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Cheap flights from Chicago to New York from £93

CHI — NYC
24 Oct — 31 Oct1
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 71 days in advance, depart on a Sunday or Wednesday 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

Tue 13/1012:38 -
Nonstop2h 22m
Sat 17/1013:00 -
1 stop7h 14m
Deal found 19/9£175
Tue 3/1106:16 -
1 stop8h 45m
Tue 10/1106:30 -
1 stop12h 17m
Deal found 19/9£177
Fri 23/1006:10 -
Nonstop2h 20m
Tue 27/1013:26 -
1 stop7h 03m
Deal found 19/9£177
Thu 5/1113:00 -
1 stop5h 59m
Sun 8/1106:40 -
1 stop6h 19m
Deal found 19/9£181
Thu 24/910:26 -
1 stop9h 58m
Sat 26/922:29 -
1 stop11h 51m
Deal found 19/9£186
Thu 5/1110:40 -
1 stop7h 55m
Thu 12/1109:29 -
1 stop10h 16m
Deal found 21/9£187
Sat 3/1007:00 -
Nonstop2h 27m
Wed 7/1013:00 -
1 stop7h 03m
Deal found 19/9£187
Tue 20/1019:44 -
1 stop13h 49m
Tue 27/1022:14 -
2 stops19h 49m
Deal found 21/9£189
Thu 22/1018:58 -
1 stop29h 04m
Thu 29/1011:35 -
1 stop8h 10m
Deal found 23/9£194
Fri 6/1113:00 -
1 stop7h 29m
Sun 15/1106:40 -
1 stop6h 19m
Deal found 19/9£197
Thu 5/1106:16 -
1 stop8h 45m
Thu 12/1106:30 -
1 stop12h 17m
Deal found 21/9£198
Tue 3/1106:30 -
2 stops13h 16m
Wed 4/1106:30 -
1 stop7h 21m
Deal found 22/9£201

Find flight deals from Chicago to New York

Round-trip from

£177

One-way from

£93

Popular in

June

Cheapest in

January

Average price

£230

Good round-trip deal

£322 or less

Good one-way deal

£100 or less
Frontier
  • Frontier
  • 3/11-10/11
  • 2 total stops
  • 21h 02m total
  • Chicago to New York
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Frontier
  • Frontier
  • 11/11-31/12
  • 1 total stop
  • 8h 45m total
  • Chicago to New York
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (£21 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (£4 potential savings vs. average return price).
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Average for round-trip flights in September 2026
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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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Cheapflights Fare Finder

 
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 Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Sun 8/11

06:15-09:27

Nonstop2h 12m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£108

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Tue 3/11

06:00-09:09

Nonstop2h 09m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£108
Fastest return journey

ChicagoNew York

MDW Chicago Midway - LGA New York LaGuardia

MDWLGA

Chicago Midway

Mon 9/11

19:15-22:20

Nonstop2h 05m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£108

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Thu 18/3

09:35-12:48

Nonstop2h 13m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£108

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Thu 26/11

06:00-09:09

Nonstop2h 09m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£108

ChicagoNew York

MDW Chicago Midway - LGA New York LaGuardia

MDWLGA

Chicago Midway

Tue 27/10

07:45-10:55

Nonstop2h 10m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£108

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Wed 28/10

08:36-11:59

Nonstop2h 23m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£108

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Mon 9/11

16:00-19:19

Nonstop2h 19m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£108

ChicagoNew York

MDW Chicago Midway - LGA New York LaGuardia

MDWLGA

Chicago Midway

Sun 8/11

08:15-11:25

Nonstop2h 10m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£108

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Thu 19/11

08:45-11:59

Nonstop2h 14m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£108

Flights are sorted by cheapest return flights first.

Deals found on 20/9

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

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 £137). Flying from Chicago to New York in June is currently the most expensive (average of £244). 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?

It’s optimal to fly from Chicago to New York in the evening. By choosing this option you can save up to 57% on the cost of your flight, compared to a flight in the afternoon.

Weekly flight availability from Chicago to New York

The most flights from CHI to NYC are scheduled on a Tuesday (200 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (84 on average).

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

Airfare is typical for this route at the moment.
Chicago to New York flights typically cost between £152 and £273 in November.
The cheapest return price found within the last 5 days was £177 on Frontier (3 Nov–10 Nov).

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 21% 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 61 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

See what other customers who have flown with Delta and American 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.
Delta
7.8
Good
8,595 reviews
Check prices

Entertainment

7.8

Boarding

8.1

Crew

8.5

Comfort

7.8

Overall

7.8

Food

7.2

Reviews

1 / 20
4.0
Okay

Jennifer,Sept 2026

ORD - LGA

The flight crew was 30 minutes late to an am flight and then that caused a delay
Delta
7.8
Good
8,595 reviews
Delta
7.8
Good
8,595 reviews
Check prices

Entertainment

7.8

Boarding

8.1

Crew

8.5

Comfort

7.8

Overall

7.8

Food

7.2

Reviews

1 / 20
4.0
Okay

Jennifer,Sept 2026

ORD - LGA

The flight crew was 30 minutes late to an am flight and then that caused a delay
American Airlines
7.0
Good
12,075 reviews
Delta
7.8
Good
8,595 reviews
Check prices

Entertainment

7.8

Boarding

8.1

Crew

8.5

Comfort

7.8

Overall

7.8

Food

7.2

Reviews

1 / 20
4.0
Okay

Jennifer,Sept 2026

ORD - LGA

The flight crew was 30 minutes late to an am flight and then that caused a delay

Related info for your journey

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

    Departing from Chicago to New York will take you 2h 12m. There are 731 mi between Chicago and New York. This flight may include one or multiple stops.

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

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at £56. American Airlines flights start at £65 while deals on JetBlue start at £76 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 Kenya Airways (83%), Republic Airways (75%) or Etihad Airways (72%) 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 £2,091, our data indicates the cheapest price to be £100. The most popular route (Chicago O'Hare Intl - Newark), is priced around £216.

  • 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 £137). Flying from Chicago to New York in June is currently the most expensive (average of £244). 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
Yonkers
Elizabeth
Mahwah
Bronx
North Bergen
Garden City
Rutherford
North Wales
Norwalk
Staten Island
Rahway
Carlstadt
Fort Lee
Secaucus
Carteret
West New York
Edgewater
Mount Laurel

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Chicago to New York

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

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