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Cheap flights from New York to Chicago from ₹ 6,541

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 26/3. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
18 Mar — 25 Mar1
1 adult

The best prices from New York to Chicago are usually found in September or January, booked 61 days in advance, depart on a Wednesday or Saturday 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 13 March 2025.

Round-trip from

₹ 8,459

One-way from

₹ 6,541

Popular in

December

Cheapest in

September

Average price

₹ 21,628

Good round-trip deal

₹ 7,723 or less

Good one-way deal

₹ 2,964 or less
Spirit Airlines
  • Spirit Airlines
  • 3/4-7/4
  • Nonstop
  • 5h 01m total
  • New York to Chicago
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United Airlines
  • United Airlines
  • 26/3
  • Nonstop
  • 2h 56m total
  • New York to Chicago
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (₹ 59,482 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (₹ 39,153 potential savings vs. average return price).
Search Deals
Average for round-trip flights in March 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).
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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 13 March 2025.

Thu 3/405:50EWR - ORD
Nonstop2h 44mSpirit Airlines
Mon 7/417:22ORD - EWR
Nonstop2h 17mSpirit Airlines
Deal found 11/3₹ 8,459
Mon 12/509:55LGA - ORD
1 stop8h 46mSpirit Airlines
Mon 19/513:41ORD - LGA
1 stop7h 52mSpirit Airlines
Deal found 12/3₹ 10,465
Sun 20/406:05LGA - ORD
Nonstop2h 37mDelta
Wed 23/408:45ORD - LGA
Nonstop2h 12mDelta
Deal found 12/3₹ 12,471
Sat 24/520:30EWR - ORD
Nonstop2h 42mUnited Airlines
Tue 27/507:10ORD - EWR
Nonstop2h 18mUnited Airlines
Deal found 12/3₹ 13,692
Wed 2/413:00EWR - ORD
1 stop8h 44mDelta
Mon 7/410:25ORD - EWR
1 stop21h 16mDelta
Deal found 11/3₹ 13,866
Fri 30/521:30LGA - ORD
Nonstop2h 39mUnited Airlines
Sat 31/518:03ORD - LGA
Nonstop2h 20mUnited Airlines
Deal found 12/3₹ 14,303
Wed 11/607:29LGA - ORD
Nonstop2h 40mAmerican Airlines
Wed 18/606:00ORD - LGA
Nonstop2h 02mAmerican Airlines
Deal found 12/3₹ 14,390
Wed 11/617:00LGA - ORD
1 stop25h 15mFrontier
Wed 18/605:50ORD - LGA
1 stop14h 09mFrontier
Deal found 12/3₹ 15,262
Wed 11/617:00LGA - ORD
1 stop25h 15mMultiple Airlines
Wed 18/620:12ORD - LGA
Nonstop2h 19mMultiple Airlines
Deal found 12/3₹ 17,442
Mon 7/419:30EWR - ORD
Nonstop2h 42mAmerican Airlines
Wed 9/410:16ORD - EWR
Nonstop2h 14mAmerican Airlines
Deal found 12/3₹ 17,529
Thu 8/507:15LGA - ORD
1 stop6h 30mSouthwest
Fri 9/507:00ORD - LGA
1 stop8h 00mSouthwest
Deal found 12/3₹ 18,576
Thu 9/1011:48EWR - ORD
1 stop7h 57mSun Country Air
Mon 13/1011:41ORD - EWR
1 stop22h 02mSun Country Air
Deal found 12/3₹ 25,727

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 13 March 2025.

Fly from

New York

Fly to

Chicago

Route

Depart

Return

Price

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 3/4

05:50-07:34

Nonstop2h 44m

Chicago O'Hare Intl

Mon 7/4

17:22-20:39

Nonstop2h 17m

₹ 8,459

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 12/5

09:55-17:41

1 stop8h 46m

Chicago O'Hare Intl

Mon 19/5

13:41-22:33

1 stop7h 52m

₹ 10,465

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 20/4

06:05-07:42

Nonstop2h 37m

Chicago O'Hare Intl

Wed 23/4

08:45-11:57

Nonstop2h 12m

₹ 12,471

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 24/5

20:30-22:12

Nonstop2h 42m

Chicago O'Hare Intl

Tue 27/5

07:10-10:28

Nonstop2h 18m

₹ 13,692

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 2/4

13:00-20:44

1 stop8h 44m

Chicago O'Hare Intl

Mon 7/4

10:25-08:41

1 stop21h 16m

₹ 13,866

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 30/5

21:30-23:09

Nonstop2h 39m

Chicago O'Hare Intl

Sat 31/5

18:03-21:23

Nonstop2h 20m

₹ 14,303

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 11/6

07:29-09:09

Nonstop2h 40m

Chicago O'Hare Intl

Wed 18/6

06:00-09:02

Nonstop2h 02m

₹ 14,390

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 11/6

17:00-17:15

1 stop25h 15m

Chicago O'Hare Intl

Wed 18/6

05:50-20:59

1 stop14h 09m

₹ 15,262

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 11/6

17:00-17:15

1 stop25h 15m

Chicago O'Hare Intl

Wed 18/6

20:12-23:31

Nonstop2h 19m

₹ 17,442

NewarkChicago

EWR - ORD

EWRORD

Newark

Mon 7/4

19:30-21:12

Nonstop2h 42m

Chicago O'Hare Intl

Wed 9/4

10:16-13:30

Nonstop2h 14m

₹ 17,529

Flights are sorted by cheapest return flights first.

Deals found on 12/3

Showing 1-10 of 26 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 7 March 2025.

Booking 61 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 13 March 2025.

It’s optimal to fly from New York to Chicago in the evening. By choosing this option you can save up to 49% 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 Thursday evenings when fares are most often at their lowest. Friday 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 13 March 2025.

The most flights from NYC to CHI are scheduled on a Wednesday (181 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (50 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 13 March 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
4,292 reviews
Check prices

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Southwest
8.1
Very Good
4,292 reviews
Southwest
8.1
Very Good
4,292 reviews
Check prices

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Alaska Airlines
8.0
Very Good
9,735 reviews
Southwest
8.1
Very Good
4,292 reviews
Check prices

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Delta
8.0
Very Good
7,953 reviews
Southwest
8.1
Very Good
4,292 reviews
Check prices

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

United Airlines
7.4
Good
8,623 reviews
Southwest
8.1
Very Good
4,292 reviews
Check prices

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

JetBlue
7.3
Good
2,953 reviews
Southwest
8.1
Very Good
4,292 reviews
Check prices

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 ₹ 8,459, 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 ₹ 12,471 and ₹ 13,692, respectively. Spirit Airlines is 56% 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 ₹ 6,541. Users have also found prices from ₹ 6,890 and ₹ 9,506 on Delta and American Airlines, 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 (94%).

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

    Looking at all options, your cheapest flight can be booked for ₹ 6,496. While the most popular route (New York LaGuardia - Chicago O'Hare Intl) can be booked for ₹ 25,640 on average our data indicates ₹ 23,951 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 13 March 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest₹ 10,733Average₹ 17,751FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest₹ 20,590Average₹ 27,068FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

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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.

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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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