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Valparaiso

$208+ Cheap flights from Caribbean Islands 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 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — VPS
Nov 6 — Nov 131
Thu 11/6
Thu 11/13
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Valparaiso

Keep the following information in mind while searching for Caribbean Islands to Valparaiso flight deals. Data was last updated October 7, 2025.

Round-trip from

$336
(Kiwi.com)

One-way from

$208
(Southwest)
From Caribbean Islands to Valparaiso Destin-Ft Walton Beach
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One-way flight from Caribbean Islands to Valparaiso Destin-Ft Walton Beach
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Find flight deals from Caribbean Islands to Valparaiso

Cheapest flights from Caribbean Islands to Valparaiso
Explore the most affordable flight options available from Caribbean Islands to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 7, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/5. 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 10/244:51 pmSJU - VPS
1 stop21h 57mMultiple Airlines
Sun 10/262:02 pmVPS - SJU
1 stop9h 57mMultiple Airlines
Deal found 10/5$336
This American Airlines deal was found by Cheapflights users on 10/5. 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 10/5$392
This American Airlines deal was found by Cheapflights users on 10/6. 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
Wed 12/33:35 pmVPS - SJU
2 stops16h 34mAmerican Airlines
Deal found 10/6$416
This Kiwi.com deal was found by Cheapflights users on 10/4. 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.
Sun 10/195:30 amSJU - VPS
2 stops15h 12mMultiple Airlines
Thu 10/232:02 pmVPS - SJU
1 stop9h 57mMultiple Airlines
Deal found 10/4$439
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 10/179:00 amSJU - VPS
2 stops23h 18mMultiple Airlines
Sun 10/192:02 pmVPS - SJU
1 stop9h 57mMultiple Airlines
Deal found 10/5$448
This Southwest deal was found by Cheapflights users on 10/5. 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 10/255:45 amSJU - VPS
2 stops13h 55mSouthwest
Mon 10/2712:00 pmVPS - SJU
1 stop11h 45mSouthwest
Deal found 10/5$477
This American Airlines deal was found by Cheapflights users on 10/6. 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 10/212:35 pmSDQ - VPS
2 stops20h 45mAmerican Airlines
Tue 10/283:45 pmVPS - SDQ
2 stops16h 40mAmerican Airlines
Deal found 10/6$573
This Delta deal was found by Cheapflights users on 10/6. 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 10/212:56 pmSDQ - VPS
1 stop8h 02mDelta
Tue 10/287:00 amVPS - SDQ
1 stop5h 41mDelta
Deal found 10/6$659

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands 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 October 7, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Valparaiso that are best for you.

Fly from

Caribbean Islands

Fly to

Valparaiso

Route

Depart

Return

Price

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Fri 10/24

4:51 pm-1:48 pm

1 stop21h 57m

Valparaiso Destin-Ft Walton Beach

Sun 10/26

2:02 pm-12:59 am

1 stop9h 57m

$336

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Tue 2/24

10:26 am-9:00 pm

2 stops12h 34m

Valparaiso Destin-Ft Walton Beach

Wed 3/4

11:00 am-10:35 pm

1 stop9h 35m

$364

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

Wed 12/3

8:30 am-10:09 pm

1 stop11h 39m

$415

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-11:59 am

2 stops17h 19m

$423

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Sun 10/19

5:30 am-7:42 pm

2 stops15h 12m

Valparaiso Destin-Ft Walton Beach

Thu 10/23

2:02 pm-12:59 am

1 stop9h 57m

$439

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Fri 10/17

9:00 am-7:18 am

2 stops23h 18m

Valparaiso Destin-Ft Walton Beach

Sun 10/19

2:02 pm-12:59 am

1 stop9h 57m

$448

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Tue 2/24

6:10 am-6:55 pm

2 stops14h 45m

Valparaiso Destin-Ft Walton Beach

Wed 3/4

7:00 am-7:05 pm

2 stops10h 05m

$467

Santo DomingoValparaiso

SDQ - VPS

SDQVPS

Santo Domingo Las Americas

Tue 10/21

2:35 pm-10:20 am

2 stops20h 45m

Valparaiso Destin-Ft Walton Beach

Tue 10/28

3:45 pm-9:25 am

2 stops16h 40m

$573

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

7:45 am-2:15 pm

1 stop5h 30m

$574

Santiago de los CaballerosValparaiso

STI - VPS

STIVPS

Santiago de los Caballeros

Fri 4/3

6:00 am-11:08 pm

2 stops18h 08m

Valparaiso Destin-Ft Walton Beach

Mon 4/6

7:05 pm-11:27 pm

2 stops27h 22m

$645

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/3

Showing 1-10 of 22 results
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Best time to book a flight from Caribbean Islands to Valparaiso

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

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

Currently, October is the cheapest month in which you can book a flight from Caribbean Islands to Valparaiso, Florida (average of $183). Flying from Caribbean Islands 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 EPX to VPS?

Find hourly flight availability from Caribbean Islands 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 October 7, 2025.

A simple way to save on the total cost of your ticket is to fly from Caribbean Islands to Valparaiso, Florida in the evening. If you’re flexible enough to do this you can expect to save up to 72% on your trip compared to booking 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 October 7, 2025.
Get a feel of what it's like to fly with American Airlines from Caribbean Islands to Valparaiso by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,040 reviews

Overall

7.2

Food

6.4

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
American Airlines
7.2
Good
11,040 reviews
American Airlines
7.2
Good
11,040 reviews

Overall

7.2

Food

6.4

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands 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 Islands?

    Located just 3.1 mi from the city center, Valparaiso Destin-Ft Walton Beach (VPS) is the airport most travelers will use when flying to Valparaiso from Caribbean Islands.

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

    There are many flights that can get you from Caribbean Islands to Valparaiso, Florida in 8h 13m. Fly via American Airlines or Delta to get the fastest option. There are 1242 mi between Caribbean Islands and Valparaiso, Florida. This flight may include one or multiple stops.

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

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $208. Users have also found prices from $233 and $472 on American Airlines and Delta, respectively.

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

    The most popular route from Caribbean Islands to Valparaiso, Florida is San Juan Luis Munoz Marin Intl - Valparaiso Destin-Ft Walton Beach. You may also consider Santo Domingo Las Americas - Valparaiso Destin-Ft Walton Beach or Vieques - Valparaiso Destin-Ft Walton Beach.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean Islands 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 Islands to Valparaiso, Florida?

    Currently, October is the cheapest month in which you can book a flight from Caribbean Islands to Valparaiso, Florida (average of $183). Flying from Caribbean Islands 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 Islands to Valparaiso

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Top 2 airlines flying from Caribbean Islands to Valparaiso

Discover the top 2 airlines that operate flights from Caribbean Islands 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 October 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$334Average$432FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$416Average$587FlexibilityNo cancel feeOn-time71%

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