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Cheap flights from Valparaiso, Florida to Caribbean from $231

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 departing on 12/4. 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

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
7:00 am - 11:10 pmVPS-SJU
14h 10m2 stops
Southwest Logo
6:10 am - 6:55 pmSJU-VPS
14h 45m2 stops
$344Southwest
Find Deal
Tue, Feb 10 - Tue, Feb 24
American Airlines Logo
7:40 am - 11:27 pmVPS-SJU
13h 47m2 stops
American Airlines Logo
7:00 am - 3:55 pmSJU-VPS
10h 55m2 stops
$364American Airlines
Find Deal
Thu, Feb 19 - Tue, Feb 24
American Airlines Logo
7:40 am - 11:27 pmVPS-SJU
13h 47m2 stops
American Airlines Logo
2:31 pm - 11:55 pmSJU-VPS
11h 24m1 stop
$384American Airlines
Find Deal
Thu, Feb 19 - Tue, Feb 24
American Airlines Logo
6:00 am - 11:27 pmVPS-SJU
15h 27m1 stop
American Airlines Logo
7:00 am - 6:51 pmSJU-VPS
13h 51m2 stops
$414American Airlines
Find Deal
Fri, Feb 20 - Tue, Feb 24
Southwest Logo
11:20 am - 12:35 amVPS-SJU
11h 15m2 stops
Southwest Logo
6:15 am - 5:55 pmSJU-VPS
13h 40m2 stops
$419Southwest
Find Deal
Thu, Nov 20 - Sat, Dec 6
Southwest Logo
2:00 pm - 1:35 amVPS-SJU
9h 35m2 stops
Southwest Logo
6:30 am - 5:15 pmSJU-VPS
12h 45m2 stops
$424Southwest
Find Deal
Thu, Feb 26 - Fri, Mar 6
Multiple Airlines Logo
6:35 am - 9:50 pmVPS-SJU
37h 15m3 stops
Multiple Airlines Logo
6:00 am - 7:56 pmSJU-VPS
39h 56m3 stops
$427Multiple Airlines
Find Deal
Thu, Nov 20 - Sat, Dec 6
Delta Logo
6:00 am - 7:14 pmVPS-SDQ
11h 14m2 stops
Delta Logo
7:31 am - 11:05 pmSDQ-VPS
17h 34m2 stops
$471Delta
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Tue, Feb 3 - Tue, Feb 10
Delta Logo
6:00 am - 1:15 pmVPS-SDQ
6h 15m1 stop
Delta Logo
1:55 pm - 8:38 amSDQ-VPS
19h 43m2 stops
$521Delta
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Tue, Mar 10 - Wed, Mar 11
WestJet Logo
12:00 pm - 6:25 amVPS-PUJ
16h 25m2 stops
WestJet Logo
4:30 pm - 11:14 amPUJ-VPS
20h 44m2 stops
$4,184WestJet
Find Deal
Sun, Dec 21 - Thu, Jan 1

American Airlines flights from Valparaiso, Florida to Caribbean

Our best American Airlines deals on Valparaiso, Florida to Caribbean flight tickets
American Airlines
Feb 19
VPS7:40 amValparaiso Destin-Ft Walton Beach
13h 47m
2 stops
SJU11:27 pmSan Juan Luis Munoz Marin Intl
Feb 24
SJU7:00 amSan Juan Luis Munoz Marin Intl
10h 55m
2 stops
VPS3:55 pmValparaiso Destin-Ft Walton Beach
$364
Find similar
American Airlines
Feb 19
VPS7:40 amValparaiso Destin-Ft Walton Beach
13h 47m
2 stops
SJU11:27 pmSan Juan Luis Munoz Marin Intl
Feb 24
SJU2:31 pmSan Juan Luis Munoz Marin Intl
11h 24m
1 stop
VPS11:55 pmValparaiso Destin-Ft Walton Beach
$384
Find similar
American Airlines
Feb 20
VPS6:00 amValparaiso Destin-Ft Walton Beach
15h 27m
1 stop
SJU11:27 pmSan Juan Luis Munoz Marin Intl
Feb 24
SJU7:00 amSan Juan Luis Munoz Marin Intl
13h 51m
2 stops
VPS6:51 pmValparaiso Destin-Ft Walton Beach
$414
Find similar

Southwest flights from Valparaiso, Florida to Caribbean

Our best Southwest deals on Valparaiso, Florida to Caribbean flight tickets
Southwest
Feb 10
VPS7:00 amValparaiso Destin-Ft Walton Beach
14h 10m
2 stops
SJU11:10 pmSan Juan Luis Munoz Marin Intl
Feb 24
SJU6:10 amSan Juan Luis Munoz Marin Intl
14h 45m
2 stops
VPS6:55 pmValparaiso Destin-Ft Walton Beach
$344
Find similar
Southwest
Nov 20
VPS11:20 amValparaiso Destin-Ft Walton Beach
11h 15m
2 stops
SJU12:35 amSan Juan Luis Munoz Marin Intl
Dec 6
SJU6:15 amSan Juan Luis Munoz Marin Intl
13h 40m
2 stops
VPS5:55 pmValparaiso Destin-Ft Walton Beach
$419
Find similar
Southwest
Feb 26
VPS2:00 pmValparaiso Destin-Ft Walton Beach
9h 35m
2 stops
SJU1:35 amSan Juan Luis Munoz Marin Intl
Mar 6
SJU6:30 amSan Juan Luis Munoz Marin Intl
12h 45m
2 stops
VPS5:15 pmValparaiso Destin-Ft Walton Beach
$424
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Valparaiso, Florida to Caribbean 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 November 5, 2025.
Use the filters below to find and compare flights from Valparaiso, Florida to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 2/10

7:00 am-11:10 pm

2 stops14h 10m

San Juan Luis Munoz Marin Intl

Tue 2/24

6:10 am-6:55 pm

2 stops14h 45m

$344

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 2/19

7:40 am-11:27 pm

2 stops13h 47m

San Juan Luis Munoz Marin Intl

Tue 2/24

7:00 am-3:55 pm

2 stops10h 55m

$364

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 2/19

7:40 am-11:27 pm

2 stops13h 47m

San Juan Luis Munoz Marin Intl

Tue 2/24

2:31 pm-11:55 pm

1 stop11h 24m

$384

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Fri 2/20

6:00 am-11:27 pm

1 stop15h 27m

San Juan Luis Munoz Marin Intl

Tue 2/24

7:00 am-6:51 pm

2 stops13h 51m

$414

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 11/20

11:20 am-12:35 am

2 stops11h 15m

San Juan Luis Munoz Marin Intl

Sat 12/6

6:15 am-5:55 pm

2 stops13h 40m

$419

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 2/26

2:00 pm-1:35 am

2 stops9h 35m

San Juan Luis Munoz Marin Intl

Fri 3/6

6:30 am-5:15 pm

2 stops12h 45m

$424

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 11/20

6:35 am-9:50 pm

3 stops37h 15m

San Juan Luis Munoz Marin Intl

Sat 12/6

6:00 am-7:56 pm

3 stops39h 56m

$427

ValparaisoSanto Domingo

VPS - SDQ

VPSSDQ

Valparaiso Destin-Ft Walton Beach

Tue 2/3

6:00 am-7:14 pm

2 stops11h 14m

Santo Domingo Las Americas

Tue 2/10

7:31 am-11:05 pm

2 stops17h 34m

$471

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

1:55 pm-8:38 am

2 stops19h 43m

$521

ValparaisoPunta Cana

VPS - PUJ

VPSPUJ

Valparaiso Destin-Ft Walton Beach

Sun 12/21

12:00 pm-6:25 am

2 stops16h 25m

Punta Cana

Thu 1/1

4:30 pm-11:14 am

2 stops20h 44m

$4,184

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Valparaiso, Florida to Caribbean

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?

In general, January is the cheapest month to fly from Valparaiso, Florida to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $347. If you don’t want to visit Caribbean in January, then you should wait until September to fly from Valparaiso, Florida, when ticket prices are also cheap, with an average price of $384.

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

The cheapest day to depart from Valparaiso, Florida to Caribbean is on a Wednesday when prices can be found 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.

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

In the afternoon is the cheapest time of day to fly from Valparaiso, Florida to Caribbean when you can find flight prices for as low as $337. Flying to Caribbean in the afternoon is an ideal time because this is during off-peak travel hours. Flights at noon are often more expensive with an average ticket price of $503.

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

You could potentially save up to 21% on your flight if you consider stops on a Valparaiso, Florida to Caribbean flight.

Cheap Valparaiso, Florida to Caribbean flight deals and tips

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

Direct flights

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

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

    Prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Caribbean refresh daily.

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

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

    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.

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

    The necessary travel and health documents for your Caribbean trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Valparaiso, Florida to Caribbean

Compare and see reviews for airlines that fly from Valparaiso, Florida to Caribbean with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $322Free CancellationRating
7.9
8,004 reviews
Search Delta flights
SouthwestPriceFrom $334Free CancellationRating
8.0
4,240 reviews
Search Southwest flights
American AirlinesPriceFrom $334Free CancellationRating
7.2
11,042 reviews
Search American Airlines flights

Why use momondo?

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

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 from Valparaiso.

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

momondo does allow users to show only those flights to Caribbean from Valparaiso which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential Valparaiso to Caribbean flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

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

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