$422+ 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 3/27. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — HPN
Dec 3 — Dec 101
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.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 November 3, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $422 (Delta) |
Popular in | February |
Cheapest in | January |
Average price | $259 |
Find flight deals from Key West to Westchester County
Cheapest flights from Key West to Westchester CountyExplore 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 November 3, 2025.
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 November 3, 2025.
This American Airlines deal was found by Cheapflights users on 11/2. 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 12/234:03 pmEYW - HPN
1 stop6h 39mAmerican Airlines
Mon 12/293:00 pmHPN - EYW
2 stops7h 44mAmerican Airlines
Deal found 11/2![American Airlines logo]()
$578
This FlightHub deal was found by Cheapflights users on 11/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2310:59 amEYW - HPN
3 stops9h 31mBreeze Airways
Mon 12/298:00 amHPN - EYW
2 stops26h 19mBreeze Airways
Deal found 11/2![Breeze Airways logo]()
$969
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 November 3, 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 3/27
2:35 pm-9:36 pm
1 stop7h 01m
White Plains Westchester County
Tue 3/31
6:00 am-1:12 pm
1 stop7h 12m
$422
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Fri 3/27
12:09 pm-5:00 pm
1 stop4h 51m
White Plains Westchester County
Tue 3/31
10:18 am-6:30 pm
2 stops8h 12m
$477
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Tue 12/23
4:03 pm-10:42 pm
1 stop6h 39m
White Plains Westchester County
Mon 12/29
3:00 pm-10:44 pm
2 stops7h 44m
$578
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Wed 11/26
12:26 pm-6:01 pm
1 stop5h 35m
$549
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Sat 12/27
7:25 am-2:29 pm
1 stop7h 04m
$609
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Sun 11/9
7:40 am-2:28 pm
1 stop6h 48m
$1,201
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Sat 11/29
7:40 am-2:28 pm
1 stop6h 48m
$1,281
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
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