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Cheap flights from Chicago to New York from £66

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 20/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — NYC
25 Jun — 2 Jul1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Chicago to New York are usually found in January or February, booked 59 days in advance, depart on a Wednesday or Thursday and return on a Tuesday

Cheap flight deals from Chicago to New York

Enter your travel dates to find the best prices.

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 26 May 2026.

Wed 22/709:40
ORD
-
JFK
Nonstop2h 19m
JetBlue
Wed 22/715:40
JFK
-
ORD
Nonstop2h 54m
JetBlue
Deal found 21/5£128
Tue 7/707:00
ORD
-
LGA
Nonstop2h 14m
Delta
Thu 9/706:00
LGA
-
ORD
Nonstop2h 32m
Delta
Deal found 26/5£131
Wed 22/706:00
ORD
-
EWR
Nonstop2h 12m
United Airlines
Sat 25/719:12
EWR
-
ORD
Nonstop2h 48m
United Airlines
Deal found 25/5£131
Wed 8/718:30
ORD
-
JFK
Nonstop2h 36m
JetBlue
Sat 11/720:00
JFK
-
ORD
Nonstop2h 58m
JetBlue
Deal found 25/5£131
Thu 2/717:22
ORD
-
JFK
Nonstop2h 38m
JetBlue
Mon 6/707:05
JFK
-
ORD
Nonstop2h 45m
JetBlue
Deal found 26/5£132
Fri 3/719:00
ORD
-
LGA
Nonstop2h 29m
Delta
Mon 6/706:00
LGA
-
ORD
Nonstop2h 41m
Delta
Deal found 26/5£135
Wed 26/808:40
ORD
-
EWR
Nonstop2h 18m
United Airlines
Fri 28/819:13
EWR
-
ORD
Nonstop2h 47m
United Airlines
Deal found 25/5£135
Fri 3/718:00
ORD
-
JFK
Nonstop2h 40m
Delta
Mon 6/719:35
JFK
-
ORD
Nonstop3h 13m
Delta
Deal found 21/5£135
Tue 7/720:09
ORD
-
EWR
Nonstop2h 21m
American Airlines
Sat 11/706:56
EWR
-
ORD
Nonstop2h 48m
American Airlines
Deal found 24/5£136
Thu 2/718:00
ORD
-
LGA
Nonstop2h 25m
United Airlines
Tue 7/711:20
LGA
-
ORD
Nonstop2h 37m
United Airlines
Deal found 21/5£139
Thu 2/713:30
ORD
-
EWR
Nonstop2h 25m
United Airlines
Sat 11/718:15
EWR
-
ORD
Nonstop2h 55m
United Airlines
Deal found 21/5£139
Tue 7/706:00
ORD
-
JFK
Nonstop2h 17m
JetBlue
Fri 10/720:00
JFK
-
ORD
Nonstop2h 58m
JetBlue
Deal found 25/5£139

Find 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 26 May 2026.

Round-trip from

£128

One-way from

£66

Popular in

May

Cheapest in

January

Average price

£186

Good round-trip deal

£249 or less

Good one-way deal

£103 or less
JetBlue
  • JetBlue
  • 22/7-22/7
  • Nonstop
  • 5h 13m total
  • Chicago to New York
Search Deals
United Airlines
  • United Airlines
  • 24/6
  • Nonstop
  • 2h 22m total
  • Chicago to New York
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (£12 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (£3 potential savings vs. average return price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to New York (NYC).
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to New York (NYC).
Search Deals

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 26 May 2026.
Use the filters below to find and compare flights from Chicago to New York that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 22/7

06:00-09:09

Nonstop2h 09m

New York LaGuardia

Wed 22/7

16:00-18:03

Nonstop3h 03m

£131

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 15/7

18:00-21:25

Nonstop2h 25m

New York LaGuardia

Mon 20/7

21:25-22:58

Nonstop2h 33m

£131

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Thu 23/7

06:00-09:17

Nonstop2h 17m

New York John F Kennedy Intl

Tue 28/7

07:05-08:50

Nonstop2h 45m

£131

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 16/6

07:05-10:25

Nonstop2h 20m

New York LaGuardia

Tue 16/6

20:45-22:34

Nonstop2h 49m

£131

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 24/6

18:25-21:54

Nonstop2h 29m

New York LaGuardia

Tue 30/6

21:25-22:58

Nonstop2h 33m

£131

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 6/8

20:12-23:44

Nonstop2h 32m

New York LaGuardia

Tue 11/8

07:30-09:06

Nonstop2h 36m

£131

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 12/8

14:25-17:47

Nonstop2h 22m

New York LaGuardia

Wed 19/8

18:45-20:49

Nonstop3h 04m

£131

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 21/7

19:05-22:34

Nonstop2h 29m

New York LaGuardia

Tue 28/7

06:00-07:32

Nonstop2h 32m

£131

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Fri 10/7

16:00-19:22

Nonstop2h 22m

New York LaGuardia

Wed 15/7

10:15-11:57

Nonstop2h 42m

£135

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Fri 10/7

16:00-19:22

Nonstop2h 22m

New York LaGuardia

Thu 16/7

07:21-09:00

Nonstop2h 39m

£135

Flights are sorted by cheapest return flights first.

Deals found on 24/5

Showing 1-10 of 60 resultsSorted by cheapest first
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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

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 £120). Flying from Chicago to New York in April is currently the most expensive (average of £215). 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 26 May 2026.

It’s optimal to fly from Chicago to New York at midday. By choosing this option you can save up to 58% on the cost of your flight, compared to a flight in the afternoon.

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 26 May 2026.

The most flights from CHI to NYC are scheduled on a Tuesday (207 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (73 on average).

How much does it cost for a return flight from Chicago to New York?

How often are flights from Chicago to New York delayed?

About 24% of weekly flights between Chicago and New York have experienced delays in the past year, with the average delay time being 144 minutes.

What is the most punctual flight time for Chicago to New York flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Saturday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to New York flights?

Over the past year, Delta have had the lowest number of delays on this route, with just 22% of flights being delayed.

How far ahead should I book a flight from Chicago to New York?

To ensure you get the cheapest price possible for a flight from Chicago to New York, you should look to book at least 71 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.

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 26 May 2026.
See what other customers who have flown with Delta 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.
Delta
7.9
Good
8,423 reviews
Check prices

Food

7.2

Crew

8.5

Overall

7.9

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
Delta
7.9
Good
8,423 reviews
Delta
7.9
Good
8,423 reviews
Check prices

Food

7.2

Crew

8.5

Overall

7.9

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

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 09m. There are 731 mi between Chicago and New York. All flights are typically direct.

  • What is the cheapest airline to fly from Chicago to New York round-trip?

    According to our current data, American Airlines (£102), offers the cheapest pricing from Chicago to New York. Users have found that American Airlines is 37% 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 £33. United Airlines flights start at £55 while deals on JetBlue 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 - Newark, Chicago O'Hare Intl - New York LaGuardia and Chicago O'Hare Intl - New York John F Kennedy Intl.

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

    Consider Cathay Pacific (100%), Kenya Airways (91%) or China Eastern (89%) 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 £827, our data indicates the cheapest price to be £65. The most popular route (Chicago O'Hare Intl - Newark), is priced around £146.

  • 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 £120). Flying from Chicago to New York in April is currently the most expensive (average of £215). 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
Ronkonkoma
Weehawken
Yonkers
Bronx
Elizabeth
Mahwah
Secaucus
North Bergen
North Wales
Rutherford
Staten Island
Carlstadt
Fort Lee
Norwalk
Rahway
Carteret
West New York
Englewood
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 airline flying from Chicago to New York

Discover the top airline 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 26 May 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest£102Average£189FlexibilityNo 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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