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Westchester County

$72+ 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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HPN
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$147
(JetBlue)

One-way from

$72
(Breeze Airways)

Popular in

October

Cheapest in

January

Average price

$208
Provider with most accurate pricing for Tampa-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Tampa-New York (NYC) flights.
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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. 6% potential increase in price ($11 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 October 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 October 30, 2025.

This JetBlue deal was found by Cheapflights users on 10/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/139:00 amTPA - HPN
Nonstop2h 49mJetBlue
Sun 11/166:30 amHPN - TPA
Nonstop2h 54mJetBlue
Deal found 10/30$147
This Priceline deal was found by Cheapflights users on 10/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/139:00 amTPA - HPN
Nonstop2h 49mJetBlue
Mon 11/176:30 amHPN - TPA
Nonstop2h 54mJetBlue
Deal found 10/30$157
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Thu 11/132:02 pmTPA - HPN
1 stop6h 08mAmerican Airlines
Mon 11/173:09 pmHPN - TPA
1 stop5h 36mAmerican Airlines
Deal found 10/30$167
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Thu 12/256:00 amTPA - HPN
2 stops8h 30mAmerican Airlines
Wed 12/315:16 pmHPN - TPA
2 stops6h 43mAmerican Airlines
Deal found 10/29$169
This Priceline deal was found by Cheapflights users on 10/28. 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.
Sun 12/77:15 amTPA - HPN
1 stop5h 24mBreeze Airways
Wed 12/101:14 pmHPN - TPA
1 stop6h 00mBreeze Airways
Deal found 10/28$170
This Delta deal was found by Cheapflights users on 10/29. 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 11/125:30 amTPA - HPN
1 stop6h 30mDelta
Mon 11/175:14 pmHPN - TPA
1 stop5h 47mDelta
Deal found 10/29$177
This Priceline deal was found by Cheapflights users on 10/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/137:15 amTPA - HPN
1 stop5h 24mBreeze Airways
Mon 11/178:00 amHPN - TPA
1 stop7h 56mBreeze Airways
Deal found 10/29$179
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Sat 12/63:25 pmTPA - HPN
2 stops7h 22mAmerican Airlines
Sun 12/76:30 amHPN - TPA
1 stop4h 19mAmerican Airlines
Deal found 10/30$182
This JetBlue deal was found by Cheapflights users on 10/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/199:00 amTPA - HPN
Nonstop2h 49mJetBlue
Mon 11/247:30 amHPN - TPA
Nonstop2h 53mJetBlue
Deal found 10/29$183
This JetBlue deal was found by Cheapflights users on 10/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/279:00 amTPA - HPN
Nonstop2h 49mJetBlue
Sun 12/77:30 amHPN - TPA
Nonstop2h 53mJetBlue
Deal found 10/29$187
This Priceline deal was found by Cheapflights users on 10/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/169:00 amTPA - HPN
Nonstop2h 49mJetBlue
Tue 11/186:30 amHPN - TPA
Nonstop2h 54mJetBlue
Deal found 10/30$189

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 October 30, 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

Thu 11/13

9:00 am-11:49 am

Nonstop2h 49m

White Plains Westchester County

Mon 11/17

6:30 am-9:24 am

Nonstop2h 54m

$147

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Thu 11/13

2:02 pm-8:10 pm

1 stop6h 08m

White Plains Westchester County

Mon 11/17

6:30 am-1:12 pm

2 stops6h 42m

$172

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Wed 11/12

5:30 am-12:00 pm

1 stop6h 30m

White Plains Westchester County

Mon 11/17

5:14 pm-11:01 pm

1 stop5h 47m

$177

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Wed 11/19

9:00 am-11:49 am

Nonstop2h 49m

White Plains Westchester County

Mon 11/24

7:30 am-10:23 am

Nonstop2h 53m

$183

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Sat 2/28

9:15 am-11:59 am

Nonstop2h 44m

White Plains Westchester County

Wed 3/4

7:30 am-10:36 am

Nonstop3h 06m

$187

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Fri 4/24

9:15 am-11:59 am

Nonstop2h 44m

White Plains Westchester County

Sun 4/26

7:30 am-10:36 am

Nonstop3h 06m

$187

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Thu 11/27

9:00 am-11:49 am

Nonstop2h 49m

White Plains Westchester County

Sun 12/7

7:30 am-10:23 am

Nonstop2h 53m

$187

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Tue 12/2

4:05 pm-10:09 pm

1 stop6h 04m

White Plains Westchester County

Fri 12/5

6:50 pm-12:19 am

1 stop5h 29m

$197

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Thu 12/4

7:55 am-4:37 pm

1 stop8h 42m

White Plains Westchester County

Tue 12/9

6:50 pm-12:19 am

1 stop5h 29m

$197

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Tue 12/2

4:05 pm-10:09 pm

1 stop6h 04m

White Plains Westchester County

Mon 12/8

3:08 pm-11:04 pm

1 stop7h 56m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 20 results
1
2

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 $167). 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 October 30, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 33% 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 October 26, 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. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 30, 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
8.1
Very good
221 reviews

Comfort

8.2

Entertainment

6.6

Crew

8.7

Overall

8.1

Boarding

8.3

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.1
Very good
221 reviews
Breeze Airways
8.1
Very good
221 reviews

Comfort

8.2

Entertainment

6.6

Crew

8.7

Overall

8.1

Boarding

8.3

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Delta
7.9
Good
7,993 reviews
Breeze Airways
8.1
Very good
221 reviews

Comfort

8.2

Entertainment

6.6

Crew

8.7

Overall

8.1

Boarding

8.3

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
American Airlines
7.2
Good
11,032 reviews
Breeze Airways
8.1
Very good
221 reviews

Comfort

8.2

Entertainment

6.6

Crew

8.7

Overall

8.1

Boarding

8.3

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
JetBlue
7.2
Good
2,906 reviews
Breeze Airways
8.1
Very good
221 reviews

Comfort

8.2

Entertainment

6.6

Crew

8.7

Overall

8.1

Boarding

8.3

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

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 49m. Fly via JetBlue or American Airlines to get the fastest option. The distance from Clearwater to Westchester County is about 1033 mi. This flight may include one or multiple stops.

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

    While on average a flight from Clearwater to Westchester County is generally $209, our data shows the cheapest flight currently is $84. When looking at the most popular route, (Tampa - White Plains Westchester County), you can expect to pay $147 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 $167). 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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Alternative routes for Clearwater to Westchester County

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$48Average$250FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$77Average$209FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$117Average$246FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$178Average$306FlexibilityNo cancel feeOn-time71%
DeltaCheapest$187Average$288FlexibilityNo cancel feeOn-timeN/A

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