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Key West

$254+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — EYW
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
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 June 16, 2025.

Round-trip from

$254
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$477
From Westchester County to Key West
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($9 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 June 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 June 16, 2025.

This Delta deal was found by Cheapflights users on 6/15. 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.
Tue 7/156:00 amHPN - EYW
1 stop4h 51mDelta
Tue 7/227:00 amEYW - HPN
1 stop5h 01mDelta
Deal found 6/15$294
This American Airlines deal was found by Cheapflights users on 6/14. 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 9/217:59 amHPN - EYW
1 stop6h 18mAmerican Airlines
Mon 9/2912:24 pmEYW - HPN
1 stop5h 56mAmerican Airlines
Deal found 6/14$352
This KAYAK deal was found by Cheapflights users on 6/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/412:09 pmHPN - EYW
2 stops23h 43mBreeze Airways
Sun 9/78:55 amEYW - HPN
2 stops26h 33mBreeze Airways
Deal found 6/15$631
This Mytrip deal was found by Cheapflights users on 6/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/308:00 amHPN - EYW
3 stops25h 22mMultiple Airlines
Fri 7/410:23 amEYW - HPN
2 stops26h 07mMultiple Airlines
Deal found 6/15$737

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 June 16, 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

Tue 7/15

6:00 am-10:51 am

1 stop4h 51m

Key West

Tue 7/22

7:00 am-12:01 pm

1 stop5h 01m

$294

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Thu 7/3

7:59 am-4:11 pm

1 stop8h 12m

Key West

Thu 7/10

12:47 pm-8:29 pm

1 stop7h 42m

$387

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Thu 9/4

12:09 pm-11:52 am

2 stops23h 43m

Key West

Sun 9/7

8:55 am-11:28 am

2 stops26h 33m

$631

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Mon 6/30

8:00 am-9:22 am

3 stops25h 22m

Key West

Fri 7/4

10:23 am-12:30 pm

2 stops26h 07m

$737

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Fri 7/25

12:46 pm-7:49 pm

1 stop7h 03m

$263

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Sat 6/21

6:30 am-3:15 pm

2 stops8h 45m

$358

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Thu 8/21

12:05 pm-1:07 pm

2 stops25h 02m

$384

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

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 $493). 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 June 16, 2025.
Breeze Airways
8.1
Very good
181 reviews

Entertainment

6.6

Comfort

8.2

Food

6.7

Overall

8.1

Boarding

8.3

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
181 reviews
Breeze Airways
8.1
Very good
181 reviews

Entertainment

6.6

Comfort

8.2

Food

6.7

Overall

8.1

Boarding

8.3

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,963 reviews
Breeze Airways
8.1
Very good
181 reviews

Entertainment

6.6

Comfort

8.2

Food

6.7

Overall

8.1

Boarding

8.3

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.1
Very good
181 reviews

Entertainment

6.6

Comfort

8.2

Food

6.7

Overall

8.1

Boarding

8.3

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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.

  • What are the cheapest airlines to fly from Westchester County to Key West one-way?

    One-way options have recently been found by users for as low as $263 on Delta. Other airlines that offer cheap prices include American Airlines from $358 and Breeze Airways from $384 one-way.

  • 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 $493). 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 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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$263Average$652FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$263Average$469FlexibilityNo cancel feeOn-time71%

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