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$115+ 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — CLE
Aug 30 — Sep 61
Sun 8/30
Sun 9/6
1 adult, Economy
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Cheap 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 31, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/28. 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 8/2612:05 pm
SWF
-
CLE
1 stop5h 10m
Multiple Airlines
Wed 9/24:38 pm
CLE
-
SWF
1 stop26h 02m
Multiple Airlines
Deal found 7/28$195
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 10/110:28 am
SWF
-
CLE
1 stop9h 34m
Multiple Airlines
Wed 10/79:10 pm
CLE
-
SWF
1 stop12h 18m
Multiple Airlines
Deal found 7/29$221
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 10/1012:39 pm
SWF
-
CLE
1 stop4h 38m
Multiple Airlines
Wed 10/144:17 pm
CLE
-
SWF
1 stop17h 11m
Multiple Airlines
Deal found 7/28$236
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 8/277:31 pm
SWF
-
CLE
1 stop19h 29m
Multiple Airlines
Thu 9/38:10 am
CLE
-
SWF
1 stop10h 30m
Multiple Airlines
Deal found 7/30$244
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 8/2912:05 pm
SWF
-
CLE
1 stop5h 10m
Multiple Airlines
Sun 9/68:10 am
CLE
-
SWF
1 stop10h 30m
Multiple Airlines
Deal found 7/26$249
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 9/212:05 pm
SWF
-
CLE
1 stop5h 10m
Multiple Airlines
Thu 9/38:10 am
CLE
-
SWF
1 stop10h 30m
Multiple Airlines
Deal found 7/29$255
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 8/2710:33 am
SWF
-
CLE
1 stop10h 09m
Multiple Airlines
Wed 9/24:38 pm
CLE
-
SWF
1 stop26h 02m
Multiple Airlines
Deal found 7/26$258
This Kiwi.com deal was found by Cheapflights users on 7/26. 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.
Sun 8/3010:33 am
SWF
-
CLE
1 stop10h 09m
Multiple Airlines
Wed 9/24:38 pm
CLE
-
SWF
1 stop26h 02m
Multiple Airlines
Deal found 7/26$265
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 8/277:31 pm
SWF
-
CLE
1 stop19h 29m
Multiple Airlines
Mon 8/319:47 pm
CLE
-
SWF
1 stop13h 21m
Multiple Airlines
Deal found 7/30$266

Find 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 July 31, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$195
(Kiwi.com)

One-way from

$115
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$241
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. 13% potential increase in price ($42 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 July 2026
Search Deals

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 July 31, 2026.
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

Cheapest round-trip

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Thu 8/27

7:31 pm-3:00 pm

1 stop19h 29m

Cleveland Hopkins Intl

Thu 9/3

8:10 am-6:40 pm

1 stop10h 30m

$244

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Tue 8/25

11:48 am-8:42 pm

1 stop8h 54m

Cleveland Hopkins Intl

Wed 9/2

4:38 pm-6:40 pm

1 stop26h 02m

$271

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Sat 9/5

12:05 pm-5:15 pm

1 stop5h 10m

Cleveland Hopkins Intl

Wed 9/9

3:45 pm-10:16 am

2 stops18h 31m

$293

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Thu 8/27

10:33 am-8:42 pm

1 stop10h 09m

Cleveland Hopkins Intl

Mon 8/31

9:47 pm-11:08 am

1 stop13h 21m

$301

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Thu 8/27

10:33 am-8:42 pm

1 stop10h 09m

Cleveland Hopkins Intl

Sun 8/30

8:10 am-6:41 pm

1 stop10h 31m

$326

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Mon 8/24

12:17 pm-10:43 pm

2 stops10h 26m

Cleveland Hopkins Intl

Mon 8/31

9:47 pm-11:08 am

1 stop13h 21m

$336

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Sun 8/23

1:00 pm-11:29 pm

1 stop10h 29m

Cleveland Hopkins Intl

Mon 8/24

9:47 pm-11:08 am

1 stop13h 21m

$365
Quickest round-trip

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Wed 8/19

12:05 pm-5:15 pm

1 stop5h 10m

Cleveland Hopkins Intl

Wed 8/26

9:47 pm-9:53 am

1 stop12h 06m

$414

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Thu 8/13

10:28 am-10:57 pm

1 stop12h 29m

Cleveland Hopkins Intl

Mon 8/17

9:47 pm-11:08 am

1 stop13h 21m

$419
Cheapest one-way

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Mon 9/21

11:21 am-12:30 am

1 stop13h 09m

$128

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 20 resultsSorted by cheapest first
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 July.
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
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.

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.

Traveling to a place near Cleveland?

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

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