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Key West

$278+ Cheap flights from Westchester County to Key West (EYW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — EYW
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Westchester County to Key West

Keep the following information in mind while searching for Westchester County to Key West flight deals. Data was last updated July 31, 2025.

Round-trip from

$293
(Delta)

Popular in

December

Cheapest in

September

Average price

$424
From Westchester County to Key West
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($6 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals

Find flight deals from Westchester County to Key West

Cheapest flights from Westchester County to Key West
Explore the most affordable flight options available from Westchester County to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Delta deal was found by Cheapflights users on 7/30. 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 11/1512:59 pmHPN - EYW
1 stop6h 45mDelta
Wed 11/197:00 amEYW - HPN
1 stop5h 11mDelta
Deal found 7/30$278
This American Airlines deal was found by Cheapflights users on 7/30. 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 11/2410:05 amHPN - EYW
1 stop6h 07mAmerican Airlines
Thu 11/278:12 amEYW - HPN
2 stops6h 51mAmerican Airlines
Deal found 7/30$344

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County 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 July 31, 2025.
Use the filters below to find and compare flights from Westchester County to Key West that are best for you.

Fly from

Westchester County

Fly to

Key West

Route

Depart

Return

Price

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Sat 11/15

12:59 pm-7:44 pm

1 stop6h 45m

Key West

Wed 11/19

7:00 am-12:11 pm

1 stop5h 11m

$278

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Mon 11/24

10:05 am-4:12 pm

1 stop6h 07m

Key West

Thu 11/27

8:12 am-3:03 pm

2 stops6h 51m

$344

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Thu 9/25

12:09 pm-11:52 am

2 stops23h 43m

$458

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Best time to book a flight from Westchester County to Key West

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

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

Currently, August is the cheapest month in which you can book a flight from Westchester County to Key West (average of $328). Flying from Westchester County to Key West in March is currently the most expensive (average of $492). 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 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 July 31, 2025.
Read through reviews of airlines operating flights from Westchester County to Key West, such as Delta and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

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
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

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
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

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 Westchester County to Key West. 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 into for flights to Key West from Westchester County?

    Key West (EYW), located 2.6 mi from the city center, is the airport you fly into when you book flights from Westchester County to Key West.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Westchester County 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 Westchester County to Key West?

    Currently, August is the cheapest month in which you can book a flight from Westchester County to Key West (average of $328). Flying from Westchester County to Key West in March is currently the most expensive (average of $492). 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 Westchester County to Key West

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Top 2 airlines flying from Westchester County to Key West

Discover the top 2 airlines that operate flights from Westchester County 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$263Average$652FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$268Average$491FlexibilityNo cancel feeOn-time71%

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