HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
San Juan

$207+ 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 7/16. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — SJU
May 19 — May 261
Tue 5/19
Tue 5/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Valparaiso to San Juan with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 April 19, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/18. 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.
Thu 5/147:30 am
VPS
-
SJU
1 stop14h 12m
Multiple Airlines
Sun 5/177:00 am
SJU
-
VPS
2 stops32h 58m
Multiple Airlines
Deal found 4/18$427
This Southwest deal was found by Cheapflights users on 4/17. 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 6/612:40 pm
VPS
-
SJU
1 stop10h 00m
Southwest
Sat 6/135:00 am
SJU
-
VPS
1 stop11h 55m
Southwest
Deal found 4/17$435
This Southwest deal was found by Cheapflights users on 4/16. 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.
Thu 7/162:00 pm
VPS
-
SJU
1 stop9h 15m
Southwest
Mon 7/205:00 am
SJU
-
VPS
2 stops9h 20m
Southwest
Deal found 4/16$445
This American Airlines deal was found by Cheapflights users on 4/14. 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 12/103:35 pm
VPS
-
SJU
1 stop11h 44m
American Airlines
Mon 12/148:18 am
SJU
-
VPS
1 stop9h 30m
American Airlines
Deal found 4/14$455
This Southwest deal was found by Cheapflights users on 4/17. 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.
Tue 6/3012:05 pm
VPS
-
SJU
2 stops8h 55m
Southwest
Fri 7/315:30 am
SJU
-
VPS
1 stop8h 50m
Southwest
Deal found 4/17$460
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:45 am
VPS
-
SJU
1 stop7h 50m
Delta
Sun 9/135:41 pm
SJU
-
VPS
1 stop6h 27m
Delta
Deal found 4/16$470
This American Airlines deal was found by Cheapflights users on 4/15. 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.
Wed 5/136:20 am
VPS
-
SJU
1 stop7h 32m
American Airlines
Wed 5/2011:38 am
SJU
-
VPS
1 stop10h 57m
American Airlines
Deal found 4/15$480
This American Airlines deal was found by Cheapflights users on 4/15. 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 9/196:55 pm
VPS
-
SJU
2 stops15h 15m
American Airlines
Sun 9/277:05 pm
SJU
-
VPS
2 stops17h 48m
American Airlines
Deal found 4/15$485
This American Airlines deal was found by Cheapflights users on 4/15. 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.
Wed 7/86:09 am
VPS
-
SJU
1 stop7h 01m
American Airlines
Sun 7/127:25 am
SJU
-
VPS
1 stop15h 28m
American Airlines
Deal found 4/15$490

Find 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 April 19, 2026.

Round-trip from

$427
(Kiwi.com)

One-way from

$207
(Southwest)

Popular in

November

Cheapest in

May

Average price

$505
From Valparaiso Destin-Ft Walton Beach to San Juan
Search Deals
One-way flight from Valparaiso Destin-Ft Walton Beach to San Juan
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($8 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 April 19, 2026.
Use the filters below to find and compare flights from Valparaiso to San Juan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Sat 6/6

12:40 pm-11:40 pm

1 stop10h 00m

San Juan Luis Munoz Marin Intl

Sat 6/13

5:00 am-3:55 pm

1 stop11h 55m

$435

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 7/16

2:00 pm-1:20 am

2 stops10h 20m

San Juan Luis Munoz Marin Intl

Mon 7/20

5:00 am-1:20 pm

2 stops9h 20m

$445

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 6/30

12:05 pm-10:00 pm

2 stops8h 55m

San Juan Luis Munoz Marin Intl

Fri 7/31

5:30 am-1:20 pm

1 stop8h 50m

$460

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 9/1

6:00 am-4:35 pm

1 stop9h 35m

San Juan Luis Munoz Marin Intl

Sun 9/13

5:41 pm-11:08 pm

1 stop6h 27m

$470
Quickest round-trip

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 7/14

6:00 am-1:32 pm

1 stop6h 32m

San Juan Luis Munoz Marin Intl

Sun 7/19

7:30 am-12:29 pm

1 stop5h 59m

$470

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 6/9

12:05 pm-11:45 pm

2 stops10h 40m

San Juan Luis Munoz Marin Intl

Tue 6/30

7:00 am-4:35 pm

2 stops10h 35m

$470

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Fri 5/15

2:00 pm-11:40 pm

1 stop8h 40m

San Juan Luis Munoz Marin Intl

Mon 5/18

5:35 am-1:20 pm

1 stop8h 45m

$480

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Sat 9/19

4:57 pm-11:10 am

2 stops17h 13m

San Juan Luis Munoz Marin Intl

Sun 9/27

7:05 pm-11:53 am

2 stops17h 48m

$485
Cheapest one-way

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 7/16

2:00 pm-12:15 am

1 stop9h 15m

$207

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Mon 7/20

2:00 pm-1:20 am

2 stops10h 20m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Showing 1-10 of 14 resultsSorted by cheapest first
1
2

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, May is the cheapest month in which you can book a flight from Valparaiso, Florida to San Juan (average of $280). Flying from Valparaiso, Florida to San Juan in August is currently the most expensive (average of $584). 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.

How much does it cost to fly round-trip from Valparaiso, Florida to San Juan?

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 April 19, 2026.
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
7.9
Good
8,422 reviews

Boarding

8.1

Comfort

7.9

Food

7.2

Overall

7.9

Crew

8.5

Entertainment

7.8

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
7.9
Good
8,422 reviews
Delta
7.9
Good
8,422 reviews

Boarding

8.1

Comfort

7.9

Food

7.2

Overall

7.9

Crew

8.5

Entertainment

7.8

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
7.1
Good
11,619 reviews
Delta
7.9
Good
8,422 reviews

Boarding

8.1

Comfort

7.9

Food

7.2

Overall

7.9

Crew

8.5

Entertainment

7.8

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 $470, Southwest can have you in San Juan from Valparaiso, Florida in 9h 35m. 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 $299 on this airline. An additional option worth looking into is American Airlines, starting at $356. Delta is priced at 42% lower than the current average price of a flight leaving 3 months from now.

  • 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, May is the cheapest month in which you can book a flight from Valparaiso, Florida to San Juan (average of $280). Flying from Valparaiso, Florida to San Juan in August is currently the most expensive (average of $584). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 April 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$299Average$448FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$356Average$534FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights