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Simpson Bay

$174+ Cheap flights from White Plains (HPN) to Simpson Bay (SXM)

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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SXM
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
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Cheap flight deals from White Plains to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from White Plains (HPN) to Simpson Bay (SXM). 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 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$340
(American Airlines)

One-way from

$174
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$513
Provider with most accurate pricing for White Plains Westchester County-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for White Plains Westchester County-Simpson Bay Princess Juliana flights.
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From White Plains Westchester County to Simpson Bay Princess Juliana
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One-way flight from White Plains Westchester County to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 7% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from White Plains to Simpson Bay

Cheapest flights from White Plains to Simpson Bay
Explore the most affordable flight options available from White Plains to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 31, 2025.

This American Airlines deal was found by Cheapflights users on 3/30. 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 4/193:00 pmHPN - SXM
2 stops22h 00mAmerican Airlines
Sat 5/34:25 pmSXM - HPN
2 stops17h 04mAmerican Airlines
Deal found 3/30$340
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/236:00 amHPN - SXM
1 stop8h 05mDelta
Sat 5/31:46 pmSXM - HPN
1 stop8h 32mDelta
Deal found 3/30$522
This Mytrip deal was found by Cheapflights users on 3/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/199:20 amHPN - SXM
3 stops29h 30mMultiple Airlines
Sat 5/33:05 pmSXM - HPN
2 stops29h 54mMultiple Airlines
Deal found 3/30$986
This WestJet deal was found by Cheapflights users on 3/30. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/2712:49 pmHPN - SXM
2 stops48h 26mWestJet
Sun 7/62:10 pmSXM - HPN
2 stops31h 34mWestJet
Deal found 3/30$3,116

Cheapflights Fare Finder

Customize your flight search to find flights from White Plains to Simpson Bay 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 31, 2025.
Use the filters below to find and compare flights from White Plains to Simpson Bay that are best for you.

Fly from

White Plains

Fly to

Simpson Bay

Route

Depart

Return

Price

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Sat 4/19

3:00 pm-1:00 pm

2 stops22h 00m

Simpson Bay Princess Juliana

Sat 5/3

4:25 pm-9:29 am

2 stops17h 04m

$340

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Wed 4/23

6:00 am-2:05 pm

1 stop8h 05m

Simpson Bay Princess Juliana

Sat 5/3

1:46 pm-10:18 pm

1 stop8h 32m

$522

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Sat 4/19

9:20 am-2:50 pm

3 stops29h 30m

Simpson Bay Princess Juliana

Sat 5/3

3:05 pm-8:59 pm

2 stops29h 54m

$986

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Fri 6/27

12:49 pm-1:15 pm

2 stops48h 26m

Simpson Bay Princess Juliana

Sun 7/6

2:10 pm-9:44 pm

2 stops31h 34m

$3,116

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Tue 7/1

6:59 pm-3:05 pm

2 stops20h 06m

$174

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Sat 8/9

6:29 am-1:48 pm

1 stop7h 19m

$293

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Compare providers for flights from White Plains to Simpson Bay

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 Simpson Bay in March.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice 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-Simpson Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on White Plains-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from White Plains-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on White Plains-Simpson Bay 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-Simpson Bay 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 Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay 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 Simpson Bay

What is the cheapest month to book a flight from White Plains to Simpson Bay?

Currently, September is the cheapest month in which you can book a flight from White Plains to Simpson Bay (average of $459). Flying from White Plains to Simpson Bay in July is currently the most expensive (average of $675). 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 Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. 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 Simpson Bay. Reviews last updated March 31, 2025.
Delta
8.0
Very good
7,899 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,899 reviews
Delta
8.0
Very good
7,899 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,899 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
WestJet
7.2
Good
2,789 reviews
Delta
8.0
Very good
7,899 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from White Plains to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from White Plains to Simpson Bay round-trip?

    According to our current data, American Airlines ($340), Delta ($522), and WestJet ($3,116) offers the cheapest pricing from White Plains to Simpson Bay.

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

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

  • How can I find direct flights from White Plains to Simpson Bay?

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

  • Can I find deals for business class flights from White Plains to Simpson Bay?

    Yes. Cheapflights offers flight deals from White Plains to Simpson Bay 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 Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from White Plains to Simpson Bay (average of $459). Flying from White Plains to Simpson Bay in July is currently the most expensive (average of $675). 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

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Top airline flying from White Plains to Simpson Bay

Discover the top airline that operate flights from White Plains to Simpson Bay. 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 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$413Average$625FlexibilityNo cancel feeOn-time71%
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