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Clearwater

$64+ Cheap flights from Westchester County to Clearwater, FL

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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MCO
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Westchester County to Clearwater

Cheapest flights from Westchester County to Clearwater
Explore the most affordable flight options available from Westchester County to Clearwater. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/15. 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.
Thu 12/186:30 amHPN - TPA
1 stop4h 27mAmerican Airlines
Thu 12/185:20 pmTPA - HPN
1 stop5h 40mAmerican Airlines
Deal found 12/15$159
This JetBlue deal was found by Cheapflights users on 12/15. 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.
Wed 12/247:40 amHPN - TPA
Nonstop2h 56mJetBlue
Wed 12/319:05 amTPA - HPN
Nonstop2h 52mJetBlue
Deal found 12/15$285
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Thu 12/186:30 amHPN - TPA
1 stop6h 27mAmerican Airlines
Sat 12/208:25 amTPA - HPN
1 stop4h 40mAmerican Airlines
Deal found 12/15$303
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/173:12 pmHPN - TPA
1 stop7h 50mAmerican Airlines
Wed 1/712:04 pmTPA - HPN
1 stop6h 04mAmerican Airlines
Deal found 12/16$312
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/178:00 amHPN - TPA
2 stops24h 32mBreeze Airways
Wed 1/77:00 amTPA - HPN
1 stop5h 37mBreeze Airways
Deal found 12/16$315
This Delta deal was found by Cheapflights users on 12/15. 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 12/1612:55 pmHPN - TPA
1 stop5h 35mDelta
Tue 1/63:55 pmTPA - HPN
1 stop6h 05mDelta
Deal found 12/15$336
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/166:30 amHPN - TPA
2 stops6h 41mAmerican Airlines
Tue 1/68:00 amTPA - HPN
1 stop5h 00mAmerican Airlines
Deal found 12/15$341
This JetBlue deal was found by Cheapflights users on 12/15. 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.
Wed 12/247:40 amHPN - TPA
Nonstop2h 56mJetBlue
Thu 1/19:05 amTPA - HPN
Nonstop2h 52mJetBlue
Deal found 12/15$343
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/216:30 amHPN - TPA
1 stop4h 27mAmerican Airlines
Wed 12/316:00 amTPA - HPN
2 stops8h 30mAmerican Airlines
Deal found 12/16$352
This Priceline deal was found by Cheapflights users on 12/15. 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 12/167:30 amHPN - TPA
Nonstop2h 53mJetBlue
Tue 1/69:05 amTPA - HPN
Nonstop2h 50mJetBlue
Deal found 12/15$361

Find flight deals from Westchester County to Clearwater

Keep the following information in mind while searching for Westchester County to Clearwater flight deals. Data was last updated December 18, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$137
(JetBlue)

One-way from

$64
(JetBlue)

Popular in

December

Cheapest in

September

Average price

$302
Provider with most accurate pricing for New York (NYC)-Tampa flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Tampa flights.
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From Westchester County to Clearwater
Search Deals
One-way flight from Westchester County to Clearwater
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County to Clearwater 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 December 18, 2025.
Use the filters below to find and compare flights from Westchester County to Clearwater that are best for you.

Fly from

Westchester County

Fly to

Clearwater

Route

Depart

Return

Price

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Mon 1/26

7:00 am-9:55 am

Nonstop2h 55m

Tampa

Fri 1/30

9:05 am-11:55 am

Nonstop2h 50m

$137

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Thu 1/22

7:00 am-9:55 am

Nonstop2h 55m

Tampa

Tue 1/27

9:05 am-11:55 am

Nonstop2h 50m

$137

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Fri 1/30

10:00 am-4:34 pm

1 stop6h 34m

Tampa

Sun 2/1

6:00 am-10:30 am

1 stop4h 30m

$178

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Tue 1/27

4:29 pm-10:41 pm

1 stop6h 12m

Tampa

Wed 1/28

8:30 am-2:26 pm

1 stop5h 56m

$197

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Fri 1/9

1:00 pm-9:36 pm

1 stop8h 36m

Tampa

Mon 1/12

9:05 am-11:55 am

Nonstop2h 50m

$217

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Fri 1/30

12:08 pm-9:12 pm

1 stop9h 04m

Tampa

Sun 2/1

9:16 pm-12:30 pm

2 stops15h 14m

$225

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Mon 3/2

7:00 am-9:55 am

Nonstop2h 55m

Tampa

Sat 3/14

9:07 am-11:57 am

Nonstop2h 50m

$233

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Sun 1/11

1:00 pm-9:36 pm

1 stop8h 36m

Tampa

Fri 1/16

9:05 am-11:55 am

Nonstop2h 50m

$237

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Mon 1/19

7:00 am-9:55 am

Nonstop2h 55m

Tampa

Wed 1/21

9:05 am-11:55 am

Nonstop2h 50m

$250

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Wed 1/28

7:00 am-9:55 am

Nonstop2h 55m

Tampa

Mon 2/2

9:05 am-11:55 am

Nonstop2h 50m

$253

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 24 results
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Best time to book a flight from Westchester County to Clearwater

Have a flexible travel schedule? Discover the best time to fly to Clearwater from Westchester County with our price prediction graph.
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 Clearwater

What is the cheapest month to book a flight from Westchester County to Clearwater?

Currently, March is the cheapest month in which you can book a flight from Westchester County to Clearwater (average of $87). Flying from Westchester County to Clearwater in May is currently the most expensive (average of $186). 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 REU to CL9?

Find hourly flight availability from Westchester County to Clearwater. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

One of the essential ways to save on airfare from Westchester County to Clearwater is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the morning could potentially save you up to 24% on airfare.

What is the cheapest day to fly from Westchester County to Clearwater?

Use this chart to determine the cheapest time to fly round-trip from Westchester County to Clearwater. Price data was last updated on December 13, 2025.

Travelers seeking maximum savings on their Westchester County to Clearwater flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Clearwater

Get insights into the airlines that provide service to Clearwater. 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 Clearwater. Reviews last updated December 18, 2025.
Read through reviews of airlines operating flights from Westchester County to Clearwater, such as Breeze Airways, Delta, and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
248 reviews

Entertainment

6.7

Crew

8.8

Overall

8.2

Boarding

8.4

Food

6.7

Comfort

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
248 reviews
Breeze Airways
8.2
Very good
248 reviews

Entertainment

6.7

Crew

8.8

Overall

8.2

Boarding

8.4

Food

6.7

Comfort

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Delta
7.9
Good
8,006 reviews
Breeze Airways
8.2
Very good
248 reviews

Entertainment

6.7

Crew

8.8

Overall

8.2

Boarding

8.4

Food

6.7

Comfort

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
American Airlines
7.2
Good
11,053 reviews
Breeze Airways
8.2
Very good
248 reviews

Entertainment

6.7

Crew

8.8

Overall

8.2

Boarding

8.4

Food

6.7

Comfort

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
JetBlue
7.2
Good
2,895 reviews
Breeze Airways
8.2
Very good
248 reviews

Entertainment

6.7

Crew

8.8

Overall

8.2

Boarding

8.4

Food

6.7

Comfort

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Frontier
5.8
Fair
3,082 reviews
Breeze Airways
8.2
Very good
248 reviews

Entertainment

6.7

Crew

8.8

Overall

8.2

Boarding

8.4

Food

6.7

Comfort

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

Related info for your journey

Find useful and relevant information for your journey from Westchester County to Clearwater. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Westchester County to Clearwater?

    For as low as $137, JetBlue can have you in Clearwater from Westchester County in 2h 55m. Airlines will cover a distance of 1033 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Westchester County to Clearwater one-way?

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $68. Users have also found prices from $79 and $93 on American Airlines and Breeze Airways, respectively.

  • What are the cheapest flights from Westchester County to Clearwater?

    On average you can expect to pay $245 for a flight from Westchester County to Clearwater. The cheapest flight overall is $93 while the most popular route, (White Plains Westchester County - Tampa) is currently priced at $137.

  • Can I find deals for flights from Westchester County to Clearwater that include hotel bookings?

    Yes. In addition to deals on Westchester County to Clearwater flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Westchester County to Clearwater?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Westchester County to Clearwater.

  • Can I find deals for business class flights from Westchester County to Clearwater?

    Yes. Cheapflights offers flight deals from Westchester County to Clearwater by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Westchester County to Clearwater?

    Currently, March is the cheapest month in which you can book a flight from Westchester County to Clearwater (average of $87). Flying from Westchester County to Clearwater in May is currently the most expensive (average of $186). 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.

See more FAQs

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See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Westchester County to Clearwater

Discover the top 5 airlines that operate flights from Westchester County to Clearwater. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$29Average$105FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$98Average$242FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$108Average$330FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$117Average$281FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$176Average$398FlexibilityNo cancel feeOn-time71%

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