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Westchester County

$388+ Cheap flights from Key West (EYW) to Westchester County

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 6/13. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — HPN
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap 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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$388
(American Airlines)

Popular in

February

Cheapest in

January

Average price

$288
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
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Highest demand for flights based on searches. 5% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Find 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 May 1, 2025.

This American Airlines deal was found by Cheapflights users on 5/1. 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 6/131:00 pmEYW - HPN
2 stops10h 23mAmerican Airlines
Sat 6/217:59 amHPN - EYW
1 stop5h 58mAmerican Airlines
Deal found 5/1$388
This Booking.com deal was found by Cheapflights users on 4/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/188:55 amEYW - HPN
2 stops26h 33mBreeze Airways
Sat 12/271:29 pmHPN - EYW
2 stops20h 50mBreeze Airways
Deal found 4/30$749
This Delta deal was found by Cheapflights users on 4/30. 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.
Thu 12/187:00 amEYW - HPN
1 stop5h 11mDelta
Sat 12/2712:59 pmHPN - EYW
1 stop6h 45mDelta
Deal found 4/30$758

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 May 1, 2025.
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 6/13

1:00 pm-11:23 pm

2 stops10h 23m

White Plains Westchester County

Sat 6/21

7:59 am-1:57 pm

1 stop5h 58m

$388

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

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 May 1, 2025.
American Airlines
7.2
Good
10,000 reviews

Overall

7.2

Entertainment

6.9

Comfort

7.2

Boarding

7.5

Crew

8.0

Food

6.5

Reviews

1 / 20
2.0
Mediocre

Bama,Oct 2024

MIA - PNS

I paid for first class and it was nothing more than a 36" long curtain between first and business class, nothing extra, nothing fancy and a waste of money. Would have been better off just getting a regular seat and saving the money. Also had one of my eardrums rupture because of the take off and had to sit in uncomfortable pain with a bleeding ear the entire flight. Had to go to the doctor and it's been 5 days and still having difficulty hearing like it just happened.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Overall

7.2

Entertainment

6.9

Comfort

7.2

Boarding

7.5

Crew

8.0

Food

6.5

Reviews

1 / 20
2.0
Mediocre

Bama,Oct 2024

MIA - PNS

I paid for first class and it was nothing more than a 36" long curtain between first and business class, nothing extra, nothing fancy and a waste of money. Would have been better off just getting a regular seat and saving the money. Also had one of my eardrums rupture because of the take off and had to sit in uncomfortable pain with a bleeding ear the entire flight. Had to go to the doctor and it's been 5 days and still having difficulty hearing like it just happened.

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.

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

    Currently, January is the cheapest month in which you can book a flight from Key West to Westchester County (average of $276). Flying from Key West to Westchester County in March is currently the most expensive (average of $339). 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.

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