$116+ 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — CLE
Sep 27 — Oct 41
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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Last-minute
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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 28, 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 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 11/712:39 pm -
2 stops8h 15m
Wed 11/118:18 pm -
1 stop13h 52m
Deal found 8/26![Multiple Airlines logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 10/2412:39 pm -
2 stops8h 13m
Sun 11/19:59 pm -
1 stop20h 12m
Deal found 8/26![Multiple Airlines logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 8/25. 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
Mon 11/26:00 am -
1 stop12h 11m
Deal found 8/25![Multiple Airlines logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 10/2910:38 am -
1 stop9h 25m
Tue 11/34:11 pm -
2 stops19h 28m
Deal found 8/28![Multiple Airlines logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 8/25. 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
Mon 11/26:00 am -
1 stop12h 11m
Deal found 8/25![Multiple Airlines logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 10/110:28 am -
1 stop8h 54m
Sat 10/37:45 am -
1 stop27h 13m
Deal found 8/26![Multiple Airlines logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 stop9h 34m
Sun 10/46:00 am -
2 stops29h 36m
Deal found 8/25![Multiple Airlines logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 8/25. 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
Wed 10/289:18 pm -
1 stop12h 30m
Deal found 8/25![Multiple Airlines logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 8/25![Multiple Airlines logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 8/26. 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.
Tue 9/111:48 am -
1 stop20h 08m
Wed 9/97:59 pm -
1 stop14h 17m
Deal found 8/26![Multiple Airlines logo]()
$279
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 28, 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 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 10/2910:38 am -
1 stop9h 25m
Sun 11/19:59 pm -
2 stops13h 37m
Deal found 8/26![Multiple Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 stop9h 34m
Sun 10/46:00 am -
2 stops29h 36m
Deal found 8/25![Multiple Airlines logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 8/26. 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.
Tue 9/111:48 am -
1 stop20h 08m
Wed 9/97:59 pm -
1 stop14h 17m
Deal found 8/26![Multiple Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 8/25. 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
Mon 10/53:45 pm -
2 stops43h 54m
Deal found 8/25![Multiple Airlines logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 9/1010:56 am -
1 stop12h 03m
Sun 9/139:59 pm -
1 stop12h 32m
Deal found 8/25![Multiple Airlines logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 8/25. 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
Sun 11/89:59 pm -
1 stop20h 15m
Deal found 8/25![Multiple Airlines logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 10/110:28 am -
1 stop8h 54m
Fri 10/29:59 pm -
2 stops13h 40m
Deal found 8/26![Multiple Airlines logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 9/610:33 am -
1 stop10h 09m
Tue 9/89:47 pm -
2 stops13h 52m
Deal found 8/27![Multiple Airlines logo]()
$370
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Tue 9/111:48 am -
1 stop8h 54m
Tue 9/89:47 pm -
2 stops13h 52m
Deal found 8/27![Multiple Airlines logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 8/28. 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.
Fri 10/168:48 pm -
1 stop11h 59m
Sun 10/186:00 am -
1 stop12h 24m
Deal found 8/28![Multiple Airlines logo]()
$376
Last-minute flights from Stewart to ClevelandDiscover last-minute flight deals from Stewart to Cleveland. Data last updated August 28, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to Cleveland. Data last updated August 28, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/26. 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.
Tue 9/111:48 am -
1 stop20h 08m
Wed 9/97:59 pm -
1 stop14h 17m
Deal found 8/26![Multiple Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 9/310:33 am -
1 stop21h 23m
Wed 9/97:59 pm -
1 stop14h 17m
Deal found 8/26![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Fri 9/410:36 am -
1 stop21h 20m
Tue 9/89:47 pm -
2 stops13h 52m
Deal found 8/27![Multiple Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 stop21h 20m
Fri 9/111:34 pm -
1 stop22h 05m
Deal found 8/24![Multiple Airlines logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 9/610:33 am -
1 stop10h 09m
Wed 9/97:59 pm -
1 stop14h 17m
Deal found 8/26![Multiple Airlines logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 9/912:39 pm -
2 stops20h 28m
Fri 9/111:34 pm -
1 stop22h 05m
Deal found 8/28![Multiple Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 9/1010:56 am -
1 stop12h 03m
Sun 9/139:59 pm -
1 stop12h 32m
Deal found 8/25![Multiple Airlines logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 9/2510:48 am -
2 stops13h 42m
Sun 9/279:59 pm -
1 stop12h 32m
Deal found 8/26![Multiple Airlines logo]()
$311
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 28, 2026.
Search for one-way flight options from Stewart to Cleveland. Find affordable one-way fares based on user searches. Data last updated August 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Thu 10/2910:38 am -
2 stops25h 38m
Deal found 8/27![Multiple Airlines logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 10/1811:53 am -
1 stop32h 06m
Deal found 8/26![Multiple Airlines logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Sat 9/1212:39 pm -
2 stops20h 28m
Deal found 8/27![Multiple Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 10/712:39 pm -
1 stop28h 53m
Deal found 8/26![Multiple Airlines logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 9/1612:39 pm -
1 stop28h 52m
Deal found 8/25![Multiple Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Fri 9/410:36 am -
1 stop25h 56m
Deal found 8/27![Multiple Airlines logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Sat 9/2612:39 pm -
2 stops20h 28m
Deal found 8/27![Multiple Airlines logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Wed 11/412:39 pm -
2 stops23h 37m
Deal found 8/27![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Thu 10/110:28 am -
2 stops34h 24m
Deal found 8/27![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 August 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $224 (Kiwi.com) |
One-way from | $116 (Kiwi.com) |
Popular in | December |
Cheapest in | April |
Average price | $269 |
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 August 28, 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
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
$263
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Thu 10/1
10:28 am-8:02 pm
1 stop9h 34m
Cleveland Hopkins Intl
Sun 10/4
6:00 am-11:36 am
2 stops29h 36m
$264
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Tue 9/1
11:48 am-7:56 am
1 stop20h 08m
Cleveland Hopkins Intl
Wed 9/9
7:59 pm-10:16 am
1 stop14h 17m
$279
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
Mon 10/5
3:45 pm-11:39 am
2 stops43h 54m
$292
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Thu 9/10
10:56 am-10:59 pm
1 stop12h 03m
Cleveland Hopkins Intl
Sun 9/13
9:59 pm-10:31 am
1 stop12h 32m
$316
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Thu 11/5
11:00 am-8:03 pm
1 stop9h 03m
Cleveland Hopkins Intl
Sun 11/8
9:59 pm-6:14 pm
1 stop20h 15m
$326
Quickest round-trip
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
Fri 10/2
9:59 pm-11:39 am
2 stops13h 40m
$327
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Sun 9/6
10:33 am-8:42 pm
1 stop10h 09m
Cleveland Hopkins Intl
Tue 9/8
9:47 pm-11:39 am
2 stops13h 52m
$370
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
Tue 9/8
9:47 pm-11:39 am
2 stops13h 52m
$374
New WindsorCleveland
SWF New Windsor Stewart - CLE Cleveland Hopkins Intl
SWFCLE
New Windsor Stewart
Fri 10/16
8:48 pm-8:47 am
1 stop11h 59m
Cleveland Hopkins Intl
Sun 10/18
6:00 am-6:24 pm
1 stop12h 24m
$376
Showing 1-10 of 20 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
Strongsville
Lakewood
Avon
Streetsboro
Medina
North Olmsted
Cuyahoga Falls
Kent
Westlake
Elyria
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