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Cheap flights from Westchester County to Florida

HPN — MIA
Sep 15 — Sep 221
Tue 9/15
Tue 9/22
1 adult, Economy
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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 August 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$117
(Kiwi.com)

One-way from

$71
(CheapOair)

Popular in

August

Cheapest in

January

Average price

$288
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
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One-way flight from Westchester County to Florida
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Highest demand for flights based on searches. 5% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in August 2026
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Cheapflights Insights

Everything you need to know about your flight from Westchester County to Florida

How far ahead should I book a flight from Westchester County to Florida?

The best time to book flights from Westchester County to Florida is 26 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 $238). Flying from Westchester County to Florida in December is currently the most expensive (average of $373). 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 August 16, 2026.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 6% 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 August 8, 2026.

Travelers seeking maximum savings on their Westchester County to Florida flight should consider departing on Thursday afternoons 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 August 16, 2026.
See what other customers who have flown with Breeze Airways,Delta, andAmerican 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
309 reviews

Crew

8.7

Comfort

8.2

Entertainment

6.7

Boarding

8.3

Food

6.7

Overall

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.2
Very good
309 reviews
Breeze Airways
8.2
Very good
309 reviews

Crew

8.7

Comfort

8.2

Entertainment

6.7

Boarding

8.3

Food

6.7

Overall

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Delta
7.8
Good
8,505 reviews
Breeze Airways
8.2
Very good
309 reviews

Crew

8.7

Comfort

8.2

Entertainment

6.7

Boarding

8.3

Food

6.7

Overall

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
American Airlines
7.1
Good
11,947 reviews
Breeze Airways
8.2
Very good
309 reviews

Crew

8.7

Comfort

8.2

Entertainment

6.7

Boarding

8.3

Food

6.7

Overall

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
JetBlue
7.1
Good
3,036 reviews
Breeze Airways
8.2
Very good
309 reviews

Crew

8.7

Comfort

8.2

Entertainment

6.7

Boarding

8.3

Food

6.7

Overall

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

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 50m. The distance from Westchester County to Florida is about 1033 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 $33 on Frontier. Other airlines that offer cheap prices include Breeze Airways from $51 and JetBlue from $69 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 $238). Flying from Westchester County to Florida in December is currently the most expensive (average of $373). 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.

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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 4 airlines flying from Westchester County to Florida

Discover the top 4 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 August 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$91Average$331FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$99Average$234FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$113Average$339FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$158Average$393FlexibilityNo cancel feeOn-time71%

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