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$59+ 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MIA
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap 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 December 28, 2025.

This American Airlines deal was found by Cheapflights users on 12/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:16 pmHPN - SRQ
2 stops6h 42mAmerican Airlines
Thu 1/16:07 amSRQ - HPN
1 stop6h 58mAmerican Airlines
Deal found 12/27$264
This Delta deal was found by Cheapflights users on 12/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:03 amHPN - PBI
1 stop6h 56mDelta
Sun 1/186:00 amPBI - HPN
1 stop6h 06mDelta
Deal found 12/25$292
This Delta deal was found by Cheapflights users on 12/27. 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.
Tue 12/306:03 amHPN - PBI
1 stop6h 56mDelta
Wed 4/13:31 pmPBI - HPN
1 stop6h 36mDelta
Deal found 12/27$307
This American Airlines deal was found by Cheapflights users on 12/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:56 pmHPN - PBI
1 stop5h 27mAmerican Airlines
Wed 4/16:06 amPBI - HPN
2 stops8h 33mAmerican Airlines
Deal found 12/27$312
This JetBlue deal was found by Cheapflights users on 12/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:20 pmHPN - MCO
Nonstop2h 51mJetBlue
Mon 1/58:20 pmMCO - HPN
Nonstop2h 44mJetBlue
Deal found 12/27$313
This Delta deal was found by Cheapflights users on 12/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:45 pmHPN - MIA
1 stop5h 37mDelta
Fri 1/96:28 pmMIA - HPN
2 stops17h 28mDelta
Deal found 12/26$322
This American Airlines deal was found by Cheapflights users on 12/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:05 amHPN - JAX
1 stop4h 48mAmerican Airlines
Fri 1/23:45 pmJAX - HPN
1 stop7h 15mAmerican Airlines
Deal found 12/27$323
This Super.com deal was found by Cheapflights users on 12/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:20 pmHPN - MCO
Nonstop2h 51mJetBlue
Sat 3/286:45 pmMCO - HPN
Nonstop2h 46mJetBlue
Deal found 12/26$327
This American Airlines deal was found by Cheapflights users on 12/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:04 amHPN - FLL
1 stop6h 03mAmerican Airlines
Thu 1/17:16 amFLL - HPN
1 stop5h 49mAmerican Airlines
Deal found 12/26$333
This American Airlines deal was found by Cheapflights users on 12/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:30 amHPN - MCO
1 stop4h 30mAmerican Airlines
Sat 3/288:00 amMCO - HPN
1 stop5h 07mAmerican Airlines
Deal found 12/26$333
This American Airlines deal was found by Cheapflights users on 12/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2911:04 amHPN - PBI
1 stop6h 38mAmerican Airlines
Sun 1/187:20 amPBI - HPN
2 stops10h 48mAmerican Airlines
Deal found 12/25$337
This American Airlines deal was found by Cheapflights users on 12/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:04 amHPN - MCO
2 stops7h 04mAmerican Airlines
Sat 3/288:00 amMCO - HPN
1 stop5h 07mAmerican Airlines
Deal found 12/26$338

Find 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 December 28, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$118
(Breeze Airways)

One-way from

$59
(Kiwi.com)

Popular in

April

Cheapest in

January

Average price

$276
Provider with most accurate pricing for New York (NYC)-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Orlando (ORL) flights.
Search Deals
From Westchester County to Florida
Search Deals
One-way flight from Westchester County to Florida
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($6 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 28, 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 PlainsDaytona Beach

HPN - DAB

HPNDAB

White Plains Westchester County

Wed 1/21

8:00 am-10:52 am

Nonstop2h 52m

Daytona Beach

Wed 1/28

5:50 pm-8:30 pm

Nonstop2h 40m

$118

White PlainsJacksonville

HPN - JAX

HPNJAX

White Plains Westchester County

Tue 1/13

8:00 am-10:37 am

Nonstop2h 37m

Jacksonville

Sun 1/18

6:08 pm-8:30 pm

Nonstop2h 22m

$118

White PlainsJacksonville

HPN - JAX

HPNJAX

White Plains Westchester County

Thu 1/22

8:00 am-10:37 am

Nonstop2h 37m

Jacksonville

Thu 1/29

6:08 pm-8:30 pm

Nonstop2h 22m

$118

White PlainsJacksonville

HPN - JAX

HPNJAX

White Plains Westchester County

Tue 1/20

8:00 am-10:37 am

Nonstop2h 37m

Jacksonville

Tue 1/27

6:08 pm-8:30 pm

Nonstop2h 22m

$118

White PlainsJacksonville

HPN - JAX

HPNJAX

White Plains Westchester County

Tue 2/10

8:00 am-10:37 am

Nonstop2h 37m

Jacksonville

Sun 3/1

6:08 pm-8:30 pm

Nonstop2h 22m

$122

White PlainsJacksonville

HPN - JAX

HPNJAX

White Plains Westchester County

Tue 1/27

8:00 am-10:37 am

Nonstop2h 37m

Jacksonville

Tue 2/3

6:08 pm-8:30 pm

Nonstop2h 22m

$122

White PlainsSarasota

HPN - SRQ

HPNSRQ

White Plains Westchester County

Sat 1/24

6:00 pm-9:09 pm

Nonstop3h 09m

Sarasota Bradenton Intl

Sat 1/31

2:25 pm-5:19 pm

Nonstop2h 54m

$123

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Sun 1/25

7:00 am-9:55 am

Nonstop2h 55m

Tampa

Wed 1/28

9:05 am-11:55 am

Nonstop2h 50m

$137

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Wed 1/21

7:00 am-9:55 am

Nonstop2h 55m

Tampa

Sun 1/25

9:05 am-11:55 am

Nonstop2h 50m

$137

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Mon 1/12

7:00 am-9:55 am

Nonstop2h 55m

Tampa

Fri 1/16

9:05 am-11:55 am

Nonstop2h 50m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

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, November is the cheapest month in which you can book a flight from Westchester County to Florida (average of $43). Flying from Westchester County to Florida in May is currently the most expensive (average of $169). 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 December 28, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 19% on flights from Westchester County to Florida by exploring options for tickets at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Westchester County to Florida. Price data was last updated on December 27, 2025.

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

Weekly flight availability from Westchester County to Florida

Explore weekly flight availability from Westchester County to Florida. 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 December 28, 2025.

The most flights from zzREU to USFL are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

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 December 28, 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
8.2
Very good
250 reviews

Entertainment

6.7

Food

6.7

Comfort

8.2

Crew

8.8

Boarding

8.4

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
250 reviews
Breeze Airways
8.2
Very good
250 reviews

Entertainment

6.7

Food

6.7

Comfort

8.2

Crew

8.8

Boarding

8.4

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Delta
7.9
Good
8,019 reviews
Breeze Airways
8.2
Very good
250 reviews

Entertainment

6.7

Food

6.7

Comfort

8.2

Crew

8.8

Boarding

8.4

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
American Airlines
7.2
Good
11,072 reviews
Breeze Airways
8.2
Very good
250 reviews

Entertainment

6.7

Food

6.7

Comfort

8.2

Crew

8.8

Boarding

8.4

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
JetBlue
7.2
Good
2,901 reviews
Breeze Airways
8.2
Very good
250 reviews

Entertainment

6.7

Food

6.7

Comfort

8.2

Crew

8.8

Boarding

8.4

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Spirit Airlines
6.3
Okay
8,212 reviews
Breeze Airways
8.2
Very good
250 reviews

Entertainment

6.7

Food

6.7

Comfort

8.2

Crew

8.8

Boarding

8.4

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

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 $36 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $38 and Breeze Airways from $41 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, November is the cheapest month in which you can book a flight from Westchester County to Florida (average of $43). Flying from Westchester County to Florida in May is currently the most expensive (average of $169). 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 6 airlines flying from Westchester County to Florida

Discover the top 6 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 December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$29Average$126FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$55Average$230FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$81Average$265FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$91Average$302FlexibilityNo cancel feeOn-time62%
DeltaCheapest$108Average$350FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$176Average$379FlexibilityNo cancel feeOn-time71%

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