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Cheap flights from Valparaiso, Florida to Simpson Bay from $547

This is the cheapest round-trip 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 2/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Valparaiso, Florida to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:00 am - 2:31 pm
VPS
-
SXM
6h 31m1 stop
American Airlines Logo
5:33 pm - 10:59 pm
SXM
-
VPS
7h 26m1 stop
$547American Airlines
Tue, Feb 3 - Tue, Feb 10
American Airlines Logo
4:06 pm - 2:31 pm
VPS
-
SXM
20h 25m2 stops
American Airlines Logo
5:33 pm - 12:00 pm
SXM
-
VPS
20h 27m2 stops
$551American Airlines
Tue, Feb 3 - Tue, Feb 10
American Airlines Logo
6:00 am - 4:27 pm
VPS
-
SXM
8h 27m1 stop
American Airlines Logo
5:28 pm - 11:53 pm
SXM
-
VPS
8h 25m1 stop
$638American Airlines
Fri, Feb 13 - Sat, Feb 14
American Airlines Logo
6:00 am - 4:27 pm
VPS
-
SXM
8h 27m1 stop
American Airlines Logo
5:06 pm - 10:47 am
SXM
-
VPS
19h 41m2 stops
$642American Airlines
Fri, Feb 13 - Sat, Feb 14
American Airlines Logo
4:36 pm - 1:00 pm
VPS
-
SXM
18h 24m2 stops
American Airlines Logo
5:06 pm - 10:07 am
SXM
-
VPS
19h 01m2 stops
$2,376American Airlines
Fri, Feb 13 - Sat, Feb 14
WestJet Logo
5:12 pm - 3:17 pm
VPS
-
SXM
20h 05m2 stops
WestJet Logo
4:20 pm - 6:24 pm
SXM
-
VPS
28h 04m2 stops
$3,428WestJet
Mon, Feb 2 - Thu, Feb 5

American Airlines flights from Valparaiso, Florida to Simpson Bay

Our best American Airlines deals on Valparaiso, Florida to Simpson Bay flight tickets
American Airlines
Feb 3
VPS6:00 amValparaiso Destin-Ft Walton Beach
6h 31m
1 stop
SXM2:31 pmSimpson Bay Princess Juliana
Feb 10
SXM5:33 pmSimpson Bay Princess Juliana
7h 26m
1 stop
VPS10:59 pmValparaiso Destin-Ft Walton Beach
$547
Find similar
American Airlines
Feb 3
VPS4:06 pmValparaiso Destin-Ft Walton Beach
20h 25m
2 stops
SXM2:31 pmSimpson Bay Princess Juliana
Feb 10
SXM5:33 pmSimpson Bay Princess Juliana
20h 27m
2 stops
VPS12:00 pmValparaiso Destin-Ft Walton Beach
$551
Find similar
American Airlines
Feb 13
VPS6:00 amValparaiso Destin-Ft Walton Beach
8h 27m
1 stop
SXM4:27 pmSimpson Bay Princess Juliana
Feb 14
SXM5:28 pmSimpson Bay Princess Juliana
8h 25m
1 stop
VPS11:53 pmValparaiso Destin-Ft Walton Beach
$638
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 December 22, 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

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

Tue 2/3

4:06 pm-2:31 pm

2 stops20h 25m

Simpson Bay Princess Juliana

Tue 2/10

5:33 pm-12:00 pm

2 stops20h 27m

$551

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Fri 2/13

6:00 am-4:27 pm

1 stop8h 27m

Simpson Bay Princess Juliana

Sat 2/14

5:28 pm-11:53 pm

1 stop8h 25m

$638

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Fri 2/13

6:00 am-4:27 pm

1 stop8h 27m

Simpson Bay Princess Juliana

Sat 2/14

5:06 pm-10:47 am

2 stops19h 41m

$642

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Fri 2/13

4:36 pm-1:00 pm

2 stops18h 24m

Simpson Bay Princess Juliana

Sat 2/14

5:06 pm-10:07 am

2 stops19h 01m

$2,376

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Mon 2/2

5:12 pm-3:17 pm

2 stops20h 05m

Simpson Bay Princess Juliana

Thu 2/5

4:20 pm-6:24 pm

2 stops28h 04m

$3,428

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Simpson Bay from

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

Fastest flight time

6h 55m

Direct flights

None
The fastest flight from Valparaiso, Florida to Simpson Bay takes 6h 55m
There are no direct flights from Valparaiso, Florida to Simpson Bay. There are no popular flight routes from Valparaiso, Florida to Simpson Bay.
Search flight deals

  • 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 6h 55m, 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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American Airlines