Cleveland

$69+ Cheap flights from New Windsor to Cleveland (SWF - CLE)

SWF — CLE
Dec 5 — Dec 121
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Cheap flight deals from Stewart to Cleveland

Cheapest flights from Stewart to Cleveland

Mon 11/167:04 pm -
1 stop17h 32m
Wed 11/189:59 pm -
1 stop12h 17m
Deal found 11/3$295
Tue 11/2410:59 am -
1 stop13h 26m
Tue 12/13:06 pm -
2 stops20h 33m
Deal found 11/1$314
Sun 12/66:49 pm -
1 stop29h 52m
Fri 12/115:18 pm -
2 stops18h 21m
Deal found 10/31$318
Thu 11/196:48 pm -
1 stop29h 37m
Mon 11/235:33 pm -
1 stop16h 36m
Deal found 11/3$325
Thu 11/1910:56 am -
1 stop12h 10m
Tue 12/15:18 pm -
2 stops18h 21m
Deal found 11/3$327
Sun 11/1512:00 pm -
1 stop26h 16m
Thu 11/198:31 pm -
2 stops39h 08m
Deal found 10/31$333
Tue 11/2410:59 am -
1 stop13h 26m
Mon 11/305:33 pm -
2 stops42h 06m
Deal found 11/1$344
Fri 11/135:30 pm -
1 stop15h 36m
Wed 11/189:59 pm -
1 stop12h 17m
Deal found 11/3$346
Sat 12/1212:29 pm -
2 stops12h 08m
Sun 12/135:18 pm -
1 stop16h 55m
Deal found 11/4$348
Thu 11/196:48 pm -
1 stop29h 37m
Tue 11/249:31 pm -
1 stop12h 55m
Deal found 11/3$367

Find flight deals from Stewart to Cleveland

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$295
(Kiwi.com)

One-way from

$69
(Kiwi.com)

Popular in

October

Cheapest in

April

Average price

$327
Provider with most accurate pricing for New Windsor Stewart-Cleveland Hopkins Intl flight deals.
Provider most trusted by Cheapflights users for New Windsor Stewart-Cleveland Hopkins Intl flights.
From New Windsor Stewart to Cleveland Hopkins Intl
One-way flight from New Windsor Stewart to Cleveland Hopkins Intl
Highest demand for flights based on searches. 13% potential increase in price ($43 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

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

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Route

Depart

Return

Price

Cheapest round-trip

New WindsorCleveland

SWF New Windsor Stewart - CLE Cleveland Hopkins Intl

SWFCLE

New Windsor Stewart

Sun 12/6

6:49 pm-12:41 am

1 stop29h 52m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$76

New WindsorCleveland

SWF New Windsor Stewart - CLE Cleveland Hopkins Intl

SWFCLE

New Windsor Stewart

Sun 12/13

6:49 pm-12:41 am

1 stop29h 52m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$102

New WindsorCleveland

SWF New Windsor Stewart - CLE Cleveland Hopkins Intl

SWFCLE

New Windsor Stewart

Thu 11/19

6:48 pm-12:25 am

1 stop29h 37m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$143

New WindsorCleveland

SWF New Windsor Stewart - CLE Cleveland Hopkins Intl

SWFCLE

New Windsor Stewart

Wed 12/2

12:39 pm-1:41 pm

2 stops25h 02m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$162

New WindsorCleveland

SWF New Windsor Stewart - CLE Cleveland Hopkins Intl

SWFCLE

New Windsor Stewart

Sun 2/28

10:07 am-10:51 am

2 stops24h 44m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$167

New WindsorCleveland

SWF New Windsor Stewart - CLE Cleveland Hopkins Intl

SWFCLE

New Windsor Stewart

Wed 12/16

12:39 pm-1:34 pm

2 stops24h 55m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$170

New WindsorCleveland

SWF New Windsor Stewart - CLE Cleveland Hopkins Intl

SWFCLE

New Windsor Stewart

Thu 12/17

12:07 pm-10:41 am

2 stops22h 34m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$206

New WindsorCleveland

SWF New Windsor Stewart - CLE Cleveland Hopkins Intl

SWFCLE

New Windsor Stewart

Sat 12/19

12:39 pm-10:40 am

1 stop22h 01m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$218
Quickest round-trip

New WindsorCleveland

SWF New Windsor Stewart - CLE Cleveland Hopkins Intl

SWFCLE

New Windsor Stewart

Sat 11/14

12:39 pm-11:06 pm

2 stops10h 27m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$236

New WindsorCleveland

SWF New Windsor Stewart - CLE Cleveland Hopkins Intl

SWFCLE

New Windsor Stewart

Sun 12/20

12:07 pm-10:41 am

2 stops22h 34m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$250

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/31

Showing 1-10 of 21 resultsSorted by cheapest first
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Compare providers for flights from Stewart to Cleveland

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 Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Windsor-Cleveland flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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

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.

Traveling to a place near Cleveland?

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

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