Find flights
Deals
When to book
FAQs

Cheap flights from Chicago to New York from $159

CHI — NYC
10 Oct — 17 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 Thursday or Tuesday and return on a Wednesday

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 29/915:50 -
1 stop8h 11m
Sat 3/1011:35 -
1 stop7h 48m
Deal found 5/9$313
Wed 21/1006:00 -
1 stop9h 14m
Sat 31/1009:29 -
1 stop9h 47m
Deal found 9/9$325
Sat 24/1019:44 -
1 stop11h 50m
Sat 31/1009:29 -
1 stop9h 47m
Deal found 9/9$327
Tue 20/1009:38 -
1 stop6h 51m
Wed 28/1013:26 -
1 stop7h 03m
Deal found 10/9$357
Sat 17/1009:38 -
1 stop6h 51m
Fri 30/1013:26 -
1 stop7h 03m
Deal found 10/9$359
Wed 7/1006:00 -
1 stop12h 44m
Tue 13/1006:10 -
1 stop6h 22m
Deal found 6/9$360
Tue 29/907:05 -
Nonstop2h 28m
Wed 30/913:00 -
1 stop7h 01m
Deal found 9/9$360
Fri 25/906:00 -
1 stop12h 44m
Tue 29/906:15 -
1 stop13h 08m
Deal found 7/9$364
Wed 14/1012:38 -
Nonstop2h 22m
Tue 27/1006:40 -
1 stop6h 20m
Deal found 10/9$364
Sat 19/909:38 -
1 stop6h 51m
Tue 22/913:00 -
1 stop7h 01m
Deal found 7/9$365
Mon 5/1020:15 -
Nonstop2h 24m
Wed 7/1014:40 -
Nonstop2h 46m
Deal found 9/9$367
Wed 7/1010:59 -
Nonstop2h 21m
Tue 13/1009:30 -
Nonstop2h 54m
Deal found 7/9$367

Find flight deals from Chicago to New York

Round-trip from

$313

One-way from

$159

Popular in

June

Cheapest in

January

Average price

$372
Frontier
  • Frontier
  • 29/9-3/10
  • 2 total stops
  • 15h 59m total
  • Chicago to New York
Search Deals
Frontier
  • Frontier
  • 2/10-31/12
  • 1 total stop
  • 8h 11m total
  • Chicago to New York
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($87 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average return price).
Search Deals
Average for round-trip flights in September 2026
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

Wed 21/10

09:00-12:23

Nonstop2h 23m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

$186

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Thu 15/10

08:36-11:59

Nonstop2h 23m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

$186

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Wed 7/10

06:00-09:12

Nonstop2h 12m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

$186

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Fri 16/10

19:55-23:18

Nonstop2h 23m

Newark

Wed 31/12

00:00-23:00

Nonstop0h 00m

$186

ChicagoNew York

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

ORDJFK

Chicago O'Hare Intl

Tue 20/10

10:30-13:54

Nonstop2h 24m

New York John F Kennedy Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

$186

ChicagoNew York

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

ORDJFK

Chicago O'Hare Intl

Fri 2/10

06:00-09:21

Nonstop2h 21m

New York John F Kennedy Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

$199

ChicagoNew York

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

ORDJFK

Chicago O'Hare Intl

Wed 21/10

10:30-13:54

Nonstop2h 24m

New York John F Kennedy Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

$199

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Sat 17/10

13:55-17:18

Nonstop2h 23m

Newark

Wed 31/12

00:00-23:00

Nonstop0h 00m

$206

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Sat 10/10

10:05-13:24

Nonstop2h 19m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

$206

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Thu 24/9

06:00-09:15

Nonstop2h 15m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

$212

Flights are sorted by cheapest return flights first.

Deals found on 5/9

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 $251). Flying from Chicago to New York in June is currently the most expensive (average of $449). 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?

When flying from Chicago to New York, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 25% versus a flight at midday.

Weekly flight availability from Chicago to New York

The most flights from CHI to NYC are scheduled on a Wednesday (195 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (123 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 $276 and $491 in September.
The cheapest return price found within the last 5 days was $313 on Frontier (29 Sept–3 Oct).

How often are flights from Chicago to New York delayed?

About 23% of weekly flights between Chicago and New York have experienced delays in the past year, with the average delay time being 143 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?

The best time to book flights from Chicago to New York is 71 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Related info for your journey

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

    Airlines like Delta and United Airlines fly from Chicago to New York in about 2h 21m. The time it takes to get you to your destination is usually consistent. Airlines will cover a distance of 1176 km. Generally, flights for this route are direct.

  • What are the most popular routes from Chicago to New York?

    Most travellers choose Chicago O'Hare Intl - Newark, Chicago O'Hare Intl - New York LaGuardia or Chicago O'Hare Intl - New York John F Kennedy Intl when deciding on the best route from Chicago to New York.

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

    Consider Kenya Airways (76%), Etihad Airways (74%) or Republic Airways (69%) when booking your flight. These represent the most reliable airlines when flying from Chicago to New York.

  • 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 $251). Flying from Chicago to New York in June is currently the most expensive (average of $449). 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
New Rochelle
Queens
Secaucus
Fort Lee

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Chicago to New York

O'Hare Intl to Newark 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 helps you find that perfect flight to New York from Chicago by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

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?

Of course! You can now track prices for flights from Chicago to New York and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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.