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Cheap flights from Valparaiso, Florida to Caribbean Islands from $171

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 Caribbean Islands departing on 10/22. 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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Find the cheapest flights from Valparaiso, Florida to Caribbean Islands

Cheap round-trip flights

American Airlines Logo
7:25 pm - 4:55 amVPS-SJU
7h 30m1 stop
American Airlines Logo
9:25 am - 11:58 pmSJU-VPS
16h 33m1 stop
$364American Airlines
Find Deal
Thu, Feb 19 - Tue, Feb 24
American Airlines Logo
7:00 am - 10:35 pmVPS-SJU
13h 35m1 stop
American Airlines Logo
6:50 pm - 11:58 pmSJU-VPS
7h 08m1 stop
$384American Airlines
Find Deal
Fri, Feb 20 - Tue, Feb 24
American Airlines Logo
1:05 pm - 10:05 pmVPS-SJU
7h 00m1 stop
American Airlines Logo
3:10 pm - 8:43 pmSJU-VPS
7h 33m1 stop
$389American Airlines
Find Deal
Sat, Dec 6 - Wed, Dec 10
Multiple Airlines Logo
2:02 pm - 12:59 amVPS-SJU
9h 57m1 stop
Multiple Airlines Logo
2:49 am - 6:31 pmSJU-VPS
40h 42m2 stops
$418Multiple Airlines
Find Deal
Thu, Oct 23 - Sat, Oct 25
Multiple Airlines Logo
2:02 pm - 12:59 amVPS-SJU
9h 57m1 stop
Multiple Airlines Logo
5:30 am - 7:42 pmSJU-VPS
15h 12m2 stops
$419Multiple Airlines
Find Deal
Thu, Oct 23 - Sun, Oct 26
Southwest Logo
1:25 pm - 11:15 pmVPS-SJU
7h 50m1 stop
Southwest Logo
5:40 am - 1:45 pmSJU-VPS
10h 05m2 stops
$424Southwest
Find Deal
Sat, Nov 15 - Mon, Nov 24
Southwest Logo
7:00 am - 11:00 pmVPS-SJU
14h 00m2 stops
Southwest Logo
5:35 am - 1:20 pmSJU-VPS
9h 45m2 stops
$447Southwest
Find Deal
Sat, Dec 13 - Sun, Dec 21
Delta Logo
6:00 am - 1:15 pmVPS-SDQ
6h 15m1 stop
Delta Logo
2:40 pm - 8:43 pmSDQ-VPS
7h 03m1 stop
$516Delta
Find Deal
Tue, Mar 10 - Wed, Mar 11
Delta Logo
6:00 am - 1:15 pmVPS-SDQ
6h 15m1 stop
Delta Logo
7:00 pm - 3:11 pmSDQ-VPS
21h 11m2 stops
$520Delta
Find Deal
Tue, Mar 10 - Wed, Mar 11
Sun Country Air Logo
11:23 am - 2:07 pmVPS-SJU
24h 44m1 stop
Sun Country Air Logo
3:14 pm - 10:29 amSJU-VPS
21h 15m1 stop
$602Sun Country Air
Find Deal
Fri, Dec 12 - Sun, Dec 21

Delta flights from Valparaiso, Florida to Caribbean Islands

Our best Delta deals on Valparaiso, Florida to Caribbean Islands flight tickets
Delta
Mar 10
VPS6:00 amValparaiso Destin-Ft Walton Beach
6h 15m
1 stop
SDQ1:15 pmSanto Domingo Las Americas
Mar 11
SDQ2:40 pmSanto Domingo Las Americas
7h 03m
1 stop
VPS8:43 pmValparaiso Destin-Ft Walton Beach
$516
Find similar
Delta
Mar 10
VPS6:00 amValparaiso Destin-Ft Walton Beach
6h 15m
1 stop
SDQ1:15 pmSanto Domingo Las Americas
Mar 11
SDQ7:00 pmSanto Domingo Las Americas
21h 11m
2 stops
VPS3:11 pmValparaiso Destin-Ft Walton Beach
$520
Find similar
Delta
Mar 10
VPS6:00 amValparaiso Destin-Ft Walton Beach
6h 55m
1 stop
STT1:55 pmSaint Thomas Island Cyril E King
Mar 11
STT3:00 pmSaint Thomas Island Cyril E King
6h 43m
1 stop
VPS8:43 pmValparaiso Destin-Ft Walton Beach
$538
Find similar

American Airlines flights from Valparaiso, Florida to Caribbean Islands

Our best American Airlines deals on Valparaiso, Florida to Caribbean Islands flight tickets
American Airlines
Feb 19
VPS7:25 pmValparaiso Destin-Ft Walton Beach
7h 30m
1 stop
SJU4:55 amSan Juan Luis Munoz Marin Intl
Feb 24
SJU9:25 amSan Juan Luis Munoz Marin Intl
16h 33m
1 stop
VPS11:58 pmValparaiso Destin-Ft Walton Beach
$364
Find similar
American Airlines
Feb 20
VPS7:00 amValparaiso Destin-Ft Walton Beach
13h 35m
1 stop
SJU10:35 pmSan Juan Luis Munoz Marin Intl
Feb 24
SJU6:50 pmSan Juan Luis Munoz Marin Intl
7h 08m
1 stop
VPS11:58 pmValparaiso Destin-Ft Walton Beach
$384
Find similar
American Airlines
Dec 6
VPS1:05 pmValparaiso Destin-Ft Walton Beach
7h 00m
1 stop
SJU10:05 pmSan Juan Luis Munoz Marin Intl
Dec 10
SJU3:10 pmSan Juan Luis Munoz Marin Intl
7h 33m
1 stop
VPS8:43 pmValparaiso Destin-Ft Walton Beach
$389
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Valparaiso, Florida to Caribbean Islands 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 25, 2025.
Use the filters below to find and compare flights from Valparaiso, Florida to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 2/19

7:25 pm-4:55 am

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Tue 2/24

9:25 am-11:58 pm

1 stop16h 33m

$364

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Fri 2/20

7:00 am-10:35 pm

1 stop13h 35m

San Juan Luis Munoz Marin Intl

Tue 2/24

6:50 pm-11:58 pm

1 stop7h 08m

$384

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Sat 12/6

1:05 pm-10:05 pm

1 stop7h 00m

San Juan Luis Munoz Marin Intl

Wed 12/10

3:10 pm-8:43 pm

1 stop7h 33m

$389

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 10/23

2:02 pm-12:59 am

1 stop9h 57m

San Juan Luis Munoz Marin Intl

Sat 10/25

2:49 am-6:31 pm

2 stops40h 42m

$418

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 10/23

2:02 pm-12:59 am

1 stop9h 57m

San Juan Luis Munoz Marin Intl

Sun 10/26

5:30 am-7:42 pm

2 stops15h 12m

$419

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Sat 11/15

1:25 pm-11:15 pm

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Mon 11/24

5:40 am-1:45 pm

2 stops10h 05m

$424

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Sat 12/13

7:00 am-11:00 pm

2 stops14h 00m

San Juan Luis Munoz Marin Intl

Sun 12/21

5:35 am-1:20 pm

2 stops9h 45m

$447

ValparaisoSanto Domingo

VPS - SDQ

VPSSDQ

Valparaiso Destin-Ft Walton Beach

Tue 3/10

6:00 am-1:15 pm

1 stop6h 15m

Santo Domingo Las Americas

Wed 3/11

2:40 pm-8:43 pm

1 stop7h 03m

$516

ValparaisoSanto Domingo

VPS - SDQ

VPSSDQ

Valparaiso Destin-Ft Walton Beach

Tue 3/10

6:00 am-1:15 pm

1 stop6h 15m

Santo Domingo Las Americas

Wed 3/11

7:00 pm-3:11 pm

2 stops21h 11m

$520

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Fri 12/12

11:23 am-2:07 pm

1 stop24h 44m

San Juan Luis Munoz Marin Intl

Sun 12/21

3:14 pm-10:29 am

1 stop21h 15m

$602

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Valparaiso, Florida to Caribbean Islands

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 month to fly to Caribbean Islands?

The month of January is, on average, the cheapest month to fly to Caribbean Islands from Valparaiso, Florida, with most prices found around $352. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Valparaiso, Florida averaging around $380.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Valparaiso, Florida to Caribbean Islands is on a Wednesday. Travelers who choose to depart for Caribbean Islands on a Wednesday will often find tickets for as low as $361. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $472. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the afternoon. momondo users have found flights departing from Valparaiso, Florida to Caribbean Islands in the afternoon for as low as $337. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $503. Of course, these prices can vary depending on the time of year and what airport you fly to.

Can stopping save me money on Valparaiso, Florida to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Valparaiso, Florida to Caribbean Islands.

Cheap Valparaiso, Florida to Caribbean Islands flight deals and tips

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

Direct flights

None
There are no direct flights from Valparaiso, Florida to Caribbean Islands. There are no popular flight routes from Valparaiso, Florida to Caribbean Islands.
Search flight deals

  • When did momondo last update prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Caribbean Islands?

    Prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Caribbean Islands are updated daily.

  • How many operators does momondo search for flights from Valparaiso Destin-Ft Walton Beach Airport to Caribbean Islands?

  • How old do you have to be to fly from Valparaiso Destin-Ft Walton Beach Airport to Caribbean Islands?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Valparaiso Destin-Ft Walton Beach Airport to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The required travel and health documents for your Caribbean Islands 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 Caribbean Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Valparaiso, Florida to Caribbean Islands?

Best airlines flying from Valparaiso, Florida to Caribbean Islands

Compare and see reviews for airlines that fly from Valparaiso, Florida to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $322Free CancellationRating
7.9
7,973 reviews
Search Delta flights
American AirlinesPriceFrom $334Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Valparaiso to Caribbean Islands?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean Islands from Valparaiso.

Can I find flights from Valparaiso to Caribbean Islands with flexible booking policies on momondo?

All flight searches from Valparaiso to Caribbean Islands on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Valparaiso to Caribbean Islands?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean Islands from Valparaiso.

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

If you are simply researching potential flights to Caribbean Islands, momondo offers a useful price alert feature which will track prices for flights to Caribbean Islands from Valparaiso and alert you when they change.

An easier way to manage your Caribbean Islands trip

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