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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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HPN
Jul 10 — Jul 171
Fri 7/10
Fri 7/17
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 June 10, 2026.

This Breeze Airways deal was found by Cheapflights users on 6/8. 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.
Tue 8/188:00 am
TPA
-
HPN
1 stop4h 33m
Breeze Airways
Tue 8/2512:27 pm
HPN
-
TPA
1 stop5h 04m
Breeze Airways
Deal found 6/8$181
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Tue 8/188:00 am
TPA
-
HPN
1 stop4h 33m
Breeze Airways
Wed 9/212:00 pm
HPN
-
TPA
1 stop11h 44m
Breeze Airways
Deal found 6/8$182
This Kiwi.com deal was found by Cheapflights users on 6/6. 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.
Mon 8/317:00 am
TPA
-
HPN
1 stop10h 29m
Breeze Airways
Wed 9/212:00 pm
HPN
-
TPA
1 stop11h 44m
Breeze Airways
Deal found 6/6$184
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 8/197:00 am
TPA
-
HPN
1 stop4h 20m
Breeze Airways
Wed 9/212:00 pm
HPN
-
TPA
1 stop11h 44m
Breeze Airways
Deal found 6/8$186
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 7/297:00 am
TPA
-
HPN
1 stop4h 20m
Breeze Airways
Mon 8/36:09 pm
HPN
-
TPA
1 stop5h 14m
Breeze Airways
Deal found 6/8$187
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Tue 8/188:00 am
TPA
-
HPN
1 stop4h 33m
Breeze Airways
Tue 9/11:29 pm
HPN
-
TPA
1 stop4h 42m
Breeze Airways
Deal found 6/8$190
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Tue 8/188:00 am
TPA
-
HPN
1 stop4h 33m
Breeze Airways
Sat 9/512:00 pm
HPN
-
TPA
1 stop4h 26m
Breeze Airways
Deal found 6/8$193
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 8/197:00 am
TPA
-
HPN
1 stop4h 20m
Breeze Airways
Sat 9/512:00 pm
HPN
-
TPA
1 stop4h 26m
Breeze Airways
Deal found 6/8$194

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 June 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$181
(Breeze Airways)

One-way from

$82
(Kiwi.com)

Popular in

May

Cheapest in

September

Average price

$237
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. 18% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 10, 2026.
Use the filters below to find and compare flights from Clearwater to Westchester County that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Tue 9/1

5:45 pm-8:38 pm

Nonstop2h 53m

White Plains Westchester County

Wed 9/2

10:30 am-1:12 pm

Nonstop2h 42m

$237

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Fri 8/14

5:45 pm-8:38 pm

Nonstop2h 53m

White Plains Westchester County

Tue 8/18

10:30 am-1:12 pm

Nonstop2h 42m

$237

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Tue 6/23

4:32 pm-10:25 pm

1 stop5h 53m

White Plains Westchester County

Tue 6/30

5:10 pm-10:39 pm

1 stop5h 29m

$257

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Thu 7/23

5:15 am-9:49 am

1 stop4h 34m

White Plains Westchester County

Tue 7/28

6:49 pm-12:29 am

1 stop5h 40m

$257

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Wed 7/29

5:16 pm-8:09 pm

Nonstop2h 53m

White Plains Westchester County

Thu 8/6

10:30 am-1:12 pm

Nonstop2h 42m

$260

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Mon 7/27

5:16 pm-8:09 pm

Nonstop2h 53m

White Plains Westchester County

Sun 8/2

10:47 am-1:29 pm

Nonstop2h 42m

$305

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Fri 7/17

5:16 pm-8:09 pm

Nonstop2h 53m

White Plains Westchester County

Mon 7/20

10:47 am-1:29 pm

Nonstop2h 42m

$308

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Fri 8/14

3:00 pm-10:59 pm

1 stop7h 59m

White Plains Westchester County

Sun 8/16

10:30 am-1:12 pm

Nonstop2h 42m

$321

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Sun 7/5

5:15 am-12:14 pm

1 stop6h 59m

White Plains Westchester County

Thu 7/9

10:29 am-4:58 pm

1 stop6h 29m

$338

TampaWhite Plains

TPA - HPN

TPAHPN

Tampa

Wed 7/29

5:36 pm-10:59 pm

1 stop5h 23m

White Plains Westchester County

Sun 8/2

10:47 am-1:29 pm

Nonstop2h 42m

$353

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 24 resultsSorted by cheapest first
1
2
3

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 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 June 10, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 23% on flights from Clearwater to Westchester County by exploring options for tickets in the evening.

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 June 10, 2026.
Peruse reviews from past customers who have flown with Breeze Airways,Delta, andAmerican 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
8.2
Very good
289 reviews

Comfort

8.2

Entertainment

6.7

Food

6.7

Overall

8.2

Crew

8.7

Boarding

8.3

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.2
Very good
289 reviews
Breeze Airways
8.2
Very good
289 reviews

Comfort

8.2

Entertainment

6.7

Food

6.7

Overall

8.2

Crew

8.7

Boarding

8.3

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Delta
7.9
Good
8,397 reviews
Breeze Airways
8.2
Very good
289 reviews

Comfort

8.2

Entertainment

6.7

Food

6.7

Overall

8.2

Crew

8.7

Boarding

8.3

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
American Airlines
7.1
Good
11,636 reviews
Breeze Airways
8.2
Very good
289 reviews

Comfort

8.2

Entertainment

6.7

Food

6.7

Overall

8.2

Crew

8.7

Boarding

8.3

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
JetBlue
7.1
Good
2,981 reviews
Breeze Airways
8.2
Very good
289 reviews

Comfort

8.2

Entertainment

6.7

Food

6.7

Overall

8.2

Crew

8.7

Boarding

8.3

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

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 53m. Fly via JetBlue or Delta 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 $79 and $83 on American Airlines and Breeze Airways, respectively.

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

    While on average a flight from Clearwater to Westchester County is generally $219, our data shows the cheapest flight currently is $103. When looking at the most popular route, (Tampa - White Plains Westchester County), you can expect to pay $181 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.

See more FAQs

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Alternative routes for Clearwater to Westchester County

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Top 4 airlines flying from Clearwater to Westchester County

Discover the top 4 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 June 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$59Average$253FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$112Average$259FlexibilityNo cancel feeOn-time62%
DeltaCheapest$139Average$250FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$158Average$328FlexibilityNo cancel feeOn-time71%

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