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Cheap flights from New York to Chicago from ₹ 5,896

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 25/5. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
23 Apr — 30 Apr1
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 Wednesday or Saturday 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 18 April 2025.

Round-trip from

₹ 10,596

One-way from

₹ 5,896

Popular in

December

Cheapest in

September

Average price

₹ 19,654

Good round-trip deal

₹ 13,712 or less

Good one-way deal

₹ 5,126 or less
Spirit Airlines
  • Spirit Airlines
  • 5/6-9/6
  • Nonstop
  • 4h 53m total
  • New York to Chicago
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United Airlines
  • United Airlines
  • 25/5
  • Nonstop
  • 2h 38m total
  • New York to Chicago
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (₹ 49,781 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (₹ 36,269 potential savings vs. average return price).
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Average for round-trip flights in April 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 18 April 2025.

Wed 28/507:15LGA - ORD
Nonstop2h 41mDelta
Wed 28/518:55ORD - LGA
Nonstop2h 22mDelta
Deal found 16/4₹ 11,707
Sat 24/518:30EWR - ORD
1 stop5h 47mDelta
Wed 28/515:33ORD - EWR
1 stop6h 55mDelta
Deal found 17/4₹ 13,416
Wed 17/908:00EWR - ORD
Nonstop2h 37mUnited Airlines
Sat 20/910:45ORD - EWR
Nonstop2h 24mUnited Airlines
Deal found 17/4₹ 13,587
Wed 28/506:00LGA - ORD
1 stop4h 38mUnited Airlines
Wed 28/518:30ORD - LGA
Nonstop2h 24mUnited Airlines
Deal found 16/4₹ 14,270
Thu 31/705:45EWR - ORD
1 stop12h 00mSpirit Airlines
Fri 1/817:10ORD - EWR
Nonstop2h 18mSpirit Airlines
Deal found 17/4₹ 18,629
Fri 9/507:25LGA - ORD
1 stop10h 20mSouthwest
Sun 11/507:00ORD - LGA
1 stop7h 55mSouthwest
Deal found 17/4₹ 19,056
Wed 14/512:55LGA - ORD
Nonstop2h 35mAmerican Airlines
Fri 16/520:15ORD - LGA
Nonstop2h 17mAmerican Airlines
Deal found 17/4₹ 20,423
Thu 31/717:35LGA - ORD
Nonstop2h 42mSpirit Airlines
Fri 1/820:12ORD - LGA
Nonstop2h 19mSpirit Airlines
Deal found 17/4₹ 20,765
Mon 5/507:19EWR - ORD
Nonstop2h 42mAmerican Airlines
Thu 8/507:02ORD - EWR
Nonstop2h 25mAmerican Airlines
Deal found 17/4₹ 21,534
Sun 4/511:41EWR - ORD
1 stop8h 28mSun Country Air
Thu 8/520:05ORD - EWR
1 stop13h 39mSun Country Air
Deal found 17/4₹ 28,626
Sat 3/516:00EWR - ORD
1 stop26h 00mAlaska Airlines
Mon 5/515:44ORD - EWR
1 stop22h 15mAlaska Airlines
Deal found 17/4₹ 37,428

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 18 April 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

Wed 28/5

07:15-08:56

Nonstop2h 41m

Chicago O'Hare Intl

Wed 28/5

18:55-22:17

Nonstop2h 22m

₹ 11,707

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 24/5

18:30-23:17

1 stop5h 47m

Chicago O'Hare Intl

Wed 28/5

15:33-23:28

1 stop6h 55m

₹ 13,416

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 17/9

08:00-09:37

Nonstop2h 37m

Chicago O'Hare Intl

Sat 20/9

10:45-14:09

Nonstop2h 24m

₹ 13,587

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 28/5

06:00-09:38

1 stop4h 38m

Chicago O'Hare Intl

Wed 28/5

18:30-21:54

Nonstop2h 24m

₹ 14,270

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 31/7

05:45-16:45

1 stop12h 00m

Chicago O'Hare Intl

Fri 1/8

17:10-20:28

Nonstop2h 18m

₹ 18,629

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 9/5

07:25-16:45

1 stop10h 20m

Chicago O'Hare Intl

Sun 11/5

07:00-15:55

1 stop7h 55m

₹ 19,056

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 14/5

12:55-14:30

Nonstop2h 35m

Chicago O'Hare Intl

Fri 16/5

20:15-23:32

Nonstop2h 17m

₹ 20,423

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 31/7

17:35-19:17

Nonstop2h 42m

Chicago O'Hare Intl

Fri 1/8

20:12-23:31

Nonstop2h 19m

₹ 20,765

NewarkChicago

EWR - ORD

EWRORD

Newark

Mon 5/5

07:19-09:01

Nonstop2h 42m

Chicago O'Hare Intl

Thu 8/5

07:02-10:27

Nonstop2h 25m

₹ 21,534

NewarkChicago

EWR - ORD

EWRORD

Newark

Sun 4/5

11:41-19:09

1 stop8h 28m

Chicago O'Hare Intl

Thu 8/5

20:05-10:44

1 stop13h 39m

₹ 28,626

Flights are sorted by cheapest return flights first.

Deals found on 17/4

Showing 1-10 of 25 results
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2
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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 11 April 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 ₹ 1,403). 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 18 April 2025.

It’s optimal to fly from New York to Chicago in the evening. By choosing this option you can save up to 43% 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 21 April 2024.

Travellers seeking maximum savings on their New York to Chicago flight should consider departing on Saturday at midday when fares are most often at their lowest. Wednesday 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 18 April 2025.

The most flights from NYC to CHI are scheduled on a Thursday (185 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (81 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 18 April 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest and Delta from New York to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very Good
9,887 reviews
Check prices

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very Good
9,887 reviews
Alaska Airlines
8.0
Very Good
9,887 reviews
Check prices

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very Good
4,280 reviews
Alaska Airlines
8.0
Very Good
9,887 reviews
Check prices

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very Good
7,916 reviews
Alaska Airlines
8.0
Very Good
9,887 reviews
Check prices

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very Good
9,887 reviews
Check prices

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very Good
9,887 reviews
Check prices

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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 ₹ 10,596, Spirit Airlines will fly you from New York to Chicago and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and United Airlines - these airlines can fly you to your destination from ₹ 11,707 and ₹ 13,587, respectively. Spirit Airlines is 45% 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 ₹ 5,896. Users have also found prices from ₹ 5,982 and ₹ 6,751 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 GOL (88%), Kenya Airways (85%) and Republic Airways (84%).

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

    Looking at all options, your cheapest flight can be booked for ₹ 7,591. While the most popular route (Newark - Chicago O'Hare Intl) can be booked for ₹ 10,596 on average our data indicates ₹ 15,241 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 ₹ 1,403). 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.
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 18 April 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest₹ 10,517Average₹ 17,393FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest₹ 20,175Average₹ 26,523FlexibilityNo cancel feeOn-time69%
Search United 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.

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.

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