$100+ 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — CLE
Sep 10 — Sep 171
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
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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
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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 August 11, 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 August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/1111:06 am -
1 stop13h 24m
Sun 9/139:59 pm -
1 stop12h 32m
Deal found 8/7![Multiple Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 -
1 stop4h 38m
Sun 11/19:42 pm -
1 stop20h 29m
Deal found 8/7![Multiple Airlines logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 10/1510:18 am -
1 stop12h 44m
Sun 10/189:42 pm -
1 stop20h 29m
Deal found 8/9![Multiple Airlines logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 stops23h 25m
Wed 9/237:59 pm -
1 stop14h 17m
Deal found 8/8![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 stop15h 37m
Sun 10/46:00 am -
1 stop12h 19m
Deal found 8/7![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 -
1 stop4h 38m
Sun 10/116:00 am -
1 stop12h 24m
Deal found 8/10![Multiple Airlines logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 stop8h 14m
Wed 10/79:10 pm -
1 stop12h 18m
Deal found 8/9![Multiple Airlines logo]()
$253
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 August 11, 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 August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/1111:06 am -
1 stop13h 24m
Sun 9/139:59 pm -
1 stop12h 32m
Deal found 8/10![Multiple Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 stops23h 25m
Wed 9/237:59 pm -
1 stop14h 17m
Deal found 8/8![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 -
1 stop4h 38m
Sun 10/116:00 am -
1 stop12h 24m
Deal found 8/10![Multiple Airlines logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 10/46:00 am -
1 stop12h 19m
Deal found 8/7![Multiple Airlines logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 stop8h 14m
Wed 10/79:10 pm -
1 stop12h 18m
Deal found 8/9![Multiple Airlines logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 9/2511:06 am -
1 stop13h 24m
Sun 9/279:59 pm -
1 stop12h 32m
Deal found 8/8![Multiple Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Tue 9/111:48 am -
1 stop8h 54m
Thu 9/38:10 am -
1 stop10h 30m
Deal found 8/6![Multiple Airlines logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/311:13 am -
1 stop13h 27m
Sun 9/68:10 am -
1 stop10h 30m
Deal found 8/7![Multiple Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/512:05 pm -
1 stop5h 10m
Sun 9/68:10 am -
1 stop10h 30m
Deal found 8/7![Multiple Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 11/111:58 am -
1 stop10h 23m
Thu 11/59:42 pm -
2 stops37h 57m
Deal found 8/10![Multiple Airlines logo]()
$306
Last-minute flights from Stewart to ClevelandDiscover last-minute flight deals from Stewart to Cleveland. Data last updated August 11, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to Cleveland. Data last updated August 11, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 -
1 stop5h 10m
Wed 9/24:38 pm -
1 stop26h 02m
Deal found 8/8![Multiple Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 8/2812:17 pm -
2 stops10h 26m
Mon 8/319:47 pm -
1 stop13h 21m
Deal found 8/6![Multiple Airlines logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/410:36 am -
1 stop12h 07m
Sun 9/68:10 am -
1 stop10h 30m
Deal found 8/9![Multiple Airlines logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/1111:06 am -
1 stop13h 24m
Sun 9/139:59 pm -
1 stop12h 32m
Deal found 8/7![Multiple Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 stops23h 25m
Wed 9/237:59 pm -
1 stop14h 17m
Deal found 8/8![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 9/2511:06 am -
1 stop13h 24m
Sun 9/279:59 pm -
1 stop12h 32m
Deal found 8/8![Multiple Airlines logo]()
$257
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 August 11, 2026.
Search for one-way flight options from Stewart to Cleveland. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/1111:06 am -
1 stop13h 24m
Deal found 8/9![Multiple Airlines logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 -
1 stop28h 52m
Deal found 8/11![Multiple Airlines logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 8/3111:56 am -
1 stop20h 00m
Deal found 8/9![Multiple Airlines logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 9/1212:39 pm -
1 stop28h 52m
Deal found 8/8![Multiple Airlines logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 8/307:31 pm -
1 stop27h 58m
Deal found 8/11![Multiple Airlines logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 -
2 stops19h 51m
Deal found 8/10![Multiple Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Tue 9/111:48 am -
1 stop8h 54m
Deal found 8/10![Multiple Airlines logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 -
1 stop29h 10m
Deal found 8/10![Multiple Airlines logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 -
1 stop27h 58m
Deal found 8/8![Multiple Airlines logo]()
$124
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 August 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $215 (Kiwi.com) |
One-way from | $100 (Kiwi.com) |
Popular in | December |
Cheapest in | April |
Average price | $252 |
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 August 11, 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
Fri 9/11
11:06 am-12:30 am
1 stop13h 24m
Cleveland Hopkins Intl
Sun 9/13
9:59 pm-10:31 am
1 stop12h 32m
$220
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Sat 9/19
12:39 pm-12:04 pm
2 stops23h 25m
Cleveland Hopkins Intl
Wed 9/23
7:59 pm-10:16 am
1 stop14h 17m
$240
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Sat 10/10
12:39 pm-5:17 pm
1 stop4h 38m
Cleveland Hopkins Intl
Sun 10/11
6:00 am-6:24 pm
1 stop12h 24m
$246
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Fri 10/2
8:48 pm-9:07 am
1 stop12h 19m
Cleveland Hopkins Intl
Sun 10/4
6:00 am-6:19 pm
1 stop12h 19m
$251
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Sun 10/4
11:48 am-8:02 pm
1 stop8h 14m
Cleveland Hopkins Intl
Wed 10/7
9:10 pm-9:28 am
1 stop12h 18m
$253
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Fri 9/25
11:06 am-12:30 am
1 stop13h 24m
Cleveland Hopkins Intl
Sun 9/27
9:59 pm-10:31 am
1 stop12h 32m
$257
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Tue 9/1
11:48 am-8:42 pm
1 stop8h 54m
Cleveland Hopkins Intl
Thu 9/3
8:10 am-6:40 pm
1 stop10h 30m
$259
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Thu 9/3
11:13 am-12:40 am
1 stop13h 27m
Cleveland Hopkins Intl
Sun 9/6
8:10 am-6:40 pm
1 stop10h 30m
$272
Quickest round-trip
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Sat 9/5
12:05 pm-5:15 pm
1 stop5h 10m
Cleveland Hopkins Intl
Sun 9/6
8:10 am-6:40 pm
1 stop10h 30m
$279
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Sun 11/1
11:58 am-10:21 pm
1 stop10h 23m
Cleveland Hopkins Intl
Thu 11/5
9:42 pm-11:39 am
2 stops37h 57m
$306
Showing 1-10 of 21 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 August.
| 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
Avon
Strongsville
Lakewood
Streetsboro
Medina
Cuyahoga Falls
North Olmsted
Macedonia
Kent
Westlake
Elyria
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