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$55+ 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MIA
Mar 13 — Mar 201
Fri 3/13
Fri 3/20
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 February 11, 2026.

This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/18:00 am
HPN
-
JAX
Nonstop2h 37m
Breeze Airways
Tue 3/106:08 pm
JAX
-
HPN
Nonstop2h 22m
Breeze Airways
Deal found 2/10$105
This Mytrip deal was found by Cheapflights users on 2/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/268:00 am
HPN
-
JAX
Nonstop2h 37m
Breeze Airways
Tue 3/106:08 pm
JAX
-
HPN
Nonstop2h 22m
Breeze Airways
Deal found 2/8$111
This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:00 am
HPN
-
DAB
Nonstop2h 52m
Breeze Airways
Wed 2/255:50 pm
DAB
-
HPN
Nonstop2h 40m
Breeze Airways
Deal found 2/10$115
This Mytrip deal was found by Cheapflights users on 2/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/228:00 am
HPN
-
JAX
Nonstop2h 37m
Breeze Airways
Thu 2/266:08 pm
JAX
-
HPN
Nonstop2h 22m
Breeze Airways
Deal found 2/9$115
This Mytrip deal was found by Cheapflights users on 2/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/298:00 am
HPN
-
DAB
Nonstop2h 52m
Breeze Airways
Sat 5/25:50 pm
DAB
-
HPN
Nonstop2h 40m
Breeze Airways
Deal found 2/9$117
This Priceline deal was found by Cheapflights users on 2/8. 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.
Sat 4/258:00 am
HPN
-
DAB
Nonstop2h 52m
Breeze Airways
Wed 4/295:50 pm
DAB
-
HPN
Nonstop2h 40m
Breeze Airways
Deal found 2/8$122
This Priceline deal was found by Cheapflights users on 2/10. 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.
Tue 3/38:00 am
HPN
-
JAX
Nonstop2h 37m
Breeze Airways
Thu 3/56:08 pm
JAX
-
HPN
Nonstop2h 22m
Breeze Airways
Deal found 2/10$122
This Priceline deal was found by Cheapflights users on 2/10. 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.
Wed 2/188:00 am
HPN
-
DAB
Nonstop2h 52m
Breeze Airways
Wed 2/255:50 pm
DAB
-
HPN
Nonstop2h 40m
Breeze Airways
Deal found 2/10$128
This Priceline deal was found by Cheapflights users on 2/8. 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.
Sat 2/218:00 am
HPN
-
DAB
Nonstop2h 52m
Breeze Airways
Sat 2/285:50 pm
DAB
-
HPN
Nonstop2h 40m
Breeze Airways
Deal found 2/8$135
This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/88:00 am
HPN
-
JAX
Nonstop2h 37m
Breeze Airways
Thu 3/126:08 pm
JAX
-
HPN
Nonstop2h 22m
Breeze Airways
Deal found 2/10$136
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/178:00 am
HPN
-
JAX
Nonstop2h 37m
Breeze Airways
Thu 2/266:08 pm
JAX
-
HPN
Nonstop2h 22m
Breeze Airways
Deal found 2/9$137
This Priceline deal was found by Cheapflights users on 2/10. 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.
Tue 2/248:00 am
HPN
-
JAX
Nonstop2h 37m
Breeze Airways
Thu 2/266:08 pm
JAX
-
HPN
Nonstop2h 22m
Breeze Airways
Deal found 2/10$145

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 February 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$105
(Mytrip)

One-way from

$55
(Mytrip)

Popular in

April

Cheapest in

September

Average price

$220
Provider with most accurate pricing for New York (NYC)-Orlando (ORL) flight deals.
Search Deals
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. 3% potential increase in price ($8 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 11, 2026.
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 PlainsJacksonville

HPN - JAX

HPNJAX

White Plains Westchester County

Tue 3/3

8:00 am-10:37 am

Nonstop2h 37m

Jacksonville

Thu 3/5

6:08 pm-8:30 pm

Nonstop2h 22m

$122

White PlainsDaytona Beach

HPN - DAB

HPNDAB

White Plains Westchester County

Wed 4/29

8:00 am-10:52 am

Nonstop2h 52m

Daytona Beach

Sat 5/2

5:50 pm-8:30 pm

Nonstop2h 40m

$128

White PlainsJacksonville

HPN - JAX

HPNJAX

White Plains Westchester County

Sun 3/8

8:00 am-10:37 am

Nonstop2h 37m

Jacksonville

Thu 3/12

6:08 pm-8:30 pm

Nonstop2h 22m

$142

White PlainsJacksonville

HPN - JAX

HPNJAX

White Plains Westchester County

Tue 2/24

8:00 am-10:37 am

Nonstop2h 37m

Jacksonville

Thu 2/26

6:08 pm-8:30 pm

Nonstop2h 22m

$145

White PlainsFort Lauderdale

HPN - FLL

HPNFLL

White Plains Westchester County

Sat 2/28

3:05 pm-6:11 pm

Nonstop3h 06m

Fort Lauderdale

Sat 3/7

7:00 am-10:01 am

Nonstop3h 01m

$157

White PlainsDaytona Beach

HPN - DAB

HPNDAB

White Plains Westchester County

Wed 3/18

6:54 pm-12:07 am

1 stop5h 13m

Daytona Beach

Wed 3/25

5:16 pm-10:59 pm

1 stop5h 43m

$159

White PlainsDaytona Beach

HPN - DAB

HPNDAB

White Plains Westchester County

Wed 3/18

8:00 am-10:52 am

Nonstop2h 52m

Daytona Beach

Wed 3/25

5:50 pm-8:30 pm

Nonstop2h 40m

$160

White PlainsDaytona Beach

HPN - DAB

HPNDAB

White Plains Westchester County

Wed 3/11

8:00 am-10:52 am

Nonstop2h 52m

Daytona Beach

Wed 3/18

5:50 pm-8:30 pm

Nonstop2h 40m

$161

White PlainsWest Palm Beach

HPN - PBI

HPNPBI

White Plains Westchester County

Tue 3/24

6:30 am-9:22 am

Nonstop2h 52m

Palm Beach Intl

Wed 4/29

8:40 pm-11:28 pm

Nonstop2h 48m

$162

White PlainsWest Palm Beach

HPN - PBI

HPNPBI

White Plains Westchester County

Mon 3/23

10:42 am-1:40 pm

Nonstop2h 58m

Palm Beach Intl

Sat 4/25

7:09 pm-9:59 pm

Nonstop2h 50m

$162

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/9

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, November is the cheapest month in which you can book a flight from Westchester County to Florida (average of $45). Flying from Westchester County to Florida in May is currently the most expensive (average of $177). 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 February 11, 2026.

Unlike in the evening, when flights are generally more expensive, you can save up to 17% 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 February 7, 2026.

Travelers seeking maximum savings on their Westchester County to Florida flight should consider departing on Tuesday 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.

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 February 11, 2026.
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
268 reviews

Entertainment

6.6

Food

6.7

Boarding

8.3

Overall

8.1

Crew

8.7

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Breeze Airways
8.1
Very good
268 reviews
Breeze Airways
8.1
Very good
268 reviews

Entertainment

6.6

Food

6.7

Boarding

8.3

Overall

8.1

Crew

8.7

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Delta
7.9
Good
8,180 reviews
Breeze Airways
8.1
Very good
268 reviews

Entertainment

6.6

Food

6.7

Boarding

8.3

Overall

8.1

Crew

8.7

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
American Airlines
7.2
Good
11,266 reviews
Breeze Airways
8.1
Very good
268 reviews

Entertainment

6.6

Food

6.7

Boarding

8.3

Overall

8.1

Crew

8.7

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
JetBlue
7.2
Good
2,893 reviews
Breeze Airways
8.1
Very good
268 reviews

Entertainment

6.6

Food

6.7

Boarding

8.3

Overall

8.1

Crew

8.7

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Spirit Airlines
6.3
Okay
8,444 reviews
Breeze Airways
8.1
Very good
268 reviews

Entertainment

6.6

Food

6.7

Boarding

8.3

Overall

8.1

Crew

8.7

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

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 popular is this Westchester County to Florida flight route?

    This flight path from Westchester County to Florida was viewed by 1 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Westchester County to Florida?

    Departing from Westchester County to Florida will take you 2h 37m. The distance from Westchester County to Florida is about 855 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 $59 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 $45). Flying from Westchester County to Florida in May is currently the most expensive (average of $177). 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 February 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$37Average$208FlexibilityNo cancel feeOn-time65%
FrontierCheapest$38Average$133FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$81Average$265FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$89Average$292FlexibilityNo cancel feeOn-time62%
DeltaCheapest$103Average$330FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$158Average$382FlexibilityNo cancel feeOn-time71%

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