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$171+ Cheap flights from Valparaiso, FL (VPS) to San Juan

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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — SJU
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Valparaiso to San Juan

Discover tips and strategies to find the most affordable flight options for your journey from Valparaiso (VPS) to San Juan (PR1). 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 September 16, 2025.

Round-trip from

$344
(Southwest)

One-way from

$171
(Southwest)

Popular in

December

Cheapest in

January

Average price

$434
From Valparaiso Destin-Ft Walton Beach to San Juan
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One-way flight from Valparaiso Destin-Ft Walton Beach to San Juan
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Highest demand for flights based on searches. 2% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Valparaiso to San Juan

Cheapest flights from Valparaiso to San Juan
Explore the most affordable flight options available from Valparaiso to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Southwest deal was found by Cheapflights users on 9/16. 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 12/1011:20 amVPS - SJU
2 stops11h 15mSouthwest
Wed 12/1711:20 amSJU - VPS
2 stops11h 50mSouthwest
Deal found 9/16$344
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Thu 12/44:40 pmVPS - SJU
2 stops17h 19mAmerican Airlines
Sun 12/146:00 amSJU - VPS
2 stops17h 24mAmerican Airlines
Deal found 9/14$364
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2912:05 pmVPS - SJU
1 stop9h 40mSouthwest
Mon 11/311:20 amSJU - VPS
2 stops11h 50mSouthwest
Deal found 9/14$379
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Fri 11/74:57 pmVPS - SJU
2 stops17h 08mAmerican Airlines
Mon 11/107:15 amSJU - VPS
1 stop13h 20mAmerican Airlines
Deal found 9/15$389
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 10/296:00 pmVPS - SJU
2 stops18h 45mAmerican Airlines
Mon 11/38:20 amSJU - VPS
1 stop14h 01mAmerican Airlines
Deal found 9/14$393
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/131:25 pmVPS - SJU
1 stop7h 50mSouthwest
Sun 12/216:05 amSJU - VPS
2 stops13h 20mSouthwest
Deal found 9/14$412
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 10/184:09 pmVPS - SJU
2 stops17h 57mAmerican Airlines
Sat 10/257:10 amSJU - VPS
1 stop15h 37mAmerican Airlines
Deal found 9/15$429

Cheapflights Fare Finder

 
Customize your flight search to find flights from Valparaiso to San Juan 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 September 16, 2025.
Use the filters below to find and compare flights from Valparaiso to San Juan that are best for you.

Fly from

Valparaiso

Fly to

San Juan

Route

Depart

Return

Price

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Wed 12/10

11:20 am-12:35 am

2 stops11h 15m

San Juan Luis Munoz Marin Intl

Wed 12/17

11:20 am-9:10 pm

2 stops11h 50m

$344

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 12/4

4:40 pm-11:59 am

2 stops17h 19m

San Juan Luis Munoz Marin Intl

Sun 12/14

6:00 am-9:24 pm

2 stops17h 24m

$364

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 2/19

7:25 pm-4:55 am

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Tue 2/24

5:41 am-3:29 pm

2 stops11h 48m

$364

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Fri 2/20

7:25 pm-4:55 am

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Tue 2/24

4:50 pm-11:58 pm

1 stop9h 08m

$364

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Wed 10/29

12:05 pm-10:45 pm

1 stop9h 40m

San Juan Luis Munoz Marin Intl

Mon 11/3

11:20 am-9:10 pm

2 stops11h 50m

$379

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Sat 12/6

7:00 am-11:00 pm

2 stops14h 00m

$171

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Sat 12/6

1:05 pm-10:05 pm

1 stop7h 00m

$256

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Sat 11/29

6:00 am-2:17 pm

1 stop6h 17m

$444

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Sat 11/29

7:20 am-7:25 pm

2 stops10h 05m

$546

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Sat 11/29

6:00 am-4:40 am

3 stops20h 40m

$781

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Best time to book a flight from Valparaiso to San Juan

Have a flexible travel schedule? Discover the best time to fly to San Juan 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 San Juan

What is the cheapest month to book a flight from Valparaiso, Florida to San Juan?

Currently, September is the cheapest month in which you can book a flight from Valparaiso, Florida to San Juan (average of $254). Flying from Valparaiso, Florida to San Juan in June is currently the most expensive (average of $339). 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 SJU?

Find hourly flight availability from Valparaiso to San Juan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

One of the essential ways to save on airfare from Valparaiso, Florida to San Juan is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 34% on airfare.

Reviews of airlines servicing San Juan

Get insights into the airlines that provide service to San Juan. 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 San Juan. Reviews last updated September 16, 2025.
See what other customers who have flown with Delta and American Airlines from Valparaiso to San Juan have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
8.0
Very good
7,957 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Valparaiso to San Juan. 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 San Juan?

    Valparaiso Destin-Ft Walton Beach (VPS) is the airport you will fly out of if you book a flight from Valparaiso to San Juan. You should not have trouble finding flights to San Juan from Destin-Ft Walton Beach; the airport handles an average of 0 outbound flights to San Juan per day. You should also have plenty of airline options to choose from since 2 airlines have flights from the Valparaiso airport to San Juan. It is only a 3.1 mi journey to Destin-Ft Walton Beach (VPS) from Valparaiso’s city center.

  • How long is the flight from Valparaiso, Florida to San Juan?

    For as low as $344, Southwest can have you in San Juan from Valparaiso, Florida in 11h 15m. Valparaiso, Florida and San Juan are separated by a distance of 1532 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Valparaiso, Florida to San Juan round-trip?

    Our cheapest airline available from Valparaiso, Florida to San Juan is Delta. Our recent data shows that you can find tickets from as low as $322 on this airline. An additional option worth looking into is American Airlines, starting at $334. Delta is priced at 30% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Valparaiso, Florida to San Juan one-way?

    One-way options have recently been found by users for as low as $171 on Southwest. Other airlines that offer cheap prices include American Airlines from $256 and Delta from $444 one-way.

  • Can I find deals for flights from Valparaiso to San Juan that include hotel bookings?

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

  • How can I find direct flights from Valparaiso to San Juan?

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

  • Can I find deals for business class flights from Valparaiso to San Juan?

    Yes. Cheapflights offers flight deals from Valparaiso to San Juan 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 San Juan?

    Currently, September is the cheapest month in which you can book a flight from Valparaiso, Florida to San Juan (average of $254). Flying from Valparaiso, Florida to San Juan in June is currently the most expensive (average of $339). 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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Top 2 airlines flying from Valparaiso to San Juan

Discover the top 2 airlines that operate flights from Valparaiso to San Juan. 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$322Average$435FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$334Average$428FlexibilityNo cancel feeOn-time71%

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