Find flights
Deals
When to book
FAQs

Cheap flights from New York to Chicago from ₹ 8,923

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 14/7. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
15 Jul — 22 Jul1
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 64 days in advance, depart on a Tuesday or Sunday and return on a Tuesday

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 15 June 2026.

Fri 20/1119:00
LGA
-
ORD
Nonstop2h 39m
Delta
Mon 23/1120:20
ORD
-
LGA
Nonstop2h 20m
Delta
Deal found 10/6₹ 17,561
Wed 15/720:45
LGA
-
ORD
Nonstop2h 51m
Delta
Wed 22/720:10
ORD
-
LGA
Nonstop2h 34m
Delta
Deal found 15/6₹ 17,751
Thu 6/807:30
LGA
-
ORD
Nonstop2h 36m
Delta
Wed 12/807:05
ORD
-
LGA
Nonstop2h 14m
Delta
Deal found 10/6₹ 17,846
Fri 7/821:25
LGA
-
ORD
Nonstop2h 33m
United Airlines
Mon 10/818:25
ORD
-
LGA
Nonstop2h 29m
United Airlines
Deal found 11/6₹ 17,941
Wed 23/911:20
LGA
-
ORD
Nonstop2h 44m
United Airlines
Sun 27/907:00
ORD
-
LGA
Nonstop2h 17m
United Airlines
Deal found 14/6₹ 18,225
Tue 4/807:21
LGA
-
ORD
Nonstop2h 39m
United Airlines
Mon 10/816:00
ORD
-
LGA
Nonstop2h 22m
United Airlines
Deal found 14/6₹ 18,510
Tue 7/719:28
LGA
-
ORD
1 stop5h 03m
United Airlines
Sat 11/716:00
ORD
-
LGA
Nonstop2h 22m
United Airlines
Deal found 14/6₹ 18,700
Sun 26/706:59
LGA
-
ORD
Nonstop2h 32m
Delta
Wed 12/807:05
ORD
-
LGA
Nonstop2h 14m
Delta
Deal found 11/6₹ 18,795
Fri 14/821:45
EWR
-
ORD
Nonstop2h 37m
United Airlines
Mon 17/805:00
ORD
-
EWR
Nonstop2h 14m
United Airlines
Deal found 11/6₹ 18,890
Thu 17/907:20
LGA
-
ORD
Nonstop2h 40m
United Airlines
Sat 19/912:55
ORD
-
LGA
1 stop4h 50m
United Airlines
Deal found 10/6₹ 18,890
Thu 27/809:15
EWR
-
ORD
Nonstop2h 43m
United Airlines
Mon 31/821:35
ORD
-
EWR
Nonstop2h 22m
United Airlines
Deal found 11/6₹ 18,985
Thu 6/821:25
LGA
-
ORD
Nonstop2h 33m
United Airlines
Sun 9/806:00
ORD
-
LGA
Nonstop2h 11m
United Airlines
Deal found 10/6₹ 18,985

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 15 June 2026.

Round-trip from

₹ 17,561

One-way from

₹ 8,923

Popular in

June

Cheapest in

January

Average price

₹ 31,040

Good round-trip deal

₹ 19,156 or less

Good one-way deal

₹ 8,392 or less
Delta
  • Delta
  • 20/11-23/11
  • Nonstop
  • 4h 59m total
  • New York to Chicago
Search Deals
United Airlines
  • United Airlines
  • 21/7
  • Nonstop
  • 2h 39m total
  • New York to Chicago
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (₹ 443,717 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (₹ 63,839 potential savings vs. average return price).
Search Deals
Average for round-trip flights in June 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 15 June 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 - ORD

LGAORD

New York LaGuardia

Wed 8/7

08:05-09:44

Nonstop2h 39m

Chicago O'Hare Intl

Sat 11/7

19:45-23:15

Nonstop2h 30m

₹ 17,751

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 14/7

18:50-20:56

Nonstop3h 06m

Chicago O'Hare Intl

Tue 21/7

20:10-23:44

Nonstop2h 34m

₹ 17,751

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 4/8

18:45-20:49

Nonstop3h 04m

Chicago O'Hare Intl

Wed 5/8

11:30-15:00

Nonstop2h 30m

₹ 17,751

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 5/9

14:30-16:15

Nonstop2h 45m

Chicago O'Hare Intl

Tue 8/9

07:00-10:17

Nonstop2h 17m

₹ 19,080

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 4/7

06:00-10:35

1 stop5h 35m

Chicago O'Hare Intl

Tue 7/7

07:05-11:56

1 stop3h 51m

₹ 19,649

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 3/9

06:00-07:29

Nonstop2h 29m

Chicago O'Hare Intl

Sun 6/9

07:05-10:19

Nonstop2h 14m

₹ 19,649

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 11/7

06:15-11:45

1 stop6h 30m

Chicago O'Hare Intl

Thu 23/7

17:18-23:25

1 stop5h 07m

₹ 20,598

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 7/8

19:25-21:12

Nonstop2h 47m

Chicago O'Hare Intl

Fri 14/8

06:00-09:13

Nonstop2h 13m

₹ 20,883

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 23/10

07:23-09:00

Nonstop2h 37m

Chicago O'Hare Intl

Fri 23/10

16:00-23:30

1 stop6h 30m

₹ 20,978

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 1/10

09:48-13:04

1 stop4h 16m

Chicago O'Hare Intl

Sat 3/10

08:05-14:13

1 stop5h 08m

₹ 21,168

Flights are sorted by cheapest return flights first.

Deals found on 14/6

Showing 1-10 of 48 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
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 ₹ 18,890). Flying from New York to Chicago in June is currently the most expensive (average of ₹ 30,281). 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 15 June 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 15 June 2026.

The most flights from NYC to CHI are scheduled on a Friday (201 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (158 on average).

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

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 159 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?

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 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 61 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 13 June 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 ₹ 17,751, United Airlines can have you in Chicago from New York in 2h 39m. There are 1176 km between New York and Chicago. Most flights are nonstop.

  • What are the cheapest airlines flying from New York to Chicago round-trip?

    Currently priced at ₹ 17,539, American Airlines will fly you from New York to Chicago and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on United Airlines for as low as ₹ 19,645. American Airlines is 25% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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 ₹ 6,975. Users have also found prices from ₹ 7,442 and ₹ 9,815 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 Atlas Air (100%), WestJet (86%) and TAP AIR PORTUGAL (84%).

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

    Looking at all options, your cheapest flight can be booked for ₹ 9,816. While the most popular route (Newark - Chicago O'Hare Intl) can be booked for ₹ 24,395 on average, our data indicates ₹ 21,824 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 ₹ 18,890). Flying from New York to Chicago in June is currently the most expensive (average of ₹ 30,281). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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

Top 2 airlines flying from New York to Chicago

Discover the top 2 airlines that operate flights from New York to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 454,620 searches. Data last updated 15 June 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest₹ 17,539Average₹ 25,300FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest₹ 19,645Average₹ 51,240FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

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.