$115+ 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — CLE
Oct 30 — Nov 61
Round-trip
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
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 30, 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 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/30. 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.
Wed 10/2112:39 pm -
2 stops20h 18m
Wed 10/289:18 pm -
1 stop12h 30m
Deal found 9/30![Multiple Airlines logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 9/30. 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.
Wed 10/2812:39 pm -
2 stops20h 27m
Wed 11/48:18 pm -
1 stop13h 52m
Deal found 9/30![Multiple Airlines logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 10/2412:39 pm -
2 stops20h 18m
Wed 10/289:18 pm -
1 stop12h 30m
Deal found 9/30![Multiple Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 9/30. 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.
Wed 10/2812:39 pm -
2 stops20h 27m
Sat 10/319:59 pm -
1 stop13h 17m
Deal found 9/30![Multiple Airlines logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 9/28. 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 10/2412:39 pm -
2 stops20h 18m
Sat 10/319:59 pm -
1 stop13h 17m
Deal found 9/28![Multiple Airlines logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 9/30. 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.
Sun 10/2511:58 am -
2 stops24h 11m
Wed 10/289:18 pm -
1 stop12h 30m
Deal found 9/30![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 10/2210:38 am -
2 stops25h 31m
Wed 10/289:18 pm -
1 stop12h 30m
Deal found 9/30![Multiple Airlines logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 9/29. 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.
Sat 11/712:39 pm -
2 stops8h 15m
Wed 11/119:59 pm -
1 stop12h 17m
Deal found 9/29![Multiple Airlines logo]()
$248
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 30, 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 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/27. 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 10/2511:58 am -
2 stops24h 11m
Wed 10/289:18 pm -
1 stop12h 30m
Deal found 9/27![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 9/29. 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 10/2910:38 am -
1 stop9h 25m
Sun 11/19:59 pm -
2 stops13h 37m
Deal found 9/29![Multiple Airlines logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 9/29. 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.
Sun 10/2511:58 am -
1 stop8h 01m
Tue 10/279:59 pm -
2 stops13h 40m
Deal found 9/29![Multiple Airlines logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 9/29. 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 10/1510:56 am -
1 stop13h 23m
Wed 10/219:59 pm -
1 stop12h 17m
Deal found 9/29![Multiple Airlines logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 9/29. 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 10/2112:39 pm -
2 stops8h 13m
Fri 10/231:29 pm -
1 stop22h 10m
Deal found 9/29![Multiple Airlines logo]()
$344
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Thu 11/511:00 am -
1 stop9h 03m
Tue 11/104:11 pm -
2 stops19h 28m
Deal found 9/28![Multiple Airlines logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 9/26. 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.
Wed 10/2112:39 pm -
2 stops8h 13m
Thu 10/229:59 pm -
1 stop18h 50m
Deal found 9/26![Multiple Airlines logo]()
$365
This Kiwi.com deal was found by Cheapflights users on 9/27. 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 10/2511:58 am -
1 stop8h 01m
Mon 10/266:00 am -
1 stop12h 11m
Deal found 9/27![Multiple Airlines logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 9/29. 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 10/2210:38 am -
1 stop9h 21m
Sun 10/259:59 pm -
1 stop20h 12m
Deal found 9/29![Multiple Airlines logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 9/26. 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.
Fri 10/3012:16 pm -
2 stops12h 11m
Sun 11/19:59 pm -
1 stop20h 12m
Deal found 9/26![Multiple Airlines logo]()
$390
This Kiwi.com deal was found by Cheapflights users on 9/29. 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.
Sun 11/1512:00 pm -
2 stops24h 16m
Sun 11/228:59 am -
1 stop8h 59m
Deal found 9/29![Multiple Airlines logo]()
$392
Last-minute flights from Stewart to ClevelandDiscover last-minute flight deals from Stewart to Cleveland. Data last updated September 30, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to Cleveland. Data last updated September 30, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/30. 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.
Wed 10/2112:39 pm -
2 stops20h 18m
Wed 10/289:18 pm -
1 stop12h 30m
Deal found 9/30![Multiple Airlines logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 10/2210:38 am -
2 stops25h 31m
Wed 10/289:18 pm -
1 stop12h 30m
Deal found 9/30![Multiple Airlines logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 10/2412:39 pm -
2 stops20h 18m
Wed 10/289:18 pm -
1 stop12h 30m
Deal found 9/30![Multiple Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 9/28. 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 10/2412:39 pm -
2 stops20h 18m
Sat 10/319:59 pm -
1 stop13h 17m
Deal found 9/28![Multiple Airlines logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 10/2412:39 pm -
2 stops20h 18m
Fri 10/301:41 pm -
1 stop21h 58m
Deal found 9/30![Multiple Airlines logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 9/30. 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.
Sun 10/2511:58 am -
2 stops24h 11m
Wed 10/289:18 pm -
1 stop12h 30m
Deal found 9/30![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 9/30. 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.
Wed 10/2812:39 pm -
2 stops20h 27m
Wed 11/48:18 pm -
1 stop13h 52m
Deal found 9/30![Multiple Airlines logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 9/30. 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.
Wed 10/2812:39 pm -
2 stops20h 27m
Sat 10/319:59 pm -
1 stop13h 17m
Deal found 9/30![Multiple Airlines logo]()
$229
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 30, 2026.
Search for one-way flight options from Stewart to Cleveland. Find affordable one-way fares based on user searches. Data last updated September 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/29. 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 10/2812:39 pm -
2 stops35h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 9/29. 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.
Sun 11/1512:00 pm -
2 stops24h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 9/30. 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.
Wed 10/2112:39 pm -
2 stops20h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Multiple Airlines logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 9/30. 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.
Sun 11/226:48 pm -
2 stops39h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Multiple Airlines logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 9/29. 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.
Mon 10/197:01 pm -
1 stop13h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 10/2910:38 am -
2 stops25h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 9/29. 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.
Mon 11/97:04 pm -
1 stop14h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$140
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 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $202 (Kiwi.com) |
One-way from | $115 (Kiwi.com) |
Popular in | December |
Cheapest in | April |
Average price | $297 |
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 30, 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 10/28
12:39 pm-12:27 am
2 stops35h 48m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$115
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Thu 10/29
10:38 am-12:16 pm
2 stops25h 38m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$138
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Thu 10/22
10:38 am-12:09 pm
2 stops25h 31m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$151
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Wed 11/18
12:39 pm-12:16 pm
3 stops23h 37m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$177
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Sun 11/22
6:48 pm-5:16 pm
3 stops22h 28m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$179
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Mon 10/26
12:16 pm-9:06 am
2 stops20h 50m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$189
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Sat 11/21
12:39 pm-10:37 am
3 stops21h 58m
Cleveland Hopkins Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$193
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Sun 10/25
11:58 am-12:09 pm
2 stops24h 11m
Cleveland Hopkins Intl
Wed 10/28
9:18 pm-9:48 am
1 stop12h 30m
$245
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Thu 10/29
10:38 am-8:03 pm
1 stop9h 25m
Cleveland Hopkins Intl
Sun 11/1
9:59 pm-11:36 am
2 stops13h 37m
$306
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Sun 10/25
11:58 am-7:59 pm
1 stop8h 01m
Cleveland Hopkins Intl
Tue 10/27
9:59 pm-11:39 am
2 stops13h 40m
$328
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
Lakewood
Avon
Medina
Streetsboro
North Olmsted
Cuyahoga Falls
Kent
Westlake
Elyria
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
Cleveland flight routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights