Flights from Chicago to New York

Flight deals from Chicago to New York

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

New York.HK$460 per passenger.Departing Tue, 23 Sep, returning Sat, 27 Sep.Return flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departs from Chicago O'Hare International on Tue, 23 Sep, arriving in New York LaGuardia.Inbound direct flight with Spirit Airlines departs from New York LaGuardia on Sat, 27 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From HK$460, select.

Buffalo.HK$1,105 per passenger.Departing Thu, 6 Nov, returning Sun, 9 Nov.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Thu, 6 Nov, arriving in Buffalo Niagara.Inbound indirect flight with Frontier Airlines, departs from Buffalo Niagara on Sun, 9 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From HK$1,105, select.

Syracuse.HK$1,109 per passenger.Departing Sun, 19 Oct, returning Thu, 23 Oct.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Sun, 19 Oct, arriving in Syracuse.Inbound indirect flight with Frontier Airlines, departs from Syracuse on Thu, 23 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From HK$1,109, select.

Albany.HK$1,655 per passenger.Departing Wed, 5 Nov, returning Wed, 12 Nov.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed, 5 Nov, arriving in Albany.Inbound direct flight with United departs from Albany on Wed, 12 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From HK$1,655, select.

Rochester.HK$1,864 per passenger.Departing Fri, 24 Oct, returning Mon, 27 Oct.Return flight with Allegiant Air and Spirit Airlines.Outbound indirect flight with Allegiant Air, departs from Chicago Rockford on Fri, 24 Oct, arriving in Rochester.Inbound indirect flight with Spirit Airlines, departs from Rochester on Mon, 27 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From HK$1,864, select.

Ithaca.HK$2,027 per passenger.Departing Fri, 12 Sep, returning Tue, 16 Sep.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Fri, 12 Sep, arriving in Ithaca.Inbound indirect flight with Delta, departs from Ithaca on Tue, 16 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From HK$2,027, select.

Plattsburgh.HK$2,137 per passenger.Departing Sat, 1 Nov, returning Sat, 31 Jan.Return flight with Spirit Airlines and Allegiant Air.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Sat, 1 Nov, arriving in Plattsburgh International.Inbound indirect flight with Allegiant Air, departs from Plattsburgh International on Sat, 31 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From HK$2,137, select.

Niagara Falls.HK$2,151 per passenger.Departing Sat, 1 Nov, returning Mon, 3 Nov.Return flight with Spirit Airlines and Allegiant Air.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Sat, 1 Nov, arriving in Niagara Falls.Inbound indirect flight with Allegiant Air, departs from Niagara Falls on Mon, 3 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From HK$2,151, select.

Flying from Chicago to New York

Arm yourself with these facts on the fly.

Cheapest flight found	HK$460, New York
Cheapest month to fly	September
Average flight time	1 hr, 57 mins
Cheapest airport to fly from	Chicago O'Hare International
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 travellers recently found return flights from HK$460 and one-way tickets from HK$226 one-way. Ready to join them? Here are a few tips to help you do it the smart way.

Fly from Chicago O'Hare International into New York

At the moment, the lowest priced flight tickets to New York are from Chicago O'Hare International Airport to New York LaGuardia Airport.

Fly in September

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

Fly on a Tuesday

From our data, we can see that Tuesday seems to be the cheapest time to fly from Chicago to New York.

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 fares rise and fall

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 flight tickets

With us, there are no added fees – the Chicago 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 return flights from Chicago to New York we could find over the next 12 months. It looks like HK$460 is the best price. This is good, compared to the average New York ticket price of HK$2,029.

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

The cheapest month to fly from Chicago to Albany Airport is usually November. The cheapest month to fly from Chicago to Buffalo Niagara Airport is usually November. The cheapest month to fly from Chicago to Niagara Falls Airport is usually November. And the cheapest month to fly from Chicago to Plattsburgh International Airport is usually November.

Which upcoming date is cheapest to fly from Chicago to New York on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to New York on Tuesday, 23 September 2025.

Are there any direct flights from Chicago to New York?

Chicago O'Hare International Airport offers direct flights to New York.

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

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 LaGuardia.