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Cheap flights from Chicago to New York from £106

CHI — NYC
9 Dec — 16 Dec1
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 65 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

Sat 12/1210:00 -
1 stop8h 45m
Tue 15/1209:29 -
1 stop6h 01m
Deal found 4/11£195
Tue 8/1208:30 -
1 stop6h 59m
Mon 14/1206:30 -
1 stop19h 38m
Deal found 6/11£198
Thu 3/1215:36 -
1 stop28h 23m
Mon 7/1206:30 -
1 stop11h 46m
Deal found 5/11£208
Tue 8/1216:00 -
1 stop7h 29m
Mon 14/1211:43 -
1 stop14h 25m
Deal found 6/11£213
Sat 5/1208:30 -
1 stop6h 59m
Sun 6/1206:30 -
1 stop27h 48m
Deal found 6/11£216
Thu 3/1205:35 -
1 stop14h 24m
Mon 7/1206:30 -
1 stop19h 38m
Deal found 5/11£221
Thu 3/1220:25 -
Nonstop2h 19m
Mon 7/1220:30 -
Nonstop2h 43m
Deal found 4/11£222
Thu 3/1205:00 -
Nonstop2h 05m
Mon 7/1218:35 -
Nonstop2h 40m
Deal found 5/11£222
Thu 3/1205:55 -
Nonstop2h 07m
Thu 10/1205:59 -
Nonstop2h 46m
Deal found 5/11£222
Thu 3/1206:00 -
Nonstop2h 20m
Tue 8/1210:55 -
Nonstop2h 55m
Deal found 5/11£222
Thu 3/1219:39 -
Nonstop2h 21m
Mon 7/1205:20 -
Nonstop3h 05m
Deal found 5/11£223
Thu 3/1206:00 -
Nonstop2h 20m
Mon 7/1215:25 -
Nonstop2h 58m
Deal found 5/11£223

Find flight deals from Chicago to New York

Round-trip from

£195

One-way from

£106

Popular in

October

Cheapest in

January

Average price

£219

Good round-trip deal

£5,767 or less

Good one-way deal

£73 or less
Frontier
  • Frontier
  • 12/12-15/12
  • 2 total stops
  • 14h 46m total
  • Chicago to New York
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Frontier
  • Frontier
  • 8/12-31/12
  • 2 total stops
  • 27h 58m total
  • Chicago to New York
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (£28 potential increase over avg. return price).
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Cheapest flight prices on average. 3% potential price decrease (£5 potential savings vs. average return price).
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Average for round-trip flights in November 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

Wed 6/1

13:00-16:24

Nonstop2h 24m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£112

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Tue 12/1

08:55-12:13

Nonstop2h 18m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£112

ChicagoNew York

MDW Chicago Midway - LGA New York LaGuardia

MDWLGA

Chicago Midway

Tue 19/1

09:30-12:45

Nonstop2h 15m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£112

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Mon 14/12

07:00-10:20

Nonstop2h 20m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£112
Fastest return journey

ChicagoNew York

MDW Chicago Midway - LGA New York LaGuardia

MDWLGA

Chicago Midway

Mon 7/12

05:00-08:05

Nonstop2h 05m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£112

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Wed 16/12

11:55-15:14

Nonstop2h 19m

Newark

Wed 31/12

00:00-23:00

Nonstop0h 00m

£112

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Thu 10/12

14:39-18:00

Nonstop2h 21m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£112

ChicagoNew York

ORD Chicago O'Hare Intl - JFK New York John F Kennedy Intl

ORDJFK

Chicago O'Hare Intl

Sat 12/12

18:03-21:23

Nonstop2h 20m

New York John F Kennedy Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

£112

ChicagoNew York

ORD Chicago O'Hare Intl - JFK New York John F Kennedy Intl

ORDJFK

Chicago O'Hare Intl

Thu 3/12

06:00-09:20

Nonstop2h 20m

New York John F Kennedy Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

£112

ChicagoNew York

ORD Chicago O'Hare Intl - JFK New York John F Kennedy Intl

ORDJFK

Chicago O'Hare Intl

Tue 12/1

18:00-21:29

Nonstop2h 29m

New York John F Kennedy Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

£112

Flights are sorted by cheapest return flights first.

Deals found on 4/11

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 £143). Flying from Chicago to New York in October is currently the most expensive (average of £271). 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 Saturday (176 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (76 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 £147 and £278 in December.
The cheapest return price found within the last 5 days was £195 on Frontier (12 Dec–15 Dec).

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 145 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 43 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
8,700 reviews
Check prices

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.8

Overall

7.8

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
8,700 reviews
Delta
7.8
Good
8,700 reviews
Check prices

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.8

Overall

7.8

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
12,225 reviews
Delta
7.8
Good
8,700 reviews
Check prices

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.8

Overall

7.8

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 05m. There are 722 mi between Chicago and New York. All flights are typically direct.

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

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at £65. JetBlue flights start at £75 while deals on Delta start at £104 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 Qantas Airways (100%), SAUDIA (86%) or Singapore Airlines (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 £2,960, our data indicates the cheapest price to be £111. The most popular route (Chicago O'Hare Intl - New York LaGuardia), is priced around £201.

  • 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 £143). Flying from Chicago to New York in October is currently the most expensive (average of £271). 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
Elizabeth
Yonkers
Mahwah
Bronx
Garden City
North Bergen
Rutherford
Norwalk
North Wales
Rahway
Staten Island
Carlstadt
Fort Lee
Secaucus
West New York
Edgewater
Weehawken

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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