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Valparaiso

$450+ Cheap flights from Caribbean to Valparaiso, FL (VPS)

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 11/22. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — VPS
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Find flight deals from Caribbean to Valparaiso

Cheapest flights from Caribbean to Valparaiso
Explore the most affordable flight options available from Caribbean to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Southwest deal was found by Cheapflights users on 11/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/225:35 amSJU - VPS
2 stops13h 20mSouthwest
Fri 11/287:10 amVPS - SJU
2 stops15h 25mSouthwest
Deal found 11/2$450
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Mon 11/246:00 amSJU - VPS
2 stops16h 21mAmerican Airlines
Sat 12/64:40 pmVPS - SJU
2 stops15h 29mAmerican Airlines
Deal found 11/2$484
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Thu 12/186:44 amSJU - VPS
1 stop18h 33mAmerican Airlines
Sun 12/216:00 amVPS - SJU
1 stop13h 11mAmerican Airlines
Deal found 11/2$534
This Delta deal was found by Cheapflights users on 11/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/131:57 pmSJU - VPS
1 stop11h 16mDelta
Mon 11/172:09 pmVPS - SJU
1 stop7h 04mDelta
Deal found 11/2$544
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Thu 11/136:00 amSJU - VPS
2 stops10h 55mAmerican Airlines
Mon 11/177:59 amVPS - SJU
2 stops13h 59mAmerican Airlines
Deal found 11/2$545
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Sat 11/228:00 amSJU - VPS
1 stop9h 48mAmerican Airlines
Fri 11/287:20 amVPS - SJU
1 stop11h 38mAmerican Airlines
Deal found 11/2$749

Cheap flight deals from Caribbean to Valparaiso

Keep the following information in mind while searching for Caribbean to Valparaiso flight deals. Data was last updated November 3, 2025.

Round-trip from

$450
(Southwest)
From Caribbean to Valparaiso Destin-Ft Walton Beach
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Valparaiso 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 November 3, 2025.
Use the filters below to find and compare flights from Caribbean to Valparaiso that are best for you.

Fly from

Caribbean

Fly to

Valparaiso

Route

Depart

Return

Price

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Mon 11/24

6:00 am-8:21 pm

2 stops16h 21m

Valparaiso Destin-Ft Walton Beach

Sat 12/6

4:40 pm-10:09 am

2 stops15h 29m

$484

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Thu 12/18

6:44 am-11:17 pm

1 stop18h 33m

Valparaiso Destin-Ft Walton Beach

Sun 12/21

6:00 am-9:11 pm

1 stop13h 11m

$534

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Thu 11/13

6:36 pm-11:13 pm

1 stop6h 37m

Valparaiso Destin-Ft Walton Beach

Mon 11/17

6:00 am-2:17 pm

1 stop6h 17m

$544

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Thu 11/13

6:00 am-12:14 pm

2 stops8h 14m

Valparaiso Destin-Ft Walton Beach

Mon 11/17

7:59 am-11:58 pm

2 stops13h 59m

$545

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Sat 3/7

7:00 pm-11:55 pm

1 stop6h 55m

Valparaiso Destin-Ft Walton Beach

Mon 3/9

3:40 pm-10:55 am

2 stops18h 15m

$549

Santiago de los CaballerosValparaiso

STI - VPS

STIVPS

Santiago de los Caballeros

Fri 4/3

6:00 am-8:38 am

2 stops27h 38m

Valparaiso Destin-Ft Walton Beach

Mon 4/6

6:00 am-11:27 pm

2 stops16h 27m

$556

Puerto PlataValparaiso

POP - VPS

POPVPS

Puerto Plata La Union

Thu 3/5

4:55 pm-11:08 pm

1 stop8h 13m

Valparaiso Destin-Ft Walton Beach

Mon 3/9

6:00 am-2:15 pm

1 stop7h 15m

$574

NassauValparaiso

NAS - VPS

NASVPS

Nassau Intl

Tue 4/14

11:10 am-3:20 pm

1 stop5h 10m

Valparaiso Destin-Ft Walton Beach

Wed 4/15

5:02 pm-9:20 am

1 stop15h 18m

$608

Puerto PlataValparaiso

POP - VPS

POPVPS

Puerto Plata La Union

Thu 3/5

4:38 pm-11:55 pm

1 stop9h 17m

Valparaiso Destin-Ft Walton Beach

Mon 3/9

6:00 am-2:15 pm

1 stop7h 15m

$704

Santo DomingoValparaiso

SDQ - VPS

SDQVPS

Santo Domingo Las Americas

Thu 4/2

5:20 pm-11:58 pm

1 stop7h 38m

Valparaiso Destin-Ft Walton Beach

Sun 4/5

6:00 am-7:45 pm

1 stop12h 45m

$723

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/31

Showing 1-10 of 14 results
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Best time to book a flight from Caribbean to Valparaiso

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

Cheapflights Insights

Everything you need to know about your flight from Caribbean to Valparaiso

What is the cheapest month to book a flight from Caribbean to Valparaiso, Florida?

Currently, October is the cheapest month in which you can book a flight from Caribbean to Valparaiso, Florida (average of $187). Flying from Caribbean to Valparaiso, Florida in March is currently the most expensive (average of $360). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CB to VPS?

Find hourly flight availability from Caribbean to Valparaiso. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

It’s optimal to fly from Caribbean to Valparaiso, Florida in the evening. By choosing this option you can save up to 72% on the cost of your flight, compared to a flight at noon.

Reviews of airlines servicing Valparaiso

Get insights into the airlines that provide service to Valparaiso. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Valparaiso. Reviews last updated November 3, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Caribbean to Valparaiso by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,001 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Lane,Nov 2025

MEM - ATL

The crew was very friendly, but they only came around and offered the better Delta Comfort snacks one time. I thought they would come around more frequently on a 5 hour flight. They did do two beverage services though, which was nice.
Delta
7.9
Good
8,001 reviews
Delta
7.9
Good
8,001 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Lane,Nov 2025

MEM - ATL

The crew was very friendly, but they only came around and offered the better Delta Comfort snacks one time. I thought they would come around more frequently on a 5 hour flight. They did do two beverage services though, which was nice.
American Airlines
7.2
Good
11,034 reviews
Delta
7.9
Good
8,001 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Lane,Nov 2025

MEM - ATL

The crew was very friendly, but they only came around and offered the better Delta Comfort snacks one time. I thought they would come around more frequently on a 5 hour flight. They did do two beverage services though, which was nice.

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Valparaiso. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Valparaiso from Caribbean?

    Valparaiso Destin-Ft Walton Beach (VPS) is the airport you will fly into if you book a flight from Caribbean to Valparaiso. It is only a 3.1 mi journey from Destin-Ft Walton Beach (VPS) to Valparaiso’s city center.

  • How long is the flight from Caribbean to Valparaiso, Florida?

    American Airlines and Delta can get you from Caribbean to Valparaiso, Florida in just under 16h 21m. Your travel time can differ by up to 11h 17m. Caribbean and Valparaiso, Florida are separated by a distance of 1532 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Caribbean to Valparaiso, Florida?

    Most travelers choose San Juan Luis Munoz Marin Intl - Valparaiso Destin-Ft Walton Beach, Vieques - Valparaiso Destin-Ft Walton Beach or St. John's V.C. Bird Intl - Valparaiso Destin-Ft Walton Beach when deciding on the best route from Caribbean to Valparaiso, Florida.

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

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

  • How can I find direct flights from Caribbean to Valparaiso?

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

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

    Yes. Cheapflights offers flight deals from Caribbean to Valparaiso by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Caribbean to Valparaiso, Florida?

    Currently, October is the cheapest month in which you can book a flight from Caribbean to Valparaiso, Florida (average of $187). Flying from Caribbean to Valparaiso, Florida in March is currently the most expensive (average of $360). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Valparaiso?

Book flights to Valparaiso if you plan to visit one of these locations
Crestview
Andalusia
Niceville

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Alternative routes for Caribbean to Valparaiso

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Caribbean to Valparaiso

Discover the top 2 airlines that operate flights from Caribbean to Valparaiso. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$334Average$358FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$521Average$589FlexibilityNo cancel feeOn-time71%

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