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Florida Keys

$109+ 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 2/16. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — EYW
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/251:27 pm
HPN
-
MIA
1 stop27h 28m
Multiple Airlines
Fri 3/135:05 am
MIA
-
HPN
1 stop6h 23m
Multiple Airlines
Deal found 1/28$193
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Mon 2/2312:08 pm
HPN
-
MIA
2 stops12h 34m
Multiple Airlines
Thu 2/2611:28 am
MIA
-
HPN
1 stop24h 00m
Multiple Airlines
Deal found 1/28$232
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1612:08 pm
HPN
-
MIA
2 stops26h 13m
Multiple Airlines
Fri 3/205:05 am
MIA
-
HPN
1 stop6h 23m
Multiple Airlines
Deal found 1/27$240
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/41:27 pm
HPN
-
MIA
1 stop27h 13m
Multiple Airlines
Mon 3/96:00 am
MIA
-
HPN
1 stop5h 28m
Multiple Airlines
Deal found 1/27$249
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/181:27 pm
HPN
-
MIA
1 stop27h 29m
Multiple Airlines
Tue 2/247:05 am
MIA
-
HPN
2 stops29h 42m
Multiple Airlines
Deal found 1/27$251
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/181:27 pm
HPN
-
MIA
1 stop27h 29m
Multiple Airlines
Wed 2/2512:52 pm
MIA
-
HPN
2 stops46h 36m
Multiple Airlines
Deal found 1/27$252
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/88:00 am
HPN
-
MIA
2 stops16h 47m
Multiple Airlines
Mon 3/96:00 am
MIA
-
HPN
1 stop5h 28m
Multiple Airlines
Deal found 1/27$256
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/105:30 pm
HPN
-
MIA
Nonstop3h 19m
American Airlines
Fri 2/138:10 pm
MIA
-
HPN
Nonstop3h 17m
American Airlines
Deal found 1/27$258
This Delta deal was found by Cheapflights users on 1/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/166:43 pm
HPN
-
MIA
1 stop6h 10m
Delta
Tue 2/244:46 pm
MIA
-
HPN
1 stop16h 57m
Delta
Deal found 1/27$260
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/17:47 am
HPN
-
EYW
1 stop8h 10m
American Airlines
Tue 3/103:56 pm
EYW
-
HPN
1 stop7h 33m
American Airlines
Deal found 1/27$299
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2512:56 pm
HPN
-
EYW
1 stop6h 46m
Delta
Wed 3/47:10 am
EYW
-
HPN
1 stop7h 18m
Delta
Deal found 1/26$308
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Sat 4/183:00 pm
HPN
-
EYW
2 stops7h 57m
American Airlines
Sat 4/2512:04 pm
EYW
-
HPN
1 stop6h 23m
American Airlines
Deal found 1/28$412

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$193
(Kiwi.com)

One-way from

$109
(Delta)

Popular in

December

Cheapest in

September

Average price

$213
Provider with most accurate pricing for New York (NYC)-Miami flight deals.
Search Deals
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 ($21 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 January 2026
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 January 29, 2026.
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 PlainsMiami

HPN - MIA

HPNMIA

White Plains Westchester County

Mon 2/16

4:29 pm-12:53 am

1 stop8h 24m

Miami

Wed 2/25

7:15 am-10:00 pm

1 stop14h 45m

$260

White PlainsMiami

HPN - MIA

HPNMIA

White Plains Westchester County

Mon 2/16

6:43 pm-12:53 am

1 stop6h 10m

Miami

Tue 2/24

4:46 pm-9:43 am

1 stop16h 57m

$260

White PlainsMiami

HPN - MIA

HPNMIA

White Plains Westchester County

Mon 2/16

4:29 pm-12:53 am

1 stop8h 24m

Miami

Thu 2/19

8:15 am-2:28 pm

1 stop6h 13m

$278

White PlainsMiami

HPN - MIA

HPNMIA

White Plains Westchester County

Sat 4/11

6:59 pm-12:52 am

1 stop5h 53m

Miami

Sat 4/18

6:00 am-2:29 pm

1 stop8h 29m

$287

White PlainsMiami

HPN - MIA

HPNMIA

White Plains Westchester County

Sat 3/14

6:59 pm-12:52 am

1 stop5h 53m

Miami

Wed 3/18

3:33 pm-10:07 pm

1 stop6h 34m

$287

White PlainsMiami

HPN - MIA

HPNMIA

White Plains Westchester County

Mon 2/9

6:40 pm-12:51 am

1 stop6h 11m

Miami

Thu 2/12

8:05 am-3:49 pm

1 stop7h 44m

$294

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Sun 3/1

7:47 am-3:57 pm

1 stop8h 10m

Key West

Tue 3/10

3:56 pm-11:29 pm

1 stop7h 33m

$299

White PlainsMiami

HPN - MIA

HPNMIA

White Plains Westchester County

Sat 2/21

12:56 pm-12:53 am

1 stop11h 57m

Miami

Tue 2/24

6:00 am-2:28 pm

1 stop8h 28m

$303

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Wed 2/25

12:56 pm-7:42 pm

1 stop6h 46m

Key West

Wed 3/4

7:10 am-2:28 pm

1 stop7h 18m

$308

White PlainsMiami

HPN - MIA

HPNMIA

White Plains Westchester County

Tue 3/10

4:29 pm-12:52 am

1 stop8h 23m

Miami

Sat 3/14

7:05 am-2:29 pm

1 stop7h 24m

$311

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 43 results
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5

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 $134). 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 January 29, 2026.
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
8,128 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.9

Overall

7.9

Boarding

8.1

Food

7.2

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
8,128 reviews
Delta
7.9
Good
8,128 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.9

Overall

7.9

Boarding

8.1

Food

7.2

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
11,205 reviews
Delta
7.9
Good
8,128 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.9

Overall

7.9

Boarding

8.1

Food

7.2

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
2,892 reviews
Delta
7.9
Good
8,128 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.9

Overall

7.9

Boarding

8.1

Food

7.2

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
8,394 reviews
Delta
7.9
Good
8,128 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.9

Overall

7.9

Boarding

8.1

Food

7.2

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.
Frontier
5.7
Fair
3,056 reviews
Delta
7.9
Good
8,128 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.9

Overall

7.9

Boarding

8.1

Food

7.2

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 8h 10m. Fly via Delta or American Airlines to get the fastest option. The distance between White Plains and Florida Keys is about 1231 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 Frontier ($38), JetBlue ($73), and Delta ($73).

  • 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 $134). 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

Browse thousands of different options on Cheapflights for your next trip

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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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$576FlexibilityNo cancel feeOn-time71%
DeltaCheapest$269Average$557FlexibilityNo cancel feeOn-timeN/A

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