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Flight Deals from Portland to Puerto Rico from $542

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Top Deals on flights from Portland to San Juan

Portland, US (PDX) - San Juan, PR (SJU)

Sun Country Airlines Logo
Sun Country Airlines

Sep 25

PDX
20h 53m
MSP
SJU

Sep 26

SJU
Sun Country Airlines Logo
Sun Country Airlines

Oct 3

SJU
24h 57m
MSP
PDX

Oct 4

PDX

as low as

$542

Portland, US (PDX) - San Juan, PR (SJU)

Sun Country Airlines Logo
Sun Country Airlines

Sep 25

PDX
17h 53m
MSP

Sep 26

SJU
Sun Country Airlines Logo
Sun Country Airlines

Oct 3

SJU
27h 57m
MSP

Oct 4

PDX

as low as

$542

Portland, US (PDX) - San Juan, PR (SJU)

United Airlines Logo
United Airlines

Sep 25

PDX
12h 38m
DEN
SJU

Sep 25

SJU
United Airlines Logo
United Airlines

Oct 3

SJU
7h 5m
DEN
PDX

Oct 3

PDX

as low as

$620

Portland, US (PDX) - San Juan, PR (SJU)

United Airlines Logo
United Airlines

Sep 25

PDX
12h 38m
DEN
SJU

Sep 25

SJU
United Airlines Logo
United Airlines

Oct 3

SJU
10h 38m
IAH
DEN
PDX

Oct 3

PDX

as low as

$620

Portland, US (PDX) - San Juan, PR (SJU)

United Airlines Logo
United Airlines

Sep 25

PDX
20h 27m
SFO
IAH
SJU

Sep 26

SJU
United Airlines Logo
United Airlines

Oct 3

SJU
10h 4m
IAH
SFO
PDX

Oct 4

PDX

as low as

$620

Portland, US (PDX) - San Juan, PR (SJU)

American Airlines Logo
American Airlines

Aug 20

PDX
11h 44m
PHL

Aug 21

SJU
American Airlines Logo
American Airlines

Aug 29

SJU
10h 23m
DFW

Aug 29

PDX

as low as

$650

Portland, US (PDX) - San Juan, PR (SJU)

American Airlines Logo
American Airlines

Sep 25

PDX
23h 10m
DFW
MIA
SJU

Sep 26

SJU
American Airlines Logo
American Airlines

Oct 3

SJU
10h 56m
MIA
DFW
PDX

Oct 3

PDX

as low as

$650

Portland, US (PDX) - San Juan, PR (SJU)

American Airlines Logo
American Airlines

Oct 10

PDX
13h 47m
ORD
SJU

Oct 11

SJU
American Airlines Logo
American Airlines

Oct 15

SJU
8h 56m
MIA
DFW
PDX

Oct 15

PDX

as low as

$650

Portland, US (PDX) - San Juan, PR (SJU)

American Airlines Logo
American Airlines

Oct 10

PDX
13h 47m
ORD
SJU

Oct 11

SJU
American Airlines Logo
American Airlines

Oct 15

SJU
7h 31m
DFW
PDX

Oct 15

PDX

as low as

$650

Portland, US (PDX) - San Juan, PR (SJU)

American Airlines Logo
American Airlines

Oct 10

PDX
14h 42m
ORD
CLT
SJU

Oct 11

SJU
American Airlines Logo
American Airlines

Oct 15

SJU
17h 7m
MIA
DFW
PDX

Oct 16

PDX

as low as

$668

Portland, US (PDX) - San Juan, PR (SJU)

American Airlines Logo
American Airlines

Sep 25

PDX
16h 2m
CLT
SJU

Sep 26

SJU
American Airlines Logo
American Airlines

Oct 3

SJU
10h 56m
MIA
DFW
PDX

Oct 3

PDX

as low as

$706

Portland, US (PDX) - San Juan, PR (SJU)

United Airlines Logo
United Airlines

Oct 10

PDX
12h 38m
DEN
SJU

Oct 10

SJU
United Airlines Logo
United Airlines

Oct 15

SJU
16h 59m
IAD
EWR
PDX

Oct 16

PDX

as low as

$731

Top Deals on flights from Portland to Aguadilla

Portland, US (PDX) - Aguadilla, PR (BQN)

United Airlines Logo
United Airlines

Aug 22

PDX
17h 59m
SFO
EWR
BQN

Aug 22

BQN
United Airlines Logo
United Airlines

Aug 30

BQN
11h 20m
EWR
ORD
PDX

Aug 30

PDX

as low as

$630

Portland, US (PDX) - Aguadilla, PR (BQN)

United Airlines Logo
United Airlines

Aug 21

PDX
17h 59m
SFO
EWR
BQN

Aug 21

BQN
United Airlines Logo
United Airlines

Aug 30

BQN
9h 39m
EWR
PDX

Aug 30

PDX

as low as

$630

Portland, US (PDX) - Aguadilla, PR (BQN)

United Airlines Logo
United Airlines

Aug 21

PDX
17h 59m
SFO
EWR
BQN

Aug 21

BQN
United Airlines Logo
United Airlines

Aug 30

BQN
11h 20m
EWR
ORD
PDX

Aug 30

PDX

as low as

$630

Portland, US (PDX) - Aguadilla, PR (BQN)

United Airlines Logo
United Airlines

Aug 25

PDX
14h 59m
SFO
EWR

Aug 25

BQN
United Airlines Logo
United Airlines

Aug 30

BQN
12h 39m
EWR

Aug 30

PDX

as low as

$630

Portland, US (PDX) - Aguadilla, PR (BQN)

United Airlines Logo
United Airlines

Aug 22

PDX
17h 59m
SFO
EWR
BQN

Aug 22

BQN
United Airlines Logo
United Airlines

Aug 30

BQN
9h 39m
EWR
PDX

Aug 30

PDX

as low as

$630

Portland, US (PDX) - Aguadilla, PR (BQN)

United Airlines Logo
United Airlines

Aug 21

PDX
24h 19m
EWR
BQN

Aug 22

BQN
United Airlines Logo
United Airlines

Aug 30

BQN
9h 39m
EWR
PDX

Aug 30

PDX

as low as

$804

Portland, US (PDX) - Aguadilla, PR (BQN)

United Airlines Logo
United Airlines

Oct 10

PDX
21h 34m
EWR

Oct 11

BQN
United Airlines Logo
United Airlines

Oct 14

BQN
12h 39m
EWR

Oct 14

PDX

as low as

$896

Portland, US (PDX) - Aguadilla, PR (BQN)

United Airlines Logo
United Airlines

Aug 22

PDX
24h 19m
EWR
BQN

Aug 23

BQN
United Airlines Logo
United Airlines

Aug 30

BQN
9h 39m
EWR
PDX

Aug 30

PDX

as low as

$1161

Top Deals on flights from Portland to Mayagueez

Portland, US (PDX) - Mayagueez, PR (MAZ)

United Airlines Logo
United Airlines

May 9

PDX
22h 38m
IAD
SJU

May 10

MAZ
Cape Air Logo
Cape Air

May 13

MAZ
33h 23m
SJU
IAH

May 14

PDX

as low as

$698

Portland, US (PDX) - Mayagueez, PR (MAZ)

American Airlines Logo
American Airlines

May 9

PDX
14h 44m
DFW
SJU

May 9

MAZ
Cape Air Logo
Cape Air

May 13

MAZ
21h 25m
SJU
DFW

May 14

PDX

as low as

$933

Good to Know

Essential information to help you plan your flight from Portland to Puerto Rico

Cheapest Flight

$542

The lowest price we found in the last two weeks, departing Sep 25 and returning Oct 4

Airline SY2 stops ‧ 20h 53m ‧ economy

Fastest Flights

$650

The fastest flight that we found in the last two weeks, departing Aug 20 and returning Aug 29

Airline AA1 stop ‧ 11h 44m ‧ economy

Cheapest Flight Round-trip

$542

Cheapest price found in the last 14 days, departing Sep 25 and returning Oct 4

Airline SY2 stops ‧ 20h 53m ‧ economy

Cheapest Layover airport

$620

The cheapest layover airport to San Juan is currently $620

Airline UA3 stops ‧ 20h 27m ‧ economy

Best Arrival airport

$542

The best arrival airport to San Juan is currently $542

Airline SY1 stop ‧ 17h 53m ‧ economy

Best Departure airport

$542

The best departure airport to San Juan is currently $542

Airline SY1 stop ‧ 17h 53m ‧ economy

Cheapest Airline

$542

The cheapest airline to San Juan is currently $542

Airline SY1 stop ‧ 17h 53m ‧ economy

Prices from Portland to San Juan peak in late December and dip in late January to early February.

When planning your flights from Portland to San Juan, it's essential to note the seasonal price variations. The highest prices occur during late December, particularly around the holidays, peaking significantly at a high point. Conversely, the low price season typically spans late January to early February, with another affordable window in late April to early May. Expect medium prices during late spring and summer, with an abrupt increase noted at the end of the year. Overall, high season prices can reach up to around 977, while low season fares are typically below 643.

Book your flight from Portland to San Juan 48 to 60 days in advance for the best prices; avoid booking within 14 days to escape high rates.

For your trip from Portland to San Juan, it's best to book your flight between 48 to 60 days prior to departure, as prices are most affordable during this period, around $598. Prices tend to increase as you approach the departure date, with noticeable spikes occurring after 14 days, where costs can soar to as high as $947. If you're within 43 days from departure, it is advisable to book immediately to avoid higher prices, which rise rapidly as you get closer to your travel date.

Frequently Asked Questions

Which cities in Puerto Rico can I fly to from Portland?

Flights from Portland to Puerto Rico typically land at San Juan Luis Muñoz Marín International Airport, which offers direct flights from the U.S. mainland. Other airports like Aguadilla and Ponce may require one-stop connections via hubs like Miami or Dallas. San Juan is the main gateway for exploring the island, with excellent regional flights and ferries connecting to other cities.

How long is the flight from Portland to Puerto Rico?

From Portland to San Juan, Puerto Rico, non-stop flights generally take around 7 hours 30 minutes eastbound. One-stop flights to San Juan or other major cities like Ponce or Mayaguez usually range from 9 to 12 hours depending on the connection.

Are there direct flights from Portland to Puerto Rico?

There are seasonal non-stop flights from Portland to San Juan in Puerto Rico operated mainly by United Airlines, with flight times around five and a half hours. Outside of peak seasons, most trips involve one stop, often through cities like Dallas or Houston, with total travel times around seven to nine hours.

Which airlines fly from Portland to Puerto Rico?

From Portland to Puerto Rico, Delta offers nonstop flights; American, JetBlue and United provide one-stop options via their hubs.

When is the cheapest time to fly from Portland to Puerto Rico?

Flights from Portland to Puerto Rico are typically cheaper in the late fall and early spring, avoiding the peak winter and summer holiday seasons. Booking several weeks in advance and flying midweek, especially in the afternoon, can also lower costs.

How far in advance should I book flights from Portland to Puerto Rico?

For Portland to Puerto Rico, reserve your flights about 4 to 8 weeks prior, with earlier booking recommended for peak summer or holiday travel.

What are the most popular cities to visit in Puerto Rico?

In Puerto Rico, travelers often visit San Juan for its historic old town and vibrant culture, Ponce for its art and architecture, Rincón for surfing and beaches, and Vieques or Culebra for their pristine islands and snorkeling.

Do I need a visa to travel from Portland to Puerto Rico?

U.S. citizens do not need a visa or electronic travel authorization to visit Puerto Rico for tourism or short stays, as it is a U.S. territory. Entry requirements are generally straightforward, but always check for any updates before traveling.

Which airports in Puerto Rico are best to fly into from Portland?

From Portland to Puerto Rico, San Juan Luis Muñoz Marín International Airport is the primary gateway with the most direct flights and connections for inland travel. Rafael Hernández Airport in Aguadilla is a good alternative for western Puerto Rico, especially if you're heading to resorts or regional destinations on the west coast.

What is the baggage allowance on flights from Portland to Puerto Rico?

From Portland to Puerto Rico, baggage allowances depend on your airline and ticket class. Basic economy fares often do not include checked bags, whereas standard economy generally includes at least one checked bag and a carry-on. Premium cabins offer additional checked bags and priority services.

What cabin and seat options are typical from Portland to Puerto Rico?

Flights from Portland to Puerto Rico typically offer Economy and Business class with lie-flat seats on some routes, while Premium Economy is less common and First class is limited.

Are overnight flights available from Portland to Puerto Rico?

Yes. Flights from Portland to Puerto Rico often depart in the evening and arrive early the next morning at San Juan's airport, allowing travelers to maximize their time upon arrival.

When is the best time of year to visit Puerto Rico?

The best times to visit Puerto Rico are from April to June and September to November when the weather is warm and the crowds are lighter, avoiding the peak summer season when prices and visitors are highest.