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.$111 per passenger.Departing Tue, 15 Apr, returning Fri, 18 Apr.Return flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departs from Chicago O'Hare International on Tue, 15 Apr, arriving in New York LaGuardia.Inbound direct flight with Spirit Airlines departs from New York LaGuardia on Fri, 18 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From $111, select.

Buffalo.$254 per passenger.Departing Fri, 2 May, returning Sun, 4 May.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Fri, 2 May, arriving in Buffalo Niagara.Inbound indirect flight with Frontier Airlines, departs from Buffalo Niagara on Sun, 4 May, arriving in Chicago Midway.Price includes taxes and charges.From $254, select.

White Plains.$319 per passenger.Departing Tue, 6 May, returning Tue, 13 May.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Tue, 6 May, arriving in Westchester County.Inbound indirect flight with Delta, departs from Westchester County on Tue, 13 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $319, select.

Syracuse.$332 per passenger.Departing Mon, 28 Apr, returning Sat, 3 May.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Mon, 28 Apr, arriving in Syracuse.Inbound direct flight with United departs from Syracuse on Sat, 3 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $332, select.

Ithaca.$396 per passenger.Departing Tue, 6 May, returning Wed, 28 May.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Tue, 6 May, arriving in Ithaca.Inbound indirect flight with Delta, departs from Ithaca on Wed, 28 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $396, select.

Albany.$396 per passenger.Departing Sat, 24 May, returning Sun, 25 May.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 24 May, arriving in Albany.Inbound direct flight with United departs from Albany on Sun, 25 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $396, select.

Rochester.$454 per passenger.Departing Wed, 11 Jun, returning Sun, 15 Jun.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 11 Jun, arriving in Rochester.Inbound direct flight with Southwest Airlines departs from Rochester on Sun, 15 Jun, arriving in Chicago Midway.Price includes taxes and charges.From $454, select.

Binghamton.$646 per passenger.Departing Wed, 14 May, returning Wed, 21 May.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 14 May, arriving in Binghamton.Inbound indirect flight with Delta, departs from Binghamton on Wed, 21 May, arriving in Chicago Midway.Price includes taxes and charges.From $646, select.

Flying from Chicago to New York

Arm yourself with these facts on the fly.

Cheapest flight found	$111, New York
Cheapest month to fly	April
Average flight time	1 hr, 57 mins
Cheapest airport to fly from	Chicago O'Hare International
Most popular airline	Alaska 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 $111 and one-way tickets from $52 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 April

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

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 $111 is the best price. This is good, compared to the average New York ticket price of $503.

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

The cheapest month to fly from Chicago to Albany Airport is usually May. The cheapest month to fly from Chicago to Ithaca Airport is usually May. The cheapest month to fly from Chicago to Westchester County Airport is usually May. And the cheapest month to fly from Chicago to Elmira Airport is usually May.

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, 15 April 2025.

Are there any direct flights from Chicago to New York?

Chicago O'Hare International Airport and Chicago Midway Airport all offer 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.