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$180+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — SJU
may. 20 — may. 271
mar. 5/20
mar. 5/27
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 mayo 15, 2025.

Round-trip from

$364
(American Airlines)

One-way from

$180
(Mytrip)

Popular in

December

Cheapest in

January

Average price

$449
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 ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($29 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 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 mayo 15, 2025.

This American Airlines deal was found by Cheapflights users on 5/15. 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.
sáb. 9/207:38 pmVPS - SJU
1 stop17h 41mAmerican Airlines
dom. 9/283:58 pmSJU - VPS
2 stops21h 04mAmerican Airlines
Deal found 5/15$364
This Delta deal was found by Cheapflights users on 5/15. 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.
dom. 9/287:45 amVPS - SJU
1 stop7h 23mDelta
sáb. 10/412:55 pmSJU - VPS
1 stop8h 45mDelta
Deal found 5/15$369
This Mytrip deal was found by Cheapflights users on 5/13. 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.
lun. 6/97:15 amVPS - KIN
2 stops29h 14mMultiple Airlines
lun. 6/161:37 pmKIN - VPS
2 stops28h 32mMultiple Airlines
Deal found 5/13$430
This Mytrip deal was found by Cheapflights users on 5/14. 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.
sáb. 6/77:55 pmVPS - MBJ
2 stops15h 07mMultiple Airlines
mar. 6/1012:07 pmMBJ - VPS
2 stops30h 31mMultiple Airlines
Deal found 5/14$455
This Mytrip deal was found by Cheapflights users on 5/15. 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.
lun. 6/27:01 pmVPS - SJU
3 stops37h 42mMultiple Airlines
lun. 6/91:59 amSJU - VPS
3 stops17h 10mMultiple Airlines
Deal found 5/15$456
This American Airlines deal was found by Cheapflights users on 5/14. 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.
jue. 9/43:58 pmVPS - STT
2 stops19h 52mAmerican Airlines
mar. 9/91:50 pmSTT - VPS
2 stops9h 53mAmerican Airlines
Deal found 5/14$458
This Delta deal was found by Cheapflights users on 5/15. 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.
lun. 9/86:00 amVPS - GCM
1 stop5h 31mDelta
vie. 9/1212:53 pmGCM - VPS
1 stop7h 47mDelta
Deal found 5/15$468
This Delta deal was found by Cheapflights users on 5/14. 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.
jue. 9/46:00 amVPS - STT
1 stop6h 55mDelta
mar. 9/92:49 pmSTT - VPS
1 stop9h 18mDelta
Deal found 5/14$481
This Southwest deal was found by Cheapflights users on 5/15. 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.
lun. 6/27:20 amVPS - SJU
2 stops9h 25mSouthwest
mar. 6/101:25 pmSJU - VPS
2 stops8h 55mSouthwest
Deal found 5/15$488
This American Airlines deal was found by Cheapflights users on 5/14. 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.
sáb. 6/76:35 pmVPS - MBJ
1 stop14h 45mAmerican Airlines
mar. 6/1010:23 amMBJ - VPS
2 stops12h 32mAmerican Airlines
Deal found 5/14$581
This American Airlines deal was found by Cheapflights users on 5/14. 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.
lun. 7/77:33 pmVPS - KIN
2 stops18h 01mAmerican Airlines
mar. 7/226:00 amKIN - VPS
2 stops12h 36mAmerican Airlines
Deal found 5/14$594
This Delta deal was found by Cheapflights users on 5/14. 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.
sáb. 6/76:00 amVPS - MBJ
1 stop9h 30mDelta
mar. 6/102:29 pmMBJ - VPS
1 stop6h 29mDelta
Deal found 5/14$624

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 mayo 15, 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

sáb. 9/20

7:38 pm-2:19 pm

1 stop17h 41m

San Juan Luis Munoz Marin Intl

dom. 9/28

3:58 pm-12:02 pm

2 stops21h 04m

$364

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

dom. 9/28

7:45 am-4:08 pm

1 stop7h 23m

San Juan Luis Munoz Marin Intl

sáb. 10/4

12:55 pm-8:40 pm

1 stop8h 45m

$369

ValparaisoKingston

VPS - KIN

VPSKIN

Valparaiso Destin-Ft Walton Beach

lun. 6/9

7:15 am-12:29 pm

2 stops29h 14m

Kingston Norman Manley

lun. 6/16

1:37 pm-6:09 pm

2 stops28h 32m

$430

ValparaisoMontego Bay

VPS - MBJ

VPSMBJ

Valparaiso Destin-Ft Walton Beach

sáb. 6/7

7:55 pm-11:02 am

2 stops15h 07m

Montego Bay Sangster Intl

mar. 6/10

12:07 pm-6:38 pm

2 stops30h 31m

$455

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

lun. 6/2

7:01 pm-9:43 am

3 stops37h 42m

San Juan Luis Munoz Marin Intl

lun. 6/9

1:59 am-6:09 pm

3 stops17h 10m

$456

ValparaisoSaint Thomas Island

VPS - STT

VPSSTT

Valparaiso Destin-Ft Walton Beach

jue. 9/4

3:58 pm-12:50 pm

2 stops19h 52m

Saint Thomas Island Cyril E King

mar. 9/9

1:50 pm-10:43 pm

2 stops9h 53m

$458

ValparaisoGeorge Town

VPS - GCM

VPSGCM

Valparaiso Destin-Ft Walton Beach

lun. 9/8

6:00 am-11:31 am

1 stop5h 31m

George Town Owen Roberts Intl

vie. 9/12

12:53 pm-8:40 pm

1 stop7h 47m

$468

ValparaisoSaint Thomas Island

VPS - STT

VPSSTT

Valparaiso Destin-Ft Walton Beach

jue. 9/4

6:00 am-1:55 pm

1 stop6h 55m

Saint Thomas Island Cyril E King

mar. 9/9

2:49 pm-11:07 pm

1 stop9h 18m

$481

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

lun. 6/2

7:20 am-5:45 pm

2 stops9h 25m

San Juan Luis Munoz Marin Intl

mar. 6/10

1:25 pm-9:20 pm

2 stops8h 55m

$488

ValparaisoMontego Bay

VPS - MBJ

VPSMBJ

Valparaiso Destin-Ft Walton Beach

sáb. 6/7

6:35 pm-9:20 am

1 stop14h 45m

Montego Bay Sangster Intl

mar. 6/10

10:23 am-10:55 pm

2 stops12h 32m

$581

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/14

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 mayo 15, 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 mayo 15, 2025.
Southwest
8.0
Very good
4,291 reviews

Crew

8.6

Food

7.1

Comfort

8.0

Boarding

8.2

Entertainment

7.6

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
4,291 reviews
Southwest
8.0
Very good
4,291 reviews

Crew

8.6

Food

7.1

Comfort

8.0

Boarding

8.2

Entertainment

7.6

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
7,946 reviews
Southwest
8.0
Very good
4,291 reviews

Crew

8.6

Food

7.1

Comfort

8.0

Boarding

8.2

Entertainment

7.6

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
4,291 reviews

Crew

8.6

Food

7.1

Comfort

8.0

Boarding

8.2

Entertainment

7.6

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
2,841 reviews
Southwest
8.0
Very good
4,291 reviews

Crew

8.6

Food

7.1

Comfort

8.0

Boarding

8.2

Entertainment

7.6

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. Southwest flights start at $255 while deals on Delta start at $341 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 - Kingston Norman Manley, 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 mayo 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$272Average$571FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$334Average$665FlexibilityNo cancel feeOn-time71%

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