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Valparaiso

$308+ 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — VPS
Dec 25 — Jan 11
Thu 12/25
Thu 1/1
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 November 25, 2025.

Round-trip from

$364
(Delta)

One-way from

$308
(Delta)
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 November 25, 2025.

This Southwest deal was found by Cheapflights users on 11/24. 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 12/205:35 amSJU - VPS
2 stops13h 20mSouthwest
Sun 12/287:00 amVPS - SJU
2 stops11h 50mSouthwest
Deal found 11/24$445
This Delta deal was found by Cheapflights users on 11/23. 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.
Wed 11/261:57 pmSJU - VPS
1 stop11h 16mDelta
Sun 12/76:00 amVPS - SJU
1 stop9h 28mDelta
Deal found 11/23$584
This American Airlines deal was found by Cheapflights users on 11/24. 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 12/206:44 amSJU - VPS
1 stop18h 33mAmerican Airlines
Sun 12/287:29 pmVPS - SJU
1 stop17h 30mAmerican Airlines
Deal found 11/24$609
This Mytrip deal was found by Cheapflights users on 11/24. 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.
Sat 12/206:28 pmSJU - VPS
3 stops26h 40mMultiple Airlines
Sun 12/286:35 pmVPS - SJU
2 stops28h 15mMultiple Airlines
Deal found 11/24$721
This Delta deal was found by Cheapflights users on 11/24. 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.
Sat 12/206:40 pmSJU - VPS
1 stop6h 09mDelta
Sun 12/2812:00 pmVPS - SJU
1 stop9h 20mDelta
Deal found 11/24$768
This American Airlines deal was found by Cheapflights users on 11/23. 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.
Wed 11/264:33 pmSJU - VPS
1 stop8h 23mAmerican Airlines
Sun 11/307:20 pmVPS - SJU
1 stop17h 40mAmerican Airlines
Deal found 11/23$784
This Delta deal was found by Cheapflights users on 11/23. 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 12/263:57 pmSDQ - VPS
1 stop6h 40mDelta
Thu 1/86:00 amVPS - SDQ
1 stop6h 21mDelta
Deal found 11/23$886
This Delta deal was found by Cheapflights users on 11/23. 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.
Mon 11/243:57 pmSDQ - VPS
1 stop9h 16mDelta
Mon 12/16:00 amVPS - SDQ
1 stop6h 42mDelta
Deal found 11/23$1,419

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 November 25, 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 1/30

3:55 pm-11:05 pm

1 stop9h 10m

Valparaiso Destin-Ft Walton Beach

Mon 2/2

6:00 am-2:31 pm

1 stop6h 31m

$364

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Sat 12/20

5:35 am-4:55 pm

2 stops13h 20m

Valparaiso Destin-Ft Walton Beach

Sun 12/28

7:00 am-8:50 pm

2 stops11h 50m

$445

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Fri 1/30

5:51 pm-10:19 am

2 stops18h 28m

Valparaiso Destin-Ft Walton Beach

Mon 2/2

6:00 am-11:59 pm

1 stop15h 59m

$472

NassauValparaiso

NAS - VPS

NASVPS

Nassau Intl

Sat 1/31

6:27 pm-8:36 am

1 stop15h 09m

Valparaiso Destin-Ft Walton Beach

Tue 2/3

6:00 am-1:31 pm

1 stop6h 31m

$498

Santo DomingoValparaiso

SDQ - VPS

SDQVPS

Santo Domingo Las Americas

Wed 1/28

7:30 am-11:05 pm

2 stops17h 35m

Valparaiso Destin-Ft Walton Beach

Sun 2/1

6:00 am-2:21 pm

1 stop6h 21m

$519

Santo DomingoValparaiso

SDQ - VPS

SDQVPS

Santo Domingo Las Americas

Wed 5/13

8:59 pm-9:08 am

1 stop13h 09m

Valparaiso Destin-Ft Walton Beach

Sun 9/6

9:59 am-8:44 pm

1 stop9h 45m

$524

Santiago de los CaballerosValparaiso

STI - VPS

STIVPS

Santiago de los Caballeros

Wed 5/13

6:10 am-11:08 pm

2 stops17h 58m

Valparaiso Destin-Ft Walton Beach

Sun 9/6

4:20 pm-12:43 pm

2 stops19h 23m

$556

Santiago de los CaballerosValparaiso

STI - VPS

STIVPS

Santiago de los Caballeros

Wed 5/13

10:10 pm-9:08 am

1 stop11h 58m

Valparaiso Destin-Ft Walton Beach

Sun 9/6

9:59 am-9:00 pm

1 stop10h 01m

$563

Santiago de los CaballerosValparaiso

STI - VPS

STIVPS

Santiago de los Caballeros

Fri 2/6

9:59 pm-1:00 pm

2 stops17h 01m

Valparaiso Destin-Ft Walton Beach

Tue 2/10

6:00 am-8:34 pm

2 stops12h 34m

$580

San JuanValparaiso

SJU - VPS

SJUVPS

San Juan Luis Munoz Marin Intl

Sat 12/20

6:44 am-11:17 pm

1 stop18h 33m

Valparaiso Destin-Ft Walton Beach

Sun 12/28

7:29 pm-2:59 pm

1 stop17h 30m

$609

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/23

Showing 1-10 of 22 results
1
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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 $187). 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 November 25, 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 November 25, 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
11,038 reviews

Comfort

7.2

Boarding

7.5

Entertainment

6.9

Crew

8.0

Overall

7.2

Food

6.4

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
11,038 reviews
American Airlines
7.2
Good
11,038 reviews

Comfort

7.2

Boarding

7.5

Entertainment

6.9

Crew

8.0

Overall

7.2

Food

6.4

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 9h 10m. Fly via Delta, Southwest, or American Airlines to get the fastest option. There are 1532 mi between Caribbean Islands and Valparaiso, Florida. This flight may include one or multiple stops.

  • 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 Santiago de los Caballeros - 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 $187). 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 November 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$334Average$358FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$521Average$589FlexibilityNo cancel feeOn-time71%

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