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Cheap flights from New York to Chicago from $140

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 10/7. 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 Saturday or Monday and return on a Wednesday

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

$184

One-way from

$140

Popular in

December

Cheapest in

September

Average price

$361

Good round-trip deal

$1,208 or less

Good one-way deal

$84 or less
Spirit Airlines
  • Spirit Airlines
  • 6/5-7/5
  • 1 total stop
  • 15h 54m total
  • New York to Chicago
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United Airlines
  • United Airlines
  • 10/7
  • Nonstop
  • 2h 38m total
  • New York to Chicago
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($16 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease ($14 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.

Tue 6/505:30EWR - ORD
Nonstop2h 33mSpirit Airlines
Wed 7/518:46ORD - EWR
1 stop13h 21mSpirit Airlines
Deal found 16/4$184
Sat 24/518:30EWR - ORD
1 stop5h 47mDelta
Wed 28/515:33ORD - EWR
1 stop6h 55mDelta
Deal found 17/4$246
Wed 17/908:00EWR - ORD
Nonstop2h 37mUnited Airlines
Sat 20/910:45ORD - EWR
Nonstop2h 24mUnited Airlines
Deal found 17/4$250
Mon 5/507:19EWR - ORD
Nonstop2h 42mAmerican Airlines
Thu 8/507:02ORD - EWR
Nonstop2h 25mAmerican Airlines
Deal found 17/4$396
Sun 4/511:41EWR - ORD
1 stop8h 28mSun Country Air
Thu 8/520:05ORD - EWR
1 stop13h 39mSun Country Air
Deal found 17/4$526
Sat 3/516:00EWR - ORD
1 stop26h 00mAlaska Airlines
Mon 5/515:44ORD - EWR
1 stop22h 15mAlaska Airlines
Deal found 17/4$688
Mon 19/514:50EWR - ORD
2 stops19h 00mMultiple Airlines
Wed 21/511:45ORD - EWR
2 stops9h 19mMultiple Airlines
Deal found 17/4$710

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 647,157 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

NewarkChicago

EWR - ORD

EWRORD

Newark

Tue 6/5

05:30-07:03

Nonstop2h 33m

Chicago O'Hare Intl

Wed 7/5

18:46-09:07

1 stop13h 21m

$184

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

$246

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

$250

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

$396

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

$526

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 3/5

16:00-17:00

1 stop26h 00m

Chicago O'Hare Intl

Mon 5/5

15:44-14:59

1 stop22h 15m

$688

NewarkChicago

EWR - ORD

EWRORD

Newark

Mon 19/5

14:50-08:50

2 stops19h 00m

Chicago O'Hare Intl

Wed 21/5

11:45-22:04

2 stops9h 19m

$710

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 10/7

06:00-07:38

Nonstop2h 38m

$140

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 7/5

12:00-16:47

1 stop5h 47m

$155

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 24/4

05:30-10:36

1 stop6h 06m

$243

Flights are sorted by cheapest return flights first.

Deals found on 17/4

Showing 1-10 of 12 results
1
2

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.

The best time to book flights from New York to Chicago is 35 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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.

When flying from New York to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 86% versus 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 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, Delta and United Airlines from New York to Chicago by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very Good
9,887 reviews
Check prices

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

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

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

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
7,917 reviews
Alaska Airlines
8.0
Very Good
9,887 reviews
Check prices

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

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

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

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

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Sun Country Air
6.9
Okay
349 reviews
Alaska Airlines
8.0
Very Good
9,887 reviews
Check prices

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

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?

    Cheapflights users have booked flights from New York to Chicago round-trip from $184. Other airlines that can offer you cheap pricing are Delta, from $246, and United Airlines, from $250. You may be able to fly from New York to Chicago for 48% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from New York to Chicago one-way?

    The cheapet airlines for a one-way flight from New York to Chicago are United Airlines ($140), Delta ($155), and American Airlines ($243).

  • What are the most reliable airlines from New York to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from New York to Chicago on time: GOL (88%), Kenya Airways (85%), Republic Airways (84%).

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

    The cheapest flight price from New York to Chicago is $117. On average you can expect to pay $686. The most popular route, (Newark - Chicago O'Hare Intl), can usually be booked for $132.

  • 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.

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

Fly with Cheapflights

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Why should you use Cheapflights to find cheap flight tickets from New York to Chicago?

Cheapflights helps you find that perfect flight to Chicago from New York by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

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Yes, we can. To see specific flights from New York to Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from New York to Chicago become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Chicago from New York today and book when prices fit your budget.

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