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$221+ Cheap flights from Valparaiso, FL (VPS) to Caribbean

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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — SJU
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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Cheap flight deals from Valparaiso to Caribbean

Keep the following information in mind while searching for Valparaiso to Caribbean flight deals. Data was last updated April 30, 2025.

Round-trip from

$364
(American Airlines)

One-way from

$221
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$425
From Valparaiso Destin-Ft Walton Beach to Caribbean
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One-way flight from Valparaiso Destin-Ft Walton Beach to Caribbean
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Highest demand for flights based on searches. 5% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Valparaiso to Caribbean

Cheapest flights from Valparaiso to Caribbean
Explore the most affordable flight options available from Valparaiso to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2025.

This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/255:04 pmVPS - SJU
2 stops18h 41mAmerican Airlines
Sun 9/285:25 pmSJU - VPS
2 stops19h 37mAmerican Airlines
Deal found 4/29$364
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/86:00 amVPS - SJU
1 stop9h 36mDelta
Sat 8/165:55 pmSJU - VPS
1 stop6h 13mDelta
Deal found 4/29$384
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1612:45 pmVPS - SJU
1 stop9h 45mSouthwest
Mon 5/196:05 amSJU - VPS
1 stop8h 30mSouthwest
Deal found 4/29$409
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/157:05 amVPS - NAS
1 stop5h 50mDelta
Mon 5/191:13 pmNAS - VPS
1 stop8h 46mDelta
Deal found 4/29$445
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/155:00 pmVPS - NAS
1 stop15h 30mAmerican Airlines
Mon 5/196:30 pmNAS - VPS
2 stops22h 31mAmerican Airlines
Deal found 4/29$450
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/136:35 pmVPS - SDQ
2 stops19h 45mAmerican Airlines
Fri 6/2010:13 amSDQ - VPS
2 stops12h 29mAmerican Airlines
Deal found 4/29$478
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/267:27 pmVPS - STT
2 stops18h 18mAmerican Airlines
Sun 11/26:15 pmSTT - VPS
2 stops19h 38mAmerican Airlines
Deal found 4/29$484
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.
Sat 7/199:07 pmVPS - SJU
2 stops17h 34mMultiple Airlines
Mon 7/285:41 pmSJU - VPS
3 stops25h 28mMultiple Airlines
Deal found 4/29$496
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/267:45 amVPS - PUJ
1 stop5h 47mDelta
Mon 9/13:55 pmPUJ - VPS
1 stop8h 13mDelta
Deal found 4/29$559
This Delta deal was found by Cheapflights users on 4/28. 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 6/127:05 amVPS - SDQ
1 stop5h 16mDelta
Mon 6/166:00 amSDQ - VPS
2 stops13h 46mDelta
Deal found 4/28$567
This American Airlines deal was found by Cheapflights users on 4/28. 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 6/123:59 pmVPS - CUR
2 stops20h 46mAmerican Airlines
Thu 6/194:20 pmCUR - VPS
2 stops19h 20mAmerican Airlines
Deal found 4/28$580
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.
Fri 6/136:15 amVPS - SDQ
3 stops31h 24mMultiple Airlines
Fri 6/204:37 pmSDQ - VPS
2 stops22h 34mMultiple Airlines
Deal found 4/29$607

Cheapflights Fare Finder

Customize your flight search to find flights from Valparaiso to Caribbean 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 April 30, 2025.
Use the filters below to find and compare flights from Valparaiso to Caribbean that are best for you.

Fly from

Valparaiso

Fly to

Caribbean

Route

Depart

Return

Price

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 9/25

5:04 pm-12:45 pm

2 stops18h 41m

San Juan Luis Munoz Marin Intl

Sun 9/28

5:25 pm-12:02 pm

2 stops19h 37m

$364

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Fri 8/8

6:00 am-4:36 pm

1 stop9h 36m

San Juan Luis Munoz Marin Intl

Sat 8/16

5:55 pm-11:08 pm

1 stop6h 13m

$384

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Fri 5/16

12:45 pm-11:30 pm

1 stop9h 45m

San Juan Luis Munoz Marin Intl

Mon 5/19

6:05 am-1:35 pm

1 stop8h 30m

$409

ValparaisoNassau

VPS - NAS

VPSNAS

Valparaiso Destin-Ft Walton Beach

Thu 5/15

7:05 am-1:55 pm

1 stop5h 50m

Nassau Intl

Mon 5/19

1:13 pm-8:59 pm

1 stop8h 46m

$445

ValparaisoNassau

VPS - NAS

VPSNAS

Valparaiso Destin-Ft Walton Beach

Thu 5/15

5:00 pm-9:30 am

1 stop15h 30m

Nassau Intl

Mon 5/19

6:30 pm-4:01 pm

2 stops22h 31m

$450

ValparaisoSanto Domingo

VPS - SDQ

VPSSDQ

Valparaiso Destin-Ft Walton Beach

Fri 6/13

6:35 pm-3:20 pm

2 stops19h 45m

Santo Domingo Las Americas

Fri 6/20

10:13 am-9:42 pm

2 stops12h 29m

$478

ValparaisoSaint Thomas Island

VPS - STT

VPSSTT

Valparaiso Destin-Ft Walton Beach

Sun 10/26

7:27 pm-2:45 pm

2 stops18h 18m

Saint Thomas Island Cyril E King

Sun 11/2

6:15 pm-11:53 am

2 stops19h 38m

$484

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Sat 7/19

9:07 pm-3:41 pm

2 stops17h 34m

San Juan Luis Munoz Marin Intl

Mon 7/28

5:41 pm-6:09 pm

3 stops25h 28m

$496

ValparaisoPunta Cana

VPS - PUJ

VPSPUJ

Valparaiso Destin-Ft Walton Beach

Tue 8/26

7:45 am-2:32 pm

1 stop5h 47m

Punta Cana

Mon 9/1

3:55 pm-11:08 pm

1 stop8h 13m

$559

ValparaisoSanto Domingo

VPS - SDQ

VPSSDQ

Valparaiso Destin-Ft Walton Beach

Thu 6/12

7:05 am-1:21 pm

1 stop5h 16m

Santo Domingo Las Americas

Mon 6/16

6:00 am-6:46 pm

2 stops13h 46m

$567

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 24 results
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Best time to book a flight from Valparaiso to Caribbean

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

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

Currently, September is the cheapest month in which you can book a flight from Valparaiso, Florida to Caribbean (average of $254). Flying from Valparaiso, Florida to Caribbean in December is currently the most expensive (average of $336). 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 VPS to CB?

Find hourly flight availability from Valparaiso to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 30, 2025.

When flying from Valparaiso, Florida to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean by month

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

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

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

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated April 30, 2025.
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Crew

8.6

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
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Crew

8.6

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
7,936 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Crew

8.6

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
4,295 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Crew

8.6

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!
WestJet
7.2
Good
2,823 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Crew

8.6

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 Valparaiso to Caribbean. 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 from for flights from Valparaiso to Caribbean?

    For a flight from Valparaiso to Caribbean, you will be flying from Destin-Ft Walton Beach. Valparaiso Destin-Ft Walton Beach (VPS) is just 3.1 mi from the center of the city.

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

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $221. Delta flights start at $241 while deals on Southwest start at $255 one-way.

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

    While some choose either Valparaiso Destin-Ft Walton Beach - Montego Bay Sangster Intl or Valparaiso Destin-Ft Walton Beach - Nassau Intl, Valparaiso Destin-Ft Walton Beach - San Juan Luis Munoz Marin Intl is the most popular route from Valparaiso, Florida to Caribbean.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Valparaiso, Florida to Caribbean (average of $254). Flying from Valparaiso, Florida to Caribbean in December is currently the most expensive (average of $336). 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

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Alternative routes for Valparaiso to Caribbean

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

Discover the top 2 airlines that operate flights from Valparaiso to Caribbean. 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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$272Average$567FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$334Average$664FlexibilityNo cancel feeOn-time71%

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