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Cheap flights from New York to Chicago from ₹ 11,474

NYC — CHI
12 Oct — 19 Oct1
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 81 days in advance, depart on a Monday or Friday and return on a Monday

Cheap flight deals from New York to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from New York to Chicago

Thu 24/922:29 -
1 stop11h 51m
Fri 25/915:50 -
1 stop8h 11m
Deal found 10/9₹ 23,521
Tue 1/1222:30 -
1 stop9h 35m
Thu 3/1208:10 -
1 stop11h 16m
Deal found 10/9₹ 25,242
Mon 5/1020:45 -
Nonstop2h 33m
Wed 7/1010:05 -
Nonstop2h 21m
Deal found 10/9₹ 25,338
Sat 3/1009:10 -
Nonstop2h 43m
Mon 5/1019:52 -
Nonstop2h 23m
Deal found 11/9₹ 25,529
Fri 2/1019:29 -
Nonstop2h 44m
Sun 4/1006:00 -
Nonstop2h 15m
Deal found 11/9₹ 25,529
Sat 26/922:29 -
1 stop11h 51m
Sat 3/1015:50 -
1 stop8h 11m
Deal found 11/9₹ 26,198
Mon 5/1006:00 -
Nonstop2h 39m
Thu 8/1015:00 -
Nonstop2h 25m
Deal found 9/9₹ 26,676
Sat 26/906:15 -
1 stop13h 08m
Sat 3/1006:20 -
1 stop8h 40m
Deal found 11/9₹ 26,772
Wed 7/1011:10 -
Nonstop2h 44m
Thu 8/1005:00 -
Nonstop2h 12m
Deal found 9/9₹ 26,867
Tue 20/1020:35 -
Nonstop2h 42m
Fri 23/1020:20 -
Nonstop2h 24m
Deal found 10/9₹ 26,867
Tue 29/908:00 -
Nonstop2h 45m
Thu 1/1005:00 -
Nonstop2h 12m
Deal found 9/9₹ 26,963
Tue 29/906:00 -
Nonstop2h 29m
Wed 7/1006:00 -
Nonstop2h 12m
Deal found 10/9₹ 26,963

Find flight deals from New York to Chicago

Round-trip from

₹ 23,521

One-way from

₹ 11,474

Popular in

July

Cheapest in

January

Average price

₹ 27,632

Good one-way deal

₹ 12,761 or less
Frontier
  • Frontier
  • 24/9-25/9
  • 2 total stops
  • 20h 02m total
  • New York to Chicago
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Frontier
  • Frontier
  • 1/12-31/12
  • 1 total stop
  • 9h 35m total
  • New York to Chicago
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (₹ 509,665 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (₹ 57,705 potential savings vs. average return price).
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Average for round-trip flights in September 2026
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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
Fastest return journey

NewarkChicago

EWR Newark - ORD Chicago O'Hare Intl

EWRORD

Newark

Fri 16/10

21:45-23:21

Nonstop2h 36m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 12,812

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Fri 6/11

20:35-22:17

Nonstop2h 42m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 12,812

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Thu 22/10

10:20-11:59

Nonstop2h 39m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 12,812

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Sat 21/11

17:35-19:25

Nonstop2h 50m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 12,812

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Sun 8/11

19:29-21:20

Nonstop2h 51m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 12,812

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Thu 29/10

06:00-07:36

Nonstop2h 36m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 12,812

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Wed 21/10

19:29-21:13

Nonstop2h 44m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 12,812

NewarkChicago

EWR Newark - ORD Chicago O'Hare Intl

EWRORD

Newark

Thu 12/11

06:00-10:25

1 stop5h 25m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 13,768

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Tue 24/11

08:47-10:30

Nonstop2h 43m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 13,768

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Fri 25/12

10:29-16:54

1 stop7h 25m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 13,768

Flights are sorted by cheapest return flights first.

Deals found on 9/9

Showing 1-10 of 47 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 ₹ 18,167). Flying from New York to Chicago in July is currently the most expensive (average of ₹ 32,987). 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 34% on the cost of your flight, compared to a flight at midday.

Weekly flight availability from New York to Chicago

The most flights from NYC to CHI are scheduled on a Thursday (194 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (125 on average).

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 ₹ 21,991 and ₹ 35,473 in September.
The cheapest return price found within the last 5 days was ₹ 23,521 on Frontier (24 Sept–25 Sept).

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 152 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 82 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.

Reviews of airlines servicing Chicago

Check out reviews from past customers who have flown with American Airlines from New York to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
12,050 reviews
Check prices

Entertainment

6.8

Boarding

7.4

Overall

7.1

Comfort

7.2

Crew

7.9

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.1
Good
12,050 reviews
American Airlines
7.1
Good
12,050 reviews
Check prices

Entertainment

6.8

Boarding

7.4

Overall

7.1

Comfort

7.2

Crew

7.9

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

Related info for your journey

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

    For as low as ₹ 29,353, Delta can have you in Chicago from New York in 2h 48m. There are 1152 km between New York and Chicago. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • 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 ₹ 7,026. Users have also found prices from ₹ 7,496 and ₹ 9,886 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 Malaysia Airlines (77%), GOL (76%) and Air Europa (75%).

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

    Looking at all options, your cheapest flight can be booked for ₹ 20,004. While the most popular route (New York LaGuardia - Chicago O'Hare Intl) can be booked for ₹ 25,529 on average, our data indicates ₹ 27,567 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 ₹ 18,167). Flying from New York to Chicago in July is currently the most expensive (average of ₹ 32,987). 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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