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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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — HPN
Jun 11 — Jun 181
Thu 6/11
Thu 6/18
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 12, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/7. 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 8/267:00 am
TPA
-
HPN
1 stop4h 20m
Breeze Airways
Mon 8/316:09 pm
HPN
-
TPA
1 stop5h 14m
Breeze Airways
Deal found 5/7$186
This Kiwi.com deal was found by Cheapflights users on 5/8. 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.
Sat 8/227:00 am
TPA
-
HPN
1 stop4h 20m
Multiple Airlines
Sun 8/238:00 am
HPN
-
TPA
1 stop16h 30m
Multiple Airlines
Deal found 5/8$188
This Kiwi.com deal was found by Cheapflights users on 5/8. 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.
Fri 7/37:46 pm
TPA
-
HPN
1 stop15h 34m
Multiple Airlines
Thu 7/98:00 am
HPN
-
TPA
1 stop16h 37m
Multiple Airlines
Deal found 5/8$191
This Priceline deal was found by Cheapflights users on 5/11. 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 6/97:10 am
MCO
-
HPN
1 stop4h 17m
Breeze Airways
Fri 6/126:09 pm
HPN
-
MCO
1 stop4h 16m
Breeze Airways
Deal found 5/11$192
This Priceline deal was found by Cheapflights users on 5/10. 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 5/309:10 am
MCO
-
HPN
Nonstop2h 49m
Multiple Airlines
Mon 6/16:09 pm
HPN
-
MCO
1 stop4h 16m
Multiple Airlines
Deal found 5/10$193
This Breeze Airways deal was found by Cheapflights users on 5/11. 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.
Thu 7/1612:52 pm
MCO
-
HPN
1 stop8h 08m
Breeze Airways
Mon 7/206:09 pm
HPN
-
MCO
1 stop4h 16m
Breeze Airways
Deal found 5/11$194
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 5/277:00 am
MCO
-
HPN
1 stop4h 20m
Breeze Airways
Mon 6/16:09 pm
HPN
-
MCO
1 stop4h 16m
Breeze Airways
Deal found 5/7$195
This Kiwi.com deal was found by Cheapflights users on 5/11. 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.
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 5/11$196
This Delta deal was found by Cheapflights users on 5/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/93:04 pm
DAB
-
HPN
1 stop7h 21m
Delta
Tue 6/166:49 pm
HPN
-
DAB
1 stop5h 24m
Delta
Deal found 5/10$197
This JetBlue deal was found by Cheapflights users on 5/8. 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 6/259:10 am
MCO
-
HPN
Nonstop2h 49m
JetBlue
Mon 6/299:35 pm
HPN
-
MCO
Nonstop2h 42m
JetBlue
Deal found 5/8$197
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 7/137:00 am
MCO
-
HPN
1 stop10h 29m
Breeze Airways
Mon 7/276:09 pm
HPN
-
MCO
1 stop4h 16m
Breeze Airways
Deal found 5/7$198
This Expedia deal was found by Cheapflights users on 5/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:10 am
MCO
-
HPN
1 stop4h 17m
Breeze Airways
Thu 6/48:00 am
HPN
-
MCO
1 stop9h 08m
Breeze Airways
Deal found 5/9$199

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 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$186
(Kiwi.com)

One-way from

$64
(CheapOair)

Popular in

March

Cheapest in

January

Average price

$167
Provider with most accurate pricing for Orlando (ORL)-New York (NYC) flight deals.
Search Deals
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
High demand for flights, 1% potential price rise
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 12, 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

Daytona BeachWhite Plains

DAB - HPN

DABHPN

Daytona Beach

Tue 6/9

3:04 pm-10:25 pm

1 stop7h 21m

White Plains Westchester County

Tue 6/16

6:49 pm-12:13 am

1 stop5h 24m

$197

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Thu 6/25

5:43 pm-8:40 pm

Nonstop2h 57m

White Plains Westchester County

Mon 6/29

9:35 pm-12:17 am

Nonstop2h 42m

$197

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Sat 6/6

5:06 pm-7:59 pm

Nonstop2h 53m

White Plains Westchester County

Wed 6/10

9:55 am-12:36 pm

Nonstop2h 41m

$207

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Fri 7/10

7:00 am-5:29 pm

1 stop10h 29m

White Plains Westchester County

Mon 7/13

6:09 pm-10:25 pm

1 stop4h 16m

$208

West Palm BeachWhite Plains

PBI - HPN

PBIHPN

Palm Beach Intl

Thu 6/25

8:06 pm-11:00 pm

Nonstop2h 54m

White Plains Westchester County

Tue 6/30

6:45 pm-9:39 pm

Nonstop2h 54m

$217

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Fri 5/29

9:10 am-11:59 am

Nonstop2h 49m

White Plains Westchester County

Mon 6/1

4:00 pm-6:46 pm

Nonstop2h 46m

$217

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

6:45 pm-9:39 pm

Nonstop2h 54m

$222

West Palm BeachWhite Plains

PBI - HPN

PBIHPN

Palm Beach Intl

Thu 6/18

8:06 pm-11:00 pm

Nonstop2h 54m

White Plains Westchester County

Sat 6/20

7:30 am-10:18 am

Nonstop2h 48m

$222
Quickest round-trip

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Fri 5/29

9:10 am-11:59 am

Nonstop2h 49m

White Plains Westchester County

Fri 6/5

8:30 pm-11:10 pm

Nonstop2h 40m

$222

West Palm BeachWhite Plains

PBI - HPN

PBIHPN

Palm Beach Intl

Fri 6/5

2:40 pm-10:20 pm

1 stop7h 40m

White Plains Westchester County

Tue 6/9

6:29 am-11:46 am

1 stop5h 17m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

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

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 87 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 $766). 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 12, 2026.

It’s typically best to fly out from Florida to Westchester County in the afternoon. Doing so could potentially save you 9% on the flight price compared to flying in the evening, which is usually more expensive.

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 9, 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 Delta, JetBlue, and Breeze Airways fly from Florida to Westchester County in about 2h 57m. The time it takes to get you to your destination can typically vary by up to 7h 32m. Airlines will cover a distance of 972 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 $766). 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 Florida to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Florida to Westchester County

Discover the top 5 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 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$48Average$69FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$59Average$215FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$97Average$270FlexibilityNo cancel feeOn-time62%
DeltaCheapest$128Average$309FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$152Average$339FlexibilityNo cancel feeOn-time71%

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