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$232+ Cheap flights from Valparaiso, FL (VPS) to Puerto Rico

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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — SJU
Feb 11 — Feb 181
Wed 2/11
Wed 2/18
1 adult, Economy
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Cheap flight deals from Valparaiso to Puerto Rico

Keep the following information in mind while searching for Valparaiso to Puerto Rico flight deals. Data was last updated January 12, 2026.

Round-trip from

$345
(Southwest)

One-way from

$232
(Delta)

Popular in

February

Cheapest in

September

Average price

$624
From Valparaiso Destin-Ft Walton Beach to Puerto Rico
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One-way flight from Valparaiso Destin-Ft Walton Beach to Puerto Rico
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Highest demand for flights based on searches. 13% potential increase in price ($81 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Valparaiso to Puerto Rico

Cheapest flights from Valparaiso to Puerto Rico
Explore the most affordable flight options available from Valparaiso to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 12, 2026.

This American Airlines deal was found by Cheapflights users on 1/12. 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 8/147:07 am
VPS
-
SJU
1 stop14h 49m
American Airlines
Thu 8/207:05 pm
SJU
-
VPS
1 stop5h 53m
American Airlines
Deal found 1/12$373
This American Airlines deal was found by Cheapflights users on 1/10. 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 11/133:35 pm
VPS
-
SJU
1 stop11h 55m
American Airlines
Mon 11/166:00 am
SJU
-
VPS
2 stops17h 10m
American Airlines
Deal found 1/10$385
This American Airlines deal was found by Cheapflights users on 1/11. 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 10/147:43 am
VPS
-
SJU
2 stops9h 22m
American Airlines
Sat 10/2412:05 pm
SJU
-
VPS
2 stops9h 58m
American Airlines
Deal found 1/11$390
This Southwest deal was found by Cheapflights users on 1/11. 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.
Wed 1/217:00 am
VPS
-
SJU
2 stops10h 05m
Southwest
Tue 1/2710:20 am
SJU
-
VPS
2 stops10h 35m
Southwest
Deal found 1/11$395
This American Airlines deal was found by Cheapflights users on 1/11. 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 2/206:00 am
VPS
-
SJU
1 stop15h 34m
American Airlines
Mon 2/237:01 pm
SJU
-
VPS
1 stop6h 58m
American Airlines
Deal found 1/11$405
This American Airlines deal was found by Cheapflights users on 1/10. 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 8/96:25 pm
VPS
-
SJU
2 stops15h 44m
American Airlines
Sat 8/1512:00 pm
SJU
-
VPS
2 stops11h 50m
American Airlines
Deal found 1/10$410
This Delta deal was found by Cheapflights users on 1/10. 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 11/136:00 am
VPS
-
SJU
1 stop9h 25m
Delta
Mon 11/161:55 pm
SJU
-
VPS
1 stop11h 12m
Delta
Deal found 1/10$415
This American Airlines deal was found by Cheapflights users on 1/12. 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.
Tue 2/34:06 pm
VPS
-
SJU
2 stops18h 24m
American Airlines
Tue 2/108:20 am
SJU
-
VPS
1 stop10h 10m
American Airlines
Deal found 1/12$425
This American Airlines deal was found by Cheapflights users on 1/12. 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 2/196:00 am
VPS
-
SJU
1 stop13h 34m
American Airlines
Tue 2/248:00 am
SJU
-
VPS
2 stops9h 52m
American Airlines
Deal found 1/12$435
This Southwest deal was found by Cheapflights users on 1/11. 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.
Mon 1/197:10 am
VPS
-
SJU
2 stops14h 55m
Southwest
Fri 1/305:40 am
SJU
-
VPS
2 stops15h 15m
Southwest
Deal found 1/11$455
This Kiwi.com deal was found by Cheapflights users on 1/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/87:40 am
VPS
-
SJU
1 stop30h 59m
Multiple Airlines
Sat 3/147:00 am
SJU
-
VPS
2 stops37h 53m
Multiple Airlines
Deal found 1/11$460

Cheapflights Fare Finder

 
Customize your flight search to find flights from Valparaiso to Puerto Rico 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 12, 2026.
Use the filters below to find and compare flights from Valparaiso to Puerto Rico that are best for you.

Fly from

Valparaiso

Fly to

Puerto Rico

Route

Depart

Return

Price

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 2/19

7:03 am-11:31 pm

1 stop14h 28m

San Juan Luis Munoz Marin Intl

Tue 2/24

7:00 am-3:52 pm

2 stops10h 52m

$405

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Fri 2/20

6:00 am-6:11 pm

1 stop10h 11m

San Juan Luis Munoz Marin Intl

Tue 2/24

8:00 am-3:52 pm

2 stops9h 52m

$405

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Sun 6/21

7:25 am-6:10 pm

1 stop9h 45m

San Juan Luis Munoz Marin Intl

Sun 6/28

5:45 am-3:10 pm

1 stop10h 25m

$425

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 2/3

5:00 pm-12:30 pm

2 stops17h 30m

San Juan Luis Munoz Marin Intl

Tue 2/10

6:00 am-3:15 pm

2 stops11h 15m

$425

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 2/26

7:42 am-4:20 pm

1 stop6h 38m

San Juan Luis Munoz Marin Intl

Mon 3/2

10:50 am-10:24 pm

2 stops13h 34m

$435

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 4/28

1:34 pm-10:54 pm

1 stop8h 20m

$232

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 4/28

4:46 pm-12:29 pm

2 stops18h 43m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/11

Best time to book a flight from Valparaiso to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico 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 Puerto Rico

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

Currently, January is the cheapest month in which you can book a flight from Valparaiso, Florida to Puerto Rico (average of $115). Flying from Valparaiso, Florida to Puerto Rico in August is currently the most expensive (average of $379). 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.

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated January 12, 2026.
Read reviews from past customers who have flown Southwest, Delta, and American Airlines from Valparaiso to Puerto Rico. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,256 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,256 reviews
Southwest
8.0
Very good
4,256 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,039 reviews
Southwest
8.0
Very good
4,256 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,114 reviews
Southwest
8.0
Very good
4,256 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Valparaiso to Puerto Rico. 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 Puerto Rico?

    Valparaiso Destin-Ft Walton Beach (VPS), located 3.1 mi from the city center, is the airport you fly out of when you book flights from Valparaiso to Puerto Rico.

  • How long is the flight from Valparaiso, Florida to Puerto Rico?

    For as low as $425, American Airlines can have you in Puerto Rico from Valparaiso, Florida in 9h 45m. Airlines will cover a distance of 1532 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    While some choose either Valparaiso Destin-Ft Walton Beach - Culebra or Valparaiso Destin-Ft Walton Beach - Vieques, Valparaiso Destin-Ft Walton Beach - San Juan Luis Munoz Marin Intl is the most popular route from Valparaiso, Florida to Puerto Rico.

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

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

  • How can I find direct flights from Valparaiso to Puerto Rico?

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

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

    Yes. Cheapflights offers flight deals from Valparaiso to Puerto Rico 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 Puerto Rico?

    Currently, January is the cheapest month in which you can book a flight from Valparaiso, Florida to Puerto Rico (average of $115). Flying from Valparaiso, Florida to Puerto Rico in August is currently the most expensive (average of $379). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Valparaiso to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Valparaiso to Puerto Rico

Discover the top 3 airlines that operate flights from Valparaiso to Puerto Rico. 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 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$334Average$478FlexibilityNo cancel feeOn-time63%
DeltaCheapest$334Average$450FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$334Average$461FlexibilityNo cancel feeOn-time71%

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