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Key West

$167+ Cheap flights from White Plains to Key West (HPN - EYW)

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 2/11. 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 Key West

Cheapest flights from White Plains to Key West
Explore the most affordable flight options available from White Plains to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

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
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.
Sat 2/2112:56 pm
HPN
-
EYW
1 stop6h 46m
Delta
Thu 2/267:10 am
EYW
-
HPN
1 stop7h 18m
Delta
Deal found 1/27$419
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.
Wed 2/41:30 pm
HPN
-
EYW
1 stop8h 17m
American Airlines
Sat 2/74:37 pm
EYW
-
HPN
1 stop6h 22m
American Airlines
Deal found 1/27$458
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.
Sat 3/712:56 pm
HPN
-
EYW
1 stop6h 46m
Delta
Wed 3/112:40 pm
EYW
-
HPN
1 stop7h 27m
Delta
Deal found 1/27$469
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.
Sat 2/217:47 am
HPN
-
EYW
1 stop8h 13m
American Airlines
Wed 2/2512:12 pm
EYW
-
HPN
1 stop7h 56m
American Airlines
Deal found 1/27$475
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 4/1312:48 pm
HPN
-
EYW
1 stop6h 52m
Delta
Fri 4/172:40 pm
EYW
-
HPN
1 stop7h 21m
Delta
Deal found 1/27$477

Find flight deals from White Plains to Key West

Discover tips and strategies to find the most affordable flight options for your journey from White Plains (HPN) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$299
(American Airlines)

One-way from

$167
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$218
Provider with most accurate pricing for White Plains Westchester County-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for White Plains Westchester County-Key West flights.
Search Deals
From White Plains Westchester County to Key West
Search Deals
One-way flight from White Plains Westchester County to Key West
Search Deals
Highest demand for flights based on searches. 27% potential increase in price ($232 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($48 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 Key West 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 Key West that are best for you.

Fly from

White Plains

Fly to

Key West

Route

Depart

Return

Price

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 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 PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Sat 4/18

3:00 pm-10:57 pm

2 stops7h 57m

Key West

Sat 4/25

12:04 pm-6:27 pm

1 stop6h 23m

$412

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Fri 3/6

12:56 pm-7:42 pm

1 stop6h 46m

Key West

Wed 3/11

2:40 pm-10:07 pm

1 stop7h 27m

$458

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Sat 2/21

12:56 pm-7:42 pm

1 stop6h 46m

Key West

Thu 2/26

5:56 pm-3:49 pm

2 stops21h 53m

$468

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Sat 3/7

12:56 pm-7:42 pm

1 stop6h 46m

Key West

Wed 3/11

2:40 pm-10:07 pm

1 stop7h 27m

$469

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Sat 3/7

6:30 am-12:00 pm

1 stop5h 30m

Key West

Wed 3/11

3:56 pm-11:29 pm

1 stop7h 33m

$475

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Mon 4/13

12:48 pm-7:40 pm

1 stop6h 52m

Key West

Fri 4/17

2:40 pm-10:01 pm

1 stop7h 21m

$477

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Sat 2/21

10:05 am-6:54 pm

2 stops8h 49m

Key West

Wed 2/25

3:20 pm-10:59 pm

1 stop7h 39m

$480

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Fri 2/20

6:43 pm-10:59 am

1 stop16h 16m

Key West

Thu 2/26

7:10 am-2:28 pm

1 stop7h 18m

$492

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 22 results
1
2
3

Compare providers for flights from White Plains to Key West

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from White Plains to Key West in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on White Plains-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on White Plains-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from White Plains-Key West flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on White Plains-Key West flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for White Plains-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from White Plains to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West 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 Key West

What is the cheapest month to book a flight from White Plains to Key West?

Currently, May is the cheapest month in which you can book a flight from White Plains to Key West (average of $134). Flying from White Plains to Key West 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.

How much does it cost to fly round-trip from White Plains to Key West?

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. 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 Key West. Reviews last updated January 29, 2026.
See what other customers who have flown with Delta and American Airlines from White Plains to Key West have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,128 reviews

Comfort

7.9

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

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

Comfort

7.9

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

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

Comfort

7.9

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

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 Key West. 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 White Plains to Key West?

    Airlines like American Airlines and Delta fly from White Plains to Key West in about 6h 46m. The time it takes to get you to your destination can typically vary by up to 1h 24m. The distance from White Plains to Key West is about 1231 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from White Plains to Key West round-trip?

    Currently priced at $248, American Airlines will fly you from White Plains to Key West and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Delta for as low as $269. These flights start at 59% lower than the current average price 3 months from now.

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

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

  • How can I find direct flights from White Plains to Key West?

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

  • Can I find deals for business class flights from White Plains to Key West?

    Yes. Cheapflights offers flight deals from White Plains to Key West 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 Key West?

    Currently, May is the cheapest month in which you can book a flight from White Plains to Key West (average of $134). Flying from White Plains to Key West 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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Top 2 airlines flying from White Plains to Key West

Discover the top 2 airlines that operate flights from White Plains to Key West. 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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