$310+ Cheap flights from White Plains to Key West (HPN - EYW)
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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — EYW
Jul 13 — Jul 201
Round-trip
1 adult, Economy
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Find cheap flights from White Plains 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 White Plains to Key West
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Best
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Cheapest flights from White Plains to Key WestExplore the most affordable flight options available from White Plains to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 13, 2026.
Explore the most affordable flight options available from White Plains to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 13, 2026.
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.
Sun 8/306:00 am
HPN
- EYW
1 stop4h 50m
Delta
Sat 9/57:40 am
EYW
- HPN
1 stop6h 49m
Delta
Deal found 6/8![Delta logo]()
$310
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/171:43 pm
HPN
- EYW
1 stop5h 05m
American Airlines
Tue 7/2112:18 pm
EYW
- HPN
1 stop6h 10m
American Airlines
Deal found 6/8![American Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 6/9. 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 10/176:39 am
HPN
- EYW
2 stops11h 45m
American Airlines
Thu 10/222:57 pm
EYW
- HPN
1 stop5h 16m
American Airlines
Deal found 6/9![American Airlines logo]()
$402
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1112:27 pm
HPN
- EYW
2 stops21h 17m
Multiple Airlines
Fri 8/1411:07 am
EYW
- HPN
1 stop6h 22m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$410
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 10/47:40 pm
HPN
- EYW
1 stop15h 39m
Breeze Airways
Thu 10/810:59 am
EYW
- HPN
2 stops10h 01m
Breeze Airways
Deal found 6/9![Breeze Airways logo]()
$443
This American Airlines deal was found by Cheapflights users on 6/12. 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 7/57:55 am
HPN
- EYW
1 stop8h 16m
American Airlines
Sat 7/1111:59 am
EYW
- HPN
1 stop6h 28m
American Airlines
Deal found 6/12![American Airlines logo]()
$456
This Delta deal was found by Cheapflights users on 6/11. 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 6/1912:54 pm
HPN
- EYW
1 stop6h 59m
Delta
Mon 6/222:28 pm
EYW
- HPN
1 stop7h 57m
Delta
Deal found 6/11![Delta logo]()
$469
This Delta deal was found by Cheapflights users on 6/9. 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 10/1712:59 pm
HPN
- EYW
1 stop6h 44m
Delta
Thu 10/227:00 am
EYW
- HPN
1 stop5h 11m
Delta
Deal found 6/9![Delta logo]()
$489
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/118:00 am
HPN
- EYW
1 stop26h 27m
Breeze Airways
Thu 6/1812:05 pm
EYW
- HPN
2 stops47h 15m
Breeze Airways
Deal found 6/10![Breeze Airways logo]()
$524
Best flights from White Plains to Key WestDiscover carefully curated flight deals from White Plains to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 13, 2026.
Discover carefully curated flight deals from White Plains to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 13, 2026.
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/171:43 pm
HPN
- EYW
1 stop5h 05m
American Airlines
Tue 7/211:47 pm
EYW
- HPN
2 stops9h 42m
American Airlines
Deal found 6/8![American Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 6/9. 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 10/1712:59 pm
HPN
- EYW
1 stop6h 44m
Delta
Thu 10/227:00 am
EYW
- HPN
1 stop5h 11m
Delta
Deal found 6/9![Delta logo]()
$489
This American Airlines deal was found by Cheapflights users on 6/12. 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 10/176:39 am
HPN
- EYW
2 stops11h 45m
American Airlines
Thu 10/222:57 pm
EYW
- HPN
1 stop5h 16m
American Airlines
Deal found 6/12![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 6/12. 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 7/57:55 am
HPN
- EYW
1 stop8h 16m
American Airlines
Sat 7/1111:59 am
EYW
- HPN
1 stop6h 28m
American Airlines
Deal found 6/12![American Airlines logo]()
$456
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.
Tue 8/1112:48 pm
HPN
- EYW
1 stop7h 09m
Delta
Fri 8/147:40 am
EYW
- HPN
1 stop6h 49m
Delta
Deal found 6/8![Delta logo]()
$589
This Delta deal was found by Cheapflights users on 6/9. 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 10/412:50 pm
HPN
- EYW
1 stop7h 00m
Delta
Thu 10/82:35 pm
EYW
- HPN
1 stop7h 01m
Delta
Deal found 6/9![Delta logo]()
$618
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/31:43 pm
HPN
- EYW
1 stop5h 04m
American Airlines
Mon 7/612:18 pm
EYW
- HPN
1 stop6h 10m
American Airlines
Deal found 6/11![American Airlines logo]()
$588
This Delta deal was found by Cheapflights users on 6/12. 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 7/2610:29 am
HPN
- EYW
1 stop6h 54m
Delta
Thu 7/307:50 am
EYW
- HPN
1 stop6h 39m
Delta
Deal found 6/12![Delta logo]()
$654
Last-minute flights from White Plains to Key WestDiscover last-minute flight deals from White Plains to Key West. Data last updated June 13, 2026 and is based on user searches.
Discover last-minute flight deals from White Plains to Key West. Data last updated June 13, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/9. 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 6/1311:00 am
HPN
- EYW
2 stops8h 19m
American Airlines
Mon 6/1511:28 am
EYW
- HPN
2 stops7h 01m
American Airlines
Deal found 6/9![American Airlines logo]()
$556
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Sat 6/1312:00 pm
HPN
- EYW
2 stops23h 25m
Breeze Airways
Mon 6/1511:07 am
EYW
- HPN
1 stop6h 22m
Breeze Airways
Deal found 6/9![Breeze Airways logo]()
$570
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.
Tue 6/1610:00 am
HPN
- EYW
1 stop6h 07m
American Airlines
Sat 6/2012:10 pm
EYW
- HPN
1 stop6h 18m
American Airlines
Deal found 6/10![American Airlines logo]()
$580
This Delta deal was found by Cheapflights users on 6/13. 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 6/1612:54 pm
HPN
- EYW
1 stop6h 59m
Delta
Sat 6/207:50 am
EYW
- HPN
1 stop6h 38m
Delta
Deal found 6/13![Delta logo]()
$626
This Delta deal was found by Cheapflights users on 6/11. 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 6/1912:54 pm
HPN
- EYW
1 stop6h 59m
Delta
Mon 6/222:28 pm
EYW
- HPN
1 stop7h 57m
Delta
Deal found 6/11![Delta logo]()
$469
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/31:43 pm
HPN
- EYW
1 stop5h 04m
American Airlines
Mon 7/612:18 pm
EYW
- HPN
1 stop6h 10m
American Airlines
Deal found 6/11![American Airlines logo]()
$588
This American Airlines deal was found by Cheapflights users on 6/12. 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 7/57:55 am
HPN
- EYW
1 stop8h 16m
American Airlines
Sat 7/1111:59 am
EYW
- HPN
1 stop6h 28m
American Airlines
Deal found 6/12![American Airlines logo]()
$456
This Delta deal was found by Cheapflights users on 6/13. 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 7/1312:54 pm
HPN
- EYW
1 stop6h 57m
Delta
Wed 7/152:24 pm
EYW
- HPN
1 stop8h 01m
Delta
Deal found 6/13![Delta logo]()
$584
One-way flights from White Plains to Key WestSearch for one-way flight options from White Plains to Key West. Find affordable one-way fares based on user searches. Data last updated June 13, 2026.
Search for one-way flight options from White Plains to Key West. Find affordable one-way fares based on user searches. Data last updated June 13, 2026.
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 10/2512:59 pm
HPN
- EYW
1 stop6h 44m
Delta
Deal found 6/10![Delta logo]()
$320
This Delta deal was found by Cheapflights users on 6/11. 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 6/1912:54 pm
HPN
- EYW
1 stop6h 59m
Delta
Deal found 6/11![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 6/11. 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 6/1812:54 pm
HPN
- EYW
1 stop6h 59m
Delta
Deal found 6/11![Delta logo]()
$386
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.
Sun 10/257:40 pm
HPN
- EYW
1 stop15h 39m
Breeze Airways
Deal found 6/8![Breeze Airways logo]()
$390
This KAYAK deal was found by Cheapflights users on 6/9. 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.
Tue 6/231:29 pm
HPN
- EYW
2 stops21h 37m
Breeze Airways
Deal found 6/9![Breeze Airways logo]()
$450
Find flight deals from White Plains to Key West
Discover tips and strategies to find the most affordable flight options for your journey from White Plains (HPN) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $310 (Delta) |
Popular in | July |
Cheapest in | January |
Average price | $686 |
Cheapflights Fare Finder
Customize your flight search to find flights from White Plains 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 June 13, 2026.
Use the filters below to find and compare flights from White Plains to Key West that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Fri 7/17
1:43 pm-6:48 pm
1 stop5h 05m
Key West
Tue 7/21
1:47 pm-11:29 pm
2 stops9h 42m
$397
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Sat 10/17
6:39 am-6:24 pm
2 stops11h 45m
Key West
Thu 10/22
2:57 pm-8:13 pm
1 stop5h 16m
$397
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Sun 7/5
7:55 am-4:11 pm
1 stop8h 16m
Key West
Sat 7/11
11:59 am-6:27 pm
1 stop6h 28m
$456
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Sat 10/17
12:59 pm-7:43 pm
1 stop6h 44m
Key West
Thu 10/22
7:00 am-12:11 pm
1 stop5h 11m
$489
Quickest round-trip
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Fri 7/3
1:43 pm-6:47 pm
1 stop5h 04m
Key West
Mon 7/6
12:18 pm-6:28 pm
1 stop6h 10m
$588
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Tue 8/11
12:48 pm-7:57 pm
1 stop7h 09m
Key West
Fri 8/14
7:40 am-2:29 pm
1 stop6h 49m
$589
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Sun 10/4
12:50 pm-7:50 pm
1 stop7h 00m
Key West
Thu 10/8
2:35 pm-9:36 pm
1 stop7h 01m
$618
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Sun 7/26
10:29 am-5:23 pm
1 stop6h 54m
Key West
Thu 7/30
7:50 am-2:29 pm
1 stop6h 39m
$654
Cheapest one-way
Quickest one-way
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Sun 10/25
12:59 pm-7:43 pm
1 stop6h 44m
$320
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Fri 6/19
12:54 pm-7:53 pm
1 stop6h 59m
$341
Showing 1-10 of 13 resultsSorted by cheapest first
Compare providers for flights from White Plains to Key West
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from White Plains to Key West in June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on White Plains-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on White Plains-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from White Plains-Key West flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on White Plains-Key West flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for White Plains-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from White Plains to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from White Plains 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 White Plains to Key West
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 June 13, 2026.
See what other customers who have flown with American Airlines from White Plains to Key West have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.5
Food
6.4
Entertainment
6.9
Overall
7.1
Comfort
7.2
Crew
7.9
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Boarding
7.5
Food
6.4
Entertainment
6.9
Overall
7.1
Comfort
7.2
Crew
7.9
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Related info for your journey
Find useful and relevant information for your journey from White Plains 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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Complete your trip
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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 June 13, 2026.
White Plains and Key West flights
Browse other White Plains and Key West flight options. Last updated on June 13, 2026.
Other flights from White Plains
Browse through other flights departing from White Plains. Flights are based on user searches made on Cheapflights and were last updated on June 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from White Plains to Key West
Discover the top airline that operate flights from White Plains 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 June 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$218 | Average$510 | FlexibilityNo cancel fee | On-time71% |