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$181+ 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
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
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 February 22, 2025.

Round-trip from

$341
(Delta)

One-way from

$181
(Southwest)

Popular in

December

Cheapest in

July

Average price

$612
From Valparaiso Destin-Ft Walton Beach to Caribbean
Search Deals
One-way flight from Valparaiso Destin-Ft Walton Beach to Caribbean
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($52 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($34 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 22, 2025.

This Delta deal was found by Cheapflights users on 2/21. 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 3/196:00 amVPS - SJU
1 stop6h 28mDelta
Wed 3/2612:54 pmSJU - VPS
1 stop6h 48mDelta
Deal found 2/21$341
This American Airlines deal was found by Cheapflights users on 2/21. 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 11/77:52 amVPS - SJU
2 stops16h 18mAmerican Airlines
Mon 11/104:50 pmSJU - VPS
1 stop6h 19mAmerican Airlines
Deal found 2/21$354
This Southwest deal was found by Cheapflights users on 2/21. 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.
Tue 6/2410:10 amVPS - SJU
2 stops10h 05mSouthwest
Mon 6/305:30 amSJU - VPS
1 stop7h 25mSouthwest
Deal found 2/21$413
This American Airlines deal was found by Cheapflights users on 2/21. 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 4/257:19 pmVPS - STX
2 stops19h 31mAmerican Airlines
Mon 5/54:55 pmSTX - VPS
2 stops22h 52mAmerican Airlines
Deal found 2/21$443
This American Airlines deal was found by Cheapflights users on 2/22. 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 4/167:30 amVPS - STT
2 stops8h 29mAmerican Airlines
Mon 4/215:50 pmSTT - VPS
2 stops23h 09mAmerican Airlines
Deal found 2/22$444
This Mytrip deal was found by Cheapflights users on 2/21. 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 3/197:59 amVPS - SJU
3 stops29h 52mMultiple Airlines
Wed 3/265:39 pmSJU - VPS
2 stops20h 06mMultiple Airlines
Deal found 2/21$448
This American Airlines deal was found by Cheapflights users on 2/20. 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 8/75:04 pmVPS - NAS
1 stop15h 25mAmerican Airlines
Sun 8/1011:12 amNAS - VPS
1 stop10h 49mAmerican Airlines
Deal found 2/20$491
This American Airlines deal was found by Cheapflights users on 2/21. 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 4/75:02 pmVPS - PUJ
1 stop16h 28mAmerican Airlines
Mon 4/141:50 pmPUJ - VPS
1 stop8h 35mAmerican Airlines
Deal found 2/21$544
This Delta deal was found by Cheapflights users on 2/21. 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 4/177:05 amVPS - SXM
1 stop6h 00mDelta
Thu 5/11:46 pmSXM - VPS
1 stop10h 13mDelta
Deal found 2/21$553
This Mytrip deal was found by Cheapflights users on 2/20. 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 3/67:57 amVPS - MBJ
3 stops27h 05mMultiple Airlines
Fri 3/143:05 pmMBJ - VPS
2 stops31h 20mMultiple Airlines
Deal found 2/20$554
This American Airlines deal was found by Cheapflights users on 2/19. 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 5/167:02 amVPS - MBJ
1 stop6h 33mAmerican Airlines
Sat 5/242:41 pmMBJ - VPS
2 stops18h 56mAmerican Airlines
Deal found 2/19$574
This Delta deal was found by Cheapflights users on 2/21. 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 8/17:45 amVPS - PUJ
1 stop6h 07mDelta
Fri 8/81:10 pmPUJ - VPS
1 stop7h 47mDelta
Deal found 2/21$580

Find flights from Valparaiso to Caribbean within your budget

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 February 22, 2025.

Fly from

Valparaiso

Fly to

Caribbean

Route

Depart

Return

Price

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Wed 3/19

6:00 am-1:28 pm

1 stop6h 28m

San Juan Luis Munoz Marin Intl

Wed 3/26

12:54 pm-6:42 pm

1 stop6h 48m

$341

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Wed 3/19

6:48 am-8:24 pm

2 stops12h 36m

San Juan Luis Munoz Marin Intl

Wed 3/26

7:00 am-3:19 pm

2 stops9h 19m

$376

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 6/24

10:10 am-9:15 pm

2 stops10h 05m

San Juan Luis Munoz Marin Intl

Mon 6/30

5:30 am-11:55 am

1 stop7h 25m

$413

ValparaisoChristiansted

VPS - STX

VPSSTX

Valparaiso Destin-Ft Walton Beach

Fri 4/25

7:19 pm-3:50 pm

2 stops19h 31m

Christiansted Henry Rohlsen

Mon 5/5

4:55 pm-2:47 pm

2 stops22h 52m

$443

ValparaisoSaint Thomas Island

VPS - STT

VPSSTT

Valparaiso Destin-Ft Walton Beach

Wed 4/16

7:30 am-4:59 pm

2 stops8h 29m

Saint Thomas Island Cyril E King

Mon 4/21

5:50 pm-3:59 pm

2 stops23h 09m

$444

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Wed 3/19

7:59 am-2:51 pm

3 stops29h 52m

San Juan Luis Munoz Marin Intl

Wed 3/26

5:39 pm-12:45 pm

2 stops20h 06m

$448

ValparaisoNassau

VPS - NAS

VPSNAS

Valparaiso Destin-Ft Walton Beach

Thu 4/3

7:00 am-1:42 pm

1 stop5h 42m

Nassau Intl

Mon 4/7

10:25 am-3:59 pm

1 stop6h 34m

$534

ValparaisoPunta Cana

VPS - PUJ

VPSPUJ

Valparaiso Destin-Ft Walton Beach

Mon 4/7

5:02 pm-10:30 am

1 stop16h 28m

Punta Cana

Mon 4/14

1:50 pm-9:25 pm

1 stop8h 35m

$544

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Thu 4/17

7:05 am-2:05 pm

1 stop6h 00m

Simpson Bay Princess Juliana

Thu 5/1

1:46 pm-10:59 pm

1 stop10h 13m

$553

ValparaisoMontego Bay

VPS - MBJ

VPSMBJ

Valparaiso Destin-Ft Walton Beach

Thu 3/6

7:57 am-12:02 pm

3 stops27h 05m

Montego Bay Sangster Intl

Fri 3/14

3:05 pm-10:25 pm

2 stops31h 20m

$554

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 21 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.

Travel insights for flights from Valparaiso to Caribbean

Get recent, data-driven insights about flights from Valparaiso to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 February 22, 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 February 22, 2025.
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Food

7.1

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,396 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Food

7.1

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,213 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Food

7.1

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Food

7.1

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

WestJet
7.2
Good
2,800 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Food

7.1

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Sun Country Air
7.0
Good
374 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Food

7.1

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 most popular routes from Valparaiso, Florida to Caribbean?

    While some choose either Valparaiso Destin-Ft Walton Beach - Nassau Intl or Valparaiso Destin-Ft Walton Beach - Simpson Bay Princess Juliana, 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 March is currently the most expensive (average of $363). 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 February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$272Average$551FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$333Average$641FlexibilityNo cancel feeOn-time71%
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