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Simpson Bay

$547+ Cheap flights from Valparaiso, FL (VPS) to Simpson Bay (SXM)

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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — SXM
Jan 20 — Jan 271
Tue 1/20
Tue 1/27
1 adult, Economy
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Cheap flight deals from Valparaiso to Simpson Bay

Best flights from Valparaiso to Simpson Bay
Discover carefully curated flight deals from Valparaiso to Simpson Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 21, 2025.

This American Airlines deal was found by Cheapflights users on 12/20. 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 2/36:00 amVPS - SXM
1 stop6h 31mAmerican Airlines
Tue 2/105:33 pmSXM - VPS
1 stop7h 26mAmerican Airlines
Deal found 12/20$547
This WestJet deal was found by Cheapflights users on 12/20. 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.
Mon 2/212:05 pmVPS - SXM
2 stops25h 12mWestJet
Thu 2/54:20 pmSXM - VPS
2 stops42h 16mWestJet
Deal found 12/20$3,428

Find flight deals from Valparaiso to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Valparaiso (VPS) 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 December 21, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$547
(American Airlines)
Provider with most accurate pricing for Valparaiso Destin-Ft Walton Beach-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Valparaiso Destin-Ft Walton Beach-Simpson Bay Princess Juliana flights.
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From Valparaiso Destin-Ft Walton Beach to Simpson Bay Princess Juliana
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Valparaiso 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 December 21, 2025.
Use the filters below to find and compare flights from Valparaiso to Simpson Bay that are best for you.

Fly from

Valparaiso

Fly to

Simpson Bay

Route

Depart

Return

Price

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Tue 2/3

6:00 am-2:31 pm

1 stop6h 31m

Simpson Bay Princess Juliana

Tue 2/10

5:33 pm-10:59 pm

1 stop7h 26m

$547

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Mon 2/2

12:05 pm-3:17 pm

2 stops25h 12m

Simpson Bay Princess Juliana

Thu 2/5

4:20 pm-8:36 am

2 stops42h 16m

$3,428

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

  • Most accurate provider: When it comes to deals on Valparaiso, Florida-Simpson Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Valparaiso, Florida-Simpson Bay flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Valparaiso, Florida-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Valparaiso, Florida-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 Valparaiso, Florida-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 Valparaiso to Simpson Bay

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

Related info for your journey

Find useful and relevant information for your journey from Valparaiso to Simpson Bay. 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 Valparaiso, Florida to Simpson Bay?

    A quick flight from Valparaiso, Florida to Simpson Bay can take about 6h 31m. American Airlines provides one of the quickest options available for as low as $547. There are 1702 mi between Valparaiso, Florida and Simpson Bay. This flight may include one or multiple stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Valparaiso 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.

See more FAQs

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

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