$191+ Cheap flights from Westchester County to Key West (EYW)
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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — EYW
Mar 23 — Mar 301
1 adult, Economy
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Find cheap flights from Westchester County to Key West with Cheapflights
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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Cheapest flights from Westchester County to Key WestExplore the most affordable flight options available from Westchester County to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 21, 2026.
Explore the most affordable flight options available from Westchester County to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 5/248:00 am
HPN
- EYW
2 stops34h 32m
Multiple Airlines
Fri 5/2911:09 am
EYW
- HPN
1 stop6h 20m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$344
This American Airlines deal was found by Cheapflights users on 2/20. 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 9/2910:23 am
HPN
- EYW
1 stop4h 58m
American Airlines
Sat 10/101:48 pm
EYW
- HPN
1 stop4h 29m
American Airlines
Deal found 2/20![American Airlines logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 5/248:00 am
HPN
- EYW
1 stop26h 29m
Breeze Airways
Fri 5/2911:09 am
EYW
- HPN
1 stop24h 08m
Breeze Airways
Deal found 2/18![Breeze Airways logo]()
$376
This Delta deal was found by Cheapflights users on 2/17. 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 3/2412:48 pm
HPN
- EYW
1 stop6h 53m
Delta
Wed 4/12:40 pm
EYW
- HPN
1 stop7h 27m
Delta
Deal found 2/17![Delta logo]()
$384
This Delta deal was found by Cheapflights users on 2/17. 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 2/2812:56 pm
HPN
- EYW
1 stop6h 46m
Delta
Tue 3/37:10 am
EYW
- HPN
1 stop7h 18m
Delta
Deal found 2/17![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 2/20. 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 11/1212:59 pm
HPN
- EYW
1 stop6h 44m
Delta
Wed 11/187:00 am
EYW
- HPN
1 stop5h 11m
Delta
Deal found 2/20![Delta logo]()
$392
This American Airlines deal was found by Cheapflights users on 2/18. 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 3/203:00 pm
HPN
- EYW
1 stop7h 37m
American Airlines
Fri 3/273:56 pm
EYW
- HPN
1 stop7h 33m
American Airlines
Deal found 2/18![American Airlines logo]()
$408
This American Airlines deal was found by Cheapflights users on 2/17. 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 7/31:42 pm
HPN
- EYW
1 stop5h 10m
American Airlines
Tue 7/712:09 pm
EYW
- HPN
1 stop6h 15m
American Airlines
Deal found 2/17![American Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Thu 11/126:30 am
HPN
- EYW
2 stops10h 09m
American Airlines
Wed 11/1812:00 pm
EYW
- HPN
2 stops8h 09m
American Airlines
Deal found 2/20![American Airlines logo]()
$428
This Delta deal was found by Cheapflights users on 2/17. 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 3/2412:48 pm
HPN
- EYW
1 stop6h 53m
Delta
Sat 3/286:25 pm
EYW
- HPN
1 stop15h 19m
Delta
Deal found 2/17![Delta logo]()
$457
Best flights from Westchester County to Key WestDiscover carefully curated flight deals from Westchester County to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 21, 2026.
Discover carefully curated flight deals from Westchester County to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 21, 2026.
This American Airlines deal was found by Cheapflights users on 2/17. 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 7/310:00 am
HPN
- EYW
2 stops9h 21m
American Airlines
Tue 7/712:09 pm
EYW
- HPN
1 stop6h 15m
American Airlines
Deal found 2/17![American Airlines logo]()
$422
This Delta deal was found by Cheapflights users on 2/17. 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 3/2412:48 pm
HPN
- EYW
1 stop6h 53m
Delta
Sat 3/286:25 pm
EYW
- HPN
1 stop15h 19m
Delta
Deal found 2/17![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 2/17. 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 3/2412:48 pm
HPN
- EYW
1 stop6h 53m
Delta
Tue 3/316:25 pm
EYW
- HPN
1 stop27h 42m
Delta
Deal found 2/17![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 2/17. 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 3/266:00 am
HPN
- EYW
1 stop13h 41m
Delta
Wed 4/12:40 pm
EYW
- HPN
1 stop7h 27m
Delta
Deal found 2/17![Delta logo]()
$462
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Mon 4/66:00 am
HPN
- EYW
1 stop6h 00m
American Airlines
Thu 4/93:58 pm
EYW
- HPN
1 stop6h 54m
American Airlines
Deal found 2/19![American Airlines logo]()
$525
This Delta deal was found by Cheapflights users on 2/17. 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 3/2512:48 pm
HPN
- EYW
1 stop6h 53m
Delta
Tue 3/316:25 pm
EYW
- HPN
2 stops17h 28m
Delta
Deal found 2/17![Delta logo]()
$462
This Delta deal was found by Cheapflights users on 2/17. 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.
Mon 3/236:59 pm
HPN
- EYW
1 stop22h 31m
Delta
Wed 4/12:40 pm
EYW
- HPN
1 stop7h 27m
Delta
Deal found 2/17![Delta logo]()
$462
This Delta deal was found by Cheapflights users on 2/17. 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 3/253:13 pm
HPN
- EYW
2 stops26h 17m
Delta
Wed 4/12:40 pm
EYW
- HPN
1 stop7h 27m
Delta
Deal found 2/17![Delta logo]()
$467
This Delta deal was found by Cheapflights users on 2/20. 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 4/2412:48 pm
HPN
- EYW
1 stop6h 52m
Delta
Tue 4/282:40 pm
EYW
- HPN
1 stop7h 23m
Delta
Deal found 2/20![Delta logo]()
$509
This Delta deal was found by Cheapflights users on 2/17. 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 3/2412:48 pm
HPN
- EYW
1 stop6h 53m
Delta
Mon 3/306:25 pm
EYW
- HPN
2 stops17h 28m
Delta
Deal found 2/17![Delta logo]()
$521
This Delta deal was found by Cheapflights users on 2/17. 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 3/2512:48 pm
HPN
- EYW
1 stop6h 53m
Delta
Mon 3/307:30 am
EYW
- HPN
2 stops28h 23m
Delta
Deal found 2/17![Delta logo]()
$521
Last-minute flights from Westchester County to Key WestDiscover last-minute flight deals from Westchester County to Key West. Data last updated February 21, 2026 and is based on user searches.
Discover last-minute flight deals from Westchester County to Key West. Data last updated February 21, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/17. 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 2/2612:56 pm
HPN
- EYW
1 stop6h 46m
Delta
Tue 3/37:10 am
EYW
- HPN
1 stop7h 18m
Delta
Deal found 2/17![Delta logo]()
$467
This American Airlines deal was found by Cheapflights users on 2/19. 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 2/277:47 am
HPN
- EYW
1 stop8h 10m
American Airlines
Tue 3/33:51 pm
EYW
- HPN
2 stops7h 08m
American Airlines
Deal found 2/19![American Airlines logo]()
$502
This Delta deal was found by Cheapflights users on 2/17. 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 2/2812:56 pm
HPN
- EYW
1 stop6h 46m
Delta
Tue 3/37:10 am
EYW
- HPN
1 stop7h 18m
Delta
Deal found 2/17![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 2/20. 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 2/2812:56 pm
HPN
- EYW
1 stop6h 46m
Delta
Sat 3/72:46 pm
EYW
- HPN
1 stop7h 14m
Delta
Deal found 2/20![Delta logo]()
$494
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Sun 3/156:00 am
HPN
- EYW
1 stop5h 41m
American Airlines
Tue 3/243:56 pm
EYW
- HPN
1 stop7h 33m
American Airlines
Deal found 2/20![American Airlines logo]()
$476
This American Airlines deal was found by Cheapflights users on 2/17. 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.
Thu 3/193:00 pm
HPN
- EYW
1 stop7h 37m
American Airlines
Mon 3/234:40 pm
EYW
- HPN
1 stop6h 19m
American Airlines
Deal found 2/17![American Airlines logo]()
$507
This American Airlines deal was found by Cheapflights users on 2/18. 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 3/203:00 pm
HPN
- EYW
1 stop7h 37m
American Airlines
Fri 3/273:56 pm
EYW
- HPN
1 stop7h 33m
American Airlines
Deal found 2/18![American Airlines logo]()
$408
This Delta deal was found by Cheapflights users on 2/17. 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 3/215:15 pm
HPN
- EYW
1 stop24h 15m
Delta
Wed 4/12:40 pm
EYW
- HPN
1 stop7h 27m
Delta
Deal found 2/17![Delta logo]()
$462
This Delta deal was found by Cheapflights users on 2/17. 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 3/2412:48 pm
HPN
- EYW
1 stop6h 53m
Delta
Wed 4/12:40 pm
EYW
- HPN
1 stop7h 27m
Delta
Deal found 2/17![Delta logo]()
$384
This Delta deal was found by Cheapflights users on 2/17. 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 3/2412:48 pm
HPN
- EYW
1 stop6h 53m
Delta
Tue 3/316:25 pm
EYW
- HPN
1 stop27h 42m
Delta
Deal found 2/17![Delta logo]()
$457
One-way flights from Westchester County to Key WestSearch for one-way flight options from Westchester County to Key West. Find affordable one-way fares based on user searches. Data last updated February 21, 2026.
Search for one-way flight options from Westchester County to Key West. Find affordable one-way fares based on user searches. Data last updated February 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 5/1512:25 pm
HPN
- EYW
2 stops45h 59m
Breeze Airways
Deal found 2/20![Breeze Airways logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 5/156:09 pm
HPN
- EYW
3 stops41h 35m
Multiple Airlines
Deal found 2/20![Multiple Airlines logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 3/512:08 pm
HPN
- EYW
2 stops21h 01m
Breeze Airways
Deal found 2/18![Breeze Airways logo]()
$244
This Delta deal was found by Cheapflights users on 2/17. 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.
Mon 3/3012:48 pm
HPN
- EYW
1 stop6h 53m
Delta
Deal found 2/17![Delta logo]()
$274
This Delta deal was found by Cheapflights users on 2/17. 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 2/2712:56 pm
HPN
- EYW
1 stop6h 46m
Delta
Deal found 2/17![Delta logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 3/51:20 pm
HPN
- EYW
3 stops24h 10m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 5/218:00 am
HPN
- EYW
3 stops30h 01m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$364
This Delta deal was found by Cheapflights users on 2/20. 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 5/1512:45 pm
HPN
- EYW
1 stop7h 04m
Delta
Deal found 2/20![Delta logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 5/65:16 pm
HPN
- EYW
3 stops40h 55m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Thu 5/2110:00 am
HPN
- EYW
1 stop7h 23m
American Airlines
Deal found 2/19![American Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 2/18. 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 5/2112:45 pm
HPN
- EYW
1 stop7h 04m
Delta
Deal found 2/18![Delta logo]()
$490
This Delta deal was found by Cheapflights users on 2/18. 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 5/2212:45 pm
HPN
- EYW
1 stop7h 04m
Delta
Deal found 2/18![Delta logo]()
$588
Find flight deals from Westchester County to Key West
Keep the following information in mind while searching for Westchester County to Key West flight deals. Data was last updated February 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $344 (Kiwi.com) |
One-way from | $191 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $541 |
Cheapflights Fare Finder
Customize your flight search to find flights from Westchester County to Key West 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 February 21, 2026.
Use the filters below to find and compare flights from Westchester County to Key West that are best for you.
Fly from
Westchester County
Fly to
Key West
Route
Depart
Return
Price
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Fri 7/3
10:00 am-7:21 pm
2 stops9h 21m
Key West
Tue 7/7
12:09 pm-6:24 pm
1 stop6h 15m
$422
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Tue 3/24
12:48 pm-7:41 pm
1 stop6h 53m
Key West
Sat 3/28
6:25 pm-9:44 am
1 stop15h 19m
$457
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Tue 3/24
12:48 pm-7:41 pm
1 stop6h 53m
Key West
Tue 3/31
6:25 pm-10:07 pm
1 stop27h 42m
$457
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Thu 3/26
6:00 am-7:41 pm
1 stop13h 41m
Key West
Wed 4/1
2:40 pm-10:07 pm
1 stop7h 27m
$462
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Wed 3/25
12:48 pm-7:41 pm
1 stop6h 53m
Key West
Tue 3/31
6:25 pm-11:53 am
2 stops17h 28m
$462
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Mon 3/23
6:59 pm-5:30 pm
1 stop22h 31m
Key West
Wed 4/1
2:40 pm-10:07 pm
1 stop7h 27m
$462
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Wed 3/25
3:13 pm-5:30 pm
2 stops26h 17m
Key West
Wed 4/1
2:40 pm-10:07 pm
1 stop7h 27m
$467
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Fri 4/24
12:48 pm-7:40 pm
1 stop6h 52m
Key West
Tue 4/28
2:40 pm-10:03 pm
1 stop7h 23m
$509
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Tue 3/24
12:48 pm-7:41 pm
1 stop6h 53m
Key West
Mon 3/30
6:25 pm-11:53 am
2 stops17h 28m
$521
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Wed 3/25
12:48 pm-7:41 pm
1 stop6h 53m
Key West
Mon 3/30
7:30 am-11:53 am
2 stops28h 23m
$521
Showing 1-10 of 21 results
Best time to book a flight from Westchester County to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from Westchester County with our price prediction graph.
HPN-EYW
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 Westchester County to Key West
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What is the cheapest month to book a flight from Westchester County to Key West?
Currently, January is the cheapest month in which you can book a flight from Westchester County to Key West (average of $134). Flying from Westchester County to Key West in May is currently the most expensive (average of $521). 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.
Reviews of airlines servicing Key West
Get insights into the airlines that provide service to Key West. 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 Key West. Reviews last updated February 21, 2026.
Read through reviews of airlines operating flights from Westchester County to Key West, such as Delta and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.9
Overall
7.9
Entertainment
7.8
Crew
8.5
Boarding
8.1
Food
7.2
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Comfort
7.9
Overall
7.9
Entertainment
7.8
Crew
8.5
Boarding
8.1
Food
7.2
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Comfort
7.9
Overall
7.9
Entertainment
7.8
Crew
8.5
Boarding
8.1
Food
7.2
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Related info for your journey
Find useful and relevant information for your journey from Westchester County to Key West. 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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Alternative routes for Westchester County to Key West
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Complete your trip
Complete your trip to Key West by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Westchester County to Key West by cabin class
Find flights from Westchester County to Key West, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Key West
Explore flights to Key West departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 21, 2026.
Westchester County and Key West flights
Browse other Westchester County and Key West flight options. Last updated on February 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Westchester County to Key West flights
Consider these flights traveling from Westchester County to Key West.
Top 2 airlines flying from Westchester County to Key West
Discover the top 2 airlines that operate flights from Westchester County to Key West. 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 February 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$269 | Average$557 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$382 | Average$577 | FlexibilityNo cancel fee | On-time71% |