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Westchester County

$166+ Cheap flights from Key West (EYW) to Westchester County

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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — HPN
Mar 19 — Mar 261
Thu 3/19
Thu 3/26
1 adult, Economy
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Cheap flight deals from Key West to Westchester County

Cheapest flights from Key West to Westchester County
Explore the most affordable flight options available from Key West to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 17, 2026.

This Delta deal was found by Cheapflights users on 2/16. 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.
Fri 2/272:46 pm
EYW
-
HPN
1 stop7h 14m
Delta
Tue 3/312:56 pm
HPN
-
EYW
1 stop6h 46m
Delta
Deal found 2/16$513
This Delta deal was found by Cheapflights users on 2/17. 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.
Thu 2/267:10 am
EYW
-
HPN
1 stop7h 18m
Delta
Tue 3/312:56 pm
HPN
-
EYW
1 stop6h 46m
Delta
Deal found 2/17$647

Find flight deals from Key West to Westchester County

Keep the following information in mind while searching for Key West to Westchester County flight deals. Data was last updated February 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$513
(Delta)

One-way from

$166
(Kiwi.com)

Popular in

August

Cheapest in

November

Average price

$309
Provider with most accurate pricing for Key West-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Key West-New York (NYC) flights.
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From Key West to Westchester County
Search Deals
One-way flight from Key West to Westchester County
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($74 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in February 2026
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Key West to Westchester County 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 February 17, 2026.
Use the filters below to find and compare flights from Key West to Westchester County that are best for you.

Fly from

Key West

Fly to

Westchester County

Route

Depart

Return

Price

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Fri 2/27

2:46 pm-10:00 pm

1 stop7h 14m

White Plains Westchester County

Tue 3/3

12:56 pm-7:42 pm

1 stop6h 46m

$513

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Mon 2/23

9:49 am-11:28 am

2 stops25h 39m

$166

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Tue 3/3

2:46 pm-10:00 pm

1 stop7h 14m

$260

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Mon 2/23

2:25 pm-12:47 pm

3 stops46h 22m

$286

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Sun 2/22

9:46 am-11:28 am

2 stops49h 42m

$316

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Mon 2/23

12:02 pm-8:08 pm

1 stop8h 06m

$399

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Mon 2/23

7:10 am-2:28 pm

1 stop7h 18m

$464

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Sun 2/22

12:11 pm-6:19 pm

1 stop6h 08m

$523

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Sun 2/22

7:10 am-2:28 pm

1 stop7h 18m

$1,221

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Sun 3/15

7:30 am-2:29 pm

1 stop6h 59m

$1,231

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/16

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

Have a flexible travel schedule? Discover the best time to fly to Westchester County from Key West 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 Key West to Westchester County
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Westchester County

Get insights into the airlines that provide service to Westchester County. 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 Westchester County. Reviews last updated February 17, 2026.
See what other customers who have flown with American Airlines from Key West to Westchester County have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,294 reviews

Entertainment

6.9

Crew

8.0

Comfort

7.2

Overall

7.2

Food

6.4

Boarding

7.5

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.
American Airlines
7.2
Good
11,294 reviews
American Airlines
7.2
Good
11,294 reviews

Entertainment

6.9

Crew

8.0

Comfort

7.2

Overall

7.2

Food

6.4

Boarding

7.5

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.

Related info for your journey

Find useful and relevant information for your journey from Key West to Westchester County. 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 Key West to Westchester County?

    Key West (EYW) is the airport you will fly out of if you book a flight from Key West to Westchester County. It is only a 2.6 mi journey to Key West (EYW) from Key West’s city center.

  • How long is the flight from Key West to Westchester County?

    There are many flights that can get you from Key West to Westchester County in 7h 14m. Fly via Delta to get the fastest option. The distance from Key West to Westchester County is about 1231 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Key West to Westchester County by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Key West to Westchester County

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Top airline flying from Key West to Westchester County

Discover the top airline that operate flights from Key West to Westchester County. 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 February 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$287FlexibilityNo cancel feeOn-time71%

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