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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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MCO
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find 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 October 30, 2025.

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 11/126:30 amHPN - TPA
Nonstop2h 54mJetBlue
Wed 11/199:00 amTPA - HPN
Nonstop2h 49mJetBlue
Deal found 10/29$132
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.
Sat 11/156:30 amHPN - TPA
Nonstop2h 54mJetBlue
Wed 11/199:00 amTPA - HPN
Nonstop2h 49mJetBlue
Deal found 10/30$147
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.
Tue 11/186:30 amHPN - TPA
Nonstop2h 54mJetBlue
Wed 11/199:00 amTPA - HPN
Nonstop2h 49mJetBlue
Deal found 10/29$152
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 11/126:30 amHPN - TPA
Nonstop2h 54mJetBlue
Tue 11/189:00 amTPA - HPN
Nonstop2h 49mJetBlue
Deal found 10/29$157
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.
Wed 11/196:30 amHPN - TPA
1 stop4h 15mAmerican Airlines
Wed 11/192:55 pmTPA - HPN
1 stop7h 35mAmerican Airlines
Deal found 10/29$159
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.
Sun 12/147:30 amHPN - TPA
Nonstop2h 53mJetBlue
Sun 12/219:05 amTPA - HPN
Nonstop2h 52mJetBlue
Deal found 10/30$164
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 11/126:30 amHPN - TPA
Nonstop2h 54mJetBlue
Fri 11/219:00 amTPA - HPN
Nonstop2h 49mJetBlue
Deal found 10/29$167
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.
Tue 11/186:30 amHPN - TPA
1 stop4h 15mAmerican Airlines
Tue 11/183:27 pmTPA - HPN
2 stops7h 03mAmerican Airlines
Deal found 10/30$172
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.
Wed 11/1211:27 amHPN - TPA
1 stop4h 53mAmerican Airlines
Wed 11/196:44 amTPA - HPN
1 stop4h 13mAmerican Airlines
Deal found 10/29$173
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 11/1212:45 pmHPN - TPA
1 stop6h 18mDelta
Sat 11/155:40 amTPA - HPN
1 stop6h 19mDelta
Deal found 10/29$177

Cheap 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 October 30, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$132
(JetBlue)

One-way from

$66
(CheapOair)

Popular in

December

Cheapest in

September

Average price

$197
Provider with most accurate pricing for New York (NYC)-Tampa flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Tampa flights.
Search Deals
From Westchester County to Clearwater
Search Deals
One-way flight from Westchester County to Clearwater
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 30, 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

Wed 11/12

6:30 am-9:24 am

Nonstop2h 54m

Tampa

Wed 11/19

9:00 am-11:49 am

Nonstop2h 49m

$132

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Sat 11/15

6:30 am-9:24 am

Nonstop2h 54m

Tampa

Wed 11/19

9:00 am-11:49 am

Nonstop2h 49m

$147

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Mon 11/17

6:30 am-9:24 am

Nonstop2h 54m

Tampa

Wed 11/19

9:00 am-11:49 am

Nonstop2h 49m

$152

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Sat 1/24

7:00 am-9:55 am

Nonstop2h 55m

Tampa

Fri 1/30

8:00 am-10:50 am

Nonstop2h 50m

$167

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Wed 11/19

6:30 am-9:24 am

Nonstop2h 54m

Tampa

Fri 11/21

9:00 am-11:49 am

Nonstop2h 49m

$172

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Sat 11/15

6:00 am-12:37 pm

1 stop6h 37m

Tampa

Sat 11/15

5:04 pm-10:09 pm

1 stop5h 05m

$177

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Wed 11/12

5:14 pm-11:01 pm

1 stop5h 47m

Tampa

Tue 11/18

5:40 am-11:59 am

1 stop6h 19m

$177

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Sat 11/15

3:08 pm-10:57 pm

1 stop7h 49m

Tampa

Wed 11/19

7:30 am-4:34 pm

1 stop9h 04m

$177

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Fri 11/14

6:41 pm-12:18 am

1 stop5h 37m

Tampa

Tue 11/18

5:04 pm-10:09 pm

1 stop5h 05m

$177

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Sat 3/21

7:30 am-10:36 am

Nonstop3h 06m

Tampa

Sat 3/28

9:15 am-11:59 am

Nonstop2h 44m

$187

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 22 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, October is the cheapest month in which you can book a flight from Westchester County to Clearwater (average of $91). 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 October 30, 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 afternoon 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 October 26, 2025.

Travelers seeking maximum savings on their Westchester County to Clearwater flight should consider departing on Saturday 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 October 30, 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
8.1
Very good
222 reviews

Boarding

8.3

Crew

8.7

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

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
222 reviews
Breeze Airways
8.1
Very good
222 reviews

Boarding

8.3

Crew

8.7

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

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
7,998 reviews
Breeze Airways
8.1
Very good
222 reviews

Boarding

8.3

Crew

8.7

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

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
11,034 reviews
Breeze Airways
8.1
Very good
222 reviews

Boarding

8.3

Crew

8.7

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

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
222 reviews

Boarding

8.3

Crew

8.7

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

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!
Frontier
5.8
Fair
3,123 reviews
Breeze Airways
8.1
Very good
222 reviews

Boarding

8.3

Crew

8.7

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

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 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 $132, JetBlue can have you in Clearwater from Westchester County in 2h 54m. Airlines will cover a distance of 1033 mi. Most flights are nonstop.

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

    On average you can expect to pay $234 for a flight from Westchester County to Clearwater. The cheapest flight overall is $84 while the most popular route, (White Plains Westchester County - Tampa) is currently priced at $132.

  • 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, October is the cheapest month in which you can book a flight from Westchester County to Clearwater (average of $91). 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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Alternative routes for Westchester County to Clearwater

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Westchester County to Clearwater

Discover the top 6 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$29Average$109FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$51Average$139FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$98Average$246FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$103Average$309FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$117Average$292FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$176Average$404FlexibilityNo cancel feeOn-time71%

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