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San Juan

$149+ 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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — SJU
Mar 29 — Apr 51
Sun 3/29
Sun 4/5
1 adult, Economy
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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 February 27, 2026.

This Southwest deal was found by Cheapflights users on 2/24. 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 4/2210:25 am
VPS
-
SJU
2 stops12h 15m
Southwest
Sat 4/255:15 am
SJU
-
VPS
1 stop9h 00m
Southwest
Deal found 2/24$337
This Southwest deal was found by Cheapflights users on 2/24. 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 6/82:00 pm
VPS
-
SJU
1 stop9h 15m
Southwest
Tue 6/165:30 am
SJU
-
VPS
2 stops12h 05m
Southwest
Deal found 2/24$375
This American Airlines deal was found by Cheapflights users on 2/23. 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 4/214:46 pm
VPS
-
SJU
2 stops18h 43m
American Airlines
Thu 4/3011:43 am
SJU
-
VPS
1 stop13h 07m
American Airlines
Deal found 2/23$395
This American Airlines deal was found by Cheapflights users on 2/25. 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 12/114:40 pm
VPS
-
SJU
2 stops17h 19m
American Airlines
Tue 12/157:00 am
SJU
-
VPS
1 stop13h 48m
American Airlines
Deal found 2/25$420
This Southwest deal was found by Cheapflights users on 2/25. 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 3/2512:35 pm
VPS
-
SJU
2 stops10h 40m
Southwest
Wed 4/85:35 am
SJU
-
VPS
2 stops12h 25m
Southwest
Deal found 2/25$423
This American Airlines deal was found by Cheapflights users on 2/26. 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 4/106:20 am
VPS
-
SJU
1 stop14h 04m
American Airlines
Mon 4/137:00 pm
SJU
-
VPS
1 stop5h 50m
American Airlines
Deal found 2/26$430
This American Airlines deal was found by Cheapflights users on 2/25. 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 12/146:00 am
SJU
-
VPS
2 stops17h 24m
American Airlines
Deal found 2/25$435
This Southwest deal was found by Cheapflights users on 2/23. 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 4/217:15 am
VPS
-
SJU
2 stops9h 55m
Southwest
Thu 4/3010:00 am
SJU
-
VPS
2 stops12h 05m
Southwest
Deal found 2/23$442
This Delta deal was found by Cheapflights users on 2/24. 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.
Sat 9/197:45 am
VPS
-
SJU
1 stop7h 46m
Delta
Sun 9/275:41 pm
SJU
-
VPS
1 stop6h 27m
Delta
Deal found 2/24$445
This American Airlines deal was found by Cheapflights users on 2/25. 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 5/236:00 am
VPS
-
SJU
1 stop7h 06m
American Airlines
Wed 5/277:15 pm
SJU
-
VPS
1 stop5h 38m
American Airlines
Deal found 2/25$460
This American Airlines deal was found by Cheapflights users on 2/25. 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 9/17:07 am
VPS
-
SJU
1 stop14h 49m
American Airlines
Sun 9/133:55 pm
SJU
-
VPS
1 stop6h 05m
American Airlines
Deal found 2/25$465

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 February 27, 2026.

Round-trip from

$337
(Southwest)

One-way from

$149
(Southwest)

Popular in

November

Cheapest in

September

Average price

$490
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. 7% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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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 February 27, 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

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Wed 4/22

10:25 am-11:40 pm

2 stops12h 15m

San Juan Luis Munoz Marin Intl

Sat 4/25

5:15 am-1:15 pm

1 stop9h 00m

$337

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Mon 6/8

12:30 pm-1:20 am

2 stops11h 50m

San Juan Luis Munoz Marin Intl

Tue 6/16

5:30 am-4:35 pm

2 stops12h 05m

$375

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 4/21

6:20 am-2:52 pm

1 stop7h 32m

San Juan Luis Munoz Marin Intl

Thu 4/30

7:00 pm-11:50 pm

1 stop5h 50m

$395

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Wed 4/22

2:59 pm-11:12 pm

1 stop7h 13m

San Juan Luis Munoz Marin Intl

Sat 4/25

5:34 pm-11:19 pm

1 stop6h 45m

$420

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Wed 3/25

12:35 pm-12:15 am

2 stops10h 40m

San Juan Luis Munoz Marin Intl

Wed 4/8

5:35 am-5:00 pm

2 stops12h 25m

$423

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Fri 4/10

6:20 am-9:24 pm

1 stop14h 04m

San Juan Luis Munoz Marin Intl

Mon 4/13

7:00 pm-11:50 pm

1 stop5h 50m

$430

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Wed 3/25

9:21 am-8:18 pm

1 stop9h 57m

San Juan Luis Munoz Marin Intl

Wed 4/8

2:44 pm-8:52 pm

1 stop7h 08m

$435

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Wed 3/25

4:40 pm-9:00 am

2 stops15h 20m

San Juan Luis Munoz Marin Intl

Wed 4/8

10:03 am-11:50 pm

1 stop14h 47m

$435

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 4/21

10:25 am-11:40 pm

2 stops12h 15m

$149

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 4/28

7:00 am-11:02 pm

1 stop15h 02m

$182

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/24

Showing 1-10 of 15 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 $228). Flying from Valparaiso, Florida to San Juan in August is currently the most expensive (average of $380). 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 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 February 27, 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
8,242 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

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
8,242 reviews
Delta
7.9
Good
8,242 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

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
11,357 reviews
Delta
7.9
Good
8,242 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

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 $420, Southwest can have you in San Juan from Valparaiso, Florida in 7h 13m. 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 38% 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 $228). Flying from Valparaiso, Florida to San Juan in August is currently the most expensive (average of $380). 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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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 February 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$299Average$446FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$356Average$474FlexibilityNo cancel feeOn-time71%

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