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$248+ 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 4/20. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — EYW
Mar 19 — Mar 261
Wed 3/19
Wed 3/26
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 March 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$248
(Delta)

Popular in

December

Cheapest in

September

Average price

$449
Provider with most accurate pricing for New York (NYC)-Key West flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Key West flights.
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From Westchester County to Key West
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Highest demand for flights based on searches. 4% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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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 March 14, 2025.

This Delta deal was found by Cheapflights users on 3/13. 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.
Sun 4/2012:49 pmHPN - EYW
1 stop7h 41mDelta
Thu 4/243:00 pmEYW - HPN
1 stop7h 18mDelta
Deal found 3/13$248
This American Airlines deal was found by Cheapflights users on 3/13. 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 4/811:12 amHPN - EYW
2 stops7h 43mAmerican Airlines
Wed 4/163:56 pmEYW - HPN
1 stop7h 06mAmerican Airlines
Deal found 3/13$253
This JetBlue deal was found by Cheapflights users on 3/12. 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 6/57:25 amHPN - EYW
1 stop6h 35mJetBlue
Mon 6/92:45 pmEYW - HPN
1 stop7h 11mJetBlue
Deal found 3/12$546

Find flights from Westchester County to Key West within your budget

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 March 14, 2025.

Fly from

Westchester County

Fly to

Key West

Route

Depart

Return

Price

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Sun 4/20

12:49 pm-8:30 pm

1 stop7h 41m

Key West

Thu 4/24

3:00 pm-10:18 pm

1 stop7h 18m

$248

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Tue 4/8

11:12 am-6:55 pm

2 stops7h 43m

Key West

Wed 4/16

3:56 pm-11:02 pm

1 stop7h 06m

$253

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Mon 3/24

11:30 am-6:05 pm

1 stop6h 35m

Key West

Wed 6/18

2:45 pm-9:55 pm

1 stop7h 10m

$683

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Thu 3/20

10:05 am-4:44 pm

1 stop6h 39m

$384

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/13

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.

Travel insights for flights from Westchester County to Key West

Get recent, data-driven insights about flights from Westchester County to Key West including ideal travel times, pricing trends, and more.

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 $499). 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.

Rainfall in Key West by month

Plan your trip to Key West by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.

Temperature in Key West by month

Plan your trip to Key West by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).

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 March 14, 2025.
Delta
8.0
Very good
7,944 reviews

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.5

Overall

8.0

Boarding

8.2

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
8.0
Very good
7,944 reviews
Delta
8.0
Very good
7,944 reviews

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.5

Overall

8.0

Boarding

8.2

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
7.3
Good
2,953 reviews
Delta
8.0
Very good
7,944 reviews

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.5

Overall

8.0

Boarding

8.2

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
10,000 reviews
Delta
8.0
Very good
7,944 reviews

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.5

Overall

8.0

Boarding

8.2

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 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 $499). 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 March 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$252Average$492FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$268Average$485FlexibilityNo cancel feeOn-time71%
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