Question 1

What are the cheapest airlines flying from Chicago to New York round-trip?

Accepted Answer

According to our current data, Southwest ($194), Spirit Airlines ($207), and Delta ($218) offers the cheapest pricing from Chicago to New York. These flights start at 35% lower than the current average price 3 months from now. Find deals

Question 2

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

Accepted Answer

The cheapet airlines for a one-way flight from Chicago to New York are Spirit Airlines ($108), American Airlines ($114), and Delta ($121). Find deals

Question 3

How far ahead should I book a flight from Chicago to New York?

Accepted Answer

The best time to book flights from Chicago to New York is 27 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. Find deals

Question 4

What is the cheapest month to book a flight from Chicago to New York?

Accepted Answer

Currently, January is the cheapest month in which you can book a flight from Chicago to New York (average of $1,203). Flying from Chicago to New York in December is currently the most expensive (average of $1,944). 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. Find deals

Question 5

What is the cheapest day to fly from Chicago to New York?

Accepted Answer

Travellers seeking maximum savings on their Chicago to New York flight should consider departing on Thursday mornings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Question 6

Weekly flight availability from Chicago to New York

Accepted Answer

The most flights from CHI to NYC are scheduled on a Monday (199 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (114 on average).

Question 7

E

Accepted Answer

In terms of precipitation, rainfall in New York ranges from 71.0 - 114.0 inches per month. July is typically the wettest month, when rainfall can reach 114.0 mm. February is typically the driest time to visit New York when rainfall is around 71.0 mm.

Question 8

E

Accepted Answer

If weather is an important factor for your trip to New York, 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 25.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 1.0 C).

Question 9

What are the most popular routes from Chicago to New York?

Accepted Answer

Most travellers choose Chicago O'Hare Intl - Newark, Chicago O'Hare Intl - New York John F Kennedy Intl or Chicago O'Hare Intl - New York LaGuardia when deciding on the best route from Chicago to New York.

Question 10

What are the cheapest flights from Chicago to New York?

Accepted Answer

The cheapest flight price from Chicago to New York is $110. On average you can expect to pay $110. The most popular route, (Chicago O'Hare Intl - Newark), can usually be booked for $261.

Question 11

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

Accepted Answer

Consider Republic Airways (88%), Kenya Airways (83%) or Etihad Airways (81%) when booking your flight. These represent the most reliable airlines when flying from Chicago to New York.

Question 12

What is the cheapest day to fly return from Chicago to New York?

Accepted Answer

Monday is generally a great day to depart. Flying on this day could help you save up to 180%.

Question 13

How far in advance should I book a flight from Chicago to New York?

Accepted Answer

To save up to 74% on this flight, we recommend booking at least 28 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago to New York from $278 1-2 weeks out and tickets from $504 for flights departing within the next 72 hours.

Question 14

What is the cheapest month to fly from Chicago to New York?

Accepted Answer

Our data shows that January tends to be the cheapest month to fly to New York from Chicago. Users have commonly found prices around $302 for the month, but tickets can be as low as $121. Due to multiple factors, prepare for potentially higher prices in December.

Question 15

What is the cheapest time of day to fly from CHI to NYC?

Accepted Answer

When flying from Chicago to New York, the time of day you fly usually plays a role in the price. Save by searching for a flight at midday, which can drop the price by up to 39% versus a flight in the afternoon.

Question 16

Can I find deals for flights from Chicago to New York that include hotel bookings?

Accepted Answer

Yes. In addition to deals on Chicago to New York flights, Cheapflights offers holiday packages that include both flights and hotel.

Question 17

How can I find direct flights from Chicago to New York?

Accepted Answer

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to New York.

Question 18

Can I find deals for business class flights from Chicago to New York?

Accepted Answer

Yes. Cheapflights offers flight deals from Chicago to New York by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Question 19

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

Accepted Answer

Cheapflights helps you search for flights from Chicago to New York via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Question 20

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

Accepted Answer

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

Question 21

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

Accepted Answer

Users can book flights with no change fees policies with our dedicated filters. Book flights from Chicago to New York flexibly with Cheapflights today.

Question 22

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

Accepted Answer

Of course! You can now track prices for flights from Chicago to New York 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.

Round-trip from	$194
One-way from	$108
Popular in	December
Cheapest in	January
Average price	$294
Good round-trip deal	$328 or less
Good one-way deal	$110 or less

Cheap flights from Chicago to New York from $108

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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.

Cheapflights Tip: The best prices from Chicago to New York are usually found in January or September, booked 56 days in advance, depart on a Tuesday or Thursday and return on a Saturday

Cheap flight deals from Chicago to New York

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Find flight deals from Chicago to New York

Cheapest flights from Chicago to New YorkExplore the most affordable flight options available from Chicago to New York. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 8 July 2025.

Explore the most affordable flight options available from Chicago to New York. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 8 July 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to New York that are best for you.

Best time to book a flight from Chicago to New York

Have a flexible travel schedule? Discover the best time to fly to New York from Chicago with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago to New York

How far ahead should I book a flight from Chicago to New York?

Use this chart to determine the optimal time to book a return flight from Chicago to New York. Price data was last updated on 27 June 2025.

What is the cheapest month to book a flight from Chicago to New York?

What is the cheapest time of day to fly from CHI to NYC?

Find hourly flight availability from Chicago to New York. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 8 July 2025.

Weekly flight availability from Chicago to New York

Explore weekly flight availability from Chicago to New York. 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 8 July 2025.

How much does it cost for a return flight from Chicago to New York?

Reviews of airlines servicing New York

Read through reviews of airlines operating flights from Chicago to New York, such as Alaska Airlines, Southwest, andDelta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Chicago to New York. 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 Chicago to New York round-trip?

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

What are the most popular routes from Chicago to New York?

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

What are the cheapest flights from Chicago to New York?

Can I find deals for flights from Chicago to New York that include hotel bookings?

How can I find direct flights from Chicago to New York?

Can I find deals for business class flights from Chicago to New York?

What is the cheapest month to book a flight from Chicago to New York?

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

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

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

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

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Cheapest flights from Chicago to New York
Explore the most affordable flight options available from Chicago to New York. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 8 July 2025.