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Westchester County

$64+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HPN
Jan 20 — Jan 271
Tue 1/20
Tue 1/27
1 adult, Economy
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Cheap 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 December 21, 2025.

This Delta deal was found by Cheapflights users on 12/20. 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 12/294:26 pmTPA - HPN
1 stop5h 43mDelta
Wed 1/75:12 pmHPN - TPA
1 stop6h 01mDelta
Deal found 12/20$277
This JetBlue deal was found by Cheapflights users on 12/20. 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.
Mon 12/299:05 amTPA - HPN
Nonstop2h 52mJetBlue
Wed 1/77:00 amHPN - TPA
Nonstop2h 55mJetBlue
Deal found 12/20$282
This Breeze Airways deal was found by Cheapflights users on 12/19. 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.
Sun 12/287:15 amTPA - HPN
1 stop5h 24mBreeze Airways
Thu 1/112:09 pmHPN - TPA
1 stop10h 13mBreeze Airways
Deal found 12/19$285
This Delta deal was found by Cheapflights users on 12/20. 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 12/294:26 pmTPA - HPN
1 stop5h 43mDelta
Mon 1/56:40 pmHPN - TPA
1 stop5h 45mDelta
Deal found 12/20$287
This American Airlines deal was found by Cheapflights users on 12/19. 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 12/303:41 pmTPA - HPN
1 stop7h 19mAmerican Airlines
Fri 1/23:00 pmHPN - TPA
1 stop5h 59mAmerican Airlines
Deal found 12/19$293
This Kiwi.com deal was found by Cheapflights users on 12/20. 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 12/257:15 amTPA - HPN
1 stop5h 24mBreeze Airways
Mon 12/298:00 amHPN - TPA
1 stop7h 56mBreeze Airways
Deal found 12/20$304
This JetBlue deal was found by Cheapflights users on 12/20. 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.
Mon 12/299:05 amTPA - HPN
Nonstop2h 52mJetBlue
Tue 1/67:00 amHPN - TPA
Nonstop2h 55mJetBlue
Deal found 12/20$327
This Priceline deal was found by Cheapflights users on 12/20. 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 12/257:15 amTPA - HPN
1 stop5h 24mBreeze Airways
Wed 12/311:14 pmHPN - TPA
1 stop6h 00mBreeze Airways
Deal found 12/20$334
This Priceline deal was found by Cheapflights users on 12/20. 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.
Sun 12/217:15 amTPA - HPN
1 stop5h 24mBreeze Airways
Mon 1/58:00 amHPN - TPA
1 stop7h 56mBreeze Airways
Deal found 12/20$348
This JetBlue deal was found by Cheapflights users on 12/20. 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.
Mon 12/299:05 amTPA - HPN
Nonstop2h 52mJetBlue
Mon 1/57:40 amHPN - TPA
Nonstop2h 56mJetBlue
Deal found 12/20$353
This Delta deal was found by Cheapflights users on 12/20. 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 12/305:30 amTPA - HPN
1 stop6h 30mDelta
Fri 1/212:45 pmHPN - TPA
1 stop7h 42mDelta
Deal found 12/20$357

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 December 21, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$135
(Super.com)

One-way from

$64
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$222
Provider with most accurate pricing for Tampa-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tampa-New York (NYC) flights.
Search Deals
From Clearwater to Westchester County
Search Deals
One-way flight from Clearwater to Westchester County
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($5 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 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 December 21, 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

Fri 1/9

9:05 am-11:55 am

Nonstop2h 50m

White Plains Westchester County

Mon 1/12

7:00 am-9:55 am

Nonstop2h 55m

$137

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Thu 1/8

9:05 am-11:55 am

Nonstop2h 50m

White Plains Westchester County

Mon 1/12

7:00 am-9:55 am

Nonstop2h 55m

$137

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Wed 1/21

9:05 am-11:55 am

Nonstop2h 50m

White Plains Westchester County

Sat 1/31

7:00 am-9:55 am

Nonstop2h 55m

$137

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Thu 1/22

9:05 am-11:55 am

Nonstop2h 50m

White Plains Westchester County

Mon 1/26

7:00 am-9:55 am

Nonstop2h 55m

$137

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Wed 1/21

9:05 am-11:55 am

Nonstop2h 50m

White Plains Westchester County

Tue 1/27

7:00 am-9:55 am

Nonstop2h 55m

$137

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Fri 1/23

9:05 am-11:55 am

Nonstop2h 50m

White Plains Westchester County

Tue 1/27

7:00 am-9:55 am

Nonstop2h 55m

$137

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Wed 1/21

9:05 am-11:55 am

Nonstop2h 50m

White Plains Westchester County

Mon 1/26

7:00 am-9:55 am

Nonstop2h 55m

$137

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Thu 1/22

9:05 am-11:55 am

Nonstop2h 50m

White Plains Westchester County

Wed 1/28

7:00 am-9:55 am

Nonstop2h 55m

$157

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Fri 1/23

9:05 am-11:55 am

Nonstop2h 50m

White Plains Westchester County

Wed 1/28

7:00 am-9:55 am

Nonstop2h 55m

$157

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Sat 1/24

9:05 am-11:55 am

Nonstop2h 50m

White Plains Westchester County

Wed 1/28

7:00 am-9:55 am

Nonstop2h 55m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/19

Showing 1-10 of 22 results
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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, 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 March is currently the most expensive (average of $155). 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 December 21, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 19% on flights from Clearwater to Westchester County by exploring options for tickets in the evening.

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

Use this chart to determine the cheapest time to fly round-trip from Clearwater to Westchester County. Price data was last updated on December 20, 2025.

Travelers seeking maximum savings on their Clearwater to Westchester County flight should consider departing on Friday mornings 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.

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 December 21, 2025.

The most flights from CL9 to zzREU are scheduled on a Monday (7 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (6 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 December 21, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Delta, and American Airlines 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.
Breeze Airways
8.2
Very good
249 reviews

Crew

8.8

Entertainment

6.7

Comfort

8.2

Overall

8.2

Boarding

8.4

Food

6.7

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
249 reviews
Breeze Airways
8.2
Very good
249 reviews

Crew

8.8

Entertainment

6.7

Comfort

8.2

Overall

8.2

Boarding

8.4

Food

6.7

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
8,017 reviews
Breeze Airways
8.2
Very good
249 reviews

Crew

8.8

Entertainment

6.7

Comfort

8.2

Overall

8.2

Boarding

8.4

Food

6.7

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
11,051 reviews
Breeze Airways
8.2
Very good
249 reviews

Crew

8.8

Entertainment

6.7

Comfort

8.2

Overall

8.2

Boarding

8.4

Food

6.7

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
249 reviews

Crew

8.8

Entertainment

6.7

Comfort

8.2

Overall

8.2

Boarding

8.4

Food

6.7

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 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.

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

    There are many flights that can get you from Clearwater to Westchester County in 2h 50m. Fly via JetBlue to get the fastest option. The distance from Clearwater to Westchester County is about 1033 mi. All flights are typically nonstop.

  • 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 $73. Users have also found prices from $78 and $79 on Delta and American Airlines, respectively.

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

    While on average a flight from Clearwater to Westchester County is generally $199, our data shows the cheapest flight currently is $73. When looking at the most popular route, (Tampa - White Plains Westchester County), you can expect to pay $137 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, 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 March is currently the most expensive (average of $155). 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.

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Alternative routes for Clearwater to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.
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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 December 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$48Average$250FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$82Average$229FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$117Average$241FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$166Average$313FlexibilityNo cancel feeOn-time71%
DeltaCheapest$187Average$289FlexibilityNo cancel feeOn-timeN/A

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