$113+ Cheap flights from New Windsor to Cleveland (SWF - CLE)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — CLE
Oct 4 — Oct 111
Round-trip
1 adult, Economy
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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
Cheapest
Best
Last-minute
One-way
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 September 4, 2026.
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 September 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Mon 10/267:01 pm -
1 stop14h 05m
Sat 10/313:46 pm -
2 stops20h 22m
Deal found 8/31![Multiple Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 10/2412:39 pm -
2 stops8h 13m
Sun 11/19:59 pm -
1 stop20h 12m
Deal found 9/1![Multiple Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 9/3012:39 pm -
2 stops32h 13m
Wed 10/79:10 pm -
1 stop12h 18m
Deal found 9/2![Multiple Airlines logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 10/28:48 pm -
1 stop12h 19m
Sun 10/49:59 pm -
2 stops13h 37m
Deal found 9/2![Multiple Airlines logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 9/1. 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.
Mon 10/197:01 pm -
1 stop13h 56m
Fri 10/239:59 pm -
2 stops13h 40m
Deal found 9/1![Multiple Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 10/235:39 pm -
1 stop15h 08m
Sun 11/19:59 pm -
1 stop20h 12m
Deal found 9/1![Multiple Airlines logo]()
$261
Best flights from Stewart to ClevelandDiscover 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 September 4, 2026.
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 September 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 10/2412:39 pm -
2 stops23h 30m
Sun 11/19:59 pm -
1 stop20h 12m
Deal found 9/2![Multiple Airlines logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 -
1 stop8h 54m
Sat 10/37:45 am -
1 stop27h 13m
Deal found 9/1![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 10/235:39 pm -
1 stop15h 08m
Sun 11/19:59 pm -
2 stops13h 37m
Deal found 9/3![Multiple Airlines logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 9/2510:48 am -
2 stops13h 42m
Tue 9/2911:10 am -
1 stop24h 29m
Deal found 9/1![Multiple Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 9/2312:39 pm -
2 stops11h 51m
Sun 9/279:59 pm -
1 stop12h 32m
Deal found 9/3![Multiple Airlines logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 9/1. 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.
Mon 10/197:01 pm -
1 stop13h 56m
Fri 10/231:29 pm -
1 stop22h 10m
Deal found 9/1![Multiple Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 10/235:39 pm -
1 stop15h 08m
Sun 10/259:59 pm -
1 stop20h 12m
Deal found 9/3![Multiple Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 10/168:48 pm -
1 stop11h 59m
Sun 10/189:59 pm -
1 stop20h 12m
Deal found 9/4![Multiple Airlines logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 10/312:39 pm -
2 stops11h 51m
Sun 10/49:59 pm -
1 stop20h 24m
Deal found 9/3![Multiple Airlines logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 8/30. 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.
Sat 9/1912:39 pm -
2 stops20h 28m
Wed 9/237:59 pm -
1 stop14h 17m
Deal found 8/30![Multiple Airlines logo]()
$322
Last-minute flights from Stewart to ClevelandDiscover last-minute flight deals from Stewart to Cleveland. Data last updated September 4, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to Cleveland. Data last updated September 4, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 9/3012:39 pm -
2 stops32h 13m
Wed 10/79:10 pm -
1 stop12h 18m
Deal found 9/2![Multiple Airlines logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 10/28:48 pm -
1 stop12h 19m
Sun 10/49:59 pm -
2 stops13h 37m
Deal found 9/2![Multiple Airlines logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 9/1. 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.
Mon 10/197:01 pm -
1 stop13h 56m
Fri 10/239:59 pm -
2 stops13h 40m
Deal found 9/1![Multiple Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 10/235:39 pm -
1 stop15h 08m
Sun 11/19:59 pm -
1 stop20h 12m
Deal found 9/1![Multiple Airlines logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 10/2412:39 pm -
2 stops8h 13m
Sun 11/19:59 pm -
1 stop20h 12m
Deal found 9/1![Multiple Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Mon 10/267:01 pm -
1 stop14h 05m
Sat 10/313:46 pm -
2 stops20h 22m
Deal found 8/31![Multiple Airlines logo]()
$216
One-way flights from Stewart to ClevelandSearch for one-way flight options from Stewart to Cleveland. Find affordable one-way fares based on user searches. Data last updated September 4, 2026.
Search for one-way flight options from Stewart to Cleveland. Find affordable one-way fares based on user searches. Data last updated September 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/31. 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 9/3012:39 pm -
1 stop28h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Multiple Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 8/31. 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 9/2312:39 pm -
1 stop28h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Multiple Airlines logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Mon 10/197:01 pm -
1 stop13h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 8/31. 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 9/1912:39 pm -
2 stops20h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Multiple Airlines logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 10/411:48 am -
1 stop32h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Multiple Airlines logo]()
$129
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 September 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $216 (Kiwi.com) |
One-way from | $113 (Kiwi.com) |
Popular in | December |
Cheapest in | April |
Average price | $268 |
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 7,457,451 searches. Data last updated September 4, 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
Cheapest round-trip
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Wed 10/7
12:39 pm-5:32 pm
1 stop28h 53m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$126
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Sat 9/19
12:39 pm-9:07 am
2 stops20h 28m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$127
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Sun 10/4
11:48 am-12:04 pm
2 stops24h 16m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$139
Quickest round-trip
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Thu 10/8
10:18 am-7:59 pm
1 stop9h 41m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$148
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Wed 9/16
12:39 pm-9:07 am
2 stops20h 28m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$160
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Fri 11/6
5:30 pm-9:06 am
1 stop15h 36m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$181
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Sat 11/21
12:39 pm-12:30 am
1 stop11h 51m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$203
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Thu 9/10
10:56 am-9:07 am
1 stop22h 11m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$205
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Sat 10/24
12:39 pm-12:09 pm
2 stops23h 30m
Cleveland Hopkins Intl
Sun 11/1
9:59 pm-6:11 pm
1 stop20h 12m
$254
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Thu 10/1
10:28 am-7:22 pm
1 stop8h 54m
Cleveland Hopkins Intl
Sat 10/3
7:45 am-10:58 am
1 stop27h 13m
$281
Showing 1-10 of 18 resultsSorted by cheapest first
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 September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
SWF-CLE
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.
Traveling to a place near Cleveland?
Book flights to Cleveland if you plan to visit one of these locationsSandusky
Beachwood
Independence
Mansfield
Strongsville
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Avon
Streetsboro
Medina
North Olmsted
Cuyahoga Falls
Kent
Westlake
Elyria
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