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Westchester County

$69+ 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HPN
Aug 7 — Aug 141
Thu 8/7
Thu 8/14
1 adult, Economy
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Cheap 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 August 2, 2025.

Round-trip from

$117
(JetBlue)

One-way from

$69
(JetBlue)

Popular in

October

Cheapest in

February

Average price

$207
From Clearwater to Westchester County
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One-way flight from Clearwater to Westchester County
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Highest demand for flights based on searches. 9% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Clearwater to Westchester County

Cheapest flights from Clearwater to Westchester County
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 August 2, 2025.

This JetBlue deal was found by Cheapflights users on 8/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/37:15 pmTPA - HPN
Nonstop2h 50mJetBlue
Mon 9/87:30 amHPN - TPA
Nonstop2h 48mJetBlue
Deal found 8/1$117
This American Airlines deal was found by Cheapflights users on 8/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/221:31 pmTPA - HPN
1 stop4h 52mAmerican Airlines
Sat 8/2310:05 amHPN - TPA
1 stop4h 37mAmerican Airlines
Deal found 8/1$159
This Delta deal was found by Cheapflights users on 7/31. 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 8/276:21 amTPA - HPN
1 stop5h 36mDelta
Sat 8/306:42 pmHPN - TPA
1 stop5h 17mDelta
Deal found 7/31$197
This Priceline deal was found by Cheapflights users on 8/1. 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.
Thu 8/217:15 amTPA - HPN
1 stop5h 15mBreeze Airways
Thu 8/288:10 amHPN - TPA
1 stop7h 07mBreeze Airways
Deal found 8/1$286

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 August 2, 2025.
Use the filters below to find and compare flights from Clearwater to Westchester County that are best for you.

Fly from

Clearwater

Fly to

Westchester County

Route

Depart

Return

Price

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Wed 9/3

7:15 pm-10:05 pm

Nonstop2h 50m

White Plains Westchester County

Mon 9/8

7:30 am-10:18 am

Nonstop2h 48m

$117

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Fri 8/22

1:31 pm-6:23 pm

1 stop4h 52m

White Plains Westchester County

Sat 8/23

10:05 am-2:42 pm

1 stop4h 37m

$159

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Wed 1/14

7:00 am-12:37 pm

1 stop5h 37m

White Plains Westchester County

Sun 1/25

1:20 pm-7:35 pm

1 stop6h 15m

$195

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Wed 8/27

6:21 am-11:57 am

1 stop5h 36m

White Plains Westchester County

Sat 8/30

6:42 pm-11:59 pm

1 stop5h 17m

$197

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Wed 10/29

9:00 am-11:47 am

Nonstop2h 47m

$69

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Tue 9/30

6:00 am-10:45 am

1 stop4h 45m

$80

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Wed 1/7

7:00 am-12:37 pm

1 stop5h 37m

$86

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Wed 10/29

6:00 am-11:59 am

1 stop5h 59m

$99

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

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.
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

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

Currently, January is the cheapest month in which you can book a flight from Clearwater to Westchester County (average of $276). Flying from Clearwater to Westchester County in March is currently the most expensive (average of $339). 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 August 2, 2025.

When flying from Clearwater to Westchester County, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 August 2, 2025.

The most flights from CL9 to zzREU are scheduled on a Monday (9 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (5 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 August 2, 2025.
Peruse reviews from past customers who have flown with Delta, Breeze Airways, and JetBlue 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.
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
Delta
8.0
Very good
7,983 reviews
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
Breeze Airways
8.0
Very good
191 reviews
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
JetBlue
7.3
Good
2,915 reviews
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

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.

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

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $69. Users have also found prices from $80 and $86 on American Airlines and Breeze Airways, respectively.

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

    While on average a flight from Clearwater to Westchester County is generally $219, our data shows the cheapest flight currently is $68. When looking at the most popular route, (Tampa - White Plains Westchester County), you can expect to pay $117 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Clearwater to Westchester County 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 Clearwater to Westchester County?

    Currently, January is the cheapest month in which you can book a flight from Clearwater to Westchester County (average of $276). Flying from Clearwater to Westchester County in March is currently the most expensive (average of $339). 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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Top 5 airlines flying from Clearwater to Westchester County

Discover the top 5 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 August 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$70Average$214FlexibilityNo cancel feeOn-timeN/A
Avelo AirlinesCheapest$113Average$157FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$156Average$265FlexibilityNo cancel feeOn-time62%
DeltaCheapest$187Average$294FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$196Average$308FlexibilityNo cancel feeOn-time71%

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