Flights from Chicago to New York

Flight deals from Chicago to New York

Looking for cheap flights from Chicago to New York, or a last-minute trip? Find the lowest prices on one-way and round-trip flights right here.

New York.AED 198 per passenger.Departing Tue, Jan 13, returning Thu, Jan 15.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Chicago Midway on Tue, Jan 13, arriving in New York Newark.Inbound direct flight with Frontier Airlines departing from New York Newark on Thu, Jan 15, arriving in Chicago Midway.Price includes taxes and charges.From AED 198, select.

Buffalo.AED 470 per passenger.Departing Fri, Feb 6, returning Sun, Feb 8.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago O'Hare International on Fri, Feb 6, arriving in Buffalo Niagara.Inbound indirect flight with Frontier Airlines, departing from Buffalo Niagara on Sun, Feb 8, arriving in Chicago O'Hare International.Price includes taxes and charges.From AED 470, select.

Syracuse.AED 672 per passenger.Departing Thu, Jan 8, returning Sat, Jan 10.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago O'Hare International on Thu, Jan 8, arriving in Syracuse.Inbound indirect flight with Frontier Airlines, departing from Syracuse on Sat, Jan 10, arriving in Chicago O'Hare International.Price includes taxes and charges.From AED 672, select.

Albany.AED 709 per passenger.Departing Wed, Jan 7, returning Tue, Jan 13.Round-trip flight with Frontier Airlines and Breeze Airways.Outbound indirect flight with Frontier Airlines, departing from Chicago O'Hare International on Wed, Jan 7, arriving in Albany.Inbound indirect flight with Breeze Airways, departing from Albany on Tue, Jan 13, arriving in Chicago Midway.Price includes taxes and charges.From AED 709, select.

Rochester.AED 739 per passenger.Departing Wed, Jan 14, returning Wed, Jan 21.Round-trip flight with Frontier Airlines and Breeze Airways.Outbound indirect flight with Frontier Airlines, departing from Chicago O'Hare International on Wed, Jan 14, arriving in Rochester.Inbound indirect flight with Breeze Airways, departing from Rochester on Wed, Jan 21, arriving in Chicago O'Hare International.Price includes taxes and charges.From AED 739, select.

White Plains.AED 771 per passenger.Departing Thu, Jan 15, returning Mon, Jan 19.Round-trip flight with Frontier Airlines and Breeze Airways.Outbound indirect flight with Frontier Airlines, departing from Chicago O'Hare International on Thu, Jan 15, arriving in Westchester County.Inbound indirect flight with Breeze Airways, departing from Westchester County on Mon, Jan 19, arriving in Chicago O'Hare International.Price includes taxes and charges.From AED 771, select.

Ithaca.AED 912 per passenger.Departing Fri, Feb 13, returning Sun, Feb 15.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago O'Hare International on Fri, Feb 13, arriving in Ithaca.Inbound indirect flight with Delta, departing from Ithaca on Sun, Feb 15, arriving in Chicago O'Hare International.Price includes taxes and charges.From AED 912, select.

Plattsburgh.AED 1,833 per passenger.Departing Tue, Dec 23, returning Sat, Jan 3.Round-trip flight with Allegiant Air.Outbound indirect flight with Allegiant Air, departing from Chicago Rockford on Tue, Dec 23, arriving in Plattsburgh International.Inbound indirect flight with Allegiant Air, departing from Plattsburgh International on Sat, Jan 3, arriving in Chicago O'Hare International.Price includes taxes and charges.From AED 1,833, select.

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Flying from Chicago to New York

Arm yourself with these facts on the fly.

Cheapest flight found	AED 198
Cheapest month to fly	January
Average flight time	1 hr, 58 mins
Cheapest airport to fly from	Chicago Midway
Most popular airline	American Airlines

How to find cheap flights from Chicago to New York

We've compared the best online travel agents and flight providers on the Internet to find the cheapest plane tickets from Chicago to New York. Other savvy travelers recently found round-trip flights from AED 198 and one-way tickets from AED 99. Ready to join them? Here are a few tips to help you do it the smart way.

Fly from Chicago Midway into New York Newark

At the moment, the lowest-priced flight tickets to New York are from Chicago Midway Airport to New York Newark Airport.

Fly in January

We crunched the flight calendar and found the cheapest time to fly from Chicago to New York is currently January.

Flex your dates for the best rates

If you’re flexible on your departure dates, you can use Skyscanner's whole month tool to find the cheapest day of the year to fly from Chicago to anywhere you choose in New York.

Watch as flight prices go up and down

With Price Alerts, we'll let you know when flight prices from Chicago to New York go up or down so you can book when the time is just right.

Relax – these are fee-free plane tickets

With us, there are no added fees – the New York to New York flight price you see when you search with us is what you pay to the provider.

Frequently asked questions

What's the average Chicago to New York flight price?

We looked at all of the upcoming round-trip flights from Chicago to New York we could find over the next 12 months. It looks like AED 198 is the best price. This is good, compared to the average New York ticket price of AED 1,272.

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

The cheapest month to fly from Chicago to Binghamton Airport is usually December. The cheapest month to fly from Chicago to Syracuse Airport is usually January. The cheapest month to fly from Chicago to Massena Airport is usually December. And the cheapest month to fly from Chicago to Elmira Airport is usually December.

On which upcoming date is it cheapest to fly from Chicago to New York?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to New York on Tuesday, January 13, 2026.

Are there any direct flights from Chicago to New York?

Chicago Midway Airport and Chicago O'Hare International Airport all offer direct flights to New York.

If I'm flying from Chicago, where in New York is cheapest to fly to?

If you're flying from Chicago, the cheapest city in New York to fly into is New York. The cheapest airport serving New York at the moment is New York Newark.