$105+ 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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — HPN
Jan 27 — Feb 31
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
Best flights from Key West to Westchester CountyDiscover carefully curated flight deals from Key West to Westchester County that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 28, 2025.
Discover carefully curated flight deals from Key West to Westchester County that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 28, 2025.
This Delta deal was found by Cheapflights users on 12/26. 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 1/232:45 pmEYW - HPN
1 stop7h 15mDelta
Sun 1/256:00 amHPN - EYW
1 stop5h 25mDelta
Deal found 12/26![Delta logo]()
$279
This American Airlines deal was found by Cheapflights users on 12/26. 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 1/237:08 amEYW - HPN
1 stop5h 52mAmerican Airlines
Sun 1/256:30 amHPN - EYW
2 stops10h 19mAmerican Airlines
Deal found 12/26![American Airlines logo]()
$284
This Delta deal was found by Cheapflights users on 12/27. 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 1/297:10 amEYW - HPN
1 stop7h 16mDelta
Sun 2/112:59 pmHPN - EYW
1 stop6h 41mDelta
Deal found 12/27![Delta logo]()
$279
This American Airlines deal was found by Cheapflights users on 12/27. 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.
Wed 1/2811:18 amEYW - HPN
1 stop6h 50mAmerican Airlines
Sat 1/3111:00 amHPN - EYW
1 stop7h 06mAmerican Airlines
Deal found 12/27![American Airlines logo]()
$288
This Delta deal was found by Cheapflights users on 12/27. 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 1/297:10 amEYW - HPN
1 stop7h 16mDelta
Sat 1/3112:59 pmHPN - EYW
1 stop6h 41mDelta
Deal found 12/27![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 12/27. 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 1/307:10 amEYW - HPN
1 stop7h 18mDelta
Mon 2/26:00 amHPN - EYW
1 stop5h 25mDelta
Deal found 12/27![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 12/27. 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 1/307:10 amEYW - HPN
1 stop7h 18mDelta
Tue 2/312:59 pmHPN - EYW
1 stop6h 41mDelta
Deal found 12/27![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 12/27. 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 1/307:10 amEYW - HPN
1 stop7h 18mDelta
Sun 2/112:59 pmHPN - EYW
1 stop6h 41mDelta
Deal found 12/27![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 12/27. 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 1/272:45 pmEYW - HPN
1 stop7h 15mDelta
Tue 2/312:59 pmHPN - EYW
1 stop6h 41mDelta
Deal found 12/27![Delta logo]()
$367
This Delta deal was found by Cheapflights users on 12/27. 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 1/281:28 pmEYW - HPN
2 stops26h 21mDelta
Sun 2/112:59 pmHPN - EYW
1 stop6h 41mDelta
Deal found 12/27![Delta logo]()
$374
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 December 28, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $279 (Delta) |
One-way from | $105 (Kiwi.com) |
Popular in | February |
Cheapest in | November |
Average price | $304 |
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 December 28, 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 1/23
2:45 pm-10:00 pm
1 stop7h 15m
White Plains Westchester County
Sun 1/25
6:00 am-11:25 am
1 stop5h 25m
$279
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Thu 1/29
7:10 am-2:26 pm
1 stop7h 16m
White Plains Westchester County
Sun 2/1
12:59 pm-7:40 pm
1 stop6h 41m
$279
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Fri 1/23
7:08 am-1:00 pm
1 stop5h 52m
White Plains Westchester County
Sun 1/25
6:30 am-4:49 pm
2 stops10h 19m
$284
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Wed 1/28
11:18 am-6:08 pm
1 stop6h 50m
White Plains Westchester County
Sat 1/31
11:00 am-6:06 pm
1 stop7h 06m
$288
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Thu 1/29
7:10 am-2:26 pm
1 stop7h 16m
White Plains Westchester County
Sat 1/31
12:59 pm-7:40 pm
1 stop6h 41m
$339
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Fri 1/30
7:10 am-2:28 pm
1 stop7h 18m
White Plains Westchester County
Mon 2/2
6:00 am-11:25 am
1 stop5h 25m
$339
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Fri 1/30
7:10 am-2:28 pm
1 stop7h 18m
White Plains Westchester County
Tue 2/3
12:59 pm-7:40 pm
1 stop6h 41m
$339
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Fri 1/30
7:10 am-2:28 pm
1 stop7h 18m
White Plains Westchester County
Sun 2/1
12:59 pm-7:40 pm
1 stop6h 41m
$339
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Tue 1/27
2:45 pm-10:00 pm
1 stop7h 15m
White Plains Westchester County
Tue 2/3
12:59 pm-7:40 pm
1 stop6h 41m
$367
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Wed 1/28
1:28 pm-3:49 pm
2 stops26h 21m
White Plains Westchester County
Sun 2/1
12:59 pm-7:40 pm
1 stop6h 41m
$374
Showing 1-10 of 21 results
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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