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Valparaiso

$168+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — VPS
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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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 May 1, 2025.

Round-trip from

$391
(American Airlines)

One-way from

$168
(Southwest)

Popular in

December

Cheapest in

March

Average price

$556
From Caribbean to Valparaiso Destin-Ft Walton Beach
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One-way flight from Caribbean to Valparaiso Destin-Ft Walton Beach
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Highest demand for flights based on searches. 7% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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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 May 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/30. 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 6/56:05 amSJU - VPS
2 stops16h 37mAmerican Airlines
Mon 6/93:59 pmVPS - SJU
1 stop7h 09mAmerican Airlines
Deal found 4/30$391
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/510:38 amSJU - VPS
3 stops35h 29mMultiple Airlines
Mon 6/96:15 amVPS - SJU
2 stops17h 39mMultiple Airlines
Deal found 4/30$469
This Delta deal was found by Cheapflights users on 4/30. 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 7/251:06 pmSJU - VPS
1 stop6h 40mDelta
Sun 8/36:00 amVPS - SJU
1 stop9h 36mDelta
Deal found 4/30$474
This Delta deal was found by Cheapflights users on 4/30. 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 9/126:10 amSDQ - VPS
2 stops13h 01mDelta
Tue 9/166:00 amVPS - SDQ
1 stop6h 47mDelta
Deal found 4/30$506
This American Airlines deal was found by Cheapflights users on 5/1. 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 7/107:04 amSTI - VPS
2 stops15h 48mAmerican Airlines
Wed 7/163:42 pmVPS - STI
2 stops19h 47mAmerican Airlines
Deal found 5/1$525
This American Airlines deal was found by Cheapflights users on 4/30. 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 7/107:00 amSDQ - VPS
2 stops15h 52mAmerican Airlines
Wed 7/167:00 amVPS - SDQ
2 stops10h 20mAmerican Airlines
Deal found 4/30$528
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/214:05 pmSDQ - VPS
2 stops32h 23mMultiple Airlines
Fri 6/136:15 amVPS - SDQ
3 stops35h 48mMultiple Airlines
Deal found 4/29$558
This Southwest deal was found by Cheapflights users on 4/30. 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 7/185:30 amSJU - VPS
1 stop7h 25mSouthwest
Sat 7/267:00 amVPS - SJU
2 stops10h 55mSouthwest
Deal found 4/30$565
This American Airlines deal was found by Cheapflights users on 4/30. 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 7/104:19 pmPOP - VPS
2 stops23h 53mAmerican Airlines
Wed 7/164:02 pmVPS - POP
2 stops22h 10mAmerican Airlines
Deal found 4/30$565

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 May 1, 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

Thu 6/5

6:05 am-9:42 pm

2 stops16h 37m

Valparaiso Destin-Ft Walton Beach

Mon 6/9

3:59 pm-12:08 am

1 stop7h 09m

$391

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Thu 6/5

10:38 am-9:07 pm

3 stops35h 29m

Valparaiso Destin-Ft Walton Beach

Mon 6/9

6:15 am-12:54 am

2 stops17h 39m

$469

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Fri 7/25

1:06 pm-6:46 pm

1 stop6h 40m

Valparaiso Destin-Ft Walton Beach

Sun 8/3

6:00 am-4:36 pm

1 stop9h 36m

$474

Santo DomingoValparaiso

SDQ - VPS

SDQVPS

Santo Domingo Las Americas

Fri 9/12

6:10 am-6:11 pm

2 stops13h 01m

Valparaiso Destin-Ft Walton Beach

Tue 9/16

6:00 am-1:47 pm

1 stop6h 47m

$506

Santiago de los CaballerosValparaiso

STI - VPS

STIVPS

Santiago de los Caballeros

Thu 7/10

7:04 am-9:52 pm

2 stops15h 48m

Valparaiso Destin-Ft Walton Beach

Wed 7/16

3:42 pm-12:29 pm

2 stops19h 47m

$525

Santo DomingoValparaiso

SDQ - VPS

SDQVPS

Santo Domingo Las Americas

Thu 7/10

7:00 am-9:52 pm

2 stops15h 52m

Valparaiso Destin-Ft Walton Beach

Wed 7/16

7:00 am-6:20 pm

2 stops10h 20m

$528

Santo DomingoValparaiso

SDQ - VPS

SDQVPS

Santo Domingo Las Americas

Wed 5/21

4:05 pm-11:28 pm

2 stops32h 23m

Valparaiso Destin-Ft Walton Beach

Fri 6/13

6:15 am-7:03 pm

3 stops35h 48m

$558

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Fri 7/18

5:30 am-11:55 am

1 stop7h 25m

Valparaiso Destin-Ft Walton Beach

Sat 7/26

7:00 am-6:55 pm

2 stops10h 55m

$565

Puerto PlataValparaiso

POP - VPS

POPVPS

Puerto Plata La Union

Thu 7/10

4:19 pm-3:12 pm

2 stops23h 53m

Valparaiso Destin-Ft Walton Beach

Wed 7/16

4:02 pm-3:12 pm

2 stops22h 10m

$565

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Thu 5/29

6:05 am-1:35 pm

1 stop8h 30m

$168

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 15 results
1
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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, January is the cheapest month in which you can book a flight from Caribbean to Valparaiso, Florida (average of $299). Flying from Caribbean to Valparaiso, Florida in March is currently the most expensive (average of $386). 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 May 1, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Caribbean to Valparaiso, Florida as you normally would.

Rainfall in Valparaiso by month

Plan your trip to Valparaiso by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Valparaiso, Florida ranges from 3.1 - 7.5 inches per month. July is typically the wettest month, when rainfall can reach 7.5 in. October is typically the driest time to visit Valparaiso, Florida when rainfall is around 3.1 in.

Temperature in Valparaiso by month

Plan your trip to Valparaiso by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Valparaiso, Florida, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

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 May 1, 2025.
Southwest
8.0
Very good
4,293 reviews

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,293 reviews
Southwest
8.0
Very good
4,293 reviews

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,293 reviews

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Avelo Airlines
7.5
Good
Southwest
8.0
Very good
4,293 reviews

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,293 reviews

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Sun Country Air
6.9
Okay
346 reviews
Southwest
8.0
Very good
4,293 reviews

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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.

  • What are the cheapest airlines to fly from Caribbean to Valparaiso, Florida one-way?

    The cheapest airlines for a one-way flight from Caribbean to Valparaiso, Florida are Southwest ($168), Avelo Airlines ($197), and American Airlines ($223).

  • 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 Santiago de los Caballeros - 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, January is the cheapest month in which you can book a flight from Caribbean to Valparaiso, Florida (average of $299). Flying from Caribbean to Valparaiso, Florida in March is currently the most expensive (average of $386). 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 Caribbean?

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

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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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$260Average$476FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$424Average$571FlexibilityNo cancel feeOn-time71%

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