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Simpson Bay

$164+ Cheap flights from New Windsor (SWF) 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — SXM
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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Cheap flight deals from Stewart to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) 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 April 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Popular in

December

Cheapest in

September

Average price

$562
Provider with most accurate pricing for New Windsor Stewart-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for New Windsor Stewart-Simpson Bay Princess Juliana flights.
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Highest demand for flights based on searches. 9% potential increase in price ($53 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Stewart to Simpson Bay

One-way flights from Stewart to Simpson Bay
Search for one-way flight options from Stewart to Simpson Bay. Find affordable one-way fares based on user searches. Data last updated April 30, 2025.

This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1611:55 amSWF - SXM
1 stop26h 05mMultiple Airlines
Deal found 4/29$164

Cheapflights Fare Finder

Customize your flight search to find flights from Stewart 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 April 30, 2025.
Use the filters below to find and compare flights from New Windsor to Simpson Bay that are best for you.

Fly from

Stewart

Fly to

Simpson Bay

Route

Depart

Return

Price

New WindsorSimpson Bay

SWF - SXM

SWFSXM

New Windsor Stewart

Fri 5/16

11:55 am-2:00 pm

1 stop26h 05m

$164

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Compare providers for flights from Stewart 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 Stewart to Simpson Bay in April.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 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 New Windsor-Simpson Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on New Windsor-Simpson Bay flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from New Windsor-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor-Simpson Bay flights, Cheapflights users trust eDreams the most. eDreams 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 New Windsor-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 Stewart to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Stewart 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 New Windsor to Simpson Bay

What is the cheapest month to book a flight from New Windsor to Simpson Bay?

Currently, September is the cheapest month in which you can book a flight from New Windsor to Simpson Bay (average of $459). Flying from New Windsor 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.

Related info for your journey

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart 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 New Windsor to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from New Windsor to Simpson Bay (average of $459). Flying from New Windsor 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.

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