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$49+ 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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MIA
Oct 24 — Oct 311
Fri 10/24
Fri 10/31
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 September 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$107
(Priceline)

One-way from

$49
(Priceline)

Popular in

April

Cheapest in

March

Average price

$173
Provider with most accurate pricing for New York (NYC)-Orlando (ORL) flight deals.
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From Westchester County to Florida
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One-way flight from Westchester County to Florida
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Highest demand for flights based on searches. 1% potential increase in price ($2 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 September 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 September 24, 2025.

This Priceline deal was found by Cheapflights users on 9/24. 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 10/227:30 amHPN - TPA
Nonstop2h 49mJetBlue
Wed 10/299:00 amTPA - HPN
Nonstop2h 49mJetBlue
Deal found 9/24$107
This JetBlue deal was found by Cheapflights users on 9/22. 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 10/77:30 amHPN - TPA
Nonstop2h 49mJetBlue
Sat 10/117:15 pmTPA - HPN
Nonstop2h 48mJetBlue
Deal found 9/22$112
This JetBlue deal was found by Cheapflights users on 9/22. 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.
Mon 9/298:55 pmHPN - FLL
Nonstop2h 55mJetBlue
Mon 10/67:05 amFLL - HPN
Nonstop3h 01mJetBlue
Deal found 9/22$117
This Priceline deal was found by Cheapflights users on 9/22. 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 10/257:30 amHPN - TPA
Nonstop2h 49mJetBlue
Mon 10/279:00 amTPA - HPN
Nonstop2h 49mJetBlue
Deal found 9/22$117
This Priceline deal was found by Cheapflights users on 9/24. 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 11/128:00 amHPN - DAB
Nonstop2h 51mBreeze Airways
Sat 11/155:56 pmDAB - HPN
Nonstop2h 41mBreeze Airways
Deal found 9/24$122
This JetBlue deal was found by Cheapflights users on 9/22. 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 11/147:00 pmHPN - FLL
Nonstop3h 02mJetBlue
Mon 11/178:30 pmFLL - HPN
Nonstop2h 57mJetBlue
Deal found 9/22$125
This Priceline deal was found by Cheapflights users on 9/23. 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 11/156:30 amHPN - TPA
Nonstop2h 54mJetBlue
Fri 11/219:00 amTPA - HPN
Nonstop2h 49mJetBlue
Deal found 9/23$125
This CheapOair deal was found by Cheapflights users on 9/22. 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.
Mon 9/298:55 pmHPN - FLL
Nonstop2h 55mJetBlue
Tue 9/307:05 amFLL - HPN
Nonstop3h 01mJetBlue
Deal found 9/22$127
This JetBlue deal was found by Cheapflights users on 9/22. 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 12/127:30 amHPN - TPA
Nonstop2h 53mJetBlue
Wed 12/1711:15 amTPA - HPN
Nonstop2h 49mJetBlue
Deal found 9/22$127
This Priceline deal was found by Cheapflights users on 9/24. 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 11/88:00 amHPN - DAB
Nonstop2h 51mBreeze Airways
Wed 11/125:56 pmDAB - HPN
Nonstop2h 41mBreeze Airways
Deal found 9/24$132
This Priceline deal was found by Cheapflights users on 9/23. 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 10/308:00 amHPN - JAX
Nonstop2h 40mBreeze Airways
Sun 11/26:05 pmJAX - HPN
Nonstop2h 25mBreeze Airways
Deal found 9/23$132
This CheapOair deal was found by Cheapflights users on 9/23. 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.
Thu 11/137:00 amHPN - FLL
Nonstop2h 53mJetBlue
Mon 11/178:30 pmFLL - HPN
Nonstop2h 57mJetBlue
Deal found 9/23$135

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 September 24, 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 PlainsFort Lauderdale

HPN - FLL

HPNFLL

White Plains Westchester County

Mon 11/17

1:00 pm-4:00 pm

Nonstop3h 00m

Fort Lauderdale

Tue 11/18

8:30 pm-11:27 pm

Nonstop2h 57m

$117

White PlainsFort Lauderdale

HPN - FLL

HPNFLL

White Plains Westchester County

Fri 11/14

7:00 pm-10:02 pm

Nonstop3h 02m

Fort Lauderdale

Mon 11/17

8:30 pm-11:27 pm

Nonstop2h 57m

$125

White PlainsFort Lauderdale

HPN - FLL

HPNFLL

White Plains Westchester County

Sat 11/15

7:00 am-9:53 am

Nonstop2h 53m

Fort Lauderdale

Mon 11/17

8:30 pm-11:27 pm

Nonstop2h 57m

$125

White PlainsDaytona Beach

HPN - DAB

HPNDAB

White Plains Westchester County

Wed 2/4

8:00 am-10:52 am

Nonstop2h 52m

Daytona Beach

Sat 2/7

5:50 pm-8:30 pm

Nonstop2h 40m

$132

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Tue 11/18

6:30 am-9:24 am

Nonstop2h 54m

Tampa

Thu 11/20

9:00 am-11:49 am

Nonstop2h 49m

$135

White PlainsFort Lauderdale

HPN - FLL

HPNFLL

White Plains Westchester County

Wed 11/19

7:00 pm-10:02 pm

Nonstop3h 02m

Fort Lauderdale

Sat 11/22

8:20 pm-11:17 pm

Nonstop2h 57m

$137

White PlainsFort Lauderdale

HPN - FLL

HPNFLL

White Plains Westchester County

Mon 11/17

7:00 am-9:53 am

Nonstop2h 53m

Fort Lauderdale

Fri 11/21

4:50 pm-7:49 pm

Nonstop2h 59m

$137

White PlainsFort Myers

HPN - RSW

HPNRSW

White Plains Westchester County

Sat 11/8

8:30 pm-11:36 pm

Nonstop3h 06m

Fort Myers SW Florida Intl

Sat 11/15

7:05 am-10:00 am

Nonstop2h 55m

$137

White PlainsDaytona Beach

HPN - DAB

HPNDAB

White Plains Westchester County

Wed 10/29

8:00 am-10:51 am

Nonstop2h 51m

Daytona Beach

Wed 11/5

5:56 pm-8:37 pm

Nonstop2h 41m

$138

White PlainsDaytona Beach

HPN - DAB

HPNDAB

White Plains Westchester County

Sat 11/8

8:00 am-10:51 am

Nonstop2h 51m

Daytona Beach

Wed 11/12

5:56 pm-8:37 pm

Nonstop2h 41m

$138

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/22

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 September 24, 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 September 24, 2025.
See what other customers who have flown with Breeze Airways, Delta, 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.
Breeze Airways
8.0
Very good
208 reviews

Boarding

8.3

Overall

8.0

Entertainment

6.6

Comfort

8.1

Crew

8.7

Food

6.7

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
208 reviews
Breeze Airways
8.0
Very good
208 reviews

Boarding

8.3

Overall

8.0

Entertainment

6.6

Comfort

8.1

Crew

8.7

Food

6.7

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
7,973 reviews
Breeze Airways
8.0
Very good
208 reviews

Boarding

8.3

Overall

8.0

Entertainment

6.6

Comfort

8.1

Crew

8.7

Food

6.7

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
208 reviews

Boarding

8.3

Overall

8.0

Entertainment

6.6

Comfort

8.1

Crew

8.7

Food

6.7

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
2,911 reviews
Breeze Airways
8.0
Very good
208 reviews

Boarding

8.3

Overall

8.0

Entertainment

6.6

Comfort

8.1

Crew

8.7

Food

6.7

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!
Spirit Airlines
6.3
Okay
8,042 reviews
Breeze Airways
8.0
Very good
208 reviews

Boarding

8.3

Overall

8.0

Entertainment

6.6

Comfort

8.1

Crew

8.7

Food

6.7

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 Florida. 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 Florida?

    Departing from Westchester County to Florida will take you 2h 52m. The distance from Westchester County to Florida is about 919 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $59 on JetBlue. Other airlines that offer cheap prices include Breeze Airways from $59 and Delta from $109 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

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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 September 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$29Average$109FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$38Average$184FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$81Average$279FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$98Average$328FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$117Average$301FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$123Average$189FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$186Average$386FlexibilityNo cancel feeOn-time71%

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