Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Chicago to New York from £94

CHI — NYC
16 Oct — 23 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

Wed 21/1009:38 -
1 stop6h 51m
Sat 24/1013:00 -
1 stop7h 14m
Deal found 14/9£170
Thu 15/1006:00 -
Nonstop2h 12m
Fri 16/1020:35 -
Nonstop2h 42m
Deal found 14/9£172
Mon 5/1006:00 -
Nonstop2h 21m
Tue 6/1019:35 -
Nonstop3h 08m
Deal found 15/9£172
Fri 30/1018:29 -
Nonstop2h 28m
Fri 6/1114:10 -
Nonstop2h 55m
Deal found 15/9£174
Fri 30/1013:31 -
Nonstop2h 29m
Fri 6/1114:59 -
Nonstop2h 56m
Deal found 15/9£174
Sun 1/1106:15 -
Nonstop2h 12m
Tue 10/1111:20 -
Nonstop2h 48m
Deal found 15/9£174
Sun 11/1006:10 -
Nonstop2h 17m
Wed 14/1007:30 -
Nonstop2h 57m
Deal found 15/9£174
Sat 3/1010:59 -
Nonstop2h 21m
Mon 5/1013:00 -
1 stop7h 03m
Deal found 14/9£175
Wed 4/1113:00 -
1 stop7h 29m
Sun 8/1106:40 -
1 stop6h 19m
Deal found 15/9£176
Thu 15/1014:00 -
Nonstop2h 25m
Mon 19/1007:23 -
Nonstop2h 37m
Deal found 14/9£177
Sat 3/1009:38 -
1 stop6h 51m
Wed 7/1008:10 -
Nonstop2h 49m
Deal found 15/9£177
Wed 30/907:00 -
Nonstop2h 15m
Tue 6/1018:59 -
Nonstop2h 44m
Deal found 14/9£178

Find flight deals from Chicago to New York

Round-trip from

£170

One-way from

£94

Popular in

June

Cheapest in

January

Average price

£219

Good round-trip deal

£317 or less

Good one-way deal

£99 or less
JetBlue
  • JetBlue
  • 21/10-24/10
  • 2 total stops
  • 14h 05m total
  • Chicago to New York
Search Deals
American Airlines
  • American Airlines
  • 29/10-31/12
  • 1 total stop
  • 4h 16m total
  • Chicago to New York
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (£22 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£4 potential savings vs. average return price).
Search Deals
Average for round-trip flights in September 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

 
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

Mon 5/10

15:00-18:25

Nonstop2h 25m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£99

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Sat 7/11

14:00-17:15

Nonstop2h 15m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£99

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Wed 23/12

19:35-22:56

Nonstop2h 21m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£107

ChicagoNew York

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

ORDJFK

Chicago O'Hare Intl

Tue 20/10

09:38-17:29

1 stop6h 51m

New York John F Kennedy Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

£107
Fastest return journey

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Thu 22/10

06:00-09:12

Nonstop2h 12m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£107

ChicagoNew York

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

ORDJFK

Chicago O'Hare Intl

Fri 6/11

13:00-21:29

1 stop7h 29m

New York John F Kennedy Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

£107

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Sun 3/1

11:59-15:12

Nonstop2h 13m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£107

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Tue 6/10

07:00-10:17

Nonstop2h 17m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£107

ChicagoNew York

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

ORDJFK

Chicago O'Hare Intl

Thu 12/11

13:00-21:29

1 stop7h 29m

New York John F Kennedy Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

£107

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Sun 20/12

19:35-22:56

Nonstop2h 21m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£107

Flights are sorted by cheapest return flights first.

Deals found on 11/9

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

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 £135). Flying from Chicago to New York in June is currently the most expensive (average of £240). 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 56% 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 (202 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (136 on average).

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

Airfare is below average for this route at the moment.
Chicago to New York flights typically cost between £171 and £283 in October.
The cheapest return price found within the last 5 days was £170 on JetBlue (21 Oct–24 Oct).

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 83 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
8,570 reviews
Check prices

Food

7.2

Comfort

7.8

Boarding

8.1

Entertainment

7.8

Overall

7.8

Crew

8.5

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
8,570 reviews
Delta
7.8
Good
8,570 reviews
Check prices

Food

7.2

Comfort

7.8

Boarding

8.1

Entertainment

7.8

Overall

7.8

Crew

8.5

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
7.1
Good
12,063 reviews
Delta
7.8
Good
8,570 reviews
Check prices

Food

7.2

Comfort

7.8

Boarding

8.1

Entertainment

7.8

Overall

7.8

Crew

8.5

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 15m. There are 731 mi between Chicago and New York. This flight may include one or multiple stops.

  • 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 43% 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 United Airlines, which is currently one of the cheapest options available, starting at £55. American Airlines flights start at £64 while deals on JetBlue start at £75 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 John F Kennedy Intl and Chicago O'Hare Intl - New York LaGuardia.

  • 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 £2,060, our data indicates the cheapest price to be £92. The most popular route (Chicago O'Hare Intl - Newark), is priced around £205.

  • 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 £135). Flying from Chicago to New York in June is currently the most expensive (average of £240). 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
Rutherford
Garden City
North Wales
Norwalk
Staten Island
Carlstadt
Rahway
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

Top airline flying from Chicago to New York

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest£102Average£188FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

Fly with Cheapflights

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!

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.