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Cheap flights from New York to Chicago from ₹ 6,180

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 7/10. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
12 oct. — 19 oct.1
1 adult
1 adult, Economy

Cheapflights Tip: The best prices from New York to Chicago are usually found in January or September, booked 35 days in advance, depart on a Saturday or Wednesday and return on a Thursday

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 12 septiembre 2025.

Round-trip from

₹ 11,566

One-way from

₹ 6,180

Popular in

August

Cheapest in

January

Average price

₹ 16,333

Good round-trip deal

₹ 13,330 or less

Good one-way deal

₹ 6,134 or less
Spirit Airlines
  • Spirit Airlines
  • 25/9-27/9
  • Nonstop
  • 4h 43m total
  • New York to Chicago
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Southwest
  • Southwest
  • 18/11
  • 1 total stop
  • 7h 10m total
  • New York to Chicago
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Highest demand for flights based on searches. 4% potential increase in price (₹ 81,102 potential increase over avg. return price).
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Cheapest flight prices on average. 1% potential price decrease (₹ 30,848 potential savings vs. average return price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from New York (NYC) to Chicago (CHI).
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Price to beat on a one-way flight from New York (NYC) to Chicago (CHI).
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Find flight deals from New York to Chicago

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 12 septiembre 2025.

vie. 26/910:59LGA - ORD
1 stop7h 40mSpirit Airlines
sáb. 27/911:12ORD - LGA
Nonstop2h 05mSpirit Airlines
Deal found 11/9₹ 11,566
mié. 24/915:13LGA - ORD
Nonstop2h 38mSpirit Airlines
mar. 30/911:13ORD - LGA
Nonstop2h 05mSpirit Airlines
Deal found 11/9₹ 11,742
sáb. 27/907:28LGA - ORD
Nonstop2h 37mUnited Airlines
sáb. 4/1007:00ORD - LGA
Nonstop2h 16mUnited Airlines
Deal found 12/9₹ 12,096
jue. 25/909:59LGA - ORD
1 stop9h 51mSpirit Airlines
sáb. 27/906:30ORD - LGA
1 stop12h 59mSpirit Airlines
Deal found 12/9₹ 12,184
mar. 21/1007:20LGA - ORD
1 stop9h 00mSouthwest
mié. 22/1012:40ORD - LGA
1 stop9h 40mSouthwest
Deal found 11/9₹ 12,272
mié. 8/1016:28LGA - ORD
Nonstop2h 37mUnited Airlines
vie. 17/1018:30ORD - LGA
Nonstop2h 24mUnited Airlines
Deal found 11/9₹ 12,449
mar. 30/908:25LGA - ORD
Nonstop2h 37mUnited Airlines
dom. 5/1006:00ORD - LGA
Nonstop2h 16mUnited Airlines
Deal found 11/9₹ 12,714
vie. 26/910:59LGA - ORD
1 stop7h 40mMultiple Airlines
vie. 26/920:49ORD - LGA
1 stop14h 12mMultiple Airlines
Deal found 11/9₹ 12,802
lun. 20/1015:29LGA - ORD
Nonstop2h 44mSpirit Airlines
vie. 24/1011:13ORD - LGA
Nonstop1h 55mSpirit Airlines
Deal found 12/9₹ 12,890
vie. 26/920:30LGA - ORD
Nonstop2h 37mUnited Airlines
lun. 29/920:00ORD - LGA
Nonstop2h 24mUnited Airlines
Deal found 12/9₹ 12,978
lun. 29/920:30LGA - ORD
Nonstop2h 37mUnited Airlines
vie. 3/1014:00ORD - LGA
Nonstop2h 17mUnited Airlines
Deal found 12/9₹ 13,332
sáb. 18/1006:59EWR - ORD
Nonstop2h 38mUnited Airlines
dom. 19/1006:00ORD - EWR
Nonstop2h 15mUnited Airlines
Deal found 11/9₹ 15,009

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 12 septiembre 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

mar. 28/10

07:20-15:20

1 stop9h 00m

Chicago O'Hare Intl

mié. 29/10

15:10-22:30

1 stop6h 20m

₹ 12,272

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mié. 22/10

11:20-12:57

Nonstop2h 37m

Chicago O'Hare Intl

vie. 24/10

18:30-21:54

Nonstop2h 24m

₹ 12,449

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mié. 29/10

11:15-12:57

Nonstop2h 42m

Chicago O'Hare Intl

dom. 2/11

05:00-08:07

Nonstop2h 07m

₹ 12,449

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

jue. 13/11

13:24-14:56

Nonstop2h 32m

Chicago O'Hare Intl

jue. 13/11

19:05-22:14

Nonstop2h 09m

₹ 12,890

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mié. 10/12

06:00-09:36

1 stop4h 36m

Chicago O'Hare Intl

mié. 17/12

12:00-15:11

Nonstop2h 11m

₹ 13,332

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

sáb. 6/12

06:25-12:15

1 stop6h 50m

Chicago O'Hare Intl

mié. 10/12

14:15-21:55

1 stop6h 40m

₹ 13,685

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

jue. 25/9

15:13-16:51

Nonstop2h 38m

Chicago O'Hare Intl

lun. 29/9

06:30-20:29

1 stop12h 59m

₹ 13,861

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mar. 30/9

06:00-12:45

1 stop7h 45m

Chicago O'Hare Intl

mar. 30/9

15:10-21:00

1 stop4h 50m

₹ 14,479

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

vie. 13/2

21:10-22:37

Nonstop2h 27m

Chicago O'Hare Intl

dom. 15/2

08:45-14:18

1 stop4h 33m

₹ 14,568

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

jue. 25/9

06:30-07:57

Nonstop2h 27m

Chicago O'Hare Intl

jue. 2/10

09:25-12:38

Nonstop2h 13m

₹ 14,744

Flights are sorted by cheapest return flights first.

Deals found on 11/9

Showing 1-10 of 44 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 29 August 2025.

Booking 35 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, October is the cheapest month in which you can book a flight from New York to Chicago (average of ₹ 965). Flying from New York to Chicago in August is currently the most expensive (average of ₹ 1,269). 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 12 septiembre 2025.

It’s optimal to fly from New York to Chicago in the evening. By choosing this option you can save up to 41% 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 7 September 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 afternoons 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 12 septiembre 2025.

The most flights from NYC to CHI are scheduled on a Friday (188 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (83 on average).

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

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 12 septiembre 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
10,000 reviews
Check prices

Overall

7.2

Entertainment

6.9

Comfort

7.2

Crew

8.0

Food

6.4

Boarding

7.5

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
10,000 reviews
American Airlines
7.2
Good
10,000 reviews
Check prices

Overall

7.2

Entertainment

6.9

Comfort

7.2

Crew

8.0

Food

6.4

Boarding

7.5

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
8,023 reviews
American Airlines
7.2
Good
10,000 reviews
Check prices

Overall

7.2

Entertainment

6.9

Comfort

7.2

Crew

8.0

Food

6.4

Boarding

7.5

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 ₹ 12,449, Southwest can have you in Chicago from New York in 2h 37m. 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 is the cheapest airline to fly from New York to Chicago round-trip?

    Currently priced at ₹ 7,819, 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 62% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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 LATAM Airlines (93%), China Airlines (92%) and Republic Airways (80%).

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

    Looking at all options, your cheapest flight can be booked for ₹ 3,890. While the most popular route (Newark - Chicago O'Hare Intl) can be booked for ₹ 22,072 on average, our data indicates ₹ 21,169 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, October is the cheapest month in which you can book a flight from New York to Chicago (average of ₹ 965). Flying from New York to Chicago in August is currently the most expensive (average of ₹ 1,269). 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 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 12 septiembre 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest₹ 7,819Average₹ 20,819FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

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