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Westchester County

$46+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HPN
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 September 16, 2025.

Round-trip from

$97
(JetBlue)

One-way from

$46
(CheapOair)

Popular in

October

Cheapest in

January

Average price

$157
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 ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 16, 2025.

This JetBlue deal was found by Cheapflights users on 9/15. 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 9/277:25 pmTPA - HPN
Nonstop2h 51mJetBlue
Sun 9/287:30 amHPN - TPA
Nonstop2h 48mJetBlue
Deal found 9/15$97
This JetBlue deal was found by Cheapflights users on 9/15. 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 10/247:15 pmTPA - HPN
Nonstop2h 48mJetBlue
Sun 10/266:30 amHPN - TPA
Nonstop2h 54mJetBlue
Deal found 9/15$107
This JetBlue deal was found by Cheapflights users on 9/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/117:15 pmTPA - HPN
Nonstop2h 48mJetBlue
Sun 10/266:30 amHPN - TPA
Nonstop2h 54mJetBlue
Deal found 9/14$112
This JetBlue deal was found by Cheapflights users on 9/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/117:15 pmTPA - HPN
Nonstop2h 48mJetBlue
Mon 10/276:30 amHPN - TPA
Nonstop2h 54mJetBlue
Deal found 9/14$117
This CheapOair deal was found by Cheapflights users on 9/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/307:39 pmTPA - HPN
Nonstop2h 52mJetBlue
Mon 10/67:30 amHPN - TPA
Nonstop2h 49mJetBlue
Deal found 9/14$134
This JetBlue deal was found by Cheapflights users on 9/15. 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 10/107:15 pmTPA - HPN
Nonstop2h 48mJetBlue
Wed 10/157:30 amHPN - TPA
Nonstop2h 49mJetBlue
Deal found 9/15$142
This JetBlue deal was found by Cheapflights users on 9/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/107:15 pmTPA - HPN
Nonstop2h 48mJetBlue
Mon 10/276:30 amHPN - TPA
Nonstop2h 54mJetBlue
Deal found 9/14$147
This JetBlue deal was found by Cheapflights users on 9/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1211:15 amTPA - HPN
Nonstop2h 49mJetBlue
Sun 12/147:30 amHPN - TPA
Nonstop2h 53mJetBlue
Deal found 9/14$157
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/261:31 pmTPA - HPN
1 stop4h 49mAmerican Airlines
Sat 9/271:41 pmHPN - TPA
1 stop6h 03mAmerican Airlines
Deal found 9/14$159
This JetBlue deal was found by Cheapflights users on 9/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/267:25 pmTPA - HPN
Nonstop2h 51mJetBlue
Sat 9/277:30 amHPN - TPA
Nonstop2h 48mJetBlue
Deal found 9/14$162
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/237:02 pmTPA - HPN
1 stop4h 24mAmerican Airlines
Wed 9/243:23 pmHPN - TPA
2 stops8h 36mAmerican Airlines
Deal found 9/14$164
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/152:46 pmTPA - HPN
2 stops8h 43mAmerican Airlines
Wed 10/225:29 pmHPN - TPA
2 stops6h 30mAmerican Airlines
Deal found 9/15$169

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 September 16, 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

Sat 9/27

7:25 pm-10:16 pm

Nonstop2h 51m

White Plains Westchester County

Tue 9/30

7:30 am-10:18 am

Nonstop2h 48m

$97

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Sat 9/27

7:25 pm-10:16 pm

Nonstop2h 51m

White Plains Westchester County

Sun 9/28

7:30 am-10:18 am

Nonstop2h 48m

$97

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Thu 10/23

7:15 pm-10:03 pm

Nonstop2h 48m

White Plains Westchester County

Sun 10/26

6:30 am-9:24 am

Nonstop2h 54m

$107

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Thu 10/30

9:00 am-11:49 am

Nonstop2h 49m

White Plains Westchester County

Sun 11/2

5:30 am-8:24 am

Nonstop2h 54m

$107

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Fri 10/31

9:00 am-11:49 am

Nonstop2h 49m

White Plains Westchester County

Sun 11/2

5:30 am-8:24 am

Nonstop2h 54m

$107

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Wed 11/5

9:00 am-11:49 am

Nonstop2h 49m

White Plains Westchester County

Tue 11/11

7:30 am-10:27 am

Nonstop2h 57m

$107

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Fri 10/24

7:15 pm-10:03 pm

Nonstop2h 48m

White Plains Westchester County

Sun 10/26

6:30 am-9:24 am

Nonstop2h 54m

$107

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Sat 10/11

7:15 pm-10:03 pm

Nonstop2h 48m

White Plains Westchester County

Sun 10/26

6:30 am-9:24 am

Nonstop2h 54m

$112

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Sat 10/11

7:15 pm-10:03 pm

Nonstop2h 48m

White Plains Westchester County

Sat 10/25

7:30 am-10:19 am

Nonstop2h 49m

$117

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Sat 10/11

7:15 pm-10:03 pm

Nonstop2h 48m

White Plains Westchester County

Mon 10/27

6:30 am-9:24 am

Nonstop2h 54m

$117

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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, January is the cheapest month in which you can book a flight from Clearwater to Westchester County (average of $276). Flying from Clearwater to Westchester County in March is currently the most expensive (average of $338). 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 September 16, 2025.

When flying from Clearwater to Westchester County, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 16, 2025.

The most flights from CL9 to zzREU are scheduled on a Monday (9 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (8 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 September 16, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Delta, and Avelo 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
8.0
Very good
205 reviews

Overall

8.0

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

6.7

Entertainment

6.5

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
8.0
Very good
205 reviews
Breeze Airways
8.0
Very good
205 reviews

Overall

8.0

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

6.7

Entertainment

6.5

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
8.0
Very good
7,957 reviews
Breeze Airways
8.0
Very good
205 reviews

Overall

8.0

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

6.7

Entertainment

6.5

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!
Avelo Airlines
7.5
Good
Breeze Airways
8.0
Very good
205 reviews

Overall

8.0

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

6.7

Entertainment

6.5

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
10,000 reviews
Breeze Airways
8.0
Very good
205 reviews

Overall

8.0

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

6.7

Entertainment

6.5

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
2,914 reviews
Breeze Airways
8.0
Very good
205 reviews

Overall

8.0

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

6.7

Entertainment

6.5

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 51m. 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 flights from Clearwater to Westchester County?

    While on average a flight from Clearwater to Westchester County is generally $176, our data shows the cheapest flight currently is $58. When looking at the most popular route, (Tampa - White Plains Westchester County), you can expect to pay $97 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, January is the cheapest month in which you can book a flight from Clearwater to Westchester County (average of $276). Flying from Clearwater to Westchester County in March is currently the most expensive (average of $338). 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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Top 6 airlines flying from Clearwater to Westchester County

Discover the top 6 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$48Average$250FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$77Average$222FlexibilityNo cancel feeOn-timeN/A
Avelo AirlinesCheapest$113Average$145FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$127Average$258FlexibilityNo cancel feeOn-time62%
DeltaCheapest$187Average$301FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$196Average$320FlexibilityNo cancel feeOn-time71%

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