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Cheap flights from New York to Chicago from ₹ 10,847

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
9 Sep — 16 Sep1
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 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
Explore the most affordable flight options available from New York to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 10 August 2026.

Sat 29/806:10 -
Nonstop2h 40m
Wed 2/918:29 -
Nonstop2h 25m
Deal found 7/8₹ 21,599
Tue 8/907:30 -
Nonstop2h 43m
Wed 30/909:00 -
Nonstop2h 26m
Deal found 6/8₹ 22,075
Wed 2/916:25 -
Nonstop2h 44m
Wed 9/909:59 -
Nonstop2h 23m
Deal found 5/8₹ 22,075
Sat 5/911:15 -
Nonstop2h 44m
Sun 13/906:00 -
Nonstop2h 13m
Deal found 7/8₹ 22,551
Sat 29/817:55 -
Nonstop3h 02m
Mon 31/806:00 -
Nonstop2h 09m
Deal found 7/8₹ 22,551
Sat 29/814:30 -
Nonstop2h 45m
Sun 30/807:05 -
Nonstop2h 14m
Deal found 7/8₹ 22,646
Tue 29/921:45 -
Nonstop2h 36m
Mon 5/1021:35 -
Nonstop2h 22m
Deal found 6/8₹ 23,027
Wed 9/914:50 -
Nonstop2h 40m
Thu 17/906:00 -
Nonstop2h 15m
Deal found 6/8₹ 23,027
Mon 31/807:30 -
Nonstop2h 36m
Wed 2/910:30 -
Nonstop2h 18m
Deal found 8/8₹ 23,122
Thu 24/908:00 -
Nonstop2h 45m
Sun 27/906:00 -
Nonstop2h 10m
Deal found 7/8₹ 23,502
Thu 27/807:30 -
Nonstop2h 36m
Tue 1/910:30 -
Nonstop2h 18m
Deal found 7/8₹ 23,502
Wed 19/809:15 -
Nonstop2h 43m
Wed 23/921:35 -
Nonstop2h 22m
Deal found 5/8₹ 23,978

Find flight deals from New York to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from New York (NYC) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 10 August 2026.

Round-trip from

₹ 21,599

One-way from

₹ 10,847

Popular in

June

Cheapest in

January

Average price

₹ 27,689

Good round-trip deal

₹ 19,668 or less

Good one-way deal

₹ 16,940 or less
United Airlines
  • United Airlines
  • 29/8-2/9
  • Nonstop
  • 5h 05m total
  • New York to Chicago
Search Deals
United Airlines
  • United Airlines
  • 1/9
  • Nonstop
  • 2h 47m total
  • New York to Chicago
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (₹ 497,886 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (₹ 57,703 potential savings vs. average return price).
Search Deals
Average for round-trip flights in August 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

 
Customise your flight search to find flights from New York to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 454,620 searches. Data last updated 10 August 2026.
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

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Wed 16/9

19:29-21:13

Nonstop2h 44m

Chicago O'Hare Intl

Sat 19/9

07:10-10:27

Nonstop2h 17m

₹ 22,551

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Mon 31/8

07:20-09:00

Nonstop2h 40m

Chicago O'Hare Intl

Wed 2/9

13:00-16:19

Nonstop2h 19m

₹ 22,551

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Fri 18/9

19:29-21:13

Nonstop2h 44m

Chicago O'Hare Intl

Tue 22/9

17:03-20:25

Nonstop2h 22m

₹ 23,027

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Fri 23/10

16:30-18:20

Nonstop2h 50m

Chicago O'Hare Intl

Sun 8/11

06:15-09:27

Nonstop2h 12m

₹ 23,502

NewarkChicago

EWR Newark - ORD Chicago O'Hare Intl

EWRORD

Newark

Thu 3/9

07:30-09:13

Nonstop2h 43m

Chicago O'Hare Intl

Sun 6/9

05:00-08:14

Nonstop2h 14m

₹ 23,502

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Fri 18/9

20:27-22:11

Nonstop2h 44m

Chicago O'Hare Intl

Sun 20/9

07:00-10:17

Nonstop2h 17m

₹ 23,502

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Sat 17/10

15:55-23:44

1 stop8h 49m

Chicago O'Hare Intl

Sat 24/10

14:35-23:12

1 stop7h 37m

₹ 24,073

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Sat 5/9

07:40-14:24

1 stop7h 44m

Chicago O'Hare Intl

Wed 9/9

15:00-23:09

1 stop7h 09m

₹ 24,073

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Tue 25/8

11:25-13:00

Nonstop2h 35m

Chicago O'Hare Intl

Fri 28/8

06:00-09:09

Nonstop2h 09m

₹ 24,454

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Tue 29/9

06:00-11:48

1 stop6h 48m

Chicago O'Hare Intl

Tue 29/9

19:45-23:10

Nonstop2h 25m

₹ 24,454

Flights are sorted by cheapest return flights first.

Deals found on 8/8

Showing 1-10 of 46 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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

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 ₹ 17,984). Flying from New York to Chicago in July is currently the most expensive (average of ₹ 32,827). 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?

Find hourly flight availability from New York to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 10 August 2026.

It’s optimal to fly from New York to Chicago in the evening. By choosing this option you can save up to 44% on the cost of your flight, compared to a flight at midday.

Weekly flight availability from New York to Chicago

Explore weekly flight availability from New York to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 10 August 2026.

The most flights from NYC to CHI are scheduled on a Friday (172 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (76 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 ₹ 21,124 and ₹ 36,253 in August.
The cheapest return price found within the last 5 days was ₹ 21,599 on United Airlines (29 Aug–2 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 155 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 in the evening 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 14% of flights being delayed.

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

Booking 30 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?

Use this chart to determine the cheapest time to fly return from New York to Chicago. Price data was last updated on 8 August 2026.

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

Find useful and relevant information for your journey from New York to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    For as low as ₹ 22,551, United Airlines can have you in Chicago from New York in 2h 44m. 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 ₹ 6,992. Users have also found prices from ₹ 7,460 and ₹ 9,839 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 (87%), American Airlines (86%) and Alaska Airlines (85%).

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

    Looking at all options, your cheapest flight can be booked for ₹ 13,646. While the most popular route (Newark - Chicago O'Hare Intl) can be booked for ₹ 31,971 on average, our data indicates ₹ 16,940 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 ₹ 17,984). Flying from New York to Chicago in July is currently the most expensive (average of ₹ 32,827). 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

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Alternative routes for New York to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Newark to O'Hare Intl flights

Fly with Cheapflights

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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.

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