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Cheap flights from Chicago to New York from $167

CHI — NYC
17 Oct — 24 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

Wed 21/1009:38 -
1 stop6h 51m
Sat 24/1013:00 -
1 stop7h 14m
Deal found 14/9$322
Thu 15/1006:00 -
Nonstop2h 12m
Fri 16/1020:35 -
Nonstop2h 42m
Deal found 14/9$326
Mon 5/1006:00 -
Nonstop2h 21m
Tue 6/1019:35 -
Nonstop3h 08m
Deal found 15/9$326
Mon 5/1017:00 -
Nonstop2h 25m
Tue 6/1014:59 -
1 stop4h 42m
Deal found 17/9$327
Thu 15/1006:00 -
Nonstop2h 15m
Thu 22/1008:10 -
Nonstop2h 37m
Deal found 15/9$329
Sat 21/1106:00 -
Nonstop2h 24m
Tue 1/1207:30 -
Nonstop3h 00m
Deal found 14/9$329
Sun 11/1007:30 -
Nonstop2h 18m
Wed 14/1016:30 -
Nonstop2h 50m
Deal found 16/9$330
Fri 9/1006:10 -
Nonstop2h 20m
Wed 14/1013:00 -
1 stop7h 14m
Deal found 16/9$330
Thu 24/1211:59 -
Nonstop2h 13m
Fri 25/1220:25 -
Nonstop2h 46m
Deal found 17/9$331
Sat 3/1010:59 -
Nonstop2h 21m
Mon 5/1013:00 -
1 stop7h 03m
Deal found 14/9$331
Sat 12/1218:00 -
Nonstop2h 37m
Tue 15/1216:08 -
1 stop5h 41m
Deal found 16/9$333
Thu 15/1014:00 -
Nonstop2h 25m
Mon 19/1007:23 -
Nonstop2h 37m
Deal found 17/9$334

Find flight deals from Chicago to New York

Round-trip from

$322

One-way from

$167

Popular in

June

Cheapest in

January

Average price

$414
JetBlue
  • JetBlue
  • 21/10-24/10
  • 2 total stops
  • 14h 05m total
  • Chicago to New York
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JetBlue
  • JetBlue
  • 23/10-31/12
  • Nonstop
  • 2h 22m total
  • Chicago to New York
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($80 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
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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

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Tue 13/10

21:35-00:57

Nonstop2h 22m

Newark

Wed 31/12

00:00-23:00

Nonstop0h 00m

$185

ChicagoNew York

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

ORDJFK

Chicago O'Hare Intl

Tue 13/10

06:10-09:27

Nonstop2h 17m

New York John F Kennedy Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

$191

ChicagoNew York

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

ORDJFK

Chicago O'Hare Intl

Tue 1/12

13:35-17:05

Nonstop2h 30m

New York John F Kennedy Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

$191

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Thu 15/10

14:00-17:25

Nonstop2h 25m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

$195

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Fri 9/10

19:20-22:49

Nonstop2h 29m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

$197

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

$202

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

$202

ChicagoNew York

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

ORDJFK

Chicago O'Hare Intl

Thu 5/11

13:00-19:59

1 stop5h 59m

New York John F Kennedy Intl

Wed 31/12

00:00-23:00

Nonstop0h 00m

$202
Fastest return journey

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Wed 11/11

08:45-11:59

Nonstop2h 14m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

$202

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Wed 25/11

07:00-10:15

Nonstop2h 15m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

$202

Flights are sorted by cheapest return flights first.

Deals found on 17/9

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 $256). Flying from Chicago to New York in June is currently the most expensive (average of $455). 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 (121 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 $323 and $535 in October.
The cheapest return price found within the last 5 days was $322 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?

The best time to book flights from Chicago to New York is 83 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, JetBlue, and United Airlines fly from Chicago to New York in about 2h 16m. The time it takes to get you to your destination can typically vary by up to 4h 35m. Airlines will cover a distance of 1176 km. Both multi-stop and direct flights can be found to your destination and back.

  • 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 John F Kennedy Intl or Chicago O'Hare Intl - New York LaGuardia 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 (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.

  • 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 $256). Flying from Chicago to New York in June is currently the most expensive (average of $455). 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

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Alternative routes for Chicago to New York

O'Hare Intl to Newark flights

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