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Cheap flights from Valparaiso, Florida to Simpson Bay from $259

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Valparaiso, Florida to Simpson Bay departing on 10/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Valparaiso, Florida to Simpson Bay

Cheap round-trip flights

American Airlines Logo
6:00 am - 4:15 pmVPS-SXM
8h 15m1 stop
American Airlines Logo
2:30 pm - 9:08 pmSXM-VPS
7h 38m1 stop
$538American Airlines
Find Deal
Mon, Mar 2 - Thu, Mar 12
American Airlines Logo
6:00 am - 4:15 pmVPS-SXM
8h 15m1 stop
American Airlines Logo
2:15 pm - 10:37 amSXM-VPS
21h 22m2 stops
$542American Airlines
Find Deal
Mon, Mar 2 - Thu, Mar 12
American Airlines Logo
6:00 am - 4:10 pmVPS-SXM
8h 10m1 stop
American Airlines Logo
3:20 pm - 11:58 pmSXM-VPS
10h 38m1 stop
$563American Airlines
Find Deal
Mon, Jan 12 - Mon, Feb 2
American Airlines Logo
4:54 pm - 3:20 pmVPS-SXM
20h 26m2 stops
American Airlines Logo
3:25 pm - 9:16 pmSXM-VPS
7h 51m1 stop
$567American Airlines
Find Deal
Mon, Jan 12 - Mon, Feb 2

American Airlines flights from Valparaiso, Florida to Simpson Bay

Our best American Airlines deals on Valparaiso, Florida to Simpson Bay flight tickets
American Airlines
Mar 2
VPS6:00 amValparaiso Destin-Ft Walton Beach
8h 15m
1 stop
SXM4:15 pmSimpson Bay Princess Juliana
Mar 12
SXM2:30 pmSimpson Bay Princess Juliana
7h 38m
1 stop
VPS9:08 pmValparaiso Destin-Ft Walton Beach
$538
Find similar
American Airlines
Mar 2
VPS6:00 amValparaiso Destin-Ft Walton Beach
8h 15m
1 stop
SXM4:15 pmSimpson Bay Princess Juliana
Mar 12
SXM2:15 pmSimpson Bay Princess Juliana
21h 22m
2 stops
VPS10:37 amValparaiso Destin-Ft Walton Beach
$542
Find similar
American Airlines
Jan 12
VPS6:00 amValparaiso Destin-Ft Walton Beach
8h 10m
1 stop
SXM4:10 pmSimpson Bay Princess Juliana
Feb 2
SXM3:20 pmSimpson Bay Princess Juliana
10h 38m
1 stop
VPS11:58 pmValparaiso Destin-Ft Walton Beach
$563
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Valparaiso, Florida 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, momondo users made 832,500 searches. Data last updated September 18, 2025.
Use the filters below to find and compare flights from Valparaiso, Florida to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Mon 3/2

6:00 am-4:15 pm

1 stop8h 15m

Simpson Bay Princess Juliana

Thu 3/12

2:30 pm-9:08 pm

1 stop7h 38m

$538

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Mon 3/2

6:00 am-4:15 pm

1 stop8h 15m

Simpson Bay Princess Juliana

Thu 3/12

2:15 pm-10:37 am

2 stops21h 22m

$542

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Mon 1/12

6:00 am-4:10 pm

1 stop8h 10m

Simpson Bay Princess Juliana

Mon 2/2

3:20 pm-11:58 pm

1 stop10h 38m

$563

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Mon 1/12

4:54 pm-3:20 pm

2 stops20h 26m

Simpson Bay Princess Juliana

Mon 2/2

3:25 pm-9:16 pm

1 stop7h 51m

$567

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Fri 10/3

3:46 pm-2:00 pm

2 stops21h 14m

$259

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Fri 10/3

6:00 am-1:50 pm

1 stop6h 50m

$529

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Fri 10/3

12:13 pm-1:40 pm

1 stop24h 27m

$548

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Fri 10/3

3:46 pm-1:14 pm

3 stops44h 28m

$1,378

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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How to get the cheapest flight ticket from Valparaiso, Florida to Simpson Bay

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest time of day to depart on your flight to Simpson Bay?

According to our data, the cheapest time of day to fly to Simpson Bay is in the morning. momondo users have found flights departing from Valparaiso, Florida to Simpson Bay in the morning for as low as $590. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Simpson Bay is in the afternoon when prices are around $850.

When to book flights from Valparaiso, Florida to Simpson Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Valparaiso, Florida to Simpson Bay according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Valparaiso, Florida to Simpson Bay (VPS to SXM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Valparaiso, Florida to Simpson Bay

Direct flights

None
There are no direct flights from Valparaiso, Florida to Simpson Bay. There are no popular flight routes from Valparaiso, Florida to Simpson Bay.
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  • How far is Valparaiso Destin-Ft Walton Beach to Simpson Bay Princess Juliana by plane?

    There are 1699.7 mi between Valparaiso Destin-Ft Walton Beach and Simpson Bay Princess Juliana. Flights usually cover this in 8h 10m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Simpson Bay Princess Juliana Airport?

    Prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Simpson Bay Princess Juliana Airport are updated daily.

  • How old do you have to be to fly from Valparaiso Destin-Ft Walton Beach Airport to Simpson Bay Princess Juliana Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Valparaiso Destin-Ft Walton Beach Airport to Simpson Bay Princess Juliana Airport.

  • What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

    The required travel and health documents for your Simpson Bay Princess Juliana Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Simpson Bay Princess Juliana Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Simpson Bay?

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

Why use momondo?

Why should I use momondo to find a flight deal from Valparaiso to Simpson Bay?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Valparaiso to Simpson Bay. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Valparaiso to Simpson Bay with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Simpson Bay from Valparaiso with this policy.

How can momondo help me find flights from Valparaiso to Simpson Bay?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Valparaiso to Simpson Bay.

I’m not ready to book a flight from Valparaiso to Simpson Bay right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Valparaiso to Simpson Bay now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Simpson Bay and let you know when they change.

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