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Westchester County

$59+ Cheap flights from Florida to Westchester County

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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — HPN
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap flight deals from Florida to Westchester County

Cheapest flights from Florida to Westchester County
Explore the most affordable flight options available from Florida to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:10 amMCO - HPN
1 stop5h 24mBreeze Airways
Thu 1/812:08 pmHPN - MCO
1 stop4h 21mBreeze Airways
Deal found 12/26$199
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:20 amMCO - HPN
1 stop4h 08mBreeze Airways
Wed 1/71:17 pmHPN - MCO
1 stop5h 45mBreeze Airways
Deal found 12/27$200
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:20 amMCO - HPN
1 stop4h 08mBreeze Airways
Mon 1/512:10 pmHPN - MCO
1 stop4h 12mBreeze Airways
Deal found 12/26$215
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:10 amMCO - HPN
1 stop4h 19mBreeze Airways
Mon 1/512:10 pmHPN - MCO
1 stop4h 12mBreeze Airways
Deal found 12/26$227
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:20 amMCO - HPN
1 stop4h 08mBreeze Airways
Thu 1/112:09 pmHPN - MCO
1 stop4h 16mBreeze Airways
Deal found 12/26$237
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:20 amMCO - HPN
1 stop4h 08mBreeze Airways
Fri 1/212:10 pmHPN - MCO
1 stop4h 12mBreeze Airways
Deal found 12/26$238
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:10 amMCO - HPN
1 stop5h 24mBreeze Airways
Mon 1/512:10 pmHPN - MCO
1 stop4h 12mBreeze Airways
Deal found 12/27$243
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:10 amMCO - HPN
1 stop4h 19mBreeze Airways
Thu 1/112:09 pmHPN - MCO
1 stop4h 16mBreeze Airways
Deal found 12/26$245
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:10 amMCO - HPN
1 stop5h 24mBreeze Airways
Thu 1/112:09 pmHPN - MCO
1 stop4h 16mBreeze Airways
Deal found 12/27$252
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:10 amMCO - HPN
1 stop4h 19mBreeze Airways
Fri 1/212:10 pmHPN - MCO
1 stop11h 14mBreeze Airways
Deal found 12/26$257
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/298:59 pmPBI - HPN
Nonstop2h 49mJetBlue
Fri 1/307:00 pmHPN - PBI
Nonstop2h 52mJetBlue
Deal found 12/26$272
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:56 pmDAB - HPN
Nonstop2h 41mBreeze Airways
Sat 1/38:00 amHPN - DAB
Nonstop2h 51mBreeze Airways
Deal found 12/27$273

Find flight deals from Florida to Westchester County

Keep the following information in mind while searching for Florida to Westchester County flight deals. Data was last updated December 28, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$81
(Priceline)

One-way from

$59
(Breeze Airways)

Popular in

December

Cheapest in

January

Average price

$187
Provider with most accurate pricing for Orlando (ORL)-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Orlando (ORL)-New York (NYC) flights.
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From Florida to Westchester County
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One-way flight from Florida to Westchester County
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Highest demand for flights based on searches. 2% potential increase in price ($3 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida to Westchester County 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 Florida to Westchester County that are best for you.

Fly from

Florida

Fly to

Westchester County

Route

Depart

Return

Price

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Tue 1/13

7:10 am-11:28 am

1 stop4h 18m

White Plains Westchester County

Tue 1/27

12:08 pm-4:29 pm

1 stop4h 21m

$94

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Thu 1/15

7:10 am-11:28 am

1 stop4h 18m

White Plains Westchester County

Mon 1/19

12:08 pm-4:28 pm

1 stop4h 20m

$108

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Thu 1/8

7:10 am-11:28 am

1 stop4h 18m

White Plains Westchester County

Tue 1/13

12:08 pm-4:29 pm

1 stop4h 21m

$116

JacksonvilleWhite Plains

JAX - HPN

JAXHPN

Jacksonville

Thu 2/26

6:08 pm-8:30 pm

Nonstop2h 22m

White Plains Westchester County

Sun 3/1

8:00 am-10:37 am

Nonstop2h 37m

$118

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Thu 1/8

7:10 am-11:28 am

1 stop4h 18m

White Plains Westchester County

Mon 1/12

12:08 pm-4:28 pm

1 stop4h 20m

$120

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Fri 1/9

7:05 am-11:28 am

1 stop4h 23m

White Plains Westchester County

Mon 1/12

12:08 pm-4:28 pm

1 stop4h 20m

$121

Daytona BeachWhite Plains

DAB - HPN

DABHPN

Daytona Beach

Wed 1/14

5:50 pm-8:30 pm

Nonstop2h 40m

White Plains Westchester County

Sat 1/17

8:00 am-10:52 am

Nonstop2h 52m

$122

Daytona BeachWhite Plains

DAB - HPN

DABHPN

Daytona Beach

Sat 1/10

5:50 pm-8:30 pm

Nonstop2h 40m

White Plains Westchester County

Sat 1/17

8:00 am-10:52 am

Nonstop2h 52m

$122

JacksonvilleWhite Plains

JAX - HPN

JAXHPN

Jacksonville

Thu 1/29

6:08 pm-8:30 pm

Nonstop2h 22m

White Plains Westchester County

Sun 2/1

8:00 am-10:37 am

Nonstop2h 37m

$122

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Fri 1/16

7:05 am-11:28 am

1 stop4h 23m

White Plains Westchester County

Mon 1/19

7:30 pm-10:27 pm

Nonstop2h 57m

$126

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Showing 1-10 of 60 results
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Best time to book a flight from Florida to Westchester County

Have a flexible travel schedule? Discover the best time to fly to Westchester County from Florida 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 Florida to Westchester County

What is the cheapest month to book a flight from Florida to Westchester County?

Currently, August is the cheapest month in which you can book a flight from Florida to Westchester County (average of $48). Flying from Florida to Westchester County in July is currently the most expensive (average of $149). 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 FL to REU?

Find hourly flight availability from Florida to Westchester County. 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.

It’s typically best to fly out from Florida to Westchester County in the evening. Doing so could potentially save you 20% on the flight price compared to flying in the morning, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Florida to Westchester County. Price data was last updated on December 20, 2025.

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

Weekly flight availability from Florida to Westchester County

Explore weekly flight availability from Florida to Westchester County. 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 USFL to zzREU 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).

Related info for your journey

Find useful and relevant information for your journey from Florida to Westchester County. 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 Florida to Westchester County?

    Airlines like Breeze Airways, JetBlue, and American Airlines fly from Florida to Westchester County in about 2h 50m. The time it takes to get you to your destination can typically vary by up to 2h 14m. Airlines will cover a distance of 1033 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Florida to Westchester County one-way?

    One-way options have recently been found by users for as low as $38 on Spirit Airlines. Other airlines that offer cheap prices include Breeze Airways from $54 and JetBlue from $63 one-way.

  • Can I find deals for flights from Florida to Westchester County that include hotel bookings?

    Yes. In addition to deals on Florida to Westchester County flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Florida to Westchester County?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Florida to Westchester County.

  • Can I find deals for business class flights from Florida to Westchester County?

    Yes. Cheapflights offers flight deals from Florida to Westchester County 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 Florida to Westchester County?

    Currently, August is the cheapest month in which you can book a flight from Florida to Westchester County (average of $48). Flying from Florida to Westchester County in July is currently the most expensive (average of $149). 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 Florida to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Florida to Westchester County

Discover the top 5 airlines that operate flights from Florida to Westchester County. 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
Spirit AirlinesCheapest$27Average$186FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$82Average$218FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$97Average$323FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$97Average$254FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$158Average$316FlexibilityNo cancel feeOn-time71%

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