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Valparaiso

$173+ Cheap flights from Caribbean to Valparaiso, FL (VPS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — VPS
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Delta deal was found by Cheapflights users on 12/16. 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.
Tue 12/236:30 amSJU - VPS
1 stop6h 44mDelta
Wed 12/312:43 pmVPS - SJU
1 stop6h 37mDelta
Deal found 12/16$544
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Tue 12/235:24 amSJU - VPS
2 stops12h 29mAmerican Airlines
Wed 12/314:40 pmVPS - SJU
2 stops14h 55mAmerican Airlines
Deal found 12/16$545
This Southwest deal was found by Cheapflights users on 12/16. 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.
Mon 12/296:05 amSJU - VPS
2 stops13h 20mSouthwest
Mon 1/52:30 pmVPS - SJU
2 stops8h 05mSouthwest
Deal found 12/16$565
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/298:25 amSJU - VPS
1 stop15h 07mAmerican Airlines
Mon 1/56:00 amVPS - SJU
1 stop7h 48mAmerican Airlines
Deal found 12/16$644
This Delta deal was found by Cheapflights users on 12/17. 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.
Fri 12/193:32 pmSJU - VPS
1 stop9h 40mDelta
Mon 12/226:00 amVPS - SJU
1 stop9h 30mDelta
Deal found 12/17$664
This Southwest deal was found by Cheapflights users on 12/17. 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.
Fri 12/195:35 amSJU - VPS
2 stops9h 45mSouthwest
Mon 12/227:00 amVPS - SJU
2 stops11h 50mSouthwest
Deal found 12/17$674
This Southwest deal was found by Cheapflights users on 12/17. 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.
Fri 12/1911:35 amSJU - VPS
2 stops11h 35mSouthwest
Sun 12/217:00 amVPS - SJU
2 stops11h 50mSouthwest
Deal found 12/17$724
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/197:10 amSJU - VPS
1 stop31h 45mMultiple Airlines
Mon 12/2210:00 amVPS - SJU
2 stops23h 58mMultiple Airlines
Deal found 12/17$759
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/197:10 amSJU - VPS
1 stop31h 45mMultiple Airlines
Sun 12/217:58 pmVPS - SJU
2 stops38h 00mMultiple Airlines
Deal found 12/17$767

Find flight deals from Caribbean to Valparaiso

Keep the following information in mind while searching for Caribbean to Valparaiso flight deals. Data was last updated December 18, 2025.

Round-trip from

$371
(American Airlines)

One-way from

$258
(American Airlines)
From Caribbean to Valparaiso Destin-Ft Walton Beach
Search Deals
One-way flight 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 December 18, 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 3/16

7:40 am-10:24 pm

1 stop15h 44m

Valparaiso Destin-Ft Walton Beach

Fri 3/20

6:00 am-5:11 pm

1 stop10h 11m

$371

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Wed 1/14

6:00 am-4:30 pm

2 stops12h 30m

Valparaiso Destin-Ft Walton Beach

Thu 1/22

7:00 am-10:26 pm

1 stop13h 26m

$404

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Fri 1/16

6:00 am-3:15 pm

2 stops11h 15m

Valparaiso Destin-Ft Walton Beach

Fri 1/23

6:00 am-5:01 pm

1 stop9h 01m

$413

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Fri 1/9

7:12 pm-10:59 pm

1 stop5h 47m

Valparaiso Destin-Ft Walton Beach

Sun 1/11

6:00 am-6:22 pm

1 stop10h 22m

$454

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Fri 1/9

6:10 am-6:55 pm

2 stops14h 45m

Valparaiso Destin-Ft Walton Beach

Sun 1/11

7:10 am-12:05 am

2 stops14h 55m

$533

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Mon 12/29

6:05 am-5:25 pm

2 stops13h 20m

Valparaiso Destin-Ft Walton Beach

Mon 1/5

2:30 pm-12:35 am

2 stops8h 05m

$565

Santo DomingoValparaiso

SDQ - VPS

SDQVPS

Santo Domingo Las Americas

Fri 1/9

6:29 pm-10:59 pm

1 stop6h 30m

Valparaiso Destin-Ft Walton Beach

Mon 1/12

6:00 am-5:29 pm

1 stop9h 29m

$628

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Fri 1/30

6:10 am-6:55 pm

2 stops14h 45m

$173

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Fri 1/30

8:50 am-2:34 pm

3 stops55h 44m

$210

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Fri 1/30

3:55 pm-11:05 pm

1 stop9h 10m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 14 results
1
2

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 December 18, 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 December 18, 2025.
Get a feel of what it's like to fly with Southwest, 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.
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Food

7.0

Overall

7.9

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Food

7.0

Overall

7.9

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,005 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Food

7.0

Overall

7.9

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,054 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Food

7.0

Overall

7.9

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 can get you from Caribbean to Valparaiso, Florida in just under 15h 44m. Your travel time can differ by up to . Caribbean and Valparaiso, Florida are separated by a distance of 1532 mi.

  • 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, Santo Domingo Las Americas - Valparaiso Destin-Ft Walton Beach or Vieques - 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 3 airlines flying from Caribbean to Valparaiso

Discover the top 3 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$334Average$358FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$365Average$522FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$521Average$589FlexibilityNo cancel feeOn-time71%

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