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Cheap flights from Chicago to New York from $195

CHI — NYC
2 Dec — 9 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 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

Sat 21/1118:26 -
Nonstop2h 33m
Mon 23/1110:27 -
1 stop5h 11m
Deal found 28/10$382
Thu 26/1105:10 -
Nonstop2h 05m
Tue 1/1208:45 -
1 stop7h 45m
Deal found 29/10$382
Wed 18/1108:45 -
Nonstop2h 14m
Thu 19/1114:59 -
Nonstop2h 49m
Deal found 28/10$390
Tue 17/1113:00 -
1 stop7h 29m
Sat 21/1109:45 -
1 stop7h 55m
Deal found 29/10$390
Wed 18/1113:00 -
1 stop7h 29m
Sat 21/1109:45 -
1 stop7h 55m
Deal found 29/10$391
Fri 4/1215:00 -
Nonstop2h 19m
Tue 15/1215:25 -
Nonstop2h 51m
Deal found 29/10$395
Thu 19/1105:00 -
Nonstop2h 05m
Mon 23/1108:30 -
Nonstop2h 35m
Deal found 29/10$395
Fri 4/1218:29 -
Nonstop2h 27m
Tue 8/1218:10 -
Nonstop2h 56m
Deal found 29/10$395
Thu 19/1111:00 -
1 stop7h 30m
Sat 21/1109:45 -
1 stop7h 55m
Deal found 31/10$395
Fri 4/1220:25 -
Nonstop2h 19m
Mon 7/1206:05 -
Nonstop2h 43m
Deal found 29/10$397
Fri 27/1105:00 -
Nonstop2h 05m
Tue 1/1208:30 -
Nonstop2h 35m
Deal found 28/10$397
Fri 4/1212:55 -
Nonstop2h 19m
Mon 7/1214:35 -
Nonstop2h 45m
Deal found 29/10$397

Find flight deals from Chicago to New York

Round-trip from

$368

One-way from

$195

Popular in

October

Cheapest in

January

Average price

$391
Delta
  • Delta
  • 19/11-23/11
  • Nonstop
  • 5h 03m total
  • Chicago to New York
Search Deals
Delta
  • Delta
  • 9/12-31/12
  • Nonstop
  • 2h 15m total
  • Chicago to New York
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($97 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average return price).
Search Deals
Average for round-trip flights in November 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

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Route

Depart

Return

Price

Cheapest return flight

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Fri 4/12

16:00-19:19

Nonstop2h 19m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

$212

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Fri 18/12

06:00-09:18

Nonstop2h 18m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

$212
Fastest return journey

ChicagoNew York

MDW Chicago Midway - LGA New York LaGuardia

MDWLGA

Chicago Midway

Mon 14/12

16:55-20:00

Nonstop2h 05m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

$212

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Sat 12/12

18:10-21:31

Nonstop2h 21m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

$212

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Thu 17/12

13:00-16:13

Nonstop2h 13m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

$212

ChicagoNew York

MDW Chicago Midway - LGA New York LaGuardia

MDWLGA

Chicago Midway

Mon 18/1

17:00-20:10

Nonstop2h 10m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

$212

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Tue 22/12

19:40-23:01

Nonstop2h 21m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

$212

ChicagoNew York

MDW Chicago Midway - LGA New York LaGuardia

MDWLGA

Chicago Midway

Mon 4/1

05:00-08:05

Nonstop2h 05m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

$212

ChicagoNewark

ORD Chicago O'Hare Intl - EWR Newark

ORDEWR

Chicago O'Hare Intl

Tue 1/12

05:55-09:02

Nonstop2h 07m

Newark

Wed 31/12

00:00-23:00

Nonstop0h 00m

$212

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Fri 1/1

07:00-10:14

Nonstop2h 14m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

$212

Flights are sorted by cheapest return flights first.

Deals found on 31/10

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 $267). Flying from Chicago to New York in October is currently the most expensive (average of $512). 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.

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 $250 and $489 in November.
The cheapest return price found within the last 5 days was $368 on Southwest (19 Nov–23 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 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?

The best time to book flights from Chicago to New York is 65 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 Southwest, United Airlines, and Delta fly from Chicago to New York in about 2h 05m. The time it takes to get you to your destination is usually consistent. Airlines will cover a distance of 1162 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 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 Republic Airways (85%), Kenya Airways (85%) or Singapore Airlines (80%) 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 $267). Flying from Chicago to New York in October is currently the most expensive (average of $512). 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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