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Clearwater

$76+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MCO
Mar 15 — Mar 221
Sun 3/15
Sun 3/22
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 February 13, 2026.

This Priceline deal was found by Cheapflights users on 2/12. 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.
Fri 9/46:09 pm
HPN
-
TPA
1 stop4h 50m
Breeze Airways
Sun 9/61:26 pm
TPA
-
HPN
1 stop7h 33m
Breeze Airways
Deal found 2/12$178
This Breeze Airways deal was found by Cheapflights users on 2/11. 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.
Mon 2/238:00 am
HPN
-
TPA
1 stop7h 08m
Breeze Airways
Fri 2/277:00 am
TPA
-
HPN
1 stop4h 28m
Breeze Airways
Deal found 2/11$186
This Breeze Airways deal was found by Cheapflights users on 2/11. 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.
Fri 5/156:09 pm
HPN
-
TPA
1 stop4h 50m
Breeze Airways
Mon 5/187:00 am
TPA
-
HPN
1 stop10h 29m
Breeze Airways
Deal found 2/11$188
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Sun 5/248:00 am
HPN
-
TPA
1 stop9h 10m
Breeze Airways
Mon 6/17:00 am
TPA
-
HPN
1 stop10h 29m
Breeze Airways
Deal found 2/13$194
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Sun 2/221:20 pm
HPN
-
TPA
1 stop6h 15m
Multiple Airlines
Thu 4/308:00 am
TPA
-
HPN
1 stop27h 28m
Multiple Airlines
Deal found 2/12$195
This JetBlue deal was found by Cheapflights users on 2/13. 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.
Fri 9/47:00 am
HPN
-
TPA
Nonstop2h 40m
JetBlue
Mon 9/77:37 pm
TPA
-
HPN
Nonstop2h 53m
JetBlue
Deal found 2/13$197
This Priceline deal was found by Cheapflights users on 2/11. 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 2/221:20 pm
HPN
-
TPA
1 stop6h 15m
Breeze Airways
Fri 2/277:00 am
TPA
-
HPN
1 stop4h 28m
Breeze Airways
Deal found 2/11$198
This Breeze Airways deal was found by Cheapflights users on 2/11. 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.
Thu 6/48:00 am
HPN
-
TPA
1 stop9h 10m
Breeze Airways
Mon 6/87:00 am
TPA
-
HPN
1 stop10h 29m
Breeze Airways
Deal found 2/11$200
This Priceline deal was found by Cheapflights users on 2/10. 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 3/37:00 am
HPN
-
TPA
Nonstop2h 56m
Multiple Airlines
Mon 3/97:00 am
TPA
-
HPN
1 stop4h 28m
Multiple Airlines
Deal found 2/10$204
This Breeze Airways deal was found by Cheapflights users on 2/12. 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.
Mon 3/28:00 am
HPN
-
TPA
1 stop7h 08m
Breeze Airways
Fri 3/67:00 am
TPA
-
HPN
1 stop4h 28m
Breeze Airways
Deal found 2/12$205
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 5/1312:00 pm
HPN
-
TPA
1 stop11h 59m
Breeze Airways
Tue 5/198:00 am
TPA
-
HPN
1 stop4h 33m
Breeze Airways
Deal found 2/11$207

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 February 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$186
(Breeze Airways)

One-way from

$76
(Priceline)

Popular in

December

Cheapest in

September

Average price

$281
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. 10% potential increase in price ($25 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 February 2026
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 February 13, 2026.
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

Tue 4/21

12:48 pm-6:50 pm

1 stop6h 02m

Tampa

Sat 4/25

6:10 am-11:49 am

1 stop5h 39m

$217

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Mon 3/23

5:17 pm-11:53 pm

1 stop6h 36m

Tampa

Tue 3/31

6:00 am-11:53 am

1 stop5h 53m

$217

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Tue 3/24

6:59 pm-12:23 am

1 stop5h 24m

Tampa

Wed 4/1

4:55 pm-10:07 pm

1 stop5h 12m

$217

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Tue 3/24

6:59 pm-12:23 am

1 stop5h 24m

Tampa

Sat 3/28

5:30 am-12:00 pm

1 stop6h 30m

$248

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Wed 3/25

6:59 pm-12:23 am

1 stop5h 24m

Tampa

Tue 3/31

6:00 am-11:53 am

1 stop5h 53m

$248

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Tue 3/31

6:59 pm-12:23 am

1 stop5h 24m

Tampa

Tue 4/7

5:30 am-12:03 pm

1 stop6h 33m

$253

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Mon 3/30

6:59 pm-8:52 am

1 stop13h 53m

Tampa

Wed 4/8

7:00 am-2:29 pm

1 stop7h 29m

$260

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Mon 3/23

5:17 pm-11:53 pm

1 stop6h 36m

Tampa

Mon 3/30

6:00 am-11:53 am

1 stop5h 53m

$268

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Tue 3/24

6:59 pm-12:23 am

1 stop5h 24m

Tampa

Mon 3/30

6:00 am-11:53 am

1 stop5h 53m

$268

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Wed 4/15

6:00 am-8:04 pm

2 stops14h 04m

Tampa

Wed 4/22

5:20 am-12:02 pm

1 stop6h 42m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/13

Showing 1-10 of 20 results
1
2

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 June is currently the most expensive (average of $187). 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 February 13, 2026.

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 46% 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 February 7, 2026.

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

Weekly flight availability from Westchester County to Clearwater

Explore weekly flight availability from Westchester County to Clearwater. 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 February 13, 2026.

The most flights from zzREU to CL9 are scheduled on a Friday (6 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

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 February 13, 2026.
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
268 reviews

Entertainment

6.6

Crew

8.7

Comfort

8.2

Overall

8.1

Boarding

8.3

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Breeze Airways
8.1
Very good
268 reviews
Breeze Airways
8.1
Very good
268 reviews

Entertainment

6.6

Crew

8.7

Comfort

8.2

Overall

8.1

Boarding

8.3

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Delta
7.9
Good
8,195 reviews
Breeze Airways
8.1
Very good
268 reviews

Entertainment

6.6

Crew

8.7

Comfort

8.2

Overall

8.1

Boarding

8.3

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
American Airlines
7.2
Good
11,279 reviews
Breeze Airways
8.1
Very good
268 reviews

Entertainment

6.6

Crew

8.7

Comfort

8.2

Overall

8.1

Boarding

8.3

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
JetBlue
7.2
Good
2,897 reviews
Breeze Airways
8.1
Very good
268 reviews

Entertainment

6.6

Crew

8.7

Comfort

8.2

Overall

8.1

Boarding

8.3

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

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 $217, Delta can have you in Clearwater from Westchester County in 6h 02m. Airlines will cover a distance of 1033 mi.

  • 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 $98 on American Airlines and Delta, respectively.

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

    On average you can expect to pay $230 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 $183.

  • 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 June is currently the most expensive (average of $187). 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 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 February 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$49Average$91FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$83Average$232FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$89Average$290FlexibilityNo cancel feeOn-time62%
DeltaCheapest$103Average$300FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$159Average$387FlexibilityNo cancel feeOn-time71%

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