HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Key West

$173+ 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — EYW
Apr 17 — Apr 241
Fri 4/17
Fri 4/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

Cheapest flights from White Plains to Key West
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 March 18, 2026.

This American Airlines deal was found by Cheapflights users on 3/15. 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 4/146:30 am
HPN
-
EYW
1 stop5h 00m
American Airlines
Tue 4/213:58 pm
EYW
-
HPN
1 stop6h 54m
American Airlines
Deal found 3/15$357
This Kiwi.com deal was found by Cheapflights users on 3/15. 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
Sun 7/2612:05 pm
EYW
-
HPN
2 stops29h 24m
Breeze Airways
Deal found 3/15$381
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 8/111:29 pm
HPN
-
EYW
2 stops21h 37m
Breeze Airways
Fri 8/1411:07 am
EYW
-
HPN
1 stop6h 22m
Breeze Airways
Deal found 3/15$386
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/258:00 am
HPN
-
EYW
1 stop26h 27m
Breeze Airways
Thu 7/27:56 pm
EYW
-
HPN
2 stops39h 24m
Breeze Airways
Deal found 3/17$390
This Delta deal was found by Cheapflights users on 3/16. 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 7/2212:59 pm
HPN
-
EYW
1 stop6h 46m
Delta
Wed 7/292:35 pm
EYW
-
HPN
1 stop7h 06m
Delta
Deal found 3/16$408
This Delta deal was found by Cheapflights users on 3/15. 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 4/1812:48 pm
HPN
-
EYW
1 stop6h 52m
Delta
Tue 4/217:33 am
EYW
-
HPN
1 stop6h 56m
Delta
Deal found 3/15$428
This Delta deal was found by Cheapflights users on 3/16. 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 7/2212:59 pm
HPN
-
EYW
1 stop6h 46m
Delta
Tue 7/287:00 am
EYW
-
HPN
1 stop5h 14m
Delta
Deal found 3/16$439
This American Airlines deal was found by Cheapflights users on 3/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:30 am
HPN
-
EYW
1 stop4h 54m
American Airlines
Mon 5/114:20 pm
EYW
-
HPN
1 stop6h 40m
American Airlines
Deal found 3/13$442
This American Airlines deal was found by Cheapflights users on 3/15. 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 6/101:43 pm
HPN
-
EYW
1 stop5h 06m
American Airlines
Sun 6/145:48 pm
EYW
-
HPN
1 stop5h 38m
American Airlines
Deal found 3/15$456

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 March 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$357
(American Airlines)

One-way from

$173
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$474
Provider with most accurate pricing for White Plains Westchester County-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for White Plains Westchester County-Key West flights.
Search Deals
From White Plains Westchester County to Key West
Search Deals
One-way flight from White Plains Westchester County to Key West
Search Deals
Highest demand for flights based on searches. 32% potential increase in price ($265 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease ($53 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 March 18, 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

Price

Cheapest round-trip

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Sat 4/18

12:48 pm-7:40 pm

1 stop6h 52m

Key West

Tue 4/21

7:33 am-2:29 pm

1 stop6h 56m

$428
Quickest round-trip

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Wed 7/22

12:59 pm-7:45 pm

1 stop6h 46m

Key West

Tue 7/28

7:00 am-12:14 pm

1 stop5h 14m

$439

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Wed 7/22

12:59 pm-7:45 pm

1 stop6h 46m

Key West

Wed 7/29

6:00 pm-11:44 am

2 stops17h 44m

$527

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Thu 7/23

12:59 pm-7:45 pm

1 stop6h 46m

Key West

Wed 7/29

7:00 am-12:14 pm

1 stop5h 14m

$602

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Mon 5/4

7:49 am-4:30 pm

2 stops8h 41m

Key West

Mon 5/11

11:24 am-11:00 pm

2 stops11h 36m

$638

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Tue 4/14

12:48 pm-7:40 pm

1 stop6h 52m

Key West

Sat 4/18

2:40 pm-10:03 pm

1 stop7h 23m

$668

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Mon 4/6

7:47 am-3:57 pm

1 stop8h 10m

Key West

Thu 4/9

3:58 pm-10:52 pm

1 stop6h 54m

$687

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Sat 7/11

12:59 pm-7:45 pm

1 stop6h 46m

Key West

Wed 7/15

2:35 pm-9:41 pm

1 stop7h 06m

$753
Cheapest one-way

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Wed 4/8

1:27 pm-11:30 am

2 stops22h 03m

$174

White PlainsKey West

HPN - EYW

HPNEYW

White Plains Westchester County

Thu 4/30

7:55 pm-12:26 pm

2 stops16h 31m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/15

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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, May is the cheapest month in which you can book a flight from White Plains to Key West (average of $131). Flying from White Plains to Key West in August is currently the most expensive (average of $312). 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 March 18, 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.
American Airlines
7.1
Good
11,468 reviews

Entertainment

6.9

Boarding

7.5

Crew

7.9

Food

6.4

Comfort

7.2

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.1
Good
11,468 reviews
American Airlines
7.1
Good
11,468 reviews

Entertainment

6.9

Boarding

7.5

Crew

7.9

Food

6.4

Comfort

7.2

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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.

  • How long is the flight from White Plains to Key West?

    Airlines like Delta and American Airlines fly from White Plains to Key West in about 4h 54m. The time it takes to get you to your destination can typically vary by up to 1h 58m. The distance from White Plains to Key West is about 1231 mi. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from White Plains to Key West round-trip?

    Currently priced at $218, American Airlines will fly you from White Plains to Key West and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. This flight start at 60% lower than the current average price 3 months from now.

  • Can I find deals for flights from White Plains to Key West that include hotel bookings?

    Yes. In addition to deals on White Plains to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from White Plains to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from White Plains to Key West.

  • Can I find deals for business class flights from White Plains to Key West?

    Yes. Cheapflights offers flight deals from White Plains to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from White Plains to Key West?

    Currently, May is the cheapest month in which you can book a flight from White Plains to Key West (average of $131). Flying from White Plains to Key West in August is currently the most expensive (average of $312). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for White Plains to Key West

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Miami flights
Newark to Fort Lauderdale flights
Newark to Miami flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to Fort Lauderdale flights
LaGuardia to Miami flights
John F Kennedy Intl to Orlando flights
Newark to West Palm Beach flights
Newark to Orlando flights
LaGuardia to Orlando flights
John F Kennedy Intl to West Palm Beach flights
John F Kennedy Intl to Tampa flights
Newark to Tampa flights
LaGuardia to Tampa flights
LaGuardia to West Palm Beach flights
Newark to Fort Myers flights
White Plains to Orlando flights
John F Kennedy Intl to Fort Myers flights
LaGuardia to Fort Myers flights
Newark to Jacksonville flights
Newark to Sarasota flights
Islip to Orlando flights
John F Kennedy Intl to Sarasota flights
John F Kennedy Intl to Daytona Beach flights
LaGuardia to Sarasota flights
Buffalo to Orlando flights
White Plains to Fort Lauderdale flights
John F Kennedy Intl to Jacksonville flights
Syracuse to Orlando flights
Stewart to Fort Lauderdale flights
Islip to Fort Lauderdale flights
Newark to Key West flights
White Plains to Tampa flights
Rochester to Orlando flights
LaGuardia to Jacksonville flights
White Plains to Miami flights
Albany to Orlando flights
White Plains to West Palm Beach flights
Stewart to Orlando flights
John F Kennedy Intl to Key West flights
Buffalo to Fort Lauderdale flights
Stewart to Tampa flights
Islip to West Palm Beach flights
Newark to Daytona Beach flights
LaGuardia to Pensacola flights
White Plains to Fort Myers flights
Buffalo to Tampa flights
Stewart to St Petersburg flights
Albany to Fort Lauderdale flights

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 March 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$218Average$576FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.