

Nonstop2h 17m

New York John F Kennedy Intl

Thu 11/12

20:00-21:52

Nonstop2h 52m

£108

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Fri 10/10

20:00-23:24

Nonstop2h 24m

New York LaGuardia

Tue 14/10

10:20-11:57

Nonstop2h 37m

£111

Flights are sorted by cheapest return flights first.

Deals found on 16/9

Showing 1-10 of 60 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 12 September 2025.

To ensure you get the cheapest price possible for a flight from Chicago to New York, you should look to book at least 56 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 16 September 2025.

It’s optimal to fly from Chicago to New York in the evening. By choosing this option you can save up to 42% 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 16 September 2025.

The most flights from CHI to NYC are scheduled on a Monday (193 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (80 on average).

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 16 September 2025.
See what other customers who have flown with Spirit Airlines from Chicago to New York have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Spirit Airlines
6.3
Okay
8,019 reviews
Check prices

Food

5.1

Boarding

6.6

Comfort

5.9

Overall

6.3

Crew

7.0

Entertainment

5.0

Reviews

1 / 20
8.0
Excellent

Rebecca,Sept 2025

DTW - LAX

At least one free drink and snack. Plugs for charging on long flights and wider seats.
Spirit Airlines
6.3
Okay
8,019 reviews
Spirit Airlines
6.3
Okay
8,019 reviews
Check prices

Food

5.1

Boarding

6.6

Comfort

5.9

Overall

6.3

Crew

7.0

Entertainment

5.0

Reviews

1 / 20
8.0
Excellent

Rebecca,Sept 2025

DTW - LAX

At least one free drink and snack. Plugs for charging on long flights and wider seats.

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.

  • How long is the flight from Chicago to New York?

    Departing from Chicago to New York will take you 2h 22m. There are 731 mi between Chicago and New York. All flights are typically direct.

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

    According to our current data, Spirit Airlines (£73), and American Airlines (£109) offers the cheapest pricing from Chicago to New York. Users have found that Spirit Airlines is 51% cheaper than the other options available to this destination.

  • 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 - New York John F Kennedy Intl and Chicago O'Hare Intl - Newark.

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

    Consider Hawaiian Airlines (100%), Etihad Airways (91%) or JetBlue (85%) 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 £418, our data indicates the cheapest price to be £36. The most popular route (Chicago O'Hare Intl - New York LaGuardia), is priced around £50.

  • 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 New York?

Book flights to New York if you plan to visit one of these locations
Queens
Yonkers
Elizabeth
Bronx
Secaucus
Weehawken
North Bergen
Fairfield
Carlstadt
Staten Island
North Wales
Carteret
Fort Lee
Rutherford
Englewood
West New York
Edgewater
Westbury
Mount Laurel
Piscataway

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 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 16 September 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest£73Average£181FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
American AirlinesCheapest£109Average£186FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

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

Cheapflights helps you search for flights from Chicago to New York via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

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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