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$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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MIA
Dec 10 — Dec 171
Wed 12/10
Wed 12/17
1 adult, Economy
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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 November 10, 2025.

This CheapOair deal was found by Cheapflights users on 11/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/78:00 amHPN - JAX
Nonstop2h 40mBreeze Airways
Thu 12/116:05 pmJAX - HPN
Nonstop2h 25mBreeze Airways
Deal found 11/9$122
This Expedia deal was found by Cheapflights users on 11/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/68:00 amHPN - DAB
Nonstop2h 51mBreeze Airways
Wed 12/105:56 pmDAB - HPN
Nonstop2h 41mBreeze Airways
Deal found 11/8$132
This Breeze Airways deal was found by Cheapflights users on 11/10. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/208:00 amHPN - JAX
Nonstop2h 40mBreeze Airways
Thu 12/46:05 pmJAX - HPN
Nonstop2h 25mBreeze Airways
Deal found 11/10$138
This CheapOair deal was found by Cheapflights users on 11/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:00 amHPN - JAX
Nonstop2h 40mBreeze Airways
Sun 12/76:05 pmJAX - HPN
Nonstop2h 25mBreeze Airways
Deal found 11/10$152
This Priceline deal was found by Cheapflights users on 11/7. 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 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
Wed 12/105:56 pmDAB - HPN
Nonstop2h 41mBreeze Airways
Deal found 11/7$155
This Priceline deal was found by Cheapflights users on 11/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/38:00 amHPN - DAB
Nonstop2h 51mBreeze Airways
Wed 12/105:56 pmDAB - HPN
Nonstop2h 41mBreeze Airways
Deal found 11/8$162
This JetBlue deal was found by Cheapflights users on 11/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/157:30 amHPN - TPA
Nonstop2h 53mJetBlue
Thu 12/259:05 amTPA - HPN
Nonstop2h 52mJetBlue
Deal found 11/9$164
This Priceline deal was found by Cheapflights users on 11/9. 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 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
Wed 11/195:56 pmDAB - HPN
Nonstop2h 41mBreeze Airways
Deal found 11/9$168
This JetBlue deal was found by Cheapflights users on 11/8. 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 12/112:30 pmHPN - MCO
Nonstop2h 50mJetBlue
Thu 12/118:20 pmMCO - HPN
Nonstop2h 41mJetBlue
Deal found 11/8$172
This JetBlue deal was found by Cheapflights users on 11/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/244:29 pmHPN - FLL
Nonstop3h 03mJetBlue
Thu 11/274:50 pmFLL - HPN
Nonstop2h 59mJetBlue
Deal found 11/9$173
This JetBlue deal was found by Cheapflights users on 11/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/217:00 amHPN - FLL
Nonstop2h 56mJetBlue
Thu 11/274:50 pmFLL - HPN
Nonstop2h 59mJetBlue
Deal found 11/7$174
This JetBlue deal was found by Cheapflights users on 11/8. 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 11/2710:00 amHPN - RSW
Nonstop3h 09mJetBlue
Sat 12/66:35 pmRSW - HPN
Nonstop2h 55mJetBlue
Deal found 11/8$174

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 November 10, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$118
(Breeze Airways)

One-way from

$57
(CheapOair)

Popular in

April

Cheapest in

September

Average price

$207
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.
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From Westchester County to Florida
Search Deals
One-way flight from Westchester County to Florida
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($7 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 November 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 November 10, 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

Sat 1/24

8:00 am-10:52 am

Nonstop2h 52m

Daytona Beach

Sat 1/31

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 PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Fri 1/23

7:00 am-9:55 am

Nonstop2h 55m

Tampa

Mon 1/26

8:00 am-10:50 am

Nonstop2h 50m

$127

White PlainsDaytona Beach

HPN - DAB

HPNDAB

White Plains Westchester County

Sat 12/6

8:00 am-10:51 am

Nonstop2h 51m

Daytona Beach

Wed 12/10

5:56 pm-8:37 pm

Nonstop2h 41m

$132

White PlainsJacksonville

HPN - JAX

HPNJAX

White Plains Westchester County

Thu 11/20

8:00 am-10:40 am

Nonstop2h 40m

Jacksonville

Thu 12/4

6:05 pm-8:30 pm

Nonstop2h 25m

$138

White PlainsFort Lauderdale

HPN - FLL

HPNFLL

White Plains Westchester County

Wed 1/7

9:00 pm-12:04 am

Nonstop3h 04m

Fort Lauderdale

Wed 1/14

1:30 pm-4:28 pm

Nonstop2h 58m

$147

White PlainsFort Lauderdale

HPN - FLL

HPNFLL

White Plains Westchester County

Sat 1/10

8:15 am-11:20 am

Nonstop3h 05m

Fort Lauderdale

Wed 1/14

7:30 pm-10:30 pm

Nonstop3h 00m

$147

White PlainsFort Lauderdale

HPN - FLL

HPNFLL

White Plains Westchester County

Wed 2/4

2:00 pm-5:05 pm

Nonstop3h 05m

Fort Lauderdale

Tue 2/10

1:30 pm-4:28 pm

Nonstop2h 58m

$147

White PlainsFort Lauderdale

HPN - FLL

HPNFLL

White Plains Westchester County

Thu 1/29

9:00 pm-12:04 am

Nonstop3h 04m

Fort Lauderdale

Mon 2/2

6:30 am-9:27 am

Nonstop2h 57m

$147

White PlainsFort Lauderdale

HPN - FLL

HPNFLL

White Plains Westchester County

Sat 1/17

9:00 pm-12:04 am

Nonstop3h 04m

Fort Lauderdale

Tue 1/20

6:30 am-9:27 am

Nonstop2h 57m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

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, October is the cheapest month in which you can book a flight from Westchester County to Florida (average of $91). 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 November 10, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 3% on flights from Westchester County to Florida by exploring options for tickets in the evening.

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 November 2, 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. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 November 10, 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
8.1
Very good
227 reviews

Comfort

8.2

Food

6.7

Entertainment

6.6

Boarding

8.3

Overall

8.1

Crew

8.7

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
8.1
Very good
227 reviews
Breeze Airways
8.1
Very good
227 reviews

Comfort

8.2

Food

6.7

Entertainment

6.6

Boarding

8.3

Overall

8.1

Crew

8.7

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
7.9
Good
8,003 reviews
Breeze Airways
8.1
Very good
227 reviews

Comfort

8.2

Food

6.7

Entertainment

6.6

Boarding

8.3

Overall

8.1

Crew

8.7

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
11,046 reviews
Breeze Airways
8.1
Very good
227 reviews

Comfort

8.2

Food

6.7

Entertainment

6.6

Boarding

8.3

Overall

8.1

Crew

8.7

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
2,908 reviews
Breeze Airways
8.1
Very good
227 reviews

Comfort

8.2

Food

6.7

Entertainment

6.6

Boarding

8.3

Overall

8.1

Crew

8.7

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
8,134 reviews
Breeze Airways
8.1
Very good
227 reviews

Comfort

8.2

Food

6.7

Entertainment

6.6

Boarding

8.3

Overall

8.1

Crew

8.7

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 Breeze Airways. Other airlines that offer cheap prices include JetBlue from $64 and American Airlines from $74 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, October is the cheapest month in which you can book a flight from Westchester County to Florida (average of $91). 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 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 November 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$29Average$109FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$51Average$209FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$81Average$275FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$103Average$344FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$117Average$300FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$145Average$221FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$176Average$381FlexibilityNo cancel feeOn-time71%

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