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San Juan

Cheap flights from Portland (PDX) to San Juan

PDX — SJU
Oct 22 — Oct 291
Thu 10/22
Thu 10/29
1 adult, Economy
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Find flight deals from Portland to San Juan

Popular in

March

Cheapest in

September

Average price

$466
Highest demand for flights based on searches. 5% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in September 2026
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Best time to book a flight from Portland to San Juan

Have a flexible travel schedule? Discover the best time to fly to San Juan from Portland with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Portland to San Juan

How far ahead should I book a flight from Portland to San Juan?

The price you pay for your flight from Portland to San Juan may vary depending on when you book. For the best chance of a lower fare, look to book 79 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Portland to San Juan?

Currently, September is the cheapest month in which you can book a flight from Portland to San Juan (average of $466). Flying from Portland to San Juan in March is currently the most expensive (average of $724). 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

Read through reviews of airlines operating flights from Portland to San Juan, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,195 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
4.0
Okay

Steven,Sep 2026

OGG - HNL

It was a red eye overnight which I prefer. But this time the seat was SOOOO uncomfortable that sleeping was difficult and painful
Southwest
8.0
Very good
4,195 reviews
Southwest
8.0
Very good
4,195 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
4.0
Okay

Steven,Sep 2026

OGG - HNL

It was a red eye overnight which I prefer. But this time the seat was SOOOO uncomfortable that sleeping was difficult and painful
Delta
7.8
Good
8,595 reviews
Southwest
8.0
Very good
4,195 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
4.0
Okay

Steven,Sep 2026

OGG - HNL

It was a red eye overnight which I prefer. But this time the seat was SOOOO uncomfortable that sleeping was difficult and painful
United Airlines
7.4
Good
10,225 reviews
Southwest
8.0
Very good
4,195 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
4.0
Okay

Steven,Sep 2026

OGG - HNL

It was a red eye overnight which I prefer. But this time the seat was SOOOO uncomfortable that sleeping was difficult and painful
American Airlines
7.0
Good
12,082 reviews
Southwest
8.0
Very good
4,195 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
4.0
Okay

Steven,Sep 2026

OGG - HNL

It was a red eye overnight which I prefer. But this time the seat was SOOOO uncomfortable that sleeping was difficult and painful

Related info for your journey

  • What airport do you fly from for flights from Portland to San Juan?

    Located just 6.0 mi from the city center, Portland is the airport most travelers will use when flying to San Juan from Portland. Booking flights from Portland (PDX) to San Juan should be relatively easy as there are 0 daily outbound flights to San Juan from 4 different airlines.

  • What are the cheapest airlines flying from Portland to San Juan round-trip?

    According to our current data, Delta ($235), Southwest ($408), and American Airlines ($414) offers the cheapest pricing from Portland to San Juan. Delta is currently priced 60% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Portland to San Juan one-way?

    The cheapest airlines for a one-way flight from Portland to San Juan are American Airlines ($207), Delta ($220), and United Airlines ($220).

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Portland to San Juan (average of $466). Flying from Portland to San Juan in March is currently the most expensive (average of $724). 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 Portland to San Juan

Portland to Luis Munoz Marin Intl flights
Boise to Luis Munoz Marin Intl flights
Eugene to Luis Munoz Marin Intl flights
Medford to Luis Munoz Marin Intl flights
Portland to Aguadilla flights

Top 4 airlines flying from Portland to San Juan

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$235Average$489FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$408Average$536FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$414Average$636FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$419Average$596FlexibilityNo cancel feeOn-time69%

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