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Cheap flights from New York to Chicago from $126

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 19/4. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
5 Apr — 12 Apr1
1 adult

Cheapflights Tip: The best prices from New York to Chicago are usually found in September or January, booked 61 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 31 March 2025.

Round-trip from

$167

One-way from

$126

Popular in

December

Cheapest in

September

Average price

$410

Good round-trip deal

$1,223 or less

Good one-way deal

$74 or less
Spirit Airlines
  • Spirit Airlines
  • 29/4-6/5
  • 1 total stop
  • 14h 53m total
  • New York to Chicago
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Delta
  • Delta
  • 19/4
  • 1 total stop
  • 5h 18m total
  • New York to Chicago
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Highest demand for flights based on searches. 3% potential increase in price ($19 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 March 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 31 March 2025.

Tue 29/405:30EWR - ORD
Nonstop2h 33mSpirit Airlines
Tue 6/519:47ORD - EWR
1 stop12h 20mSpirit Airlines
Deal found 29/3$167
Wed 30/407:00EWR - ORD
Nonstop2h 40mUnited Airlines
Tue 6/506:00ORD - EWR
Nonstop2h 14mUnited Airlines
Deal found 30/3$253
Tue 29/410:51EWR - ORD
Nonstop2h 49mAmerican Airlines
Tue 6/507:02ORD - EWR
Nonstop2h 25mAmerican Airlines
Deal found 29/3$254
Sat 10/506:59EWR - ORD
1 stop6h 21mDelta
Wed 14/511:03ORD - EWR
1 stop4h 45mDelta
Deal found 30/3$285
Tue 6/520:59EWR - ORD
1 stop12h 51mMultiple Airlines
Sun 11/511:45ORD - EWR
2 stops9h 19mMultiple Airlines
Deal found 30/3$426
Fri 29/811:41EWR - ORD
1 stop8h 31mSun Country Air
Mon 1/920:10ORD - EWR
1 stop13h 36mSun Country Air
Deal found 30/3$565
Wed 30/415:29EWR - ORD
2 stops15h 36mAlaska Airlines
Fri 2/518:58ORD - EWR
1 stop18h 31mAlaska Airlines
Deal found 31/3$614

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 31 March 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 29/4

05:30-07:03

Nonstop2h 33m

Chicago O'Hare Intl

Tue 6/5

19:47-09:07

1 stop12h 20m

$167

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 30/4

07:00-08:40

Nonstop2h 40m

Chicago O'Hare Intl

Tue 6/5

06:00-09:14

Nonstop2h 14m

$253

NewarkChicago

EWR - ORD

EWRORD

Newark

Tue 29/4

10:51-12:40

Nonstop2h 49m

Chicago O'Hare Intl

Tue 6/5

07:02-10:27

Nonstop2h 25m

$254

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 10/5

06:59-12:20

1 stop6h 21m

Chicago O'Hare Intl

Wed 14/5

11:03-16:48

1 stop4h 45m

$285

NewarkChicago

EWR - ORD

EWRORD

Newark

Tue 6/5

20:59-08:50

1 stop12h 51m

Chicago O'Hare Intl

Sun 11/5

11:45-22:04

2 stops9h 19m

$426

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 29/8

11:41-19:12

1 stop8h 31m

Chicago O'Hare Intl

Mon 1/9

20:10-10:46

1 stop13h 36m

$565

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 30/4

15:29-06:05

2 stops15h 36m

Chicago O'Hare Intl

Fri 2/5

18:58-14:29

1 stop18h 31m

$614

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 19/4

12:46-17:04

1 stop5h 18m

$126

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 8/5

17:39-00:05

1 stop7h 26m

$138

NewarkChicago

EWR - ORD

EWRORD

Newark

Mon 7/7

08:00-09:39

Nonstop2h 39m

$151

Flights are sorted by cheapest return flights first.

Deals found on 29/3

Showing 1-10 of 14 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 28 March 2025.

The best time to book flights from New York to Chicago is 61 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 31 March 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 31 March 2025.

The most flights from NYC to CHI are scheduled on a Sunday (177 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (37 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 31 March 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
9,818 reviews
Check prices

Entertainment

7.1

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very Good
9,818 reviews
Alaska Airlines
8.0
Very Good
9,818 reviews
Check prices

Entertainment

7.1

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very Good
7,899 reviews
Alaska Airlines
8.0
Very Good
9,818 reviews
Check prices

Entertainment

7.1

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,614 reviews
Alaska Airlines
8.0
Very Good
9,818 reviews
Check prices

Entertainment

7.1

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very Good
9,818 reviews
Check prices

Entertainment

7.1

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Sun Country Air
6.9
Okay
349 reviews
Alaska Airlines
8.0
Very Good
9,818 reviews
Check prices

Entertainment

7.1

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 $167. Other airlines that can offer you cheap pricing are United Airlines, from $253, and American Airlines, from $254. You may be able to fly from New York to Chicago for 53% 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 Delta ($126), Spirit Airlines ($138), and United Airlines ($151).

  • 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: Air Europa (95%), GOL (87%), Kenya Airways (85%).

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

    The cheapest flight price from New York to Chicago is $118. On average you can expect to pay $768. The most popular route, (Newark - Chicago O'Hare Intl), can usually be booked for $663.

  • 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

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?

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!

Can Cheapflights find flights from New York to Chicago with no change fees?

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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