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Westchester County

$114+ 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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — HPN
May 7 — May 141
Thu 5/7
Thu 5/14
1 adult, Economy
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Cheap flight deals from Key West to Westchester County

One-way flights from Key West to Westchester County
Search for one-way flight options from Key West to Westchester County. Find affordable one-way fares based on user searches. Data last updated April 7, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/309:46 am
EYW
-
HPN
2 stops25h 42m
Breeze Airways
Deal found 4/5$114
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2911:51 am
EYW
-
HPN
2 stops47h 37m
Breeze Airways
Deal found 4/5$137
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/11:06 pm
EYW
-
HPN
3 stops31h 24m
Breeze Airways
Deal found 4/5$210
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3012:26 pm
EYW
-
HPN
3 stops23h 02m
Multiple Airlines
Deal found 4/5$213
This Delta deal was found by Cheapflights users on 4/4. 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 7/42:34 pm
EYW
-
HPN
1 stop7h 51m
Delta
Deal found 4/4$264
This Delta deal was found by Cheapflights users on 4/5. 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 4/297:33 am
EYW
-
HPN
1 stop6h 56m
Delta
Deal found 4/5$280
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/171:06 pm
EYW
-
HPN
3 stops31h 24m
Breeze Airways
Deal found 4/7$284
This Delta deal was found by Cheapflights users on 4/5. 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 4/302:40 pm
EYW
-
HPN
1 stop7h 23m
Delta
Deal found 4/5$314
This American Airlines deal was found by Cheapflights users on 4/7. 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.
Fri 4/174:20 pm
EYW
-
HPN
1 stop6h 40m
American Airlines
Deal found 4/7$321

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 April 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

May

Cheapest in

November

Average price

$426
Provider with most accurate pricing for Key West-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-New York (NYC) flights.
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 April 7, 2026.
Use the filters below to find and compare flights from Key West to Westchester County that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest one-way

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Thu 4/30

9:46 am-11:28 am

2 stops25h 42m

$114

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Fri 5/1

1:06 pm-8:30 pm

3 stops31h 24m

$210

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Thu 4/30

12:26 pm-11:28 am

3 stops23h 02m

$213

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Sat 7/4

2:34 pm-10:25 pm

1 stop7h 51m

$264
Quickest one-way

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Wed 4/29

7:33 am-2:29 pm

1 stop6h 56m

$280

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Fri 4/17

1:06 pm-8:30 pm

3 stops31h 24m

$284

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Mon 7/6

11:07 am-12:33 pm

1 stop25h 26m

$410

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Sat 4/18

1:38 pm-11:00 pm

2 stops9h 22m

$496

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Sun 7/5

7:45 am-10:25 pm

1 stop14h 40m

$527

Key WestWhite Plains

EYW - HPN

EYWHPN

Key West

Sat 4/18

11:54 am-12:30 pm

3 stops48h 36m

$533

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/5

Showing 1-10 of 12 resultsSorted by cheapest first
1
2

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 April 7, 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
7.1
Good
11,546 reviews

Overall

7.1

Comfort

7.2

Food

6.4

Entertainment

6.9

Boarding

7.5

Crew

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes
American Airlines
7.1
Good
11,546 reviews
American Airlines
7.1
Good
11,546 reviews

Overall

7.1

Comfort

7.2

Food

6.4

Entertainment

6.9

Boarding

7.5

Crew

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes

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.

  • 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 April 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$287FlexibilityNo cancel feeOn-time71%

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