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Cheap Flight Deals from Chicago to New York City

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Round TripOne Way
CHI Chicago
NYC New York City
From $49.96
Jan 13, 2026 - Jan 15, 2026
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CHI Chicago
NYC New York City
From $77.95
Dec 8, 2025 - Dec 10, 2025
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CHI Chicago
NYC New York City
From $80.96
Jan 6, 2026 - Jan 13, 2026
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CHI Chicago
NYC New York City
From $94.96
Dec 13, 2025 - Dec 16, 2025
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CHI Chicago
NYC New York City
From $99.95
Dec 13, 2025 - Dec 16, 2025
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CHI Chicago
NYC New York City
From $99.95
Dec 6, 2025 - Dec 9, 2025
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*All fares above were last found on:
Fares are one way/round trip. Fares incl. all fuel surcharges, taxes & fees and our service fees. Displayed fares are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions.

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When’s a good time to book a flight from Chicago to New York City?

What’s the cheapest day of the week to fly from Chicago to New York City?‡

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

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‡This information is based on historical data from the last 365 days.

Finding Affordable Flights from Chicago to New York City
  • Plan Ahead - One of the keys to securing cheap flights from Chicago to New York City is to plan your trip well in advance. Airlines often offer lower prices for those who book tickets months ahead. Keep an eye on special promotions and sales events, which can yield significant savings.
  • Flexibility is Key - Being flexible with your travel dates can also lead to substantial cost savings. Consider flying during off-peak seasons or on weekdays when prices tend to be lower.
  • Set Price Alerts - To keep tabs on flight prices, consider setting up fare alerts. These alerts will notify you when fares from Chicago to New York City drop, giving you the opportunity to grab cheap deals.
  • Consider Nearby Airports - If New York City has multiple airports, check the prices at each one. Sometimes, flying into a nearby airport and then taking a short train or bus ride to your destination can be a much cheaper option.
  • Bundle and Save - Booking your flight and accommodation together as a package can often result in significant savings. CheapOair offers these bundled deals, so make sure to explore this option.

When is the Cheapest Time to Book Flights from Chicago to New York City?

‡

Got flexible travel dates? Use our flight data from the past year to discover ideal times to fly from Chicago to New York City. Find out which months and days typically offer lower fares and score our best savings.

CheapOair provides the predicted prices for one-way trips or round-trips with a duration of 7 days for domestic and 14 days for international trips based on historical data and available flight information. Graphs are estimates only. Prices are subject to change and can't be guaranteed until ticketed.
Estimated price for
Round-trip

‡Graphs are estimates only. Based on historical data and available flight information. Prices are subject to change and cannot be guaranteed until ticketed.

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Chicago to New York City Flight Route Information

Travel Distance:732 Miles
Airlines Flying This Route: American Airlines, United Airlines, Spirit Airlines
Weekly Flights:9
Avg. Flight Duration:02.19 Hours

Insights About Flying from Chicago to New York City

Q. Which is the high season to travel from Chicago to New York City?

A. The month of July is considered the high season for flying from CHI to NYC. Traveling during the high season can affect ticket prices and availability, making this data crucial for trip planning.

Q. How many direct flights are available from CHI to NYC?

A. There are a total of 1134 direct flights from Chicago to New York City. For travelers seeking convenience and shorter travel times, this data is important when choosing flight options.

Q. Which is the low season to travel from Chicago to New York City?

A. April, May is considered the low season for traveling from Chicago to New York City, New York. Travelers looking for cost-effective options and fewer crowds may consider traveling during this period.

Q. How many daily flights are there between Chicago to New York City?

A. There are as many as 37 daily flights available for travelers between CHI to NYC. This data offers flexibility in choosing departure times that best suit your schedule.

Q. At what time does the last flight depart to New York City?

A. The last flight to New York City typically departs between 9:00PM - 10:00PM. Travelers who prefer late-night departures will find this information valuable for planning their journey.

Q. What percentage of travelers spent an average of 2 days in New York City, New York?

A. Approximately 42.73% of travelers spent an average of 2 days exploring New York City. This information can assist in planning the duration of your stay in New York City

Q. What percentage of CHI to NYC flyers traveled with kids under 14?

A. About 4% of passengers on flights from Chicago to New York City were accompanied by children under the age of 14. This information is useful if you're planning a family trip and want to know how common it is to travel with young children on this route.

Q. What percentage of Chicago to New York City travelers were over 60 years old?

A. A notable 11% of travelers were aged 60 or older. This statistic provides insights for senior travelers or those seeking a mature travel demographic.

Q. What percentage of CHI to NYC travelers were millennials?

A. Millennials make up a significant portion of travelers on this route, accounting for 43% of all passengers. If you're a millennial looking to connect with like-minded travelers, this statistic might interest you.

Q. What percentage of Chicago to New York City travelers were female?

A. Almost half of the passengers, approximately 45% were female. Knowing the gender distribution can be useful for solo female travelers or those interested in gender-related travel insights.

Q. What percent of Chicago to New York City travellers booked first or business class?

A. 2% of travelers booked first or business class on this route.

Q. At what time the earliest flight departs from Chicago?

A. The earliest flight departs at 6:00AM - 7:00AM.

Q. On which days one can have the most flight options in New York City?

A. Monday offer the most flight options in New York City.

§ All flight facts are based on last 3 months' data except the highest and lowest booking months that are based on last 3 months' data.

Cheap Flights from Chicago to New York City

Looking for flights from Chicago (CHI) to New York City (NYC)? Find affordable air travel deals on CheapOair and save on air tickets online. The city that truly knows how to live, the city that never sleeps, New York City is definitely one of the best cities in the world. Whether you care to get clicked with your favorite celebrity at the Madame Tussauds Museum or wish to explore some beautiful works of artistry at the Metropolitan Museum of Art, the choice is yours. Choose from top airlines that serve between Chicago to New York City such as American Airlines, Spirit Airlines, JetBlue and US Airways. Your flight from Chicago to New York City takes around two hours five minutes to cover a distance of about 726 miles excluding the layover time. Keep your mp3 players with you to keep yourself entertained during the flight.
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