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$334+ Cheap flights from Valparaiso, FL (VPS) to Caribbean

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — SJU
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Valparaiso to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Valparaiso (VPS) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$334
(Delta)
From Valparaiso Destin-Ft Walton Beach to Caribbean
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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 January 21, 2025.

This Delta deal was found by Cheapflights users on 1/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/49:22 amVPS - SJU
1 stop9h 44mDelta
Tue 3/116:15 amSJU - VPS
1 stop9h 48mDelta
Deal found 1/20$334
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Fri 11/77:52 amVPS - SJU
2 stops16h 18mAmerican Airlines
Mon 11/104:50 pmSJU - VPS
1 stop6h 19mAmerican Airlines
Deal found 1/20$354
This Southwest deal was found by Cheapflights users on 1/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1110:15 amVPS - SJU
2 stops12h 40mSouthwest
Sun 4/275:50 amSJU - VPS
2 stops9h 30mSouthwest
Deal found 1/20$387
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Fri 4/257:19 pmVPS - STX
2 stops17h 20mAmerican Airlines
Mon 5/55:15 pmSTX - VPS
2 stops19h 23mAmerican Airlines
Deal found 1/20$434
This American Airlines deal was found by Cheapflights users on 1/20. 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 4/37:00 amVPS - NAS
1 stop5h 42mAmerican Airlines
Mon 4/711:39 amNAS - VPS
1 stop10h 27mAmerican Airlines
Deal found 1/20$495
This American Airlines deal was found by Cheapflights users on 1/21. 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.
Wed 4/167:30 amVPS - STT
2 stops8h 29mAmerican Airlines
Mon 4/215:50 pmSTT - VPS
2 stops19h 07mAmerican Airlines
Deal found 1/21$531
This Delta deal was found by Cheapflights users on 1/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/176:00 amVPS - MBJ
1 stop6h 00mDelta
Mon 3/247:00 amMBJ - VPS
1 stop8h 03mDelta
Deal found 1/20$538
This Delta deal was found by Cheapflights users on 1/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/176:00 amVPS - NAS
1 stop9h 01mDelta
Sat 2/223:06 pmNAS - VPS
1 stop8h 47mDelta
Deal found 1/20$544
This Delta deal was found by Cheapflights users on 1/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/69:22 amVPS - KIN
1 stop9h 38mDelta
Thu 3/139:00 amKIN - VPS
1 stop9h 21mDelta
Deal found 1/20$579
This American Airlines deal was found by Cheapflights users on 1/20. 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 3/63:59 pmVPS - KIN
2 stops19h 24mAmerican Airlines
Thu 3/135:00 amKIN - VPS
2 stops16h 47mAmerican Airlines
Deal found 1/20$583
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Mon 2/177:22 pmVPS - PUJ
2 stops18h 16mAmerican Airlines
Sat 2/225:45 pmPUJ - VPS
2 stops19h 00mAmerican Airlines
Deal found 1/20$609
This Mytrip deal was found by Cheapflights users on 1/20. 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 - KIN
3 stops28h 31mMultiple Airlines
Thu 3/137:05 amKIN - VPS
2 stops15h 04mMultiple Airlines
Deal found 1/20$614

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 January 21, 2025.

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Fly to

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Route

Depart

Return

Price

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 3/4

9:22 am-9:06 pm

1 stop9h 44m

San Juan Luis Munoz Marin Intl

Tue 3/11

6:15 am-3:03 pm

1 stop9h 48m

$334

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Fri 4/11

10:15 am-11:55 pm

2 stops12h 40m

San Juan Luis Munoz Marin Intl

Sun 4/27

5:50 am-2:20 pm

2 stops9h 30m

$387

ValparaisoChristiansted

VPS - STX

VPSSTX

Valparaiso Destin-Ft Walton Beach

Fri 4/25

7:19 pm-1:39 pm

2 stops17h 20m

Christiansted Henry Rohlsen

Mon 5/5

5:15 pm-11:38 am

2 stops19h 23m

$434

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Mon 2/3

12:54 pm-9:38 pm

1 stop6h 44m

San Juan Luis Munoz Marin Intl

Mon 2/10

2:20 pm-9:49 pm

1 stop9h 29m

$479

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

11:39 am-9:06 pm

1 stop10h 27m

$495

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-11:57 am

2 stops19h 07m

$531

ValparaisoMontego Bay

VPS - MBJ

VPSMBJ

Valparaiso Destin-Ft Walton Beach

Mon 3/17

6:00 am-12:00 pm

1 stop6h 00m

Montego Bay Sangster Intl

Mon 3/24

7:00 am-3:03 pm

1 stop8h 03m

$538

ValparaisoNassau

VPS - NAS

VPSNAS

Valparaiso Destin-Ft Walton Beach

Mon 2/17

6:00 am-4:01 pm

1 stop9h 01m

Nassau Intl

Sat 2/22

3:06 pm-10:53 pm

1 stop8h 47m

$544

ValparaisoKingston

VPS - KIN

VPSKIN

Valparaiso Destin-Ft Walton Beach

Thu 3/6

9:22 am-8:00 pm

1 stop9h 38m

Kingston Norman Manley

Thu 3/13

9:00 am-6:21 pm

1 stop9h 21m

$579

ValparaisoKingston

VPS - KIN

VPSKIN

Valparaiso Destin-Ft Walton Beach

Thu 3/6

3:59 pm-12:23 pm

2 stops19h 24m

Kingston Norman Manley

Thu 3/13

5:00 am-9:47 pm

2 stops16h 47m

$583

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 20 results
1
2

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 $378). 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 January 21, 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 January 21, 2025.
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

WestJet
7.2
Good
2,829 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 - 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 March is currently the most expensive (average of $378). 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.

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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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$272Average$557FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$333Average$646FlexibilityNo cancel feeOn-time71%
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