Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from New York to Chicago from ₹ 6,409

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 24/5. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
26 Feb — 5 Mar1
1 adult

The best prices from New York to Chicago are usually found in September or January, booked 84 days in advance, depart on a Saturday or Wednesday and return on a Tuesday

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 21 February 2025.

Round-trip from

₹ 10,393

One-way from

₹ 6,409

Popular in

December

Cheapest in

September

Average price

₹ 17,928

Good round-trip deal

₹ 7,670 or less

Good one-way deal

₹ 3,819 or less
Spirit Airlines
  • Spirit Airlines
  • 26/3-26/3
  • 2 total stops
  • 24h 37m total
  • New York to Chicago
Search Deals
United Airlines
  • United Airlines
  • 24/5
  • Nonstop
  • 2h 42m total
  • New York to Chicago
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (₹ 59,256 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (₹ 38,701 potential savings vs. average return price).
Search Deals
Average for round-trip flights in February 2025
Search Deals
Price to beat on a round-trip flight from New York (NYC) to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from New York (NYC) to Chicago (CHI).
Search Deals

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 21 February 2025.

Wed 26/306:05EWR - ORD
1 stop13h 45mSpirit Airlines
Wed 26/321:08ORD - EWR
1 stop10h 52mSpirit Airlines
Deal found 20/2₹ 10,393
Sun 13/406:00LGA - ORD
Nonstop2h 40mDelta
Thu 17/406:00ORD - LGA
Nonstop2h 12mDelta
Deal found 20/2₹ 12,732
Sat 17/507:00EWR - ORD
Nonstop2h 40mUnited Airlines
Sat 24/506:00ORD - EWR
Nonstop2h 13mUnited Airlines
Deal found 21/2₹ 12,818
Fri 11/421:35LGA - ORD
Nonstop2h 41mUnited Airlines
Sun 13/408:00ORD - LGA
Nonstop2h 16mUnited Airlines
Deal found 20/2₹ 12,905
Tue 15/409:35EWR - ORD
1 stop4h 04mDelta
Tue 15/417:05ORD - EWR
1 stop4h 54mDelta
Deal found 20/2₹ 14,464
Fri 4/407:30LGA - ORD
1 stop8h 30mSouthwest
Tue 8/407:00ORD - LGA
1 stop10h 05mSouthwest
Deal found 19/2₹ 14,637
Wed 19/309:55LGA - ORD
1 stop7h 32mSpirit Airlines
Sat 22/322:27ORD - LGA
1 stop13h 37mSpirit Airlines
Deal found 21/2₹ 14,810
Thu 27/207:05EWR - ORD
Nonstop2h 47mAmerican Airlines
Sun 2/308:00ORD - EWR
Nonstop2h 15mAmerican Airlines
Deal found 20/2₹ 16,803
Sat 12/409:45LGA - ORD
1 stop5h 17mAmerican Airlines
Sun 13/406:16ORD - LGA
Nonstop2h 07mAmerican Airlines
Deal found 20/2₹ 21,393
Thu 24/411:44EWR - ORD
1 stop7h 35mSun Country Air
Sun 27/408:15ORD - EWR
1 stop25h 23mSun Country Air
Deal found 20/2₹ 25,550

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 21 February 2025.

Fly from

New York

Fly to

Chicago

Route

Depart

Return

Price

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 26/3

06:05-18:50

1 stop13h 45m

Chicago O'Hare Intl

Wed 26/3

21:08-09:00

1 stop10h 52m

₹ 10,393

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 13/4

06:00-07:40

Nonstop2h 40m

Chicago O'Hare Intl

Tue 15/4

08:45-11:57

Nonstop2h 12m

₹ 12,732

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 17/5

07:00-08:40

Nonstop2h 40m

Chicago O'Hare Intl

Sat 24/5

06:00-09:13

Nonstop2h 13m

₹ 12,818

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 11/4

21:35-23:16

Nonstop2h 41m

Chicago O'Hare Intl

Sun 13/4

08:00-11:16

Nonstop2h 16m

₹ 12,905

NewarkChicago

EWR - ORD

EWRORD

Newark

Tue 15/4

09:35-12:39

1 stop4h 04m

Chicago O'Hare Intl

Tue 15/4

17:05-22:59

1 stop4h 54m

₹ 14,464

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 4/4

07:30-15:00

1 stop8h 30m

Chicago O'Hare Intl

Tue 8/4

07:00-18:05

1 stop10h 05m

₹ 14,637

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 19/3

09:55-16:27

1 stop7h 32m

Chicago O'Hare Intl

Sat 22/3

22:27-13:04

1 stop13h 37m

₹ 14,810

NewarkChicago

EWR - ORD

EWRORD

Newark

Mon 3/3

07:05-08:52

Nonstop2h 47m

Chicago O'Hare Intl

Tue 4/3

17:59-20:57

Nonstop1h 58m

₹ 19,661

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 12/4

09:45-14:02

1 stop5h 17m

Chicago O'Hare Intl

Sun 13/4

06:16-09:23

Nonstop2h 07m

₹ 21,393

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 6/3

06:30-12:15

1 stop6h 45m

Chicago O'Hare Intl

Mon 10/3

13:15-21:15

1 stop7h 00m

₹ 25,290

Flights are sorted by cheapest return flights first.

Deals found on 20/2

Showing 1-10 of 24 results
1
2
3

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 14 February 2025.

Booking 84 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 21 February 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.

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 21 February 2025.

The most flights from NYC to CHI are scheduled on a Friday (182 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (49 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 21 February 2025.
Get a feel of what it's like to fly with Southwest, Alaska Airlines 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.
Southwest
8.1
Very Good
4,401 reviews
Check prices

Food

7.1

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very Good
4,401 reviews
Southwest
8.1
Very Good
4,401 reviews
Check prices

Food

7.1

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very Good
9,700 reviews
Southwest
8.1
Very Good
4,401 reviews
Check prices

Food

7.1

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very Good
8,212 reviews
Southwest
8.1
Very Good
4,401 reviews
Check prices

Food

7.1

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,069 reviews
Southwest
8.1
Very Good
4,401 reviews
Check prices

Food

7.1

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,759 reviews
Southwest
8.1
Very Good
4,401 reviews
Check prices

Food

7.1

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 ₹ 10,393, 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 ₹ 12,732 and ₹ 12,818, respectively. Spirit Airlines is 46% 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 ₹ 6,409. Users have also found prices from ₹ 6,669 and ₹ 6,756 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 Royal Air Maroc (100%), Royal Jordanian (100%) and Air Europa (93%).

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

    Looking at all options, your cheapest flight can be booked for ₹ 7,215. While the most popular route (Newark - Chicago O'Hare Intl) can be booked for ₹ 16,196 on average our data indicates ₹ 9,553 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 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 21 February 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest₹ 10,659Average₹ 17,629FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest₹ 20,449Average₹ 29,010FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from New York to Chicago?

Cheapflights makes it easy to find New York to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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.

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.