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Westchester County

$82+ 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 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HPN
Mar 17 — Mar 241
Tue 3/17
Tue 3/24
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 February 15, 2026.

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.
Thu 9/31:26 pm
TPA
-
HPN
1 stop7h 33m
Breeze Airways
Tue 9/812:27 pm
HPN
-
TPA
1 stop5h 04m
Breeze Airways
Deal found 2/11$182
This Priceline deal was found by Cheapflights users on 2/14. 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 2/277:00 am
TPA
-
HPN
1 stop4h 28m
Breeze Airways
Mon 3/28:00 am
HPN
-
TPA
1 stop7h 08m
Breeze Airways
Deal found 2/14$196
This Priceline deal was found by Cheapflights users on 2/14. 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.
Mon 8/2412:56 pm
TPA
-
HPN
1 stop7h 53m
Breeze Airways
Fri 8/286:09 pm
HPN
-
TPA
1 stop4h 50m
Breeze Airways
Deal found 2/14$198
This Priceline deal was found by Cheapflights users on 2/14. 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 5/268:00 am
TPA
-
HPN
1 stop4h 33m
Breeze Airways
Fri 5/296:09 pm
HPN
-
TPA
1 stop4h 50m
Breeze Airways
Deal found 2/14$199
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.
Thu 9/101:26 pm
TPA
-
HPN
1 stop7h 33m
Breeze Airways
Tue 9/151:29 pm
HPN
-
TPA
1 stop4h 42m
Breeze Airways
Deal found 2/13$204
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/238:00 am
TPA
-
HPN
1 stop4h 33m
Breeze Airways
Mon 6/296:09 pm
HPN
-
TPA
1 stop4h 50m
Breeze Airways
Deal found 2/13$212
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/279:07 am
TPA
-
HPN
Nonstop2h 49m
JetBlue
Sun 3/87:00 am
HPN
-
TPA
Nonstop2h 56m
JetBlue
Deal found 2/11$217
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/187:00 am
TPA
-
HPN
1 stop5h 47m
Breeze Airways
Tue 3/2412:08 pm
HPN
-
TPA
1 stop5h 24m
Breeze Airways
Deal found 2/13$218
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.
Wed 4/17:00 am
TPA
-
HPN
1 stop5h 47m
Breeze Airways
Tue 4/712:08 pm
HPN
-
TPA
1 stop5h 24m
Breeze Airways
Deal found 2/11$219
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.
Wed 2/187:00 am
TPA
-
HPN
1 stop5h 47m
Breeze Airways
Sun 2/221:20 pm
HPN
-
TPA
1 stop6h 15m
Breeze Airways
Deal found 2/12$224
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.
Fri 3/67:00 am
TPA
-
HPN
1 stop4h 28m
Breeze Airways
Mon 3/98:00 am
HPN
-
TPA
1 stop7h 08m
Breeze Airways
Deal found 2/11$225

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 February 15, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$196
(Priceline)

One-way from

$82
(CheapOair)

Popular in

December

Cheapest in

September

Average price

$178
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. 6% potential increase in price ($11 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 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 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 February 15, 2026.
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

Tue 6/23

8:00 am-12:33 pm

1 stop4h 33m

White Plains Westchester County

Mon 6/29

6:09 pm-10:59 pm

1 stop4h 50m

$212

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Wed 3/11

7:00 am-12:03 pm

1 stop5h 03m

White Plains Westchester County

Wed 3/18

12:48 pm-5:25 pm

1 stop4h 37m

$217

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Fri 2/27

9:07 am-11:56 am

Nonstop2h 49m

White Plains Westchester County

Sat 3/7

7:00 am-9:53 am

Nonstop2h 53m

$217

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Thu 3/12

1:29 pm-6:24 pm

1 stop4h 55m

White Plains Westchester County

Sun 3/15

7:47 am-1:01 pm

1 stop5h 14m

$217

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Sat 3/7

5:25 am-12:06 pm

1 stop6h 41m

White Plains Westchester County

Sat 3/14

6:59 pm-12:23 am

1 stop5h 24m

$217

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Tue 4/14

7:30 am-2:29 pm

1 stop6h 59m

White Plains Westchester County

Mon 4/20

6:54 pm-1:26 am

1 stop6h 32m

$217

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Thu 3/19

5:30 am-12:03 pm

1 stop6h 33m

White Plains Westchester County

Tue 3/24

6:59 pm-12:23 am

1 stop5h 24m

$217

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Tue 4/7

5:30 am-12:03 pm

1 stop6h 33m

White Plains Westchester County

Tue 4/14

5:20 pm-10:51 pm

1 stop5h 31m

$217

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Wed 4/1

7:00 am-12:47 pm

1 stop5h 47m

White Plains Westchester County

Tue 4/7

12:08 pm-5:32 pm

1 stop5h 24m

$219

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Thu 6/18

1:26 pm-8:59 pm

1 stop7h 33m

White Plains Westchester County

Mon 6/22

6:09 pm-10:59 pm

1 stop4h 50m

$231

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/11

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 $177). 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 February 15, 2026.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 16% on flights from Clearwater to Westchester County by exploring options for tickets at noon.

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 February 7, 2026.

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. Monday afternoons 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 February 15, 2026.

The most flights from CL9 to zzREU are scheduled on a Monday (5 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (4 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 February 15, 2026.
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
270 reviews

Comfort

8.2

Food

6.7

Overall

8.1

Entertainment

6.7

Boarding

8.3

Crew

8.7

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
270 reviews
Breeze Airways
8.1
Very good
270 reviews

Comfort

8.2

Food

6.7

Overall

8.1

Entertainment

6.7

Boarding

8.3

Crew

8.7

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
8,205 reviews
Breeze Airways
8.1
Very good
270 reviews

Comfort

8.2

Food

6.7

Overall

8.1

Entertainment

6.7

Boarding

8.3

Crew

8.7

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
11,295 reviews
Breeze Airways
8.1
Very good
270 reviews

Comfort

8.2

Food

6.7

Overall

8.1

Entertainment

6.7

Boarding

8.3

Crew

8.7

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
2,898 reviews
Breeze Airways
8.1
Very good
270 reviews

Comfort

8.2

Food

6.7

Overall

8.1

Entertainment

6.7

Boarding

8.3

Crew

8.7

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 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 Breeze Airways, Delta, or JetBlue 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 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 $68. 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 $235, our data shows the cheapest flight currently is $69. When looking at the most popular route, (Tampa - White Plains Westchester County), you can expect to pay $207 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 $177). 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

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 February 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$48Average$69FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$59Average$205FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$116Average$230FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$158Average$312FlexibilityNo cancel feeOn-time71%
DeltaCheapest$187Average$289FlexibilityNo cancel feeOn-timeN/A

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