Cheap flights from New York to Chicago from ₹ 6,083

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 30/10. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
15 Nov — 22 Nov1
1 adult
1 adult, Economy

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 Wednesday or Saturday and return on a Thursday

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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 16 October 2025.

Fri 31/1018:04LGA - ORD
1 stop7h 59mSpirit Airlines
Mon 3/1105:10ORD - LGA
1 stop12h 50mSpirit Airlines
Deal found 15/10₹ 10,490
Sat 1/1108:29LGA - ORD
Nonstop2h 44mSpirit Airlines
Sat 1/1111:55ORD - LGA
1 stop10h 30mSpirit Airlines
Deal found 13/10₹ 10,667
Wed 29/1012:59LGA - ORD
Nonstop2h 46mSpirit Airlines
Thu 30/1016:03ORD - LGA
Nonstop1h 57mSpirit Airlines
Deal found 16/10₹ 10,931
Mon 27/1008:29LGA - ORD
Nonstop2h 44mSpirit Airlines
Wed 29/1016:03ORD - LGA
Nonstop1h 57mSpirit Airlines
Deal found 16/10₹ 11,108
Tue 11/1112:59LGA - ORD
Nonstop2h 32mSpirit Airlines
Sat 22/1115:26ORD - LGA
Nonstop2h 07mSpirit Airlines
Deal found 16/10₹ 11,284
Sat 15/1108:59LGA - ORD
Nonstop2h 31mSpirit Airlines
Sun 16/1119:34ORD - LGA
Nonstop2h 08mSpirit Airlines
Deal found 14/10₹ 11,636
Sat 6/1205:45LGA - ORD
1 stop9h 31mSpirit Airlines
Mon 8/1207:15ORD - LGA
1 stop11h 45mSpirit Airlines
Deal found 16/10₹ 11,989
Sat 1/1116:30LGA - ORD
Nonstop2h 42mUnited Airlines
Wed 5/1117:00ORD - LGA
Nonstop2h 07mUnited Airlines
Deal found 16/10₹ 12,077
Thu 13/1108:15LGA - ORD
Nonstop2h 40mUnited Airlines
Sun 16/1106:00ORD - LGA
Nonstop2h 07mUnited Airlines
Deal found 16/10₹ 12,165
Thu 23/1009:18LGA - ORD
Nonstop2h 37mUnited Airlines
Thu 23/1017:00ORD - LGA
Nonstop2h 17mUnited Airlines
Deal found 16/10₹ 12,254
Thu 30/1007:15EWR - ORD
Nonstop2h 47mUnited Airlines
Mon 3/1119:47ORD - EWR
Nonstop2h 22mUnited Airlines
Deal found 16/10₹ 12,694
Thu 23/1006:00EWR - ORD
Nonstop2h 38mUnited Airlines
Mon 3/1118:20ORD - EWR
Nonstop2h 23mUnited Airlines
Deal found 14/10₹ 12,782

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 16 October 2025.

Round-trip from

₹ 10,490

One-way from

₹ 6,083

Popular in

August

Cheapest in

January

Average price

₹ 21,069

Good round-trip deal

₹ 7,365 or less

Good one-way deal

₹ 5,212 or less
Spirit Airlines
  • Spirit Airlines
  • 31/10-3/11
  • 2 total stops
  • 20h 49m total
  • New York to Chicago
United Airlines
  • United Airlines
  • 17/1
  • Nonstop
  • 2h 48m total
  • New York to Chicago
Highest demand for flights based on searches. 7% potential increase in price (₹ 148,861 potential increase over avg. return price).
Cheapest flight prices on average. 1% potential price decrease (₹ 27,272 potential savings vs. average return price).
Average for round-trip flights in October 2025
Price to beat on a round-trip flight from New York (NYC) to Chicago (CHI).
Price to beat on a one-way flight from New York (NYC) to Chicago (CHI).

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 16 October 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

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 15/11

10:15-11:57

Nonstop2h 42m

Chicago O'Hare Intl

Mon 17/11

20:00-23:16

Nonstop2h 16m

₹ 12,077

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 1/11

16:30-18:12

Nonstop2h 42m

Chicago O'Hare Intl

Wed 5/11

17:00-20:07

Nonstop2h 07m

₹ 12,077

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 15/11

13:15-14:55

Nonstop2h 40m

Chicago O'Hare Intl

Sun 16/11

06:00-09:07

Nonstop2h 07m

₹ 12,165

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 13/11

08:15-09:55

Nonstop2h 40m

Chicago O'Hare Intl

Sun 16/11

06:00-09:07

Nonstop2h 07m

₹ 12,165

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 2/11

05:15-06:57

Nonstop2h 42m

Chicago O'Hare Intl

Wed 5/11

08:55-12:10

Nonstop2h 15m

₹ 12,165

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 21/11

07:15-08:57

Nonstop2h 42m

Chicago O'Hare Intl

Mon 24/11

18:30-21:46

Nonstop2h 16m

₹ 12,165

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 8/11

16:30-18:12

Nonstop2h 42m

Chicago O'Hare Intl

Sun 9/11

07:00-10:07

Nonstop2h 07m

₹ 12,165

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 6/12

06:15-07:57

Nonstop2h 42m

Chicago O'Hare Intl

Sun 7/12

07:00-10:07

Nonstop2h 07m

₹ 12,254

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 27/10

06:30-18:46

1 stop13h 16m

Chicago O'Hare Intl

Wed 29/10

16:03-19:00

Nonstop1h 57m

₹ 12,606

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 17/1

17:30-19:25

Nonstop2h 55m

Chicago O'Hare Intl

Wed 21/1

10:35-13:56

Nonstop2h 21m

₹ 13,840

Flights are sorted by cheapest return flights first.

Deals found on 16/10

Showing 1-10 of 47 results
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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

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 10 October 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 ₹ 4,849). Flying from New York to Chicago in July is currently the most expensive (average of ₹ 11,108). 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 16 October 2025.

It’s optimal to fly from New York to Chicago in the evening. By choosing this option you can save up to 49% 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 12 October 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 16 October 2025.

The most flights from NYC to CHI are scheduled on a Monday (189 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (86 on average).

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 16 October 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.

Entertainment

6.9

Crew

8.0

Comfort

7.2

Overall

7.2

Boarding

7.5

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.

Entertainment

6.9

Crew

8.0

Comfort

7.2

Overall

7.2

Boarding

7.5

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.

Entertainment

6.9

Crew

8.0

Comfort

7.2

Overall

7.2

Boarding

7.5

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

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 ₹ 14,105, United Airlines can have you in Chicago from New York in 2h 21m. There are 1152 km between New York and Chicago. Most flights are nonstop.

  • What is the cheapest airline to fly from New York to Chicago round-trip?

    Currently priced at ₹ 7,807, 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. American Airlines is 63% 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 United Airlines. According to our data, you can fly for as low as ₹ 6,083. Users have also found prices from ₹ 7,141 and ₹ 7,846 on Spirit Airlines and Delta, 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 Hawaiian Airlines (95%).

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

    Looking at all options, your cheapest flight can be booked for ₹ 5,212. While the most popular route (Newark - Chicago O'Hare Intl) can be booked for ₹ 14,722 on average, our data indicates ₹ 27,822 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, May is the cheapest month in which you can book a flight from New York to Chicago (average of ₹ 4,849). Flying from New York to Chicago in July is currently the most expensive (average of ₹ 11,108). 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

See prices for flight routes from nearby airports that may be better suited for you.

Top airline flying from New York to Chicago

Discover the top airline 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 16 October 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest₹ 7,807Average₹ 21,738FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

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

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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.

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