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Cheap flights from New York to Chicago from ₹ 5,915

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 13/8. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
14 Jul — 21 Jul1
1 adult

Cheapflights Tip: The best prices from New York to Chicago are usually found in September or January, booked 35 days in advance, depart on a Saturday or Thursday 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 9 July 2025.

Round-trip from

₹ 11,916

One-way from

₹ 5,915

Popular in

December

Cheapest in

September

Average price

₹ 20,231

Good round-trip deal

₹ 21,139 or less

Good one-way deal

₹ 6,723 or less
Southwest
  • Southwest
  • 12/8-16/8
  • 2 total stops
  • 12h 35m total
  • New York to Chicago
United Airlines
  • United Airlines
  • 13/8
  • Nonstop
  • 2h 39m total
  • New York to Chicago
Highest demand for flights based on searches. 1% potential increase in price (₹ 22,586 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (₹ 33,565 potential savings vs. average return price).
Average for round-trip flights in July 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).

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 9 July 2025.

Tue 12/806:00LGA - ORD
1 stop7h 45mSouthwest
Sat 16/814:55ORD - LGA
1 stop4h 50mSouthwest
Deal found 6/7₹ 11,916
Sat 26/718:30LGA - ORD
Nonstop2h 30mSpirit Airlines
Tue 29/705:51ORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 6/7₹ 12,002
Sat 4/1018:33EWR - ORD
Nonstop2h 41mUnited Airlines
Mon 6/1021:23ORD - EWR
Nonstop2h 22mUnited Airlines
Deal found 7/7₹ 12,173
Tue 26/818:55LGA - ORD
Nonstop2h 52mDelta
Tue 2/907:10ORD - LGA
Nonstop2h 15mDelta
Deal found 8/7₹ 12,602
Sun 31/807:10EWR - ORD
1 stop8h 09mDelta
Wed 10/907:15ORD - EWR
1 stop3h 48mDelta
Deal found 8/7₹ 13,459
Tue 22/721:30LGA - ORD
Nonstop2h 39mUnited Airlines
Mon 25/806:00ORD - LGA
Nonstop2h 16mUnited Airlines
Deal found 8/7₹ 13,631
Tue 22/710:12EWR - ORD
1 stop14h 01mSpirit Airlines
Wed 23/705:05ORD - EWR
1 stop12h 15mSpirit Airlines
Deal found 8/7₹ 13,888

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 9 July 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

Tue 12/8

06:00-12:45

1 stop7h 45m

Chicago O'Hare Intl

Sat 16/8

14:55-20:45

1 stop4h 50m

₹ 11,916

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 26/7

18:30-20:00

Nonstop2h 30m

Chicago O'Hare Intl

Tue 29/7

05:51-09:00

Nonstop2h 09m

₹ 12,002

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 4/10

18:33-20:14

Nonstop2h 41m

Chicago O'Hare Intl

Mon 6/10

21:23-00:45

Nonstop2h 22m

₹ 12,173

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 26/8

18:55-20:47

Nonstop2h 52m

Chicago O'Hare Intl

Tue 2/9

07:10-10:25

Nonstop2h 15m

₹ 12,602

NewarkChicago

EWR - ORD

EWRORD

Newark

Sun 31/8

07:10-14:19

1 stop8h 09m

Chicago O'Hare Intl

Wed 10/9

07:15-12:03

1 stop3h 48m

₹ 13,459

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 22/7

21:30-23:09

Nonstop2h 39m

Chicago O'Hare Intl

Mon 25/8

06:00-09:16

Nonstop2h 16m

₹ 13,631

NewarkChicago

EWR - ORD

EWRORD

Newark

Tue 22/7

10:12-23:13

1 stop14h 01m

Chicago O'Hare Intl

Wed 23/7

05:05-18:20

1 stop12h 15m

₹ 13,888

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 13/8

07:00-08:39

Nonstop2h 39m

₹ 5,915

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 23/8

10:40-16:10

1 stop6h 30m

₹ 6,515

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 5/8

18:30-20:00

Nonstop2h 30m

₹ 6,601

Flights are sorted by cheapest return flights first.

Deals found on 9/7

Showing 1-10 of 17 results
1
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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 27 June 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 ₹ 973). Flying from New York to Chicago in August is currently the most expensive (average of ₹ 1,331). 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 9 July 2025.

It’s optimal to fly from New York to Chicago in the evening. By choosing this option you can save up to 47% 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 6 July 2025.

Travellers seeking maximum savings on their New York to Chicago flight should consider departing on Saturday evenings 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 9 July 2025.

The most flights from NYC to CHI are scheduled on a Monday (194 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (74 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 9 July 2025.
Check out reviews from past customers who have flown with Southwest, Delta, andUnited 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.

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.0

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.0

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very Good

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.0

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.0

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.0

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.0

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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

    Currently priced at ₹ 11,916, Southwest will fly you from New York to Chicago and back. In addition to Southwest, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Spirit Airlines and United Airlines - these airlines can fly you to your destination from ₹ 12,002 and ₹ 12,173, respectively. Southwest is 39% 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 ₹ 5,915. Users have also found prices from ₹ 6,515 and ₹ 6,687 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 Cathay Pacific (100%), China Airlines (84%) and American Airlines (80%).

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

    Looking at all options, your cheapest flight can be booked for ₹ 6,729. While the most popular route (Newark - Chicago O'Hare Intl) can be booked for ₹ 22,546 on average our data indicates ₹ 22,930 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 ₹ 973). Flying from New York to Chicago in August is currently the most expensive (average of ₹ 1,331). 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.

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 9 July 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest₹ 5,919Average₹ 8,969FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
American AirlinesCheapest₹ 10,550Average₹ 19,299FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

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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.

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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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