HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Clearwater

$59+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MCO
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Westchester County to Clearwater with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 September 15, 2025.

Round-trip from

$117
(JetBlue)

One-way from

$59
(CheapOair)

Popular in

December

Cheapest in

January

Average price

$187
From Westchester County to Clearwater
Search Deals
One-way flight from Westchester County to Clearwater
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($13 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 September 2025
Search Deals

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 September 15, 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.
Thu 10/306:30 amHPN - TPA
Nonstop2h 54mJetBlue
Sun 11/29:00 amTPA - HPN
Nonstop2h 49mJetBlue
Deal found 9/15$117
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.
Sun 10/266:30 amHPN - TPA
Nonstop2h 54mJetBlue
Tue 10/289:00 amTPA - HPN
Nonstop2h 49mJetBlue
Deal found 9/15$127
This Trip.com deal was found by Cheapflights users on 9/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:30 amHPN - TPA
Nonstop2h 57mJetBlue
Sun 12/711:15 amTPA - HPN
Nonstop2h 49mJetBlue
Deal found 9/13$131
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.
Tue 10/217:30 amHPN - TPA
Nonstop2h 49mJetBlue
Sat 11/19:00 amTPA - HPN
Nonstop2h 49mJetBlue
Deal found 9/15$142
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.
Tue 10/217:30 amHPN - TPA
Nonstop2h 49mJetBlue
Mon 10/279:00 amTPA - HPN
Nonstop2h 49mJetBlue
Deal found 9/15$147
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/247:30 amHPN - TPA
Nonstop2h 48mJetBlue
Fri 9/267:25 pmTPA - HPN
Nonstop2h 51mJetBlue
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.
Wed 9/246:30 amHPN - TPA
1 stop6h 26mAmerican Airlines
Fri 9/261:31 pmTPA - HPN
1 stop4h 49mAmerican Airlines
Deal found 9/14$159
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.
Sat 11/811:27 amHPN - TPA
2 stops8h 31mAmerican Airlines
Sat 11/158:26 amTPA - HPN
1 stop4h 34mAmerican Airlines
Deal found 9/14$164
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/267:30 amHPN - TPA
Nonstop2h 48mJetBlue
Sat 11/19:00 amTPA - HPN
Nonstop2h 49mJetBlue
Deal found 9/15$167
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.
Wed 10/17:30 amHPN - TPA
Nonstop2h 48mJetBlue
Wed 10/227:15 pmTPA - HPN
Nonstop2h 48mJetBlue
Deal found 9/15$172

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 September 15, 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 10/22

7:30 am-10:19 am

Nonstop2h 49m

Tampa

Mon 10/27

9:00 am-11:49 am

Nonstop2h 49m

$117

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Sat 10/25

7:30 am-10:19 am

Nonstop2h 49m

Tampa

Mon 10/27

9:00 am-11:49 am

Nonstop2h 49m

$117

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Thu 10/30

6:30 am-9:24 am

Nonstop2h 54m

Tampa

Sun 11/2

9:00 am-11:49 am

Nonstop2h 49m

$117

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Tue 10/21

7:30 am-10:19 am

Nonstop2h 49m

Tampa

Thu 10/30

9:00 am-11:49 am

Nonstop2h 49m

$142

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Wed 11/5

6:30 am-9:24 am

Nonstop2h 54m

Tampa

Sat 11/8

9:00 am-11:47 am

Nonstop2h 47m

$147

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Fri 12/12

7:30 am-10:27 am

Nonstop2h 57m

Tampa

Tue 12/16

9:00 am-11:47 am

Nonstop2h 47m

$157

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Sat 12/13

7:30 am-10:27 am

Nonstop2h 57m

Tampa

Tue 12/16

9:00 am-11:47 am

Nonstop2h 47m

$157

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Wed 9/24

7:42 am-12:16 pm

1 stop4h 34m

Tampa

Fri 9/26

1:31 pm-6:20 pm

1 stop4h 49m

$159

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Sat 11/1

3:00 pm-9:57 pm

2 stops6h 57m

Tampa

Sat 11/8

6:44 am-10:57 am

1 stop4h 13m

$164

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Sat 11/15

7:30 am-10:27 am

Nonstop2h 57m

Tampa

Wed 11/19

9:00 am-11:47 am

Nonstop2h 47m

$172

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

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, May is the cheapest month in which you can book a flight from Westchester County to Clearwater (average of $206). Flying from Westchester County to Clearwater in November is currently the most expensive (average of $289). 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 September 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Westchester County to Clearwater as you normally would.

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 September 15, 2025.

The most flights from zzREU to CL9 are scheduled on a Tuesday (9 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (7 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 September 15, 2025.
Read through reviews of airlines operating flights from Westchester County to Clearwater, such as Breeze Airways, Delta, and Avelo 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
8.0
Very good
205 reviews

Food

6.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.0

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

Food

6.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.0

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
7,954 reviews
Breeze Airways
8.0
Very good
205 reviews

Food

6.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.0

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

Food

6.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.0

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

Food

6.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.0

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
2,912 reviews
Breeze Airways
8.0
Very good
205 reviews

Food

6.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.0

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 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 $117, JetBlue can have you in Clearwater from Westchester County in 2h 49m. 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 $180 for a flight from Westchester County to Clearwater. The cheapest flight overall is $78 while the most popular route, (White Plains Westchester County - Tampa) is currently priced at $97.

  • 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, May is the cheapest month in which you can book a flight from Westchester County to Clearwater (average of $206). Flying from Westchester County to Clearwater in November is currently the most expensive (average of $289). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Westchester County to Clearwater

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Miami flights
Newark to Fort Lauderdale flights
LaGuardia to Fort Lauderdale flights
Newark to Miami flights
John F Kennedy Intl to Orlando flights
LaGuardia to Miami flights
Newark to Orlando flights
John F Kennedy Intl to Fort Lauderdale flights
LaGuardia to Orlando flights
John F Kennedy Intl to West Palm Beach flights
Newark to West Palm Beach flights
LaGuardia to Tampa flights
John F Kennedy Intl to Tampa flights
Newark to Tampa flights
LaGuardia to West Palm Beach flights
Islip to Orlando flights
Newark to Fort Myers flights
John F Kennedy Intl to Fort Myers flights
Buffalo to Orlando flights
LaGuardia to Fort Myers flights
John F Kennedy Intl to Jacksonville flights
LaGuardia to Jacksonville flights
Newark to Key West flights
John F Kennedy Intl to Sarasota flights
Newark to Jacksonville flights
LaGuardia to Sarasota flights
Syracuse to Orlando flights
Albany to Orlando flights
White Plains to Orlando flights
Newark to Sarasota flights
Rochester to Orlando flights
Buffalo to Fort Lauderdale flights
Stewart to Orlando flights
White Plains to Fort Lauderdale flights
John F Kennedy Intl to Key West flights
Islip to Fort Lauderdale flights
White Plains to West Palm Beach flights
Stewart to Fort Lauderdale flights
Islip to Tampa flights
Islip to West Palm Beach flights
LaGuardia to Pensacola flights
LaGuardia to Key West flights
Buffalo to Miami flights
Newark to Panama City flights
LaGuardia to Valparaiso flights
Buffalo to Tampa flights
Newark to Pensacola flights
White Plains to Tampa flights
John F Kennedy Intl to Valparaiso flights
Rochester to Fort Lauderdale flights

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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$29Average$105FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$98Average$247FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$103Average$287FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$117Average$296FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$123Average$184FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$186Average$403FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.