In terms of precipitation, rainfall in Cleveland ranges from 2.3 - 3.8 inches per month. September is typically the wettest month, when rainfall can reach 3.8 in. February is typically the driest time to visit Cleveland when rainfall is around 2.3 in.

If weather is an important factor for your trip to Cleveland, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 28.4 F).

How far in advance should I book a flight from New Windsor to Cleveland?

Travelers have found it’s best to book a flight 46 days in advance to save up to 93% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 46 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from New Windsor to Cleveland 1-2 weeks in advance for as low as $221, or $271 for flights within the next 24 hours.

What is the cheapest month to fly from New Windsor to Cleveland?

The best pricing can be found in the month of February. Prices to Cleveland from New Windsor average $215. You can even find prices in February for less than $215, as users have found deals to Cleveland from as low as $64. The month of December appears to be one of the more expensive times to travel to Cleveland from New Windsor. Flying in the targeted month can save you up to 34%.

What is the cheapest time of day to fly from SWF to CLE?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from New Windsor to Cleveland as you normally would.

Can I find deals for flights from Stewart to Cleveland that include hotel bookings?

Yes. In addition to deals on Stewart to Cleveland flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Stewart to Cleveland?

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

Can I find deals for business class flights from Stewart to Cleveland?

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

$107+ Flights from New Windsor to Cleveland

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Cheap flight deals from Stewart to Cleveland

Round-trip from	$267 (Mytrip)
One-way from	$107 (Mytrip)
Popular in	December
Cheapest in	February
Average price	$209

From New Windsor Stewart to Cleveland Hopkins Intl

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One-way flight from New Windsor Stewart to Cleveland Hopkins Intl

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Highest demand for flights based on searches. 10% potential increase in price ($25 potential increase over avg. RT price).

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Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).

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Average for round-trip flights in July 2025

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Find flight deals from Stewart to Cleveland

Cheapest flights from Stewart to Cleveland
Explore the most affordable flight options available from Stewart to Cleveland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Sun 8/177:03 pmSWF - CLE

1 stop15h 13mMultiple Airlines

Sun 8/2411:11 amCLE - SWF

1 stop6h 49mMultiple Airlines

Deal found 7/3

$267

Best flights from Stewart to Cleveland
Discover carefully curated flight deals from Stewart to Cleveland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 3, 2025.

Sun 8/177:03 pmSWF - CLE

1 stop15h 13mMultiple Airlines

Sun 8/2411:11 amCLE - SWF

1 stop6h 49mMultiple Airlines

Deal found 7/3

$267

Last-minute flights from Stewart to Cleveland
Discover last-minute flight deals from Stewart to Cleveland. Data last updated July 3, 2025 and is based on user searches.

Sun 8/177:03 pmSWF - CLE

1 stop15h 13mMultiple Airlines

Sun 8/2411:11 amCLE - SWF

1 stop6h 49mMultiple Airlines

Deal found 7/3

$267

One-way flights from Stewart to Cleveland
Search for one-way flight options from Stewart to Cleveland. Find affordable one-way fares based on user searches. Data last updated July 3, 2025.

Sun 8/246:50 pmSWF - CLE

1 stop15h 26mMultiple Airlines

Deal found 7/1

$107

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Sun 8/17

7:03 pm-10:16 am

1 stop15h 13m

Cleveland Hopkins Intl

Sun 8/24

11:11 am-6:00 pm

1 stop6h 49m

$267

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Sun 8/24

6:50 pm-10:16 am

1 stop15h 26m

$107

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Best time to book a flight from Stewart to Cleveland

Have a flexible travel schedule? Discover the best time to fly to Cleveland from Stewart with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from New Windsor to Cleveland

What is the cheapest month to book a flight from New Windsor to Cleveland?

Currently, April is the cheapest month in which you can book a flight from New Windsor to Cleveland (average of $250). Flying from New Windsor to Cleveland in June is currently the most expensive (average of $290). 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.

Related info for your journey

Can I find deals for flights from Stewart to Cleveland that include hotel bookings?
Yes. In addition to deals on Stewart to Cleveland flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Stewart to Cleveland?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Cleveland.
Can I find deals for business class flights from Stewart to Cleveland?
Yes. Cheapflights offers flight deals from Stewart to Cleveland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from New Windsor to Cleveland?
Currently, April is the cheapest month in which you can book a flight from New Windsor to Cleveland (average of $250). Flying from New Windsor to Cleveland in June is currently the most expensive (average of $290). 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.

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$107+ Cheap flights from New Windsor to Cleveland (SWF - CLE)

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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Stewart to Cleveland with Cheapflights

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Cheap flight deals from Stewart to Cleveland

Round-trip from

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Popular in

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Find flight deals from Stewart to Cleveland

Cheapest flights from Stewart to ClevelandExplore the most affordable flight options available from Stewart to Cleveland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Explore the most affordable flight options available from Stewart to Cleveland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Cheapflights Fare Finder

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

Best time to book a flight from Stewart to Cleveland

Have a flexible travel schedule? Discover the best time to fly to Cleveland from Stewart with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from New Windsor to Cleveland

What is the cheapest month to book a flight from New Windsor to Cleveland?

Related info for your journey

Find useful and relevant information for your journey from Stewart to Cleveland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

Can I find deals for flights from Stewart to Cleveland that include hotel bookings?

How can I find direct flights from Stewart to Cleveland?

Can I find deals for business class flights from Stewart to Cleveland?

What is the cheapest month to book a flight from New Windsor to Cleveland?

Traveling to a place near New Windsor?

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Cheapest flights from Stewart to Cleveland
Explore the most affordable flight options available from Stewart to Cleveland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.