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$57+ Cheap flights from Westchester County to Florida

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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MIA
Aug 16 — Aug 231
Sat 8/16
Sat 8/23
1 adult, Economy
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Cheap flight deals from Westchester County to Florida

Keep the following information in mind while searching for Westchester County to Florida flight deals. Data was last updated August 11, 2025.

Round-trip from

$117
(JetBlue)

One-way from

$57
(CheapOair)

Popular in

April

Cheapest in

March

Average price

$237
From Westchester County to Florida
Search Deals
One-way flight from Westchester County to Florida
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Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Westchester County to Florida

Cheapest flights from Westchester County to Florida
Explore the most affordable flight options available from Westchester County to Florida. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 11, 2025.

This JetBlue deal was found by Cheapflights users on 8/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/47:30 amHPN - TPA
Nonstop2h 48mJetBlue
Sat 9/137:25 pmTPA - HPN
Nonstop2h 51mJetBlue
Deal found 8/8$117
This Priceline deal was found by Cheapflights users on 8/9. 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 10/228:00 amHPN - DAB
Nonstop2h 51mBreeze Airways
Sat 10/255:56 pmDAB - HPN
Nonstop2h 41mBreeze Airways
Deal found 8/9$122
This Expedia deal was found by Cheapflights users on 8/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/78:00 amHPN - JAX
Nonstop2h 40mBreeze Airways
Sun 9/146:05 pmJAX - HPN
Nonstop2h 25mBreeze Airways
Deal found 8/10$122
This Bravofly deal was found by Cheapflights users on 8/8. 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 Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/47:30 amHPN - TPA
Nonstop2h 48mJetBlue
Sun 9/77:25 pmTPA - HPN
Nonstop2h 51mJetBlue
Deal found 8/8$126
This JetBlue deal was found by Cheapflights users on 8/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/267:30 amHPN - TPA
Nonstop2h 47mJetBlue
Wed 9/37:15 pmTPA - HPN
Nonstop2h 50mJetBlue
Deal found 8/10$127
This Priceline deal was found by Cheapflights users on 8/9. 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 9/218:00 amHPN - JAX
Nonstop2h 40mBreeze Airways
Thu 9/256:05 pmJAX - HPN
Nonstop2h 25mBreeze Airways
Deal found 8/9$132
This JetBlue deal was found by Cheapflights users on 8/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/202:40 pmHPN - RSW
Nonstop3h 05mJetBlue
Wed 9/245:00 pmRSW - HPN
Nonstop3h 00mJetBlue
Deal found 8/10$137
This Priceline deal was found by Cheapflights users on 8/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/27:30 amHPN - TPA
Nonstop2h 47mJetBlue
Wed 9/37:15 pmTPA - HPN
Nonstop2h 50mJetBlue
Deal found 8/8$137
This Priceline deal was found by Cheapflights users on 8/10. 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.
Sat 9/208:00 amHPN - DAB
Nonstop2h 51mBreeze Airways
Wed 9/245:56 pmDAB - HPN
Nonstop2h 41mBreeze Airways
Deal found 8/10$142
This Priceline deal was found by Cheapflights users on 8/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/87:30 amHPN - TPA
Nonstop2h 57mJetBlue
Sat 12/139:00 amTPA - HPN
Nonstop2h 47mJetBlue
Deal found 8/8$147
This JetBlue deal was found by Cheapflights users on 8/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/267:30 amHPN - TPA
Nonstop2h 48mJetBlue
Wed 10/17:15 pmTPA - HPN
Nonstop2h 51mJetBlue
Deal found 8/10$152
This JetBlue deal was found by Cheapflights users on 8/9. 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 9/39:39 amHPN - FLL
Nonstop2h 56mJetBlue
Mon 9/157:05 amFLL - HPN
Nonstop3h 01mJetBlue
Deal found 8/9$157

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County to Florida 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 August 11, 2025.
Use the filters below to find and compare flights from Westchester County to Florida that are best for you.

Fly from

Westchester County

Fly to

Florida

Route

Depart

Return

Price

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Thu 9/4

7:30 am-10:18 am

Nonstop2h 48m

Tampa

Sat 9/13

7:25 pm-10:16 pm

Nonstop2h 51m

$117

White PlainsDaytona Beach

HPN - DAB

HPNDAB

White Plains Westchester County

Wed 10/22

8:00 am-10:51 am

Nonstop2h 51m

Daytona Beach

Sat 10/25

5:56 pm-8:37 pm

Nonstop2h 41m

$122

White PlainsJacksonville

HPN - JAX

HPNJAX

White Plains Westchester County

Sun 9/7

8:00 am-10:40 am

Nonstop2h 40m

Jacksonville

Sun 9/14

6:05 pm-8:30 pm

Nonstop2h 25m

$122

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Thu 9/4

7:30 am-10:18 am

Nonstop2h 48m

Tampa

Sun 9/7

7:25 pm-10:16 pm

Nonstop2h 51m

$126

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Tue 8/26

7:30 am-10:17 am

Nonstop2h 47m

Tampa

Wed 9/3

7:15 pm-10:05 pm

Nonstop2h 50m

$127

White PlainsJacksonville

HPN - JAX

HPNJAX

White Plains Westchester County

Sun 9/21

8:00 am-10:40 am

Nonstop2h 40m

Jacksonville

Thu 9/25

6:05 pm-8:30 pm

Nonstop2h 25m

$132

White PlainsFort Myers

HPN - RSW

HPNRSW

White Plains Westchester County

Sat 9/20

2:40 pm-5:45 pm

Nonstop3h 05m

Fort Myers SW Florida Intl

Sat 9/27

10:45 am-1:39 pm

Nonstop2h 54m

$137

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Tue 9/2

7:30 am-10:17 am

Nonstop2h 47m

Tampa

Wed 9/3

7:15 pm-10:05 pm

Nonstop2h 50m

$137

White PlainsDaytona Beach

HPN - DAB

HPNDAB

White Plains Westchester County

Sat 9/20

8:00 am-10:51 am

Nonstop2h 51m

Daytona Beach

Wed 9/24

5:56 pm-8:37 pm

Nonstop2h 41m

$142

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Fri 9/26

7:30 am-10:18 am

Nonstop2h 48m

Tampa

Tue 9/30

7:39 pm-10:31 pm

Nonstop2h 52m

$152

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/9

Showing 1-10 of 60 results
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Best time to book a flight from Westchester County to Florida

Have a flexible travel schedule? Discover the best time to fly to Florida 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 Florida

What is the cheapest month to book a flight from Westchester County to Florida?

Currently, September is the cheapest month in which you can book a flight from Westchester County to Florida (average of $232). Flying from Westchester County to Florida in March 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 FL?

Find hourly flight availability from Westchester County to Florida. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 11, 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 Florida as you normally would.

Reviews of airlines servicing Florida

Get insights into the airlines that provide service to Florida. 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 Florida. Reviews last updated August 11, 2025.
See what other customers who have flown with Delta, Breeze Airways, and American Airlines from Westchester County to Florida have to say. 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.
Delta
8.0
Very good
7,979 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,979 reviews
Delta
8.0
Very good
7,979 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Breeze Airways
8.0
Very good
191 reviews
Delta
8.0
Very good
7,979 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,979 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
JetBlue
7.2
Good
2,916 reviews
Delta
8.0
Very good
7,979 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from Westchester County to Florida. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Westchester County to Florida one-way?

    One-way options have recently been found by users for as low as $57 on Breeze Airways. Other airlines that offer cheap prices include JetBlue from $69 and American Airlines from $86 one-way.

  • Can I find deals for flights from Westchester County to Florida that include hotel bookings?

    Yes. In addition to deals on Westchester County to Florida flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Westchester County to Florida?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Westchester County to Florida.

  • Can I find deals for business class flights from Westchester County to Florida?

    Yes. Cheapflights offers flight deals from Westchester County to Florida 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 Florida?

    Currently, September is the cheapest month in which you can book a flight from Westchester County to Florida (average of $232). Flying from Westchester County to Florida in March 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

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Alternative routes for Westchester County to Florida

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Westchester County to Florida

Discover the top 7 airlines that operate flights from Westchester County to Florida. 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 August 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$29Average$107FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$38Average$169FlexibilityNo cancel feeOn-time65%
Avelo AirlinesCheapest$78Average$223FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$81Average$277FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$103Average$344FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$117Average$305FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$186Average$382FlexibilityNo cancel feeOn-time71%

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