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Cheap flights from New York to Chicago from ₹ 6,280

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 15/1. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
22 Dec — 29 Dec1
1 adult

The best prices from New York to Chicago are usually found in September or January, booked 50 days in advance, depart on a Monday or Tuesday 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 17 December 2024.

Round-trip from

₹ 11,373

One-way from

₹ 6,280

Popular in

December

Cheapest in

September

Average price

₹ 25,461
United Airlines
  • United Airlines
  • 15/1-15/1
  • Nonstop
  • 5h 00m total
  • New York to Chicago
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United Airlines
  • United Airlines
  • 15/1
  • Nonstop
  • 2h 32m total
  • New York to Chicago
Search Deals
High demand for flights, 6% potential price rise
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Best time to find cheap flights, 2% potential price drop
Search Deals
Average for round-trip flights in December 2024
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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 17 December 2024.

Tue 31/1220:10EWR - ORD
Nonstop2h 42mUnited Airlines
Tue 7/118:20ORD - EWR
Nonstop2h 21mUnited Airlines
Deal found 17/12₹ 19,690
Sat 28/1206:00EWR - ORD
1 stop4h 09mDelta
Tue 7/116:15ORD - EWR
1 stop6h 26mDelta
Deal found 17/12₹ 25,546
Wed 18/1216:40LGA - ORD
Nonstop2h 51mDelta
Sat 18/114:45ORD - LGA
Nonstop2h 14mDelta
Deal found 16/12₹ 26,310
Tue 31/1221:45LGA - ORD
1 stop14h 00mSouthwest
Sun 5/114:55ORD - LGA
2 stops7h 00mSouthwest
Deal found 16/12₹ 29,620
Thu 26/1219:29LGA - ORD
1 stop4h 56mUnited Airlines
Fri 3/118:08ORD - LGA
1 stop4h 22mUnited Airlines
Deal found 15/12₹ 30,214
Mon 16/1209:30LGA - ORD
1 stop7h 23mJetBlue
Tue 21/107:00ORD - LGA
1 stop5h 20mJetBlue
Deal found 16/12₹ 37,088
Wed 18/1210:15LGA - ORD
Nonstop2h 52mAmerican Airlines
Wed 18/1214:55ORD - LGA
1 stop4h 03mAmerican Airlines
Deal found 15/12₹ 38,446
Thu 19/1214:52EWR - ORD
1 stop8h 01mSpirit Airlines
Tue 24/1213:24ORD - EWR
Nonstop2h 16mSpirit Airlines
Deal found 16/12₹ 39,125
Wed 18/1207:07EWR - ORD
Nonstop2h 54mAmerican Airlines
Wed 18/1212:25ORD - EWR
1 stop5h 02mAmerican Airlines
Deal found 16/12₹ 41,332
Fri 20/1221:05LGA - ORD
Nonstop2h 38mSpirit Airlines
Sun 22/1216:45ORD - LGA
Nonstop2h 15mSpirit Airlines
Deal found 16/12₹ 46,169
Wed 18/1211:50EWR - ORD
1 stop6h 35mSun Country Air
Thu 19/1211:47ORD - EWR
1 stop20h 19mSun Country Air
Deal found 15/12₹ 51,177

Find flights from New York to Chicago within your budget

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 17 December 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 15/1

06:00-07:44

Nonstop2h 44m

Chicago O'Hare Intl

Wed 15/1

10:50-14:06

Nonstop2h 16m

₹ 11,373

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 13/1

20:45-22:36

Nonstop2h 51m

Chicago O'Hare Intl

Thu 16/1

08:35-12:00

Nonstop2h 25m

₹ 12,306

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 17/1

19:29-23:15

1 stop4h 46m

Chicago O'Hare Intl

Sun 19/1

06:00-09:10

Nonstop2h 10m

₹ 13,325

NewarkChicago

EWR - ORD

EWRORD

Newark

Tue 21/1

13:00-18:25

1 stop6h 25m

Chicago O'Hare Intl

Sat 25/1

09:46-17:05

1 stop6h 19m

₹ 13,410

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 8/1

10:55-17:59

1 stop8h 04m

Chicago O'Hare Intl

Fri 10/1

07:00-13:20

1 stop5h 20m

₹ 16,804

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 22/1

18:29-20:13

Nonstop2h 44m

Chicago O'Hare Intl

Sun 26/1

08:40-11:56

Nonstop2h 16m

₹ 17,314

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 17/1

21:35-10:20

1 stop13h 45m

Chicago O'Hare Intl

Wed 22/1

15:10-22:40

2 stops6h 30m

₹ 19,605

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 5/6

11:41-19:11

1 stop8h 30m

Chicago O'Hare Intl

Sun 8/6

20:10-10:42

1 stop13h 32m

₹ 29,705

NewarkChicago

EWR - ORD

EWRORD

Newark

Tue 4/2

17:30-13:07

2 stops20h 37m

Chicago O'Hare Intl

Sat 8/2

18:55-14:29

1 stop18h 34m

₹ 34,712

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 15/1

21:25-22:57

Nonstop2h 32m

₹ 6,280

Flights are sorted by cheapest return flights first.

Deals found on 16/12

Showing 1-10 of 19 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.

Travel insights for flights from New York to Chicago

Get recent, data-driven insights about flights from New York to Chicago including ideal travel times, pricing trends, and more.

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 13 December 2024.

Booking 50 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 17 December 2024.

It’s optimal to fly from New York to Chicago in the morning. By choosing this option you can save up to 41% on the cost of your flight, compared to a flight in the evening.

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 17 December 2024.

The most flights from NYC to CHI are scheduled on a Tuesday (181 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 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 17 December 2024.
Get a feel of what it's like to fly with Delta, United Airlines and Alaska Airlines 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.
Southwest
8.1
Very Good
4,854 reviews
Check prices

Boarding

8.2

Food

7.2

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very Good
4,854 reviews
Southwest
8.1
Very Good
4,854 reviews
Check prices

Boarding

8.2

Food

7.2

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very Good
9,551 reviews
Southwest
8.1
Very Good
4,854 reviews
Check prices

Boarding

8.2

Food

7.2

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very Good
8,615 reviews
Southwest
8.1
Very Good
4,854 reviews
Check prices

Boarding

8.2

Food

7.2

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,280 reviews
Southwest
8.1
Very Good
4,854 reviews
Check prices

Boarding

8.2

Food

7.2

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,070 reviews
Southwest
8.1
Very Good
4,854 reviews
Check prices

Boarding

8.2

Food

7.2

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 ₹ 11,373, United Airlines will fly you from New York to Chicago and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and JetBlue - these airlines can fly you to your destination from ₹ 12,306 and ₹ 16,804, respectively. United Airlines is 41% 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 ₹ 6,280. Users have also found prices from ₹ 6,280 and ₹ 8,402 on Delta and JetBlue, 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 China Airlines (97%), Republic Airways (96%) and Kenya Airways (96%).

  • 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 17 December 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest₹ 10,445Average₹ 18,940FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest₹ 20,038Average₹ 26,342FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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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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