$205+ 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — HPN
Jul 10 — Jul 171
Round-trip
1 adult, Economy
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Cheapest
Best
Last-minute
One-way
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 June 10, 2026.
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 June 10, 2026.
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Sat 7/111:01 pm
EYW
- HPN
1 stop7h 03m
American Airlines
Mon 7/207:55 am
HPN
- EYW
1 stop8h 16m
American Airlines
Deal found 6/10![American Airlines logo]()
$619
This KAYAK deal was found by Cheapflights users on 6/7. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2110:59 am
EYW
- HPN
2 stops24h 28m
Breeze Airways
Fri 9/257:40 pm
HPN
- EYW
2 stops38h 39m
Breeze Airways
Deal found 6/7![Breeze Airways logo]()
$763
This Delta deal was found by Cheapflights users on 6/10. 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.
Sun 7/127:50 am
EYW
- HPN
1 stop28h 18m
Delta
Mon 7/204:29 pm
HPN
- EYW
1 stop18h 31m
Delta
Deal found 6/10![Delta logo]()
$780
This KAYAK deal was found by Cheapflights users on 6/10. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1212:05 pm
EYW
- HPN
2 stops29h 24m
Breeze Airways
Mon 7/206:09 pm
HPN
- EYW
2 stops18h 25m
Breeze Airways
Deal found 6/10![Breeze Airways logo]()
$823
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 June 10, 2026.
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 June 10, 2026.
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Sat 7/1111:31 am
EYW
- HPN
2 stops6h 56m
American Airlines
Mon 7/2011:00 am
HPN
- EYW
2 stops7h 48m
American Airlines
Deal found 6/10![American Airlines logo]()
$693
This KAYAK deal was found by Cheapflights users on 6/7. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2110:59 am
EYW
- HPN
2 stops24h 28m
Breeze Airways
Fri 9/257:40 pm
HPN
- EYW
2 stops38h 39m
Breeze Airways
Deal found 6/7![Breeze Airways logo]()
$763
This Delta deal was found by Cheapflights users on 6/10. 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.
Sun 7/127:50 am
EYW
- HPN
1 stop28h 18m
Delta
Mon 7/204:29 pm
HPN
- EYW
1 stop18h 31m
Delta
Deal found 6/10![Delta logo]()
$780
This KAYAK deal was found by Cheapflights users on 6/10. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1212:05 pm
EYW
- HPN
2 stops29h 24m
Breeze Airways
Mon 7/206:09 pm
HPN
- EYW
2 stops18h 25m
Breeze Airways
Deal found 6/10![Breeze Airways logo]()
$823
Last-minute flights from Key West to Westchester CountyDiscover last-minute flight deals from Key West to Westchester County. Data last updated June 10, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Westchester County. Data last updated June 10, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Sat 7/111:01 pm
EYW
- HPN
1 stop7h 03m
American Airlines
Mon 7/207:55 am
HPN
- EYW
1 stop8h 16m
American Airlines
Deal found 6/10![American Airlines logo]()
$619
This Delta deal was found by Cheapflights users on 6/10. 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.
Sun 7/127:50 am
EYW
- HPN
1 stop28h 18m
Delta
Mon 7/204:29 pm
HPN
- EYW
1 stop18h 31m
Delta
Deal found 6/10![Delta logo]()
$780
This KAYAK deal was found by Cheapflights users on 6/10. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1212:05 pm
EYW
- HPN
2 stops29h 24m
Breeze Airways
Mon 7/206:09 pm
HPN
- EYW
2 stops18h 25m
Breeze Airways
Deal found 6/10![Breeze Airways logo]()
$823
One-way flights from Key West to Westchester CountySearch for one-way flight options from Key West to Westchester County. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
Search for one-way flight options from Key West to Westchester County. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/6. 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.
Sun 9/612:05 pm
EYW
- HPN
2 stops8h 55m
Breeze Airways
Deal found 6/6![Breeze Airways logo]()
$205
This Delta deal was found by Cheapflights users on 6/8. 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 10/302:35 pm
EYW
- HPN
1 stop7h 01m
Delta
Deal found 6/8![Delta logo]()
$299
This Lucky2Go deal was found by Cheapflights users on 6/7. 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 Lucky2Go is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2912:07 pm
EYW
- HPN
1 stop23h 20m
Breeze Airways
Deal found 6/7![Breeze Airways logo]()
$306
This Delta deal was found by Cheapflights users on 6/6. 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.
Sun 9/67:40 am
EYW
- HPN
1 stop6h 49m
Delta
Deal found 6/6![Delta logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 6/6. 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.
Sun 9/67:53 pm
EYW
- HPN
3 stops21h 36m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$344
This KAYAK deal was found by Cheapflights users on 6/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3011:59 am
EYW
- HPN
1 stop9h 01m
Breeze Airways
Deal found 6/8![Breeze Airways logo]()
$370
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 June 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $619 (American Airlines) |
One-way from | $205 (Kiwi.com) |
Popular in | April |
Cheapest in | November |
Average price | $379 |
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 June 10, 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
Cheapest round-trip
Quickest round-trip
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Sat 7/11
11:31 am-6:27 pm
2 stops6h 56m
White Plains Westchester County
Mon 7/20
11:00 am-6:48 pm
2 stops7h 48m
$693
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Mon 9/21
10:59 am-11:27 am
2 stops24h 28m
White Plains Westchester County
Fri 9/25
7:40 pm-10:19 am
2 stops38h 39m
$763
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Sun 7/12
7:50 am-12:08 pm
1 stop28h 18m
White Plains Westchester County
Mon 7/20
4:29 pm-11:00 am
1 stop18h 31m
$780
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Sun 7/12
12:05 pm-5:29 pm
2 stops29h 24m
White Plains Westchester County
Mon 7/20
6:09 pm-12:34 pm
2 stops18h 25m
$823
Cheapest one-way
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Sun 9/6
12:05 pm-9:00 pm
2 stops8h 55m
$205
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Fri 10/30
2:35 pm-9:36 pm
1 stop7h 01m
$299
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Mon 6/29
12:07 pm-11:27 am
1 stop23h 20m
$306
Quickest one-way
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Sun 9/6
7:40 am-2:29 pm
1 stop6h 49m
$325
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Sun 9/6
7:53 pm-5:29 pm
3 stops21h 36m
$344
Key WestWhite Plains
EYW - HPN
EYWHPN
Key West
Fri 10/30
10:59 am-5:27 pm
3 stops30h 28m
$516
Sorted by cheapest first
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.
EYW-HPN
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
EYW-zzREU
EYW-HPN
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 June 10, 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.
Food
6.4
Boarding
7.5
Comfort
7.2
Overall
7.1
Entertainment
6.9
Crew
7.9
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
Food
6.4
Boarding
7.5
Comfort
7.2
Overall
7.1
Entertainment
6.9
Crew
7.9
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
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.
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Key West and Westchester County flights
Browse other Key West and Westchester County flight options. Last updated on June 10, 2026.
Popular flight searches
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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 June 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$290 | FlexibilityNo cancel fee | On-time71% |