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Westchester County

$64+ Cheap flights from Florida 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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — HPN
Jun 28 — Jul 51
Sun 6/28
Sun 7/5
1 adult, Economy
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Cheap flight deals from Florida to Westchester County

Cheapest flights from Florida to Westchester County
Explore the most affordable flight options available from Florida to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/27. 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 6/107:00 am
TPA
-
HPN
1 stop4h 20m
Breeze Airways
Fri 6/126:09 pm
HPN
-
TPA
1 stop4h 50m
Breeze Airways
Deal found 5/27$176
This Breeze Airways deal was found by Cheapflights users on 5/27. 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 8/258:00 am
RSW
-
HPN
1 stop4h 33m
Breeze Airways
Sat 8/2912:00 pm
HPN
-
RSW
1 stop9h 57m
Breeze Airways
Deal found 5/27$182
This Kiwi.com deal was found by Cheapflights users on 5/28. 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 7/87:00 am
TPA
-
HPN
1 stop4h 20m
Breeze Airways
Fri 7/106:09 pm
HPN
-
TPA
1 stop5h 14m
Breeze Airways
Deal found 5/28$192
This Priceline deal was found by Cheapflights users on 5/26. 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 8/197:00 am
TPA
-
HPN
1 stop4h 20m
Breeze Airways
Mon 8/246:09 pm
HPN
-
TPA
1 stop5h 14m
Breeze Airways
Deal found 5/26$194
This Delta deal was found by Cheapflights users on 5/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/123:11 pm
DAB
-
HPN
1 stop7h 14m
Delta
Tue 8/256:00 am
HPN
-
DAB
1 stop4h 27m
Delta
Deal found 5/27$197
This JetBlue deal was found by Cheapflights users on 5/28. 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 7/18:06 pm
PBI
-
HPN
Nonstop2h 54m
JetBlue
Sun 7/57:00 am
HPN
-
PBI
Nonstop2h 45m
JetBlue
Deal found 5/28$197
This CheapOair deal was found by Cheapflights users on 5/26. 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 7/147:10 am
MCO
-
HPN
1 stop4h 17m
Breeze Airways
Fri 7/176:09 pm
HPN
-
MCO
1 stop4h 16m
Breeze Airways
Deal found 5/26$197
This Kiwi.com deal was found by Cheapflights users on 5/28. 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 8/107:00 am
RSW
-
HPN
1 stop10h 29m
Breeze Airways
Mon 8/246:09 pm
HPN
-
RSW
1 stop4h 59m
Breeze Airways
Deal found 5/28$198
This CheapOair deal was found by Cheapflights users on 5/28. 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 6/187:10 am
MCO
-
HPN
1 stop4h 17m
Breeze Airways
Fri 6/196:09 pm
HPN
-
MCO
1 stop4h 16m
Breeze Airways
Deal found 5/28$198
This CheapOair deal was found by Cheapflights users on 5/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/97:10 am
MCO
-
HPN
1 stop4h 17m
Breeze Airways
Sat 6/1312:00 pm
HPN
-
MCO
1 stop11h 59m
Breeze Airways
Deal found 5/24$199
This Kiwi.com deal was found by Cheapflights users on 5/25. 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
MCO
-
HPN
1 stop4h 20m
Breeze Airways
Tue 8/2512:27 pm
HPN
-
MCO
1 stop4h 14m
Breeze Airways
Deal found 5/25$200
This Priceline deal was found by Cheapflights users on 5/27. 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 8/258:00 am
RSW
-
HPN
1 stop4h 33m
Multiple Airlines
Sat 8/296:30 am
HPN
-
RSW
Nonstop2h 53m
Multiple Airlines
Deal found 5/27$201

Find flight deals from Florida to Westchester County

Keep the following information in mind while searching for Florida to Westchester County flight deals. Data was last updated May 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$169
(Kiwi.com)

One-way from

$64
(Breeze Airways)

Popular in

June

Cheapest in

January

Average price

$177
Provider with most accurate pricing for Orlando (ORL)-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Orlando (ORL)-New York (NYC) flights.
Search Deals
From Florida to Westchester County
Search Deals
One-way flight from Florida to Westchester County
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida 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 May 29, 2026.
Use the filters below to find and compare flights from Florida to Westchester County that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

West Palm BeachWhite Plains

PBI - HPN

PBIHPN

Palm Beach Intl

Mon 8/17

8:06 pm-11:00 pm

Nonstop2h 54m

White Plains Westchester County

Wed 8/19

7:00 am-9:45 am

Nonstop2h 45m

$197

West Palm BeachWhite Plains

PBI - HPN

PBIHPN

Palm Beach Intl

Tue 6/16

8:06 pm-11:00 pm

Nonstop2h 54m

White Plains Westchester County

Sat 6/20

6:45 pm-9:39 pm

Nonstop2h 54m

$202

West Palm BeachWhite Plains

PBI - HPN

PBIHPN

Palm Beach Intl

Tue 6/16

4:55 pm-10:25 pm

1 stop5h 30m

White Plains Westchester County

Sat 6/20

6:29 am-11:46 am

1 stop5h 17m

$207

West Palm BeachWhite Plains

PBI - HPN

PBIHPN

Palm Beach Intl

Fri 7/3

7:01 pm-10:00 pm

Nonstop2h 59m

White Plains Westchester County

Fri 7/10

2:29 pm-5:21 pm

Nonstop2h 52m

$207

West Palm BeachWhite Plains

PBI - HPN

PBIHPN

Palm Beach Intl

Thu 7/2

8:06 pm-11:00 pm

Nonstop2h 54m

White Plains Westchester County

Sun 7/5

6:45 pm-9:39 pm

Nonstop2h 54m

$207

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Tue 7/14

9:12 am-11:59 am

Nonstop2h 47m

White Plains Westchester County

Mon 7/20

8:30 pm-11:15 pm

Nonstop2h 45m

$207

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Tue 8/18

7:48 pm-10:42 pm

Nonstop2h 54m

White Plains Westchester County

Thu 8/27

4:00 pm-6:53 pm

Nonstop2h 53m

$207

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Sat 7/4

9:10 am-11:59 am

Nonstop2h 49m

White Plains Westchester County

Mon 7/6

9:30 pm-12:12 am

Nonstop2h 42m

$207

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Tue 8/18

7:48 pm-10:42 pm

Nonstop2h 54m

White Plains Westchester County

Mon 8/24

9:35 pm-12:17 am

Nonstop2h 42m

$207

West Palm BeachWhite Plains

PBI - HPN

PBIHPN

Palm Beach Intl

Sun 6/14

8:06 pm-11:00 pm

Nonstop2h 54m

White Plains Westchester County

Wed 6/17

7:00 am-9:45 am

Nonstop2h 45m

$212

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/24

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Florida to Westchester County

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

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

Currently, August is the cheapest month in which you can book a flight from Florida to Westchester County (average of $48). Flying from Florida to Westchester County in November is currently the most expensive (average of $748). 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 FL to REU?

Find hourly flight availability from Florida 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 May 29, 2026.

It’s typically best to fly out from Florida to Westchester County in the afternoon. Doing so could potentially save you 8% on the flight price compared to flying in the evening, which is usually more expensive.

How far ahead should I book a flight from Florida to Westchester County?

The price you pay for your flight from Florida to Westchester County may vary depending on when you book. For the best chance of a lower fare, look to book 72 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest day to fly from Florida to Westchester County?

Use this chart to determine the cheapest time to fly round-trip from Florida to Westchester County. Price data was last updated on May 23, 2026.

Travelers seeking maximum savings on their Florida to Westchester County flight should consider departing on Friday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Florida 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 Florida to Westchester County?

    Airlines like JetBlue, Breeze Airways, and Delta fly from Florida to Westchester County in about 2h 54m. The time it takes to get you to your destination can typically vary by up to 3h 15m. Airlines will cover a distance of 1058 mi. This flight may include one or multiple stops.

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

    One-way options have recently been found by users for as low as $36 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $40 and Breeze Airways from $42 one-way.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Florida to Westchester County (average of $48). Flying from Florida to Westchester County in November is currently the most expensive (average of $748). 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 Florida to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Florida to Westchester County

Discover the top 4 airlines that operate flights from Florida 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 May 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$59Average$204FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$97Average$258FlexibilityNo cancel feeOn-time62%
DeltaCheapest$133Average$317FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$152Average$344FlexibilityNo cancel feeOn-time71%

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