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$231+ 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — SJU
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
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 November 4, 2025.

Round-trip from

$364
(American Airlines)

One-way from

$231
(American Airlines)

Popular in

February

Cheapest in

January

Average price

$517
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. 1% potential increase in price ($9 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 4, 2025.

This Southwest deal was found by Cheapflights users on 11/3. 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.
Thu 11/2011:20 amVPS - SJU
2 stops11h 15mSouthwest
Sat 12/66:15 amSJU - VPS
2 stops13h 40mSouthwest
Deal found 11/3$419
This Southwest deal was found by Cheapflights users on 11/2. 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.
Sat 11/2211:55 amVPS - SJU
2 stops10h 50mSouthwest
Sat 12/66:15 amSJU - VPS
2 stops13h 40mSouthwest
Deal found 11/2$424
This Mytrip deal was found by Cheapflights users on 11/3. 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 11/206:35 amVPS - SJU
3 stops37h 15mMultiple Airlines
Sat 12/66:00 amSJU - VPS
3 stops39h 56mMultiple Airlines
Deal found 11/3$427
This Southwest deal was found by Cheapflights users on 11/2. 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.
Thu 12/411:20 amVPS - SJU
2 stops11h 15mSouthwest
Sun 12/145:40 amSJU - VPS
2 stops10h 05mSouthwest
Deal found 11/2$444
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Sat 11/221:10 pmVPS - SJU
2 stops32h 33mMultiple Airlines
Sat 12/69:15 amSJU - VPS
1 stop31h 40mMultiple Airlines
Deal found 11/2$462
This American Airlines deal was found by Cheapflights users on 11/3. 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 11/204:40 pmVPS - SJU
2 stops15h 30mAmerican Airlines
Sat 12/62:05 pmSJU - VPS
1 stop9h 19mAmerican Airlines
Deal found 11/3$489
This American Airlines deal was found by Cheapflights users on 11/2. 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 12/44:40 pmVPS - SJU
2 stops17h 19mAmerican Airlines
Sun 12/148:18 amSJU - VPS
1 stop9h 30mAmerican Airlines
Deal found 11/2$514
This Mytrip deal was found by Cheapflights users on 11/2. 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 12/48:35 amVPS - SJU
2 stops23h 58mMultiple Airlines
Sat 12/134:10 amSJU - VPS
2 stops17h 46mMultiple Airlines
Deal found 11/2$559

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 November 4, 2025.
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

7:40 am-11:27 pm

2 stops13h 47m

San Juan Luis Munoz Marin Intl

Tue 2/24

8:19 am-6:51 pm

2 stops12h 32m

$364

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Fri 2/20

6:00 am-11:27 pm

1 stop15h 27m

San Juan Luis Munoz Marin Intl

Tue 2/24

2:31 pm-10:22 pm

2 stops9h 51m

$414

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 11/20

11:20 am-12:35 am

2 stops11h 15m

San Juan Luis Munoz Marin Intl

Sat 12/6

6:15 am-5:55 pm

2 stops13h 40m

$419

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 2/26

7:00 am-10:30 pm

2 stops13h 30m

San Juan Luis Munoz Marin Intl

Fri 3/6

6:00 am-1:20 pm

1 stop9h 20m

$424

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 12/4

4:40 pm-10:09 am

2 stops15h 29m

$231

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Sun 12/28

6:35 pm-4:01 pm

1 stop19h 26m

$357

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

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.

What is the cheapest time of day to fly from VPS to PR?

Find hourly flight availability from Valparaiso to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 4, 2025.

A simple way to save on the total cost of your ticket is to fly from Valparaiso, Florida to Puerto Rico in the afternoon. If you’re flexible enough to do this you can expect to save up to 32% on your trip compared to booking a flight at noon.

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 November 4, 2025.
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
4,238 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,002 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,038 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 $364, American Airlines can have you in Puerto Rico from Valparaiso, Florida in 13h 47m. Airlines will cover a distance of 1532 mi.

  • 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

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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 November 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$322Average$448FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$334Average$478FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$334Average$428FlexibilityNo cancel feeOn-time71%

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