Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from New York to Chicago from ₹ 4,914

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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
29 Dec — 5 Jan1
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 Saturday or Wednesday and return on a Thursday

Find 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 29 November 2025.

Wed 3/1207:30LGA - ORD
Nonstop2h 31mSpirit Airlines
Wed 3/1215:53ORD - LGA
Nonstop2h 07mSpirit Airlines
Deal found 26/11₹ 7,773
Mon 8/1220:41LGA - ORD
Nonstop2h 30mSpirit Airlines
Wed 10/1216:38ORD - LGA
Nonstop2h 04mSpirit Airlines
Deal found 28/11₹ 8,845
Fri 12/1220:41LGA - ORD
Nonstop2h 30mSpirit Airlines
Sat 13/1216:38ORD - LGA
Nonstop2h 04mSpirit Airlines
Deal found 28/11₹ 9,382
Thu 11/1220:41LGA - ORD
Nonstop2h 30mSpirit Airlines
Fri 12/1216:38ORD - LGA
Nonstop2h 04mSpirit Airlines
Deal found 28/11₹ 10,186
Mon 29/1206:55EWR - ORD
Nonstop2h 36mSpirit Airlines
Thu 8/105:45ORD - EWR
1 stop10h 15mSpirit Airlines
Deal found 27/11₹ 10,454
Wed 3/1211:35EWR - ORD
Nonstop2h 21mSpirit Airlines
Wed 3/1215:43ORD - EWR
1 stop7h 48mSpirit Airlines
Deal found 26/11₹ 11,168
Sat 6/1205:45LGA - ORD
1 stop9h 36mSpirit Airlines
Sat 6/1216:38ORD - LGA
Nonstop2h 04mSpirit Airlines
Deal found 26/11₹ 11,258
Wed 10/1206:20LGA - ORD
1 stop9h 11mMultiple Airlines
Wed 10/1216:38ORD - LGA
Nonstop2h 04mMultiple Airlines
Deal found 28/11₹ 11,615
Fri 12/1218:59LGA - ORD
Nonstop2h 39mDelta
Wed 17/1219:25ORD - LGA
Nonstop2h 15mDelta
Deal found 26/11₹ 12,777
Thu 4/1220:41LGA - ORD
Nonstop2h 30mSpirit Airlines
Fri 5/1216:38ORD - LGA
Nonstop2h 04mSpirit Airlines
Deal found 26/11₹ 12,955
Thu 11/1209:00EWR - ORD
Nonstop2h 44mUnited Airlines
Tue 16/1211:51ORD - EWR
Nonstop2h 08mUnited Airlines
Deal found 28/11₹ 13,313
Fri 5/1218:59LGA - ORD
Nonstop2h 39mDelta
Mon 8/1206:00ORD - LGA
Nonstop2h 14mDelta
Deal found 28/11₹ 13,313

Cheap 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 29 November 2025.

Round-trip from

₹ 8,845

One-way from

₹ 4,914

Popular in

August

Cheapest in

January

Average price

₹ 21,265

Good round-trip deal

₹ 18,491 or less

Good one-way deal

₹ 9,794 or less
Spirit Airlines
  • Spirit Airlines
  • 9/12-10/12
  • Nonstop
  • 4h 34m total
  • New York to Chicago
Search Deals
Spirit Airlines
  • Spirit Airlines
  • 11/1
  • Nonstop
  • 2h 42m total
  • New York to Chicago
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (₹ 171,523 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (₹ 29,777 potential savings vs. average return price).
Search Deals
Average for round-trip flights in November 2025
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 29 November 2025.
Use the filters below to find and compare flights from New York to Chicago that are best for you.

Fly from

New York

Fly to

Chicago

Route

Depart

Return

Price

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 8/1

07:55-19:38

1 stop12h 43m

Chicago O'Hare Intl

Mon 12/1

16:38-19:46

Nonstop2h 08m

₹ 10,186

NewarkChicago

EWR - ORD

EWRORD

Newark

Sun 18/1

07:45-09:40

Nonstop2h 55m

Chicago O'Hare Intl

Tue 20/1

16:15-19:29

Nonstop2h 14m

₹ 12,241

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 15/1

14:30-16:22

Nonstop2h 52m

Chicago O'Hare Intl

Sun 18/1

10:45-13:58

Nonstop2h 13m

₹ 12,330

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 28/2

06:05-07:58

Nonstop2h 53m

Chicago O'Hare Intl

Sun 1/3

07:10-10:38

Nonstop2h 28m

₹ 12,419

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 13/1

09:15-11:03

Nonstop2h 48m

Chicago O'Hare Intl

Thu 15/1

14:00-17:13

Nonstop2h 13m

₹ 12,419

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 7/1

16:30-18:28

Nonstop2h 58m

Chicago O'Hare Intl

Wed 14/1

07:10-10:41

Nonstop2h 31m

₹ 12,419

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 7/1

11:15-13:11

Nonstop2h 56m

Chicago O'Hare Intl

Fri 9/1

13:00-16:13

Nonstop2h 13m

₹ 12,419

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 5/2

08:57-10:55

Nonstop2h 58m

Chicago O'Hare Intl

Mon 9/2

10:45-13:58

Nonstop2h 13m

₹ 12,419

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 31/1

17:00-18:58

Nonstop2h 58m

Chicago O'Hare Intl

Tue 3/2

14:30-17:51

Nonstop2h 21m

₹ 12,419

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 16/1

14:30-16:22

Nonstop2h 52m

Chicago O'Hare Intl

Mon 19/1

07:10-10:41

Nonstop2h 31m

₹ 12,419

Flights are sorted by cheapest return flights first.

Deals found on 29/11

Showing 1-10 of 45 results
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

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

Use this chart to determine the optimal time to book a return flight from New York to Chicago. Price data was last updated on 28 November 2025.

Booking 64 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 month to book a flight from New York to Chicago?

Currently, May is the cheapest month in which you can book a flight from New York to Chicago (average of ₹ 4,914). Flying from New York to Chicago in July is currently the most expensive (average of ₹ 11,258). 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 29 November 2025.

It’s optimal to fly from New York to Chicago in the evening. By choosing this option you can save up to 56% on the cost of your flight, compared to a flight in the afternoon.

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 25 November 2025.

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

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 29 November 2025.

The most flights from NYC to CHI are scheduled on a Saturday (167 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (19 on average).

How often are flights from New York to Chicago delayed?

About 15% 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 at night 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 Thursday 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, TezJet have had the lowest number of delays on this route, with no flights being classified as delayed.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 29 November 2025.
Check out reviews from past customers who have flown with American Airlines and Spirit 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
7.2
Good
11,042 reviews
Check prices

Food

6.5

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Crew

8.0

Overall

7.2

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
7.2
Good
11,042 reviews
American Airlines
7.2
Good
11,042 reviews
Check prices

Food

6.5

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Crew

8.0

Overall

7.2

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.
Spirit Airlines
6.3
Okay
8,158 reviews
American Airlines
7.2
Good
11,042 reviews
Check prices

Food

6.5

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Crew

8.0

Overall

7.2

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

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 ₹ 12,330, Spirit Airlines can have you in Chicago from New York in 2h 52m. There are 1176 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 flying from New York to Chicago round-trip?

    Currently priced at ₹ 7,913, 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 ₹ 11,026. American Airlines is 62% 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 Spirit Airlines. According to our data, you can fly for as low as ₹ 4,914. Users have also found prices from ₹ 6,254 and ₹ 6,254 on Delta 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%), Finnair (100%) and Gulf Air (88%).

  • 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, May is the cheapest month in which you can book a flight from New York to Chicago (average of ₹ 4,914). Flying from New York to Chicago in July is currently the most expensive (average of ₹ 11,258). 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 29 November 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest₹ 7,913Average₹ 22,032FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest₹ 11,026Average₹ 22,067FlexibilityNo 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.