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Cheap flights from New York to Chicago from ₹ 5,935

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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
19 Jun — 26 Jun1
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 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 14 June 2025.

Round-trip from

₹ 11,784

One-way from

₹ 5,935

Popular in

December

Cheapest in

September

Average price

₹ 23,052

Good round-trip deal

₹ 11,870 or less

Good one-way deal

₹ 5,926 or less
Delta
  • Delta
  • 1/7-16/7
  • Nonstop
  • 5h 26m total
  • New York to Chicago
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United Airlines
  • United Airlines
  • 5/7
  • Nonstop
  • 2h 39m total
  • New York to Chicago
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Highest demand for flights based on searches. 1% potential increase in price (₹ 33,225 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (₹ 34,469 potential savings vs. average return price).
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Average for round-trip flights in June 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 14 June 2025.

Tue 1/709:50LGA - ORD
Nonstop2h 55mDelta
Wed 16/718:59ORD - LGA
Nonstop2h 31mDelta
Deal found 12/6₹ 11,784
Wed 27/809:18LGA - ORD
Nonstop2h 37mUnited Airlines
Sun 31/806:00ORD - LGA
Nonstop2h 16mUnited Airlines
Deal found 12/6₹ 11,870
Tue 2/908:20LGA - ORD
Nonstop2h 41mAmerican Airlines
Fri 5/920:20ORD - LGA
Nonstop2h 14mAmerican Airlines
Deal found 13/6₹ 12,128
Tue 12/821:59EWR - ORD
Nonstop2h 42mUnited Airlines
Fri 15/806:00ORD - EWR
Nonstop2h 13mUnited Airlines
Deal found 14/6₹ 12,300
Tue 2/905:55LGA - ORD
1 stop11h 15mSpirit Airlines
Fri 5/920:12ORD - LGA
Nonstop2h 19mSpirit Airlines
Deal found 13/6₹ 12,730
Wed 16/706:00LGA - ORD
1 stop7h 45mSouthwest
Sat 19/713:50ORD - LGA
1 stop8h 30mSouthwest
Deal found 13/6₹ 13,504
Tue 8/705:59EWR - ORD
1 stop11h 39mFrontier
Tue 15/717:38ORD - EWR
1 stop6h 06mFrontier
Deal found 14/6₹ 13,762
Wed 9/706:00EWR - ORD
1 stop5h 16mDelta
Wed 16/711:01ORD - EWR
1 stop3h 54mDelta
Deal found 11/6₹ 14,364
Fri 20/620:00EWR - ORD
1 stop12h 24mSpirit Airlines
Sat 21/621:28ORD - EWR
Nonstop2h 18mSpirit Airlines
Deal found 12/6₹ 20,127
Sat 30/819:33EWR - ORD
Nonstop2h 48mAmerican Airlines
Mon 1/920:30ORD - EWR
Nonstop2h 29mAmerican Airlines
Deal found 14/6₹ 20,299
Wed 12/1107:30EWR - ORD
1 stop17h 29mAlaska Airlines
Wed 19/1115:20ORD - EWR
1 stop13h 39mAlaska Airlines
Deal found 11/6₹ 27,009

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 14 June 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 1/7

09:50-11:45

Nonstop2h 55m

Chicago O'Hare Intl

Wed 16/7

18:59-22:30

Nonstop2h 31m

₹ 11,784

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 27/8

09:18-10:55

Nonstop2h 37m

Chicago O'Hare Intl

Sun 31/8

06:00-09:16

Nonstop2h 16m

₹ 11,870

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 2/9

08:20-10:01

Nonstop2h 41m

Chicago O'Hare Intl

Fri 5/9

20:20-23:34

Nonstop2h 14m

₹ 12,128

NewarkChicago

EWR - ORD

EWRORD

Newark

Tue 12/8

21:59-23:41

Nonstop2h 42m

Chicago O'Hare Intl

Fri 15/8

06:00-09:13

Nonstop2h 13m

₹ 12,300

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 2/9

05:55-16:10

1 stop11h 15m

Chicago O'Hare Intl

Fri 5/9

20:12-23:31

Nonstop2h 19m

₹ 12,730

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 16/7

06:00-12:45

1 stop7h 45m

Chicago O'Hare Intl

Sat 19/7

13:50-23:20

1 stop8h 30m

₹ 13,504

NewarkChicago

EWR - ORD

EWRORD

Newark

Tue 8/7

05:59-16:38

1 stop11h 39m

Chicago O'Hare Intl

Tue 15/7

17:38-00:44

1 stop6h 06m

₹ 13,762

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 9/7

06:00-10:16

1 stop5h 16m

Chicago O'Hare Intl

Wed 16/7

11:01-15:55

1 stop3h 54m

₹ 14,364

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 30/8

19:33-21:21

Nonstop2h 48m

Chicago O'Hare Intl

Mon 1/9

20:30-23:59

Nonstop2h 29m

₹ 20,299

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 12/11

07:30-23:59

1 stop17h 29m

Chicago O'Hare Intl

Wed 19/11

15:20-05:59

1 stop13h 39m

₹ 27,009

Flights are sorted by cheapest return flights first.

Deals found on 13/6

Showing 1-10 of 23 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 9 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 ₹ 1,403). 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 14 June 2025.

It’s optimal to fly from New York to Chicago in the evening. By choosing this option you can save up to 46% 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 8 June 2025.

Travellers seeking maximum savings on their New York to Chicago flight should consider departing on Tuesday 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 14 June 2025.

The most flights from NYC to CHI are scheduled on a Wednesday (175 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (111 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 14 June 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
10,000 reviews
Check prices

Boarding

8.1

Entertainment

7.1

Food

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very Good
10,000 reviews
Alaska Airlines
8.0
Very Good
10,000 reviews
Check prices

Boarding

8.1

Entertainment

7.1

Food

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very Good
4,283 reviews
Alaska Airlines
8.0
Very Good
10,000 reviews
Check prices

Boarding

8.1

Entertainment

7.1

Food

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very Good
7,958 reviews
Alaska Airlines
8.0
Very Good
10,000 reviews
Check prices

Boarding

8.1

Entertainment

7.1

Food

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,793 reviews
Alaska Airlines
8.0
Very Good
10,000 reviews
Check prices

Boarding

8.1

Entertainment

7.1

Food

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very Good
10,000 reviews
Check prices

Boarding

8.1

Entertainment

7.1

Food

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 ₹ 11,784, Delta will fly you from New York to Chicago and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and American Airlines - these airlines can fly you to your destination from ₹ 11,870 and ₹ 12,128, respectively. Delta 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 ₹ 5,935. Users have also found prices from ₹ 6,795 and ₹ 7,311 on Southwest 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 Qatar Airways (85%), Etihad Airways (85%) and China Airlines (84%).

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

    Looking at all options, your cheapest flight can be booked for ₹ 5,030. While the most popular route (Newark - Chicago O'Hare Intl) can be booked for ₹ 16,859 on average our data indicates ₹ 16,298 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

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 3 airlines flying from New York to Chicago

Discover the top 3 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 14 June 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest₹ 5,938Average₹ 8,999FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
American AirlinesCheapest₹ 7,617Average₹ 18,756FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest₹ 10,614Average₹ 23,824FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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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.

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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