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Florida Keys

$79+ Cheap flights from White Plains (HPN) to Florida Keys

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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — EYW
Jan 8 — Jan 151
Thu 1/8
Thu 1/15
1 adult, Economy
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Cheap flight deals from White Plains to Florida Keys

Cheapest flights from White Plains to Florida Keys
Explore the most affordable flight options available from White Plains to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 9, 2025.

This American Airlines deal was found by Cheapflights users on 12/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/156:43 pmHPN - MIA
1 stop5h 09mAmerican Airlines
Mon 12/227:50 pmMIA - HPN
Nonstop2h 52mAmerican Airlines
Deal found 12/8$325
This American Airlines deal was found by Cheapflights users on 12/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/146:30 amHPN - MIA
1 stop7h 59mAmerican Airlines
Sun 12/217:50 pmMIA - HPN
Nonstop2h 52mAmerican Airlines
Deal found 12/9$341
This Delta deal was found by Cheapflights users on 12/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/136:50 pmHPN - MIA
1 stop5h 56mDelta
Tue 12/168:10 amMIA - HPN
1 stop7h 39mDelta
Deal found 12/6$351
This American Airlines deal was found by Cheapflights users on 12/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/215:16 pmHPN - MIA
1 stop6h 23mAmerican Airlines
Thu 12/257:52 pmMIA - HPN
Nonstop2h 52mAmerican Airlines
Deal found 12/8$353
This American Airlines deal was found by Cheapflights users on 12/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/187:00 amHPN - MIA
Nonstop3h 16mAmerican Airlines
Sun 12/217:50 pmMIA - HPN
Nonstop2h 52mAmerican Airlines
Deal found 12/6$354
This American Airlines deal was found by Cheapflights users on 12/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/171:30 pmHPN - MIA
1 stop7h 26mAmerican Airlines
Sun 12/217:26 amMIA - HPN
1 stop7h 04mAmerican Airlines
Deal found 12/7$375
This American Airlines deal was found by Cheapflights users on 12/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/183:00 pmHPN - MIA
1 stop6h 00mAmerican Airlines
Mon 12/227:50 pmMIA - HPN
Nonstop2h 52mAmerican Airlines
Deal found 12/9$380
This Kiwi.com deal was found by Cheapflights users on 12/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/171:14 pmHPN - MIA
2 stops21h 44mMultiple Airlines
Sun 12/213:08 pmMIA - HPN
1 stop20h 20mMultiple Airlines
Deal found 12/7$382
This American Airlines deal was found by Cheapflights users on 12/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:16 pmHPN - MIA
1 stop5h 40mAmerican Airlines
Tue 1/67:45 pmMIA - HPN
Nonstop3h 14mAmerican Airlines
Deal found 12/8$389
This Delta deal was found by Cheapflights users on 12/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1512:45 pmHPN - MIA
1 stop8h 06mDelta
Fri 12/198:20 amMIA - HPN
1 stop7h 29mDelta
Deal found 12/9$390
This American Airlines deal was found by Cheapflights users on 12/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/187:00 amHPN - EYW
1 stop6h 13mAmerican Airlines
Mon 12/228:00 amEYW - HPN
1 stop5h 05mAmerican Airlines
Deal found 12/6$555
This American Airlines deal was found by Cheapflights users on 12/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:30 amHPN - EYW
2 stops10h 39mAmerican Airlines
Sat 12/274:03 pmEYW - HPN
1 stop6h 41mAmerican Airlines
Deal found 12/8$645

Find flight deals from White Plains to Florida Keys

Keep the following information in mind while searching for White Plains to Florida Keys flight deals. Data was last updated December 9, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$179
(Kiwi.com)

One-way from

$79
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$307
Provider with most accurate pricing for New York (NYC)-Miami flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Miami flights.
Search Deals
From White Plains Westchester County to Florida Keys
Search Deals
One-way flight from White Plains Westchester County to Florida Keys
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from White Plains to Florida Keys 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 9, 2025.
Use the filters below to find and compare flights from White Plains to Florida Keys that are best for you.

Fly from

White Plains

Fly to

Florida Keys

Route

Depart

Return

Price

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Mon 2/2

6:00 am-11:25 am

1 stop5h 25m

Key West

Tue 2/10

2:45 pm-10:00 pm

1 stop7h 15m

$279

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Sun 2/1

12:59 pm-7:40 pm

1 stop6h 41m

Key West

Wed 2/11

7:10 am-2:25 pm

1 stop7h 15m

$279

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Mon 2/2

6:00 am-1:48 pm

1 stop7h 48m

Key West

Wed 2/11

7:10 am-2:25 pm

1 stop7h 15m

$279

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Wed 2/4

12:59 pm-7:40 pm

1 stop6h 41m

Key West

Tue 2/10

2:45 pm-10:00 pm

1 stop7h 15m

$279

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Sun 2/1

12:59 pm-7:40 pm

1 stop6h 41m

Key West

Tue 2/10

2:45 pm-10:00 pm

1 stop7h 15m

$279

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Sat 2/7

12:59 pm-7:40 pm

1 stop6h 41m

Key West

Tue 2/10

2:45 pm-10:00 pm

1 stop7h 15m

$288

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Sat 1/24

12:59 pm-7:40 pm

1 stop6h 41m

Key West

Wed 1/28

7:10 am-2:26 pm

1 stop7h 16m

$288

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Wed 1/7

1:30 pm-11:56 pm

2 stops10h 26m

Key West

Wed 1/21

1:22 pm-8:08 pm

2 stops6h 46m

$289

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Sat 1/24

7:30 am-6:52 pm

2 stops11h 22m

Key West

Wed 1/28

4:37 pm-10:59 pm

1 stop6h 22m

$293

White PlainsMiami

HPN - MIA

HPNMIA

White Plains Westchester County

Thu 1/1

6:03 am-11:36 am

1 stop5h 33m

Miami

Wed 1/7

7:15 am-2:26 pm

1 stop7h 11m

$308

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/8

Showing 1-10 of 40 results
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Best time to book a flight from White Plains to Florida Keys

Have a flexible travel schedule? Discover the best time to fly to Florida Keys from White Plains 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 White Plains to Florida Keys

What is the cheapest month to book a flight from White Plains to Florida Keys?

Currently, May is the cheapest month in which you can book a flight from White Plains to Florida Keys (average of $151). Flying from White Plains to Florida Keys in August is currently the most expensive (average of $306). 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.

Reviews of airlines servicing Florida Keys

Get insights into the airlines that provide service to Florida Keys. 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 Keys. Reviews last updated December 9, 2025.
See what other customers who have flown with Delta, American Airlines, and JetBlue from White Plains to Florida Keys have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
7.9
Good
8,009 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
11,043 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
JetBlue
7.2
Good
2,899 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Spirit Airlines
6.3
Okay
8,172 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from White Plains to Florida Keys. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from White Plains to Florida Keys?

    Located just 3.7 mi from the city center, White Plains Westchester County (HPN) is the airport most travelers will use when flying to Florida Keys from White Plains.

  • How long is the flight from White Plains to Florida Keys?

    There are many flights that can get you from White Plains to Florida Keys in 5h 25m. Fly via Delta to get the fastest option. The distance between White Plains and Florida Keys is about 1231 mi.

  • What are the cheapest airlines to fly from White Plains to Florida Keys one-way?

    The cheapest airlines for a one-way flight from White Plains to Florida Keys are JetBlue ($73), Delta ($73), and American Airlines ($94).

  • Can I find deals for flights from White Plains to Florida Keys that include hotel bookings?

    Yes. In addition to deals on White Plains to Florida Keys flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from White Plains to Florida Keys?

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

  • Can I find deals for business class flights from White Plains to Florida Keys?

    Yes. Cheapflights offers flight deals from White Plains to Florida Keys 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 White Plains to Florida Keys?

    Currently, May is the cheapest month in which you can book a flight from White Plains to Florida Keys (average of $151). Flying from White Plains to Florida Keys in August is currently the most expensive (average of $306). 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 White Plains to Florida Keys

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from White Plains to Florida Keys

Discover the top 2 airlines that operate flights from White Plains to Florida Keys. 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 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$263Average$655FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$313Average$576FlexibilityNo cancel feeOn-time71%

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