Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from New York to Chicago from ₹ 11,018

NYC — CHI
21 Oct — 28 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 83 days in advance, depart on a Monday or Sunday 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

Mon 23/1106:00 -
1 stop4h 45m
Sat 12/1214:00 -
Nonstop2h 15m
Deal found 16/9₹ 22,420
Sun 18/1006:00 -
Nonstop2h 39m
Wed 21/1013:00 -
Nonstop2h 19m
Deal found 17/9₹ 22,516
Wed 7/1006:00 -
Nonstop2h 39m
Tue 13/1017:00 -
Nonstop2h 25m
Deal found 16/9₹ 22,707
Tue 6/1016:30 -
Nonstop2h 50m
Thu 8/1006:00 -
Nonstop2h 12m
Deal found 16/9₹ 22,803
Mon 12/1006:00 -
Nonstop2h 39m
Wed 14/1011:00 -
Nonstop2h 23m
Deal found 17/9₹ 22,899
Sat 3/1007:23 -
Nonstop2h 37m
Tue 6/1013:00 -
Nonstop2h 19m
Deal found 17/9₹ 22,995
Tue 13/1006:00 -
Nonstop2h 36m
Sun 18/1006:15 -
Nonstop2h 12m
Deal found 16/9₹ 23,091
Mon 5/1008:50 -
Nonstop2h 38m
Thu 8/1006:00 -
Nonstop2h 12m
Deal found 16/9₹ 23,378
Wed 7/1006:00 -
1 stop4h 38m
Sun 11/1006:00 -
Nonstop2h 15m
Deal found 16/9₹ 23,474
Tue 22/911:35 -
1 stop7h 48m
Mon 28/910:26 -
1 stop9h 58m
Deal found 20/9₹ 23,570
Tue 29/911:35 -
1 stop7h 48m
Mon 5/1010:26 -
1 stop9h 58m
Deal found 21/9₹ 23,666
Thu 15/1006:00 -
Nonstop2h 42m
Sun 18/1006:00 -
Nonstop2h 10m
Deal found 16/9₹ 23,761

Find flight deals from New York to Chicago

Round-trip from

₹ 22,420

One-way from

₹ 11,018

Popular in

July

Cheapest in

January

Average price

₹ 29,510

Good round-trip deal

₹ 25,574 or less

Good one-way deal

₹ 11,083 or less
United Airlines
  • United Airlines
  • 23/11-12/12
  • 1 total stop
  • 7h 00m total
  • New York to Chicago
Search Deals
Delta
  • Delta
  • 5/10-31/12
  • 1 total stop
  • 4h 11m total
  • New York to Chicago
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (₹ 476,527 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (₹ 54,847 potential savings vs. average return price).
Search Deals
Average for round-trip flights in September 2026
Search Deals
Price to beat on a round-trip flight from New York (NYC) to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from New York (NYC) to Chicago (CHI).
Search Deals

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

Fri 4/12

18:10-20:06

Nonstop2h 56m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 11,306

NewarkChicago

EWR Newark - ORD Chicago O'Hare Intl

EWRORD

Newark

Tue 6/10

08:00-09:45

Nonstop2h 45m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 12,647

NewarkChicago

EWR Newark - ORD Chicago O'Hare Intl

EWRORD

Newark

Wed 18/11

06:00-07:47

Nonstop2h 47m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 12,647

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Wed 28/10

18:17-20:08

Nonstop2h 51m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 12,647

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Tue 29/12

19:20-21:10

Nonstop2h 50m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 13,030

NewarkChicago

EWR Newark - ORD Chicago O'Hare Intl

EWRORD

Newark

Sat 24/10

07:17-09:00

Nonstop2h 43m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 13,605

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Sun 8/11

08:45-10:28

Nonstop2h 43m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 13,797

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Sat 14/11

07:45-09:28

Nonstop2h 43m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 13,797

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Fri 23/10

20:35-22:17

Nonstop2h 42m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 13,797

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Tue 13/10

16:30-18:20

Nonstop2h 50m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

₹ 13,797

Flights are sorted by cheapest return flights first.

Deals found on 17/9

Showing 1-10 of 45 resultsSorted by cheapest first
1
2
3
...
5

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 ₹ 18,300). Flying from New York to Chicago in July is currently the most expensive (average of ₹ 33,055). 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 33% 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 Sunday (191 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (106 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 ₹ 21,797 and ₹ 36,217 in November.
The cheapest return price found within the last 5 days was ₹ 22,420 on United Airlines (23 Nov–12 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 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
7.0
Good
12,072 reviews
Check prices

Boarding

7.4

Overall

7.0

Entertainment

6.8

Food

6.4

Comfort

7.2

Crew

7.9

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
7.0
Good
12,072 reviews
American Airlines
7.0
Good
12,072 reviews
Check prices

Boarding

7.4

Overall

7.0

Entertainment

6.8

Food

6.4

Comfort

7.2

Crew

7.9

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 ₹ 27,498, United Airlines can have you in Chicago from New York in 2h 36m. There are 1176 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 ₹ 7,040. Users have also found prices from ₹ 7,512 and ₹ 9,907 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 American Airlines (76%), Air Europa (75%) and Malaysia Airlines (75%).

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

    Looking at all options, your cheapest flight can be booked for ₹ 20,046. While the most popular route (Newark - Chicago O'Hare Intl) can be booked for ₹ 27,402 on average, our data indicates ₹ 31,465 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 ₹ 18,300). Flying from New York to Chicago in July is currently the most expensive (average of ₹ 33,055). 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for New York to Chicago

Newark to O'Hare Intl flights

Fly with Cheapflights

How does Cheapflights help users find flights from New York to Chicago?

Cheapflights makes it easy to find New York to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from New York to Chicago?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from New York to Chicago.

Can Cheapflights find flights from New York to Chicago with no change fees?

Need flexible booking options for your flight to Chicago from New York? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from New York to Chicago become cheaper?

Of course! You can now track prices for flights from New York to Chicago 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.