$114+ Cheap flights from Westchester County to Cleveland (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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — CLE
May 1 — May 81
Round-trip
1 adult, Economy
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Find cheap flights from Westchester County 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 Westchester County to Cleveland
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Cheapest flights from Westchester County to ClevelandExplore the most affordable flight options available from Westchester County to Cleveland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2026.
Explore the most affordable flight options available from Westchester County to Cleveland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2026.
This American Airlines deal was found by Cheapflights users on 3/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:59 pm
HPN
- CLE
1 stop6h 06m
American Airlines
Sun 4/265:45 am
CLE
- HPN
1 stop5h 44m
American Airlines
Deal found 3/31![American Airlines logo]()
$207
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/156:49 pm
HPN
- CLE
1 stop6h 08m
Delta
Thu 7/238:18 am
CLE
- HPN
1 stop3h 35m
Delta
Deal found 3/30![Delta logo]()
$237
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:49 pm
HPN
- CLE
1 stop6h 08m
Delta
Thu 7/238:18 am
CLE
- HPN
1 stop3h 35m
Delta
Deal found 3/30![Delta logo]()
$267
This Delta deal was found by Cheapflights users on 3/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/93:15 pm
HPN
- CLE
1 stop7h 55m
Delta
Mon 5/116:35 am
CLE
- HPN
1 stop5h 15m
Delta
Deal found 3/29![Delta logo]()
$273
This Delta deal was found by Cheapflights users on 3/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:21 pm
HPN
- CLE
2 stops7h 13m
Delta
Sun 4/267:05 am
CLE
- HPN
1 stop4h 55m
Delta
Deal found 3/31![Delta logo]()
$278
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/163:10 pm
HPN
- CLE
1 stop8h 34m
Delta
Tue 7/216:40 am
CLE
- HPN
1 stop5h 13m
Delta
Deal found 3/30![Delta logo]()
$283
This American Airlines deal was found by Cheapflights users on 3/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/297:00 am
HPN
- CLE
1 stop6h 18m
American Airlines
Wed 5/63:50 pm
CLE
- HPN
1 stop4h 37m
American Airlines
Deal found 3/30![American Airlines logo]()
$287
This American Airlines deal was found by Cheapflights users on 3/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/75:59 pm
HPN
- CLE
1 stop6h 09m
American Airlines
Wed 4/812:34 pm
CLE
- HPN
1 stop5h 54m
American Airlines
Deal found 3/29![American Airlines logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 3/29. 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.
Fri 5/296:09 pm
HPN
- CLE
2 stops13h 25m
Multiple Airlines
Sun 5/313:20 pm
CLE
- HPN
1 stop5h 39m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$298
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:49 pm
HPN
- CLE
1 stop5h 56m
Delta
Thu 7/238:18 am
CLE
- HPN
1 stop3h 35m
Delta
Deal found 3/30![Delta logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 4/291:27 pm
HPN
- CLE
1 stop27h 52m
Multiple Airlines
Wed 5/67:24 pm
CLE
- HPN
2 stops25h 35m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$305
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/156:49 pm
HPN
- CLE
1 stop6h 08m
Delta
Sun 7/197:37 pm
CLE
- HPN
1 stop14h 12m
Delta
Deal found 3/30![Delta logo]()
$306
Best flights from Westchester County to ClevelandDiscover carefully curated flight deals from Westchester County to Cleveland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 1, 2026.
Discover carefully curated flight deals from Westchester County to Cleveland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 1, 2026.
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:00 am
HPN
- CLE
1 stop6h 48m
Delta
Mon 4/201:53 pm
CLE
- HPN
1 stop8h 10m
Delta
Deal found 4/1![Delta logo]()
$237
This Delta deal was found by Cheapflights users on 3/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:49 pm
HPN
- CLE
1 stop5h 58m
Delta
Sat 7/118:18 am
CLE
- HPN
1 stop3h 35m
Delta
Deal found 3/29![Delta logo]()
$237
This Delta deal was found by Cheapflights users on 3/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:40 pm
HPN
- CLE
1 stop6h 08m
Delta
Sun 5/315:50 am
CLE
- HPN
1 stop6h 12m
Delta
Deal found 3/29![Delta logo]()
$273
This Delta deal was found by Cheapflights users on 3/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/93:15 pm
HPN
- CLE
1 stop7h 55m
Delta
Mon 5/116:35 am
CLE
- HPN
1 stop5h 15m
Delta
Deal found 3/29![Delta logo]()
$273
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:21 pm
HPN
- CLE
2 stops7h 13m
Delta
Sun 4/267:05 am
CLE
- HPN
1 stop4h 55m
Delta
Deal found 4/1![Delta logo]()
$278
This Delta deal was found by Cheapflights users on 3/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/226:40 pm
HPN
- CLE
1 stop6h 08m
Delta
Sun 5/246:35 am
CLE
- HPN
1 stop5h 16m
Delta
Deal found 3/28![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:40 pm
HPN
- CLE
1 stop6h 08m
Delta
Mon 5/1810:51 am
CLE
- HPN
1 stop4h 58m
Delta
Deal found 4/1![Delta logo]()
$313
This Delta deal was found by Cheapflights users on 3/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:00 am
HPN
- CLE
1 stop6h 48m
Delta
Sun 4/267:05 am
CLE
- HPN
1 stop4h 55m
Delta
Deal found 3/29![Delta logo]()
$313
This Delta deal was found by Cheapflights users on 3/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2412:30 pm
HPN
- CLE
2 stops11h 18m
Delta
Fri 5/11:53 pm
CLE
- HPN
1 stop8h 10m
Delta
Deal found 3/31![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/176:29 am
HPN
- CLE
1 stop10h 47m
Delta
Tue 7/218:18 am
CLE
- HPN
1 stop3h 35m
Delta
Deal found 3/30![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1412:35 pm
HPN
- CLE
2 stops11h 04m
Delta
Thu 7/238:18 am
CLE
- HPN
1 stop3h 35m
Delta
Deal found 3/30![Delta logo]()
$392
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/286:49 pm
HPN
- CLE
1 stop6h 07m
Delta
Tue 6/308:18 am
CLE
- HPN
1 stop3h 37m
Delta
Deal found 3/30![Delta logo]()
$433
Last-minute flights from Westchester County to ClevelandDiscover last-minute flight deals from Westchester County to Cleveland. Data last updated April 1, 2026 and is based on user searches.
Discover last-minute flight deals from Westchester County to Cleveland. Data last updated April 1, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 3/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/15:30 pm
HPN
- CLE
1 stop6h 33m
American Airlines
Mon 4/65:35 am
CLE
- HPN
1 stop5h 24m
American Airlines
Deal found 3/27![American Airlines logo]()
$312
This American Airlines deal was found by Cheapflights users on 3/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/75:59 pm
HPN
- CLE
1 stop6h 09m
American Airlines
Wed 4/812:34 pm
CLE
- HPN
1 stop5h 54m
American Airlines
Deal found 3/29![American Airlines logo]()
$297
This American Airlines deal was found by Cheapflights users on 3/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:16 pm
HPN
- CLE
1 stop6h 37m
American Airlines
Thu 4/163:50 pm
CLE
- HPN
1 stop4h 37m
American Airlines
Deal found 3/28![American Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:00 am
HPN
- CLE
1 stop6h 48m
Delta
Mon 4/201:53 pm
CLE
- HPN
1 stop8h 10m
Delta
Deal found 4/1![Delta logo]()
$237
This American Airlines deal was found by Cheapflights users on 3/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:59 pm
HPN
- CLE
1 stop6h 06m
American Airlines
Sun 4/265:45 am
CLE
- HPN
1 stop5h 44m
American Airlines
Deal found 3/31![American Airlines logo]()
$207
This Delta deal was found by Cheapflights users on 3/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:21 pm
HPN
- CLE
2 stops7h 13m
Delta
Sun 4/267:05 am
CLE
- HPN
1 stop4h 55m
Delta
Deal found 3/31![Delta logo]()
$278
This Delta deal was found by Cheapflights users on 3/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:00 am
HPN
- CLE
1 stop6h 48m
Delta
Sun 4/267:05 am
CLE
- HPN
1 stop4h 55m
Delta
Deal found 3/29![Delta logo]()
$313
This American Airlines deal was found by Cheapflights users on 3/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/297:00 am
HPN
- CLE
1 stop6h 18m
American Airlines
Wed 5/63:50 pm
CLE
- HPN
1 stop4h 37m
American Airlines
Deal found 3/30![American Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 4/291:27 pm
HPN
- CLE
1 stop27h 52m
Multiple Airlines
Wed 5/67:24 pm
CLE
- HPN
2 stops25h 35m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$305
This Delta deal was found by Cheapflights users on 3/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/93:15 pm
HPN
- CLE
1 stop7h 55m
Delta
Mon 5/116:35 am
CLE
- HPN
1 stop5h 15m
Delta
Deal found 3/29![Delta logo]()
$273
This Delta deal was found by Cheapflights users on 3/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/226:40 pm
HPN
- CLE
1 stop6h 08m
Delta
Sun 5/246:35 am
CLE
- HPN
1 stop5h 16m
Delta
Deal found 3/28![Delta logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 3/29. 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.
Fri 5/296:09 pm
HPN
- CLE
2 stops13h 25m
Multiple Airlines
Sun 5/313:20 pm
CLE
- HPN
1 stop5h 39m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$298
One-way flights from Westchester County to ClevelandSearch for one-way flight options from Westchester County to Cleveland. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
Search for one-way flight options from Westchester County to Cleveland. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
This Delta deal was found by Cheapflights users on 3/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/83:15 pm
HPN
- CLE
1 stop7h 55m
Delta
Deal found 3/31![Delta logo]()
$114
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1412:30 pm
HPN
- CLE
1 stop6h 19m
Delta
Deal found 4/1![Delta logo]()
$134
This Delta deal was found by Cheapflights users on 3/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/76:59 pm
HPN
- CLE
1 stop5h 30m
Delta
Deal found 3/27![Delta logo]()
$149
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/812:35 pm
HPN
- CLE
2 stops11h 54m
Delta
Deal found 3/30![Delta logo]()
$164
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:49 pm
HPN
- CLE
1 stop6h 07m
Delta
Deal found 3/30![Delta logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Fri 6/126:09 pm
HPN
- CLE
2 stops38h 44m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$181
This American Airlines deal was found by Cheapflights users on 3/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/66:00 am
HPN
- CLE
1 stop4h 03m
American Airlines
Deal found 3/31![American Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
Tue 6/2312:27 pm
HPN
- CLE
3 stops30h 02m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$186
This American Airlines deal was found by Cheapflights users on 3/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/226:59 pm
HPN
- CLE
1 stop5h 25m
American Airlines
Deal found 3/28![American Airlines logo]()
$190
Find flight deals from Westchester County to Cleveland
Keep the following information in mind while searching for Westchester County to Cleveland flight deals. Data was last updated April 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $207 (American Airlines) |
One-way from | $114 (Delta) |
Popular in | December |
Cheapest in | July |
Average price | $205 |
Cheapflights Fare Finder
Customize your flight search to find flights from Westchester County 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 April 1, 2026.
Use the filters below to find and compare flights from Westchester County to Cleveland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
White PlainsCleveland
HPN - CLE
HPNCLE
White Plains Westchester County
Thu 4/16
6:00 am-12:48 pm
1 stop6h 48m
Cleveland Hopkins Intl
Mon 4/20
1:53 pm-10:03 pm
1 stop8h 10m
$237
Quickest round-trip
White PlainsCleveland
HPN - CLE
HPNCLE
White Plains Westchester County
Sat 7/4
6:49 pm-12:47 am
1 stop5h 58m
Cleveland Hopkins Intl
Sat 7/11
8:18 am-11:53 am
1 stop3h 35m
$237
White PlainsCleveland
HPN - CLE
HPNCLE
White Plains Westchester County
Fri 5/29
6:40 pm-12:48 am
1 stop6h 08m
Cleveland Hopkins Intl
Sun 5/31
5:50 am-12:02 pm
1 stop6h 12m
$273
White PlainsCleveland
HPN - CLE
HPNCLE
White Plains Westchester County
Sat 5/9
3:15 pm-11:10 pm
1 stop7h 55m
Cleveland Hopkins Intl
Mon 5/11
6:35 am-11:50 am
1 stop5h 15m
$273
White PlainsCleveland
HPN - CLE
HPNCLE
White Plains Westchester County
Wed 4/22
5:21 pm-12:34 am
2 stops7h 13m
Cleveland Hopkins Intl
Sun 4/26
7:05 am-12:00 pm
1 stop4h 55m
$278
White PlainsCleveland
HPN - CLE
HPNCLE
White Plains Westchester County
Fri 5/22
6:40 pm-12:48 am
1 stop6h 08m
Cleveland Hopkins Intl
Sun 5/24
6:35 am-11:51 am
1 stop5h 16m
$303
White PlainsCleveland
HPN - CLE
HPNCLE
White Plains Westchester County
Fri 5/15
6:40 pm-12:48 am
1 stop6h 08m
Cleveland Hopkins Intl
Mon 5/18
10:51 am-3:49 pm
1 stop4h 58m
$313
White PlainsCleveland
HPN - CLE
HPNCLE
White Plains Westchester County
Fri 4/24
6:00 am-12:48 pm
1 stop6h 48m
Cleveland Hopkins Intl
Sun 4/26
7:05 am-12:00 pm
1 stop4h 55m
$313
White PlainsCleveland
HPN - CLE
HPNCLE
White Plains Westchester County
Fri 4/24
12:30 pm-11:48 pm
2 stops11h 18m
Cleveland Hopkins Intl
Fri 5/1
1:53 pm-10:03 pm
1 stop8h 10m
$338
White PlainsCleveland
HPN - CLE
HPNCLE
White Plains Westchester County
Fri 7/17
6:29 am-5:16 pm
1 stop10h 47m
Cleveland Hopkins Intl
Tue 7/21
8:18 am-11:53 am
1 stop3h 35m
$357
Showing 1-10 of 18 resultsSorted by cheapest first
Best time to book a flight from Westchester County to Cleveland
Have a flexible travel schedule? Discover the best time to fly to Cleveland from Westchester County with our price prediction graph.
HPN-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.
Cheapflights Insights
Everything you need to know about your flight from Westchester County to Cleveland
zzREU-CLE
HPN-CLE
What is the cheapest month to book a flight from Westchester County to Cleveland?
Currently, August is the cheapest month in which you can book a flight from Westchester County to Cleveland (average of $66). Flying from Westchester County to Cleveland in December is currently the most expensive (average of $247). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Reviews of airlines servicing Cleveland
Get insights into the airlines that provide service to Cleveland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cleveland. Reviews last updated April 1, 2026.
See what other customers who have flown with American Airlines from Westchester County to Cleveland have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.2
Boarding
7.5
Food
6.4
Overall
7.1
Entertainment
6.9
Crew
7.9
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Comfort
7.2
Boarding
7.5
Food
6.4
Overall
7.1
Entertainment
6.9
Crew
7.9
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Related info for your journey
Find useful and relevant information for your journey from Westchester County 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
Mentor
Avon
Mansfield
Independence
Beachwood
Wooster
Strongsville
Lakewood
Streetsboro
Medina
North Olmsted
Cuyahoga Falls
Cleveland Heights
Macedonia
Kent
Elyria
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Alternative routes for Westchester County to Cleveland
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Other flights to Cleveland
Explore flights to Cleveland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 1, 2026.
Complete your trip
Complete your trip to Cleveland by adding a car rental and/or hotel reservation to your travel itinerary.
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Westchester County and Cleveland flights
Browse other Westchester County and Cleveland flight options. Last updated on April 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Westchester County to Cleveland
Discover the top airline that operate flights from Westchester County to Cleveland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$208 | Average$258 | FlexibilityNo cancel fee | On-time71% |