HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Cleveland

$89+ 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 11/21. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — CLE
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Stewart to Cleveland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Stewart to Cleveland

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Cleveland (CLE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$268
(Mytrip)

One-way from

$89
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$271
Provider with most accurate pricing for New Windsor Stewart-Cleveland Hopkins Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for New Windsor Stewart-Cleveland Hopkins Intl flights.
Search Deals
From New Windsor Stewart to Cleveland Hopkins Intl
Search Deals
One-way flight from New Windsor Stewart to Cleveland Hopkins Intl
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 6, 2025.

This Mytrip deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1411:01 amSWF - CLE
1 stop12h 58mMultiple Airlines
Thu 11/209:07 pmCLE - SWF
1 stop13h 15mMultiple Airlines
Deal found 11/6$220
This Mytrip deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:56 pmSWF - CLE
1 stop15h 41mMultiple Airlines
Sun 1/116:52 pmCLE - SWF
1 stop15h 27mMultiple Airlines
Deal found 11/6$268
This Kiwi.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1411:01 amSWF - CLE
1 stop12h 10mMultiple Airlines
Sun 11/165:45 amCLE - SWF
1 stop29h 26mMultiple Airlines
Deal found 11/6$275
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2011:43 amSWF - CLE
1 stop20h 12mMultiple Airlines
Mon 11/246:33 pmCLE - SWF
1 stop14h 20mMultiple Airlines
Deal found 11/5$337
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2011:43 amSWF - CLE
1 stop20h 12mMultiple Airlines
Thu 11/276:15 amCLE - SWF
2 stops29h 29mMultiple Airlines
Deal found 11/5$374
This Kiwi.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2711:43 amSWF - CLE
1 stop11h 43mMultiple Airlines
Sat 11/295:29 pmCLE - SWF
1 stop15h 53mMultiple Airlines
Deal found 11/6$441
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/209:45 amSWF - CLE
1 stop14h 06mMultiple Airlines
Sat 1/38:48 amCLE - SWF
1 stop11h 07mMultiple Airlines
Deal found 11/5$448
This Kiwi.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2612:17 pmSWF - CLE
1 stop24h 54mMultiple Airlines
Sat 11/295:29 pmCLE - SWF
1 stop15h 53mMultiple Airlines
Deal found 11/6$472

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Cleveland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 6, 2025.
Use the filters below to find and compare flights from New Windsor to Cleveland that are best for you.

Fly from

Stewart

Fly to

Cleveland

Route

Depart

Return

Price

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Fri 12/19

6:56 pm-10:37 am

1 stop15h 41m

Cleveland Hopkins Intl

Sun 1/11

6:52 pm-10:19 am

1 stop15h 27m

$268

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Thu 11/20

11:43 am-7:55 am

1 stop20h 12m

Cleveland Hopkins Intl

Mon 11/24

6:33 pm-8:53 am

1 stop14h 20m

$337

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Thu 11/20

11:43 am-7:55 am

1 stop20h 12m

Cleveland Hopkins Intl

Thu 11/27

6:15 am-11:44 am

2 stops29h 29m

$374

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Thu 11/27

11:43 am-11:26 pm

1 stop11h 43m

Cleveland Hopkins Intl

Sat 11/29

5:29 pm-9:22 am

1 stop15h 53m

$441

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Sun 12/21

11:09 am-12:09 pm

1 stop25h 00m

Cleveland Hopkins Intl

Sat 1/3

8:48 am-7:55 pm

1 stop11h 07m

$472

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Wed 11/26

12:17 pm-1:11 pm

1 stop24h 54m

Cleveland Hopkins Intl

Sat 11/29

5:29 pm-9:22 am

1 stop15h 53m

$472

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Sat 12/20

9:45 am-11:18 pm

2 stops13h 33m

Cleveland Hopkins Intl

Sat 1/3

8:48 am-7:55 pm

1 stop11h 07m

$523

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Sat 12/20

9:45 am-10:26 am

2 stops24h 41m

Cleveland Hopkins Intl

Thu 1/1

11:43 am-11:07 am

1 stop23h 24m

$532

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Fri 11/21

11:12 am-1:11 pm

1 stop25h 59m

$89

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Mon 2/2

11:09 am-9:58 am

1 stop22h 49m

$97

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 16 results
1
2

Compare providers for flights from Stewart to Cleveland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Stewart to Cleveland in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on New Windsor-Cleveland flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on New Windsor-Cleveland flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from New Windsor-Cleveland flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor-Cleveland flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New Windsor-Cleveland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, February is the cheapest month in which you can book a flight from New Windsor to Cleveland (average of $39). Flying from New Windsor to Cleveland in June is currently the most expensive (average of $85). 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

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?

    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, February is the cheapest month in which you can book a flight from New Windsor to Cleveland (average of $39). Flying from New Windsor to Cleveland in June is currently the most expensive (average of $85). 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.

See more FAQs

Traveling to a place near Cleveland?

Book flights to Cleveland if you plan to visit one of these locations
Sandusky
Mentor
Mansfield
Avon
Beachwood
Wooster
Independence
Willoughby
Elyria
Streetsboro
Cleveland Heights
North Olmsted
Cuyahoga Falls
Macedonia
Kent
Strongsville
Medina
Lakewood
Westlake

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Stewart to Cleveland

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Detroit flights
John F Kennedy Intl to Cleveland flights
LaGuardia to Cleveland flights
Newark to Detroit flights
LaGuardia to Detroit flights
LaGuardia to Pittsburgh flights
Newark to Cleveland flights
John F Kennedy Intl to Cincinnati flights
Newark to Columbus flights
LaGuardia to Cincinnati flights
John F Kennedy Intl to Pittsburgh flights
Newark to Pittsburgh flights
John F Kennedy Intl to Columbus flights
Newark to Cincinnati flights
LaGuardia to Columbus flights
White Plains to Akron flights
White Plains to Detroit flights
Albany to Detroit flights
Newark to Dayton flights
LaGuardia to Dayton flights
John F Kennedy Intl to Dayton flights
Newark to Akron flights
Stewart to Columbus flights
Stewart to Detroit flights
LaGuardia to Akron flights
Rochester to Detroit flights
White Plains to Cleveland flights
Stewart to Pittsburgh flights
Buffalo to Detroit flights
Syracuse to Detroit flights
Stewart to Cincinnati flights
Newark to Huntington flights
White Plains to Pittsburgh flights
Albany to Pittsburgh flights
Albany to Columbus flights
Islip to Cincinnati flights
White Plains to Columbus flights
Albany to Cleveland flights
White Plains to Cincinnati flights
Albany to Dayton flights
Rochester to Dayton flights
LaGuardia to Huntington flights
Syracuse to Pittsburgh flights
Buffalo to Cincinnati flights
Syracuse to Columbus flights
Ithaca to Pittsburgh flights
Islip to Cleveland flights
John F Kennedy Intl to Akron flights
Rochester to Cincinnati flights
Syracuse to Cincinnati flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.