$70+ Cheap flights from Clearwater, FL to Westchester County
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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HPN
May 2 — May 91
Round-trip
1 adult, Economy
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Find cheap flights from Clearwater to Westchester County 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 Clearwater to Westchester County
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Cheapest flights from Clearwater to Westchester CountyExplore the most affordable flight options available from Clearwater to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2026.
Explore the most affordable flight options available from Clearwater to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2026.
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:00 am
TPA
- HPN
1 stop4h 33m
Breeze Airways
Tue 9/11:29 pm
HPN
- TPA
1 stop4h 42m
Breeze Airways
Deal found 4/1![Breeze Airways logo]()
$148
This Breeze Airways 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:00 am
TPA
- HPN
1 stop4h 33m
Breeze Airways
Tue 8/251:29 pm
HPN
- TPA
1 stop4h 42m
Breeze Airways
Deal found 3/30![Breeze Airways logo]()
$153
This Priceline deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:00 am
TPA
- HPN
1 stop4h 20m
Breeze Airways
Mon 8/246:09 pm
HPN
- TPA
1 stop5h 14m
Breeze Airways
Deal found 4/2![Breeze Airways logo]()
$165
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/271:26 pm
TPA
- HPN
1 stop7h 33m
Breeze Airways
Tue 9/11:29 pm
HPN
- TPA
1 stop4h 42m
Breeze Airways
Deal found 3/31![Breeze Airways logo]()
$169
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:00 am
TPA
- HPN
1 stop4h 20m
Breeze Airways
Sat 8/2912:00 pm
HPN
- TPA
1 stop4h 26m
Breeze Airways
Deal found 3/31![Breeze Airways logo]()
$170
This Breeze Airways 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/187:00 am
TPA
- HPN
1 stop10h 29m
Breeze Airways
Sat 6/612:00 pm
HPN
- TPA
1 stop11h 59m
Breeze Airways
Deal found 3/31![Breeze Airways logo]()
$171
This Breeze Airways deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/111:21 pm
TPA
- HPN
1 stop7h 15m
Breeze Airways
Mon 9/141:17 pm
HPN
- TPA
1 stop9h 06m
Breeze Airways
Deal found 4/2![Breeze Airways logo]()
$173
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:12 pm
TPA
- HPN
1 stop7h 37m
Breeze Airways
Sat 8/2912:00 pm
HPN
- TPA
1 stop4h 26m
Breeze Airways
Deal found 3/31![Breeze Airways logo]()
$177
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:00 am
TPA
- HPN
1 stop4h 20m
Breeze Airways
Tue 6/91:29 pm
HPN
- TPA
1 stop4h 42m
Breeze Airways
Deal found 3/31![Breeze Airways logo]()
$182
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.
Sat 6/67:00 am
TPA
- HPN
1 stop4h 20m
Breeze Airways
Mon 6/86:09 pm
HPN
- TPA
1 stop4h 50m
Breeze Airways
Deal found 3/29![Breeze Airways logo]()
$184
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.
Mon 5/187:00 am
TPA
- HPN
1 stop10h 29m
Breeze Airways
Mon 6/86:09 pm
HPN
- TPA
1 stop4h 50m
Breeze Airways
Deal found 3/29![Breeze Airways logo]()
$185
Best flights from Clearwater to Westchester CountyDiscover carefully curated flight deals from Clearwater to Westchester County that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 2, 2026.
Discover carefully curated flight deals from Clearwater to Westchester County that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 2, 2026.
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 5/237:02 am
TPA
- HPN
1 stop9h 33m
Delta
Sat 5/304:29 pm
HPN
- TPA
1 stop5h 28m
Delta
Deal found 3/30![Delta logo]()
$233
This JetBlue deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:41 pm
TPA
- HPN
Nonstop2h 49m
JetBlue
Sun 5/247:00 am
HPN
- TPA
Nonstop2h 45m
JetBlue
Deal found 4/2![JetBlue logo]()
$260
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/148:40 am
TPA
- HPN
Nonstop2h 53m
Multiple Airlines
Mon 5/186:09 pm
HPN
- TPA
1 stop4h 50m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$277
This Breeze Airways 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/98:00 am
TPA
- HPN
1 stop4h 33m
Breeze Airways
Wed 6/1712:00 pm
HPN
- TPA
1 stop11h 59m
Breeze Airways
Deal found 3/31![Breeze Airways logo]()
$294
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/148:40 am
TPA
- HPN
Nonstop2h 53m
JetBlue
Mon 5/187:00 am
HPN
- TPA
Nonstop2h 47m
JetBlue
Deal found 3/28![JetBlue logo]()
$263
This Breeze Airways 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1412:26 pm
TPA
- HPN
1 stop6h 34m
Breeze Airways
Mon 5/186:09 pm
HPN
- TPA
1 stop4h 50m
Breeze Airways
Deal found 4/1![Breeze Airways logo]()
$300
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.
Thu 5/78:59 pm
TPA
- HPN
2 stops12h 49m
Delta
Sun 5/106:00 am
HPN
- TPA
1 stop5h 34m
Delta
Deal found 3/29![Delta logo]()
$353
This Breeze Airways 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/181:26 pm
TPA
- HPN
1 stop7h 33m
Breeze Airways
Mon 6/226:09 pm
HPN
- TPA
1 stop4h 50m
Breeze Airways
Deal found 3/29![Breeze Airways logo]()
$321
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.
Mon 5/188:59 pm
TPA
- HPN
2 stops14h 51m
Delta
Sat 6/66:00 am
HPN
- TPA
2 stops14h 04m
Delta
Deal found 3/29![Delta logo]()
$380
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 6/276:20 am
TPA
- HPN
1 stop5h 49m
Delta
Sat 7/46:49 pm
HPN
- TPA
1 stop5h 42m
Delta
Deal found 3/30![Delta logo]()
$401
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.
Wed 5/275:40 am
TPA
- HPN
1 stop6h 11m
Delta
Mon 6/16:40 pm
HPN
- TPA
2 stops13h 29m
Delta
Deal found 3/29![Delta logo]()
$419
Last-minute flights from Clearwater to Westchester CountyDiscover last-minute flight deals from Clearwater to Westchester County. Data last updated April 2, 2026 and is based on user searches.
Discover last-minute flight deals from Clearwater to Westchester County. Data last updated April 2, 2026 and is based on user searches.
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.
Sat 5/911:18 am
TPA
- HPN
1 stop9h 12m
Breeze Airways
Mon 5/116:09 pm
HPN
- TPA
1 stop4h 50m
Breeze Airways
Deal found 4/1![Breeze Airways logo]()
$194
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.
Thu 5/1412:29 pm
TPA
- HPN
1 stop8h 30m
Multiple Airlines
Sat 6/612:00 pm
HPN
- TPA
1 stop11h 24m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$186
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.
Thu 5/1412:29 pm
TPA
- HPN
1 stop8h 30m
Multiple Airlines
Fri 6/56:09 pm
HPN
- TPA
1 stop6h 24m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$192
This Breeze Airways 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/157:00 am
TPA
- HPN
1 stop10h 29m
Breeze Airways
Mon 5/186:09 pm
HPN
- TPA
1 stop4h 50m
Breeze Airways
Deal found 3/31![Breeze Airways logo]()
$190
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 5/1512:29 pm
TPA
- HPN
1 stop22h 51m
Multiple Airlines
Sat 6/612:00 pm
HPN
- TPA
1 stop11h 24m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$197
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.
Sat 5/167:00 am
TPA
- HPN
1 stop4h 20m
Breeze Airways
Sat 6/612:00 pm
HPN
- TPA
1 stop11h 59m
Breeze Airways
Deal found 3/29![Breeze Airways logo]()
$195
This Breeze Airways 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/187:00 am
TPA
- HPN
1 stop10h 29m
Breeze Airways
Sat 6/612:00 pm
HPN
- TPA
1 stop11h 59m
Breeze Airways
Deal found 3/31![Breeze Airways logo]()
$171
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.
Mon 5/187:00 am
TPA
- HPN
1 stop10h 29m
Breeze Airways
Mon 6/86:09 pm
HPN
- TPA
1 stop4h 50m
Breeze Airways
Deal found 3/29![Breeze Airways logo]()
$185
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.
Mon 5/187:00 am
TPA
- HPN
1 stop10h 29m
Breeze Airways
Fri 6/56:09 pm
HPN
- TPA
1 stop4h 50m
Breeze Airways
Deal found 3/29![Breeze Airways logo]()
$188
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.
Wed 5/277:46 pm
TPA
- HPN
1 stop25h 13m
Multiple Airlines
Sat 6/612:00 pm
HPN
- TPA
1 stop11h 24m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$191
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.
Wed 5/277:46 pm
TPA
- HPN
1 stop25h 13m
Multiple Airlines
Fri 6/56:09 pm
HPN
- TPA
1 stop6h 24m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$196
One-way flights from Clearwater to Westchester CountySearch for one-way flight options from Clearwater to Westchester County. Find affordable one-way fares based on user searches. Data last updated April 2, 2026.
Search for one-way flight options from Clearwater to Westchester County. Find affordable one-way fares based on user searches. Data last updated April 2, 2026.
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:00 am
TPA
- HPN
1 stop4h 20m
Breeze Airways
Deal found 3/30![Breeze Airways logo]()
$70
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.
Sat 9/262:15 pm
TPA
- HPN
1 stop6h 15m
Breeze Airways
Deal found 3/30![Breeze Airways logo]()
$71
This Breeze Airways 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:15 pm
TPA
- HPN
1 stop6h 15m
Breeze Airways
Deal found 3/30![Breeze Airways logo]()
$77
This Breeze Airways 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:00 am
TPA
- HPN
1 stop4h 20m
Breeze Airways
Deal found 4/1![Breeze Airways logo]()
$81
This Kiwi.com deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/47:00 am
TPA
- HPN
1 stop4h 20m
Breeze Airways
Deal found 4/2![Breeze Airways logo]()
$85
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/162:15 pm
TPA
- HPN
1 stop6h 15m
Breeze Airways
Deal found 3/30![Breeze Airways logo]()
$87
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/187:00 am
TPA
- HPN
1 stop10h 29m
Breeze Airways
Deal found 4/1![Breeze Airways logo]()
$88
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.
Thu 5/1412:29 pm
TPA
- HPN
1 stop8h 30m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$91
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.
Wed 4/297:00 am
TPA
- HPN
1 stop5h 47m
Breeze Airways
Deal found 3/29![Breeze Airways logo]()
$92
Find flight deals from Clearwater to Westchester County
Keep the following information in mind while searching for Clearwater to Westchester County flight deals. Data was last updated April 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $148 (Priceline) |
One-way from | $70 (CheapOair) |
Popular in | March |
Cheapest in | September |
Average price | $207 |
Cheapflights Fare Finder
Customize your flight search to find flights from Clearwater to Westchester County 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 2, 2026.
Use the filters below to find and compare flights from Clearwater to Westchester County that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
TampaWhite Plains
TPA - HPN
TPAHPN
Tampa
Sat 5/23
7:02 am-4:35 pm
1 stop9h 33m
White Plains Westchester County
Sat 5/30
4:29 pm-9:57 pm
1 stop5h 28m
$233
Quickest round-trip
TampaWhite Plains
TPA - HPN
TPAHPN
Tampa
Sat 5/23
7:41 pm-10:30 pm
Nonstop2h 49m
White Plains Westchester County
Sun 5/24
7:00 am-9:45 am
Nonstop2h 45m
$260
TampaWhite Plains
TPA - HPN
TPAHPN
Tampa
Thu 5/14
8:40 am-11:33 am
Nonstop2h 53m
White Plains Westchester County
Mon 5/18
7:00 am-9:47 am
Nonstop2h 47m
$263
TampaWhite Plains
TPA - HPN
TPAHPN
Tampa
Thu 5/14
8:40 am-11:33 am
Nonstop2h 53m
White Plains Westchester County
Mon 5/18
6:09 pm-10:59 pm
1 stop4h 50m
$277
TampaWhite Plains
TPA - HPN
TPAHPN
Tampa
Tue 6/9
8:00 am-12:33 pm
1 stop4h 33m
White Plains Westchester County
Wed 6/17
12:00 pm-11:59 pm
1 stop11h 59m
$294
TampaWhite Plains
TPA - HPN
TPAHPN
Tampa
Thu 5/14
12:26 pm-7:00 pm
1 stop6h 34m
White Plains Westchester County
Mon 5/18
6:09 pm-10:59 pm
1 stop4h 50m
$300
TampaWhite Plains
TPA - HPN
TPAHPN
Tampa
Thu 6/18
1:26 pm-8:59 pm
1 stop7h 33m
White Plains Westchester County
Mon 6/22
6:09 pm-10:59 pm
1 stop4h 50m
$321
TampaWhite Plains
TPA - HPN
TPAHPN
Tampa
Thu 5/7
8:59 pm-9:48 am
2 stops12h 49m
White Plains Westchester County
Sun 5/10
6:00 am-11:34 am
1 stop5h 34m
$353
TampaWhite Plains
TPA - HPN
TPAHPN
Tampa
Mon 5/18
8:59 pm-11:50 am
2 stops14h 51m
White Plains Westchester County
Sat 6/6
6:00 am-8:04 pm
2 stops14h 04m
$380
TampaWhite Plains
TPA - HPN
TPAHPN
Tampa
Sat 6/27
6:20 am-12:09 pm
1 stop5h 49m
White Plains Westchester County
Sat 7/4
6:49 pm-12:31 am
1 stop5h 42m
$401
Showing 1-10 of 22 resultsSorted by cheapest first
Best time to book a flight from Clearwater to Westchester County
Have a flexible travel schedule? Discover the best time to fly to Westchester County from Clearwater with our price prediction graph.
TPA-HPN
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 Clearwater to Westchester County
CL9-zzREU
TPA-HPN
What is the cheapest month to book a flight from Clearwater to Westchester County?
Currently, August is the cheapest month in which you can book a flight from Clearwater to Westchester County (average of $48). Flying from Clearwater to Westchester County in July is currently the most expensive (average of $152). 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.
What is the cheapest time of day to fly from CL9 to REU?
Find hourly flight availability from Clearwater to Westchester County. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 2, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 25% on flights from Clearwater to Westchester County by exploring options for tickets in the evening.
Weekly flight availability from Clearwater to Westchester County
Explore weekly flight availability from Clearwater to Westchester County. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 2, 2026.
The most flights from CL9 to zzREU are scheduled on a Thursday (7 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).
Reviews of airlines servicing Westchester County
Get insights into the airlines that provide service to Westchester County. 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 Westchester County. Reviews last updated April 2, 2026.
Peruse reviews from past customers who have flown with Breeze Airways,Delta, andJetBlue from Clearwater to Westchester County to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.3
Overall
8.1
Entertainment
6.6
Comfort
8.2
Crew
8.7
Food
6.6
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.3
Overall
8.1
Entertainment
6.6
Comfort
8.2
Crew
8.7
Food
6.6
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.3
Overall
8.1
Entertainment
6.6
Comfort
8.2
Crew
8.7
Food
6.6
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.3
Overall
8.1
Entertainment
6.6
Comfort
8.2
Crew
8.7
Food
6.6
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.3
Overall
8.1
Entertainment
6.6
Comfort
8.2
Crew
8.7
Food
6.6
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
Find useful and relevant information for your journey from Clearwater to Westchester County. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Clearwater to Westchester County
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Complete your trip
Complete your trip to Westchester County by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Clearwater to Westchester County by cabin class
Find flights from Clearwater to Westchester County, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Clearwater and Westchester County flights
Browse other Clearwater and Westchester County flight options. Last updated on April 2, 2026.
Popular flight searches
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Clearwater to Westchester County flights
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Top 4 airlines flying from Clearwater to Westchester County
Discover the top 4 airlines that operate flights from Clearwater to Westchester County. 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 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$59 | Average$226 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$112 | Average$225 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$139 | Average$280 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$158 | Average$303 | FlexibilityNo cancel fee | On-time71% |