HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — HPN
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Florida to Westchester County with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 November 26, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$101
(CheapOair)

One-way from

$59
(Breeze Airways)

Popular in

November

Cheapest in

January

Average price

$177
Provider with most accurate pricing for Orlando (ORL)-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-New York (NYC) flights.
Search Deals
From Florida to Westchester County
Search Deals
One-way flight from Florida to Westchester County
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Find 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 November 26, 2025.

This Priceline deal was found by Cheapflights users on 11/25. 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 12/116:05 pmJAX - HPN
Nonstop2h 25mBreeze Airways
Sun 12/148:00 amHPN - JAX
Nonstop2h 40mBreeze Airways
Deal found 11/25$122
This Priceline deal was found by Cheapflights users on 11/25. 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 12/102:25 pmSRQ - HPN
Nonstop2h 53mBreeze Airways
Sat 12/136:00 pmHPN - SRQ
Nonstop3h 07mBreeze Airways
Deal found 11/25$128
This Priceline deal was found by Cheapflights users on 11/24. 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 12/35:56 pmDAB - HPN
Nonstop2h 41mBreeze Airways
Wed 12/108:00 amHPN - DAB
Nonstop2h 51mBreeze Airways
Deal found 11/24$135
This Priceline deal was found by Cheapflights users on 11/25. 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.
Fri 12/57:20 amMCO - HPN
1 stop4h 08mBreeze Airways
Mon 12/812:10 pmHPN - MCO
1 stop4h 12mBreeze Airways
Deal found 11/25$142
This Priceline deal was found by Cheapflights users on 11/25. 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 12/65:56 pmDAB - HPN
Nonstop2h 41mBreeze Airways
Sat 12/138:00 amHPN - DAB
Nonstop2h 51mBreeze Airways
Deal found 11/25$145
This CheapOair deal was found by Cheapflights users on 11/25. 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 11/276:05 pmJAX - HPN
Nonstop2h 25mBreeze Airways
Thu 12/118:00 amHPN - JAX
Nonstop2h 40mBreeze Airways
Deal found 11/25$148
This CheapOair deal was found by Cheapflights users on 11/24. 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 12/146:05 pmJAX - HPN
Nonstop2h 25mBreeze Airways
Thu 12/188:00 amHPN - JAX
Nonstop2h 40mBreeze Airways
Deal found 11/24$152
This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
Sat 12/62:25 pmSRQ - HPN
Nonstop2h 53mBreeze Airways
Wed 12/106:00 pmHPN - SRQ
Nonstop3h 07mBreeze Airways
Deal found 11/25$162
This JetBlue deal was found by Cheapflights users on 11/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/258:20 pmMCO - HPN
Nonstop2h 44mJetBlue
Mon 1/59:20 pmHPN - MCO
Nonstop2h 51mJetBlue
Deal found 11/26$168
This Kiwi.com deal was found by Cheapflights users on 11/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:05 pmJAX - HPN
Nonstop2h 25mMultiple Airlines
Fri 12/128:00 amHPN - JAX
2 stops11h 31mMultiple Airlines
Deal found 11/26$174
This Priceline deal was found by Cheapflights users on 11/24. 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 12/37:10 amMCO - HPN
1 stop5h 24mBreeze Airways
Mon 12/812:10 pmHPN - MCO
1 stop4h 12mBreeze Airways
Deal found 11/24$175
This CheapOair deal was found by Cheapflights users on 11/26. 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.
Thu 11/276:05 pmJAX - HPN
Nonstop2h 25mBreeze Airways
Thu 12/48:00 amHPN - JAX
Nonstop2h 40mBreeze Airways
Deal found 11/26$178

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 November 26, 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

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

$103

OrlandoWhite Plains

MCO - HPN

MCOHPN

Orlando

Thu 1/22

7:10 am-11:28 am

1 stop4h 18m

White Plains Westchester County

Mon 1/26

12:08 pm-4:28 pm

1 stop4h 20m

$109

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

$118

JacksonvilleWhite Plains

JAX - HPN

JAXHPN

Jacksonville

Thu 1/8

6:08 pm-8:30 pm

Nonstop2h 22m

White Plains Westchester County

Sun 1/11

8:00 am-10:37 am

Nonstop2h 37m

$122

JacksonvilleWhite Plains

JAX - HPN

JAXHPN

Jacksonville

Thu 12/18

6:05 pm-8:30 pm

Nonstop2h 25m

White Plains Westchester County

Thu 1/1

8:00 am-10:40 am

Nonstop2h 40m

$122

JacksonvilleWhite Plains

JAX - HPN

JAXHPN

Jacksonville

Thu 12/11

6:05 pm-8:30 pm

Nonstop2h 25m

White Plains Westchester County

Sun 12/14

8:00 am-10:40 am

Nonstop2h 40m

$122

JacksonvilleWhite Plains

JAX - HPN

JAXHPN

Jacksonville

Tue 1/13

6:08 pm-8:30 pm

Nonstop2h 22m

White Plains Westchester County

Sun 1/18

8:00 am-10:37 am

Nonstop2h 37m

$122

JacksonvilleWhite Plains

JAX - HPN

JAXHPN

Jacksonville

Tue 1/20

6:08 pm-8:30 pm

Nonstop2h 22m

White Plains Westchester County

Sun 1/25

8:00 am-10:37 am

Nonstop2h 37m

$122

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

$122

JacksonvilleWhite Plains

JAX - HPN

JAXHPN

Jacksonville

Thu 12/25

6:05 pm-8:30 pm

Nonstop2h 25m

White Plains Westchester County

Thu 1/1

8:00 am-10:40 am

Nonstop2h 40m

$122

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/26

Showing 1-10 of 60 results
1
2
3
...
6

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 December is currently the most expensive (average of $151). 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 November 26, 2025.

It’s typically best to fly out from Florida to Westchester County in the evening. Doing so could potentially save you 19% 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 November 25, 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.

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 57m. The time it takes to get you to your destination can typically vary by up to 2h 28m. Airlines will cover a distance of 1099 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 $59 on Breeze Airways. Other airlines that offer cheap prices include JetBlue from $64 and American Airlines from $84 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 December is currently the most expensive (average of $151). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Florida to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to John F Kennedy Intl flights
Dallas/Fort Worth to John F Kennedy Intl flights
Dallas/Fort Worth to LaGuardia flights
Fort Lauderdale to Newark flights
Dallas/Fort Worth to Newark flights
Los Angeles to Newark flights
San Francisco to John F Kennedy Intl flights
Atlanta to John F Kennedy Intl flights
Hobby to LaGuardia flights
Miami to John F Kennedy Intl flights
Orlando to John F Kennedy Intl flights
Los Angeles to LaGuardia flights
Atlanta to LaGuardia flights
San Francisco to Newark flights
O'Hare Intl to John F Kennedy Intl flights
Hobby to Newark flights
Fort Lauderdale to LaGuardia flights
Seattle to John F Kennedy Intl flights
Miami to LaGuardia flights
Atlanta to Newark flights
Hobby to John F Kennedy Intl flights
Seattle to Newark flights
Orlando to LaGuardia flights
O'Hare Intl to LaGuardia flights
Miami to Newark flights
San Francisco to LaGuardia flights
Orlando to Newark flights
George Bush Intcntl to Newark flights
George Bush Intcntl to LaGuardia flights
Fort Lauderdale to John F Kennedy Intl flights
O'Hare Intl to Newark flights
Denver to John F Kennedy Intl flights
George Bush Intcntl to John F Kennedy Intl flights
Tampa to John F Kennedy Intl flights
Minneapolis to John F Kennedy Intl flights
Tampa to LaGuardia flights
Sky Harbor Intl to John F Kennedy Intl flights
Denver to LaGuardia flights
Raleigh to John F Kennedy Intl flights
Ontario to John F Kennedy Intl flights
Tampa to Newark flights
West Palm Beach to Newark flights
Raleigh to LaGuardia flights
Austin to John F Kennedy Intl flights
Austin to Newark flights
San Diego to John F Kennedy Intl flights
Sky Harbor Intl to Newark flights
Burbank to LaGuardia flights
Charlotte to John F Kennedy Intl flights
Denver to Newark flights

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 November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$27Average$212FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$77Average$217FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$97Average$251FlexibilityNo cancel feeOn-time62%
DeltaCheapest$119Average$322FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$158Average$318FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.