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Cheap flights from New York to Chicago from ₹ 12,378

NYC — CHI
29 Nov — 6 Dec1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from New York to Chicago are usually found in January or February, booked 83 days in advance, depart on a Wednesday or Friday and return on a Friday

Cheap flight deals from New York to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from New York to Chicago

Mon 7/1207:10 -
Nonstop2h 52m
Tue 8/1211:35 -
Nonstop2h 24m
Deal found 26/10₹ 24,375
Thu 19/1117:35 -
Nonstop2h 50m
Mon 23/1111:30 -
Nonstop2h 08m
Deal found 26/10₹ 24,470
Thu 19/1110:55 -
Nonstop2h 51m
Tue 24/1106:00 -
Nonstop2h 24m
Deal found 29/10₹ 24,661
Thu 19/1108:30 -
Nonstop2h 35m
Mon 23/1105:00 -
Nonstop2h 05m
Deal found 28/10₹ 24,661
Thu 19/1110:55 -
Nonstop2h 51m
Mon 23/1118:00 -
Nonstop2h 29m
Deal found 29/10₹ 24,756
Mon 16/1106:40 -
1 stop6h 20m
Wed 18/1113:00 -
1 stop5h 59m
Deal found 27/10₹ 24,851
Wed 2/1219:25 -
Nonstop2h 51m
Thu 3/1207:50 -
Nonstop2h 12m
Deal found 26/10₹ 25,518
Thu 26/1106:05 -
Nonstop2h 46m
Thu 3/1216:00 -
Nonstop2h 19m
Deal found 29/10₹ 25,613
Thu 19/1108:45 -
1 stop7h 45m
Wed 2/1205:00 -
Nonstop2h 05m
Deal found 28/10₹ 25,613
Mon 16/1120:30 -
Nonstop2h 48m
Wed 18/1108:45 -
Nonstop2h 14m
Deal found 26/10₹ 26,089
Thu 10/1218:35 -
Nonstop2h 40m
Tue 15/1208:10 -
2 stops7h 45m
Deal found 25/10₹ 26,089
Wed 16/1209:30 -
1 stop8h 12m
Mon 11/114:55 -
1 stop5h 53m
Deal found 29/10₹ 26,470

Find flight deals from New York to Chicago

Round-trip from

₹ 24,375

One-way from

₹ 12,378

Popular in

October

Cheapest in

January

Average price

₹ 32,849

Good round-trip deal

₹ 29,500 or less

Good one-way deal

₹ 13,179 or less
Delta
  • Delta
  • 7/12-8/12
  • Nonstop
  • 5h 16m total
  • New York to Chicago
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United Airlines
  • United Airlines
  • 21/11-31/12
  • Nonstop
  • 2h 45m total
  • New York to Chicago
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Highest demand for flights based on searches. 10% potential increase in price (₹ 311,166 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (₹ 55,319 potential savings vs. average return price).
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Average for round-trip flights in October 2026
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Price to beat on a round-trip flight from New York (NYC) to Chicago (CHI).
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Price to beat on a one-way flight from New York (NYC) to Chicago (CHI).
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights from New York to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

NewarkChicago

EWR Newark - ORD Chicago O'Hare Intl

EWRORD

Newark

Mon 23/11

14:34-16:21

Nonstop2h 47m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 12,378

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Thu 10/12

08:47-10:35

Nonstop2h 48m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 13,045

NewarkChicago

EWR Newark - ORD Chicago O'Hare Intl

EWRORD

Newark

Thu 17/12

06:00-10:59

1 stop5h 59m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 13,330

New YorkChicago

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

JFKORD

New York John F Kennedy Intl

Sat 21/11

09:45-16:40

1 stop7h 55m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 13,806

New YorkChicago

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

JFKORD

New York John F Kennedy Intl

Wed 18/11

19:35-21:42

Nonstop3h 07m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 13,806

New YorkChicago

LGA New York LaGuardia - MDW Chicago Midway

LGAMDW

New York LaGuardia

Sat 9/1

07:30-09:00

Nonstop2h 30m

Chicago Midway

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 14,187

New YorkChicago

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

JFKORD

New York John F Kennedy Intl

Tue 2/2

06:50-13:49

1 stop7h 59m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 14,187

NewarkChicago

EWR Newark - ORD Chicago O'Hare Intl

EWRORD

Newark

Wed 2/12

12:37-14:23

Nonstop2h 46m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 14,187

New YorkChicago

LGA New York LaGuardia - MDW Chicago Midway

LGAMDW

New York LaGuardia

Mon 25/1

18:35-20:10

Nonstop2h 35m

Chicago Midway

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 14,187

New YorkChicago

LGA New York LaGuardia - MDW Chicago Midway

LGAMDW

New York LaGuardia

Fri 25/12

18:35-20:15

Nonstop2h 40m

Chicago Midway

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 14,187

Flights are sorted by cheapest return flights first.

Deals found on 29/10

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from New York to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from New York with our price prediction graph.
Estimated return price

Cheapflights Insights

Everything you need to know about your flight from New York to Chicago

What is the cheapest month to book a flight from New York to Chicago?

Currently, January is the cheapest month in which you can book a flight from New York to Chicago (average of ₹ 18,377). Flying from New York to Chicago in October is currently the most expensive (average of ₹ 34,468). 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 NYC to CHI?

It’s optimal to fly from New York to Chicago in the evening. By choosing this option you can save up to 55% on the cost of your flight, compared to a flight at midday.

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

Airfare is typical for this route at the moment.
New York to Chicago flights typically cost between ₹ 15,235 and ₹ 33,897 in December.
The cheapest return price found within the last 5 days was ₹ 24,375 on Delta (7 Dec–8 Dec).

How often are flights from New York to Chicago delayed?

About 19% of weekly flights between New York and Chicago have experienced delays in the past year, with the average delay time being 150 minutes.

What is the most punctual flight time for New York to Chicago flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday 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 New York to Chicago flights?

Over the past year, United Airlines have had the lowest number of delays on this route, with just 13% of flights being delayed.

How far ahead should I book a flight from New York to Chicago?

Booking 88 days in advance of your planned departure date is, on average, the best time to get cheap flights from New York to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest day to fly from New York to Chicago?

Travellers seeking maximum savings on their New York to Chicago flight should consider departing on Tuesday mornings when fares are most often at their lowest. Friday at midday flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

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

    For as low as ₹ 26,470, Southwest can have you in Chicago from New York in 2h 30m. There are 1162 km between New York and Chicago. Most flights are nonstop.

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

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as ₹ 6,996. Users have also found prices from ₹ 7,465 and ₹ 9,845 on JetBlue and United Airlines, respectively.

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

    The top 3 most reliable airlines when flying from New York to Chicago are Air Europa (100%), WestJet (85%) and TAP AIR PORTUGAL (78%).

  • What are the cheapest flights from New York to Chicago?

    Looking at all options, your cheapest flight can be booked for ₹ 9,275. While the most popular route (Newark - Chicago O'Hare Intl) can be booked for ₹ 24,661 on average, our data indicates ₹ 22,082 when flying from New York to Chicago.

  • Can I find deals for flights from New York to Chicago that include hotel bookings?

    Yes. In addition to deals on New York to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from New York to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from New York to Chicago.

  • Can I find deals for business class flights from New York to Chicago?

    Yes. Cheapflights offers flight deals from New York to Chicago 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 New York to Chicago?

    Currently, January is the cheapest month in which you can book a flight from New York to Chicago (average of ₹ 18,377). Flying from New York to Chicago in October is currently the most expensive (average of ₹ 34,468). 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

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Alternative routes for New York to Chicago

Newark to O'Hare Intl flights

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