Florida

$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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MIA
Aug 5 — Aug 121
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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 July 31, 2025.

Round-trip from

$122
(Priceline)

One-way from

$57
(Priceline)

Popular in

April

Cheapest in

March

Average price

$219
From Westchester County to Florida
One-way flight from Westchester County to Florida
Highest demand for flights based on searches. 0% potential increase in price ($2 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in July 2025

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 July 31, 2025.

This Priceline deal was found by Cheapflights users on 7/30. 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 9/248:00 amHPN - DAB
Nonstop2h 51mBreeze Airways
Sat 9/275:56 pmDAB - HPN
Nonstop2h 41mBreeze Airways
Deal found 7/30$122
This Priceline deal was found by Cheapflights users on 7/30. 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 9/118:00 amHPN - JAX
Nonstop2h 40mBreeze Airways
Sun 9/146:05 pmJAX - HPN
Nonstop2h 25mBreeze Airways
Deal found 7/30$122
This JetBlue deal was found by Cheapflights users on 7/30. 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 8/287:00 amHPN - RSW
Nonstop2h 56mJetBlue
Tue 9/210:46 amRSW - HPN
Nonstop2h 57mJetBlue
Deal found 7/30$137
This JetBlue deal was found by Cheapflights users on 7/29. 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 9/48:55 pmHPN - FLL
Nonstop2h 54mJetBlue
Sat 9/137:05 amFLL - HPN
Nonstop3h 01mJetBlue
Deal found 7/29$157
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Thu 9/46:30 amHPN - MIA
1 stop4h 49mAmerican Airlines
Mon 9/88:30 amMIA - HPN
1 stop6h 23mAmerican Airlines
Deal found 7/30$158
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 9/206:30 amHPN - RSW
1 stop5h 30mAmerican Airlines
Sat 9/279:19 amRSW - HPN
1 stop7h 40mAmerican Airlines
Deal found 7/30$159
This American Airlines deal was found by Cheapflights users on 7/31. 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.
Thu 9/41:41 pmHPN - FLL
1 stop6h 56mAmerican Airlines
Sat 9/1311:19 amFLL - HPN
1 stop7h 01mAmerican Airlines
Deal found 7/31$159
This American Airlines deal was found by Cheapflights users on 7/31. 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.
Fri 8/226:30 amHPN - TPA
1 stop6h 27mAmerican Airlines
Wed 8/277:00 amTPA - HPN
1 stop7h 39mAmerican Airlines
Deal found 7/31$159
This CheapOair deal was found by Cheapflights users on 7/30. 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 9/812:10 pmHPN - MCO
1 stop4h 12mBreeze Airways
Wed 9/107:10 amMCO - HPN
1 stop5h 24mBreeze Airways
Deal found 7/30$160
This JetBlue deal was found by Cheapflights users on 7/31. 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 10/317:30 amHPN - TPA
Nonstop2h 57mJetBlue
Sun 11/29:00 amTPA - HPN
Nonstop2h 47mJetBlue
Deal found 7/31$162
This Priceline deal was found by Cheapflights users on 7/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/512:00 pmHPN - SRQ
Nonstop3h 07mBreeze Airways
Sat 11/88:20 amSRQ - HPN
Nonstop2h 53mBreeze Airways
Deal found 7/28$164
This Priceline deal was found by Cheapflights users on 7/29. 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 9/207:59 pmHPN - MCO
Nonstop2h 48mJetBlue
Tue 9/239:16 amMCO - HPN
Nonstop2h 43mJetBlue
Deal found 7/29$167

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 July 31, 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 9/24

8:00 am-10:51 am

Nonstop2h 51m

Daytona Beach

Sat 9/27

5:56 pm-8:37 pm

Nonstop2h 41m

$122

White PlainsJacksonville

HPN - JAX

HPNJAX

White Plains Westchester County

Thu 9/11

8:00 am-10:40 am

Nonstop2h 40m

Jacksonville

Sun 9/14

6:05 pm-8:30 pm

Nonstop2h 25m

$122

White PlainsFort Myers

HPN - RSW

HPNRSW

White Plains Westchester County

Thu 8/28

7:00 am-9:56 am

Nonstop2h 56m

Fort Myers SW Florida Intl

Tue 9/2

10:46 am-1:43 pm

Nonstop2h 57m

$137

White PlainsFort Lauderdale

HPN - FLL

HPNFLL

White Plains Westchester County

Thu 9/4

8:55 pm-11:49 pm

Nonstop2h 54m

Fort Lauderdale

Sat 9/13

7:05 am-10:06 am

Nonstop3h 01m

$157

White PlainsMiami

HPN - MIA

HPNMIA

White Plains Westchester County

Thu 9/4

6:30 am-11:19 am

1 stop4h 49m

Miami

Mon 9/8

8:30 am-2:53 pm

1 stop6h 23m

$158

White PlainsFort Lauderdale

HPN - FLL

HPNFLL

White Plains Westchester County

Sat 10/4

6:50 pm-11:50 pm

1 stop5h 00m

Fort Lauderdale

Sat 10/11

11:21 am-6:17 pm

1 stop6h 56m

$159

White PlainsFort Myers

HPN - RSW

HPNRSW

White Plains Westchester County

Sat 9/20

6:30 am-12:00 pm

1 stop5h 30m

Fort Myers SW Florida Intl

Sat 9/27

9:19 am-4:59 pm

1 stop7h 40m

$159

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Fri 8/22

7:47 am-12:17 pm

1 stop4h 30m

Tampa

Wed 8/27

7:00 am-2:39 pm

1 stop7h 39m

$159

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Mon 9/8

12:10 pm-4:22 pm

1 stop4h 12m

Orlando

Wed 9/10

7:10 am-12:34 pm

1 stop5h 24m

$160

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Fri 10/31

7:30 am-10:27 am

Nonstop2h 57m

Tampa

Sun 11/2

9:00 am-11:47 am

Nonstop2h 47m

$162

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 59 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 July 31, 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 July 31, 2025.
See what other customers who have flown with Alaska Airlines, Delta, and Breeze Airways 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.

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
8.0
Very good

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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 $80 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.

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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$29Average$143FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$38Average$199FlexibilityNo cancel feeOn-time65%
Avelo AirlinesCheapest$78Average$216FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$81Average$279FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$103Average$347FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$117Average$305FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$192Average$378FlexibilityNo cancel feeOn-time71%

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