$154+ Cheap flights from White Plains to Key West (HPN - 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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — EYW
Jun 3 — Jun 101
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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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 May 4, 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 May 4, 2026.
This American Airlines deal was found by Cheapflights users on 4/30. 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 10/148:26 am
HPN
- EYW
2 stops7h 55m
American Airlines
Sat 10/171:48 pm
EYW
- HPN
1 stop4h 29m
American Airlines
Deal found 4/30![American Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 4/29. 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 7/11:43 pm
HPN
- EYW
1 stop5h 06m
American Airlines
Wed 7/151:41 pm
EYW
- HPN
2 stops9h 48m
American Airlines
Deal found 4/29![American Airlines logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/178:00 am
HPN
- EYW
1 stop26h 27m
Breeze Airways
Thu 5/2112:05 pm
EYW
- HPN
2 stops32h 44m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$365
This American Airlines deal was found by Cheapflights users on 5/1. 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 5/166:00 am
HPN
- EYW
1 stop7h 08m
American Airlines
Wed 5/204:20 pm
EYW
- HPN
1 stop6h 40m
American Airlines
Deal found 5/1![American Airlines logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 7/198:00 am
HPN
- EYW
1 stop26h 27m
Breeze Airways
Wed 7/2211:46 am
EYW
- HPN
2 stops9h 14m
Breeze Airways
Deal found 4/30![Breeze Airways logo]()
$409
This American Airlines deal was found by Cheapflights users on 5/2. 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.
Sun 10/256:39 am
HPN
- EYW
2 stops11h 45m
American Airlines
Sat 10/311:48 pm
EYW
- HPN
1 stop4h 29m
American Airlines
Deal found 5/2![American Airlines logo]()
$414
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 May 4, 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 May 4, 2026.
This American Airlines deal was found by Cheapflights users on 4/30. 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 10/148:26 am
HPN
- EYW
2 stops7h 55m
American Airlines
Sat 10/171:48 pm
EYW
- HPN
1 stop4h 29m
American Airlines
Deal found 4/30![American Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 4/29. 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 6/16:00 am
HPN
- EYW
1 stop7h 00m
Delta
Sat 6/67:30 am
EYW
- HPN
1 stop6h 59m
Delta
Deal found 4/29![Delta logo]()
$448
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 10/297:40 pm
HPN
- EYW
1 stop15h 39m
Breeze Airways
Sun 11/110:59 am
EYW
- HPN
2 stops10h 01m
Breeze Airways
Deal found 4/30![Breeze Airways logo]()
$505
This American Airlines deal was found by Cheapflights users on 5/1. 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 5/163:01 pm
HPN
- EYW
2 stops7h 57m
American Airlines
Wed 5/2012:04 pm
EYW
- HPN
1 stop5h 25m
American Airlines
Deal found 5/1![American Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 4/30. 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 8/16:30 am
HPN
- EYW
1 stop4h 59m
American Airlines
Thu 8/62:30 pm
EYW
- HPN
1 stop5h 59m
American Airlines
Deal found 4/30![American Airlines logo]()
$423
This Delta deal was found by Cheapflights users on 4/29. 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 6/512:50 pm
HPN
- EYW
1 stop6h 59m
Delta
Mon 6/82:28 pm
EYW
- HPN
1 stop7h 57m
Delta
Deal found 4/29![Delta logo]()
$469
This Delta deal was found by Cheapflights users on 5/3. 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 8/286:00 am
HPN
- EYW
1 stop7h 00m
Delta
Mon 8/312:35 pm
EYW
- HPN
1 stop7h 07m
Delta
Deal found 5/3![Delta logo]()
$489
This American Airlines deal was found by Cheapflights users on 4/30. 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 8/111:29 am
HPN
- EYW
2 stops7h 54m
American Airlines
Sat 8/82:30 pm
EYW
- HPN
1 stop5h 59m
American Airlines
Deal found 4/30![American Airlines logo]()
$496
This Delta deal was found by Cheapflights users on 5/3. 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
Sat 10/247:00 am
EYW
- HPN
1 stop5h 11m
Delta
Deal found 5/3![Delta logo]()
$498
This American Airlines deal was found by Cheapflights users on 5/2. 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.
Wed 7/156:30 am
HPN
- EYW
1 stop5h 18m
American Airlines
Sun 7/195:27 pm
EYW
- HPN
1 stop6h 02m
American Airlines
Deal found 5/2![American Airlines logo]()
$501
This American Airlines deal was found by Cheapflights users on 5/3. 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 10/276:39 am
HPN
- EYW
1 stop6h 19m
American Airlines
Fri 10/301:48 pm
EYW
- HPN
1 stop4h 29m
American Airlines
Deal found 5/3![American Airlines logo]()
$509
Last-minute flights from White Plains to Key WestDiscover last-minute flight deals from White Plains to Key West. Data last updated May 4, 2026 and is based on user searches.
Discover last-minute flight deals from White Plains to Key West. Data last updated May 4, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/29. 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 4/303:01 pm
HPN
- EYW
2 stops7h 57m
American Airlines
Thu 5/712:04 pm
EYW
- HPN
1 stop5h 25m
American Airlines
Deal found 4/29![American Airlines logo]()
$562
This Delta deal was found by Cheapflights users on 5/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:00 am
HPN
- EYW
1 stop7h 44m
Delta
Thu 5/711:48 am
EYW
- HPN
1 stop6h 12m
Delta
Deal found 5/2![Delta logo]()
$661
This American Airlines deal was found by Cheapflights users on 5/1. 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 5/166:00 am
HPN
- EYW
1 stop7h 08m
American Airlines
Wed 5/204:20 pm
EYW
- HPN
1 stop6h 40m
American Airlines
Deal found 5/1![American Airlines logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/178:00 am
HPN
- EYW
1 stop26h 27m
Breeze Airways
Thu 5/2112:05 pm
EYW
- HPN
2 stops32h 44m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$365
This American Airlines deal was found by Cheapflights users on 5/2. 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.
Sun 5/177:49 am
HPN
- EYW
1 stop7h 51m
American Airlines
Thu 5/218:03 am
EYW
- HPN
1 stop5h 10m
American Airlines
Deal found 5/2![American Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 5/2. 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.
Wed 5/206:00 am
HPN
- EYW
1 stop4h 54m
American Airlines
Sun 5/246:03 pm
EYW
- HPN
1 stop5h 23m
American Airlines
Deal found 5/2![American Airlines logo]()
$645
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 May 4, 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 May 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 9/207:40 pm
HPN
- EYW
1 stop15h 39m
Breeze Airways
Deal found 5/3![Breeze Airways logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 6/56:09 pm
HPN
- EYW
2 stops40h 15m
Breeze Airways
Deal found 5/1![Breeze Airways logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 6/266:09 pm
HPN
- EYW
2 stops19h 49m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 6/56:09 pm
HPN
- EYW
3 stops39h 57m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 10/1512:05 pm
HPN
- EYW
2 stops22h 14m
Breeze Airways
Deal found 5/3![Breeze Airways logo]()
$246
This Delta deal was found by Cheapflights users on 5/1. 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 6/512:50 pm
HPN
- EYW
1 stop6h 59m
Delta
Deal found 5/1![Delta logo]()
$259
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 May 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $329 (American Airlines) |
One-way from | $154 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $596 |
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 May 4, 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
Wed 10/14
8:26 am-4:21 pm
2 stops7h 55m
Key West
Sat 10/17
1:48 pm-6:17 pm
1 stop4h 29m
$329
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Sat 5/16
3:01 pm-10:58 pm
2 stops7h 57m
Key West
Wed 5/20
12:04 pm-5:29 pm
1 stop5h 25m
$396
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Sat 8/1
6:30 am-11:29 am
1 stop4h 59m
Key West
Thu 8/6
2:30 pm-8:29 pm
1 stop5h 59m
$423
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Mon 6/1
6:00 am-1:00 pm
1 stop7h 00m
Key West
Sat 6/6
7:30 am-2:29 pm
1 stop6h 59m
$448
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Fri 6/5
12:50 pm-7:49 pm
1 stop6h 59m
Key West
Mon 6/8
2:28 pm-10:25 pm
1 stop7h 57m
$469
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Fri 8/28
6:00 am-1:00 pm
1 stop7h 00m
Key West
Mon 8/31
2:35 pm-9:42 pm
1 stop7h 07m
$489
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Sat 8/1
11:29 am-7:23 pm
2 stops7h 54m
Key West
Sat 8/8
2:30 pm-8:29 pm
1 stop5h 59m
$496
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Sat 10/17
12:59 pm-7:43 pm
1 stop6h 44m
Key West
Sat 10/24
7:00 am-12:11 pm
1 stop5h 11m
$498
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Wed 7/15
6:30 am-11:48 am
1 stop5h 18m
Key West
Sun 7/19
5:27 pm-11:29 pm
1 stop6h 02m
$501
White PlainsKey West
HPN - EYW
HPNEYW
White Plains Westchester County
Thu 10/29
7:40 pm-11:19 am
1 stop15h 39m
Key West
Sun 11/1
10:59 am-9:00 pm
2 stops10h 01m
$505
Showing 1-10 of 16 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 May.
| 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
What is the cheapest month to book a flight from White Plains to Key West?
Currently, January is the cheapest month in which you can book a flight from White Plains to Key West (average of $218). Flying from White Plains to Key West in June is currently the most expensive (average of $1,139). 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.
How much does it cost to fly round-trip 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 May 4, 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.
Comfort
7.2
Entertainment
6.9
Food
6.4
Boarding
7.5
Overall
7.1
Crew
7.9
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Comfort
7.2
Entertainment
6.9
Food
6.4
Boarding
7.5
Overall
7.1
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
Complete your trip to Key West by adding a car rental and/or hotel reservation to your travel itinerary.
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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 May 4, 2026.
White Plains and Key West flights
Browse other White Plains and Key West flight options. Last updated on May 4, 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 May 4, 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 May 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$218 | Average$577 | FlexibilityNo cancel fee | On-time71% |