Flights to San Juan from Portland - $121

View $121 flight on Tue, Sep 16, 2025Opens in a new window

Popular airlines from Portland to San Juan

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Find available prices by choosing your travel dates.

Cheap Flights from Portland to San Juan (PWM-SJU)

Prices were available within the past 7 days and start at $121 for one-way flights and $241 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Tue, Sep 2 - Tue, Sep 16
PWM
Portland
SJU
San Juan
$241 Roundtrip, found 4 hours ago
$241
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Tue, Sep 2 from Portland to San Juan, returning Tue, Sep 16, priced at $241 found 4 hours ago
United
Wed, Sep 24 - Wed, Oct 1
PWM
Portland
SJU
San Juan
$245 Roundtrip, found 2 days ago
$245
Roundtrip
found 2 days ago
Select United flight, departing Wed, Sep 24 from Portland to San Juan, returning Wed, Oct 1, priced at $245 found 2 days ago
Southwest Airlines
Tue, Sep 16 - Sun, Sep 21
PWM
Portland
SJU
San Juan
$258 Roundtrip, found 8 hours ago
$258
Roundtrip
found 8 hours ago
Select Southwest Airlines flight, departing Tue, Sep 16 from Portland to San Juan, returning Sun, Sep 21, priced at $258 found 8 hours ago
American Airlines
Tue, Sep 16 - Sun, Sep 21
PWM
Portland
SJU
San Juan
$260 Roundtrip, found 8 hours ago
$260
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Tue, Sep 16 from Portland to San Juan, returning Sun, Sep 21, priced at $260 found 8 hours ago
Delta
Wed, Sep 24 - Wed, Oct 1
PWM
Portland
SJU
San Juan
$262 Roundtrip, found 2 days ago
$262
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Sep 24 from Portland to San Juan, returning Wed, Oct 1, priced at $262 found 2 days ago
JetBlue Airways
Tue, Sep 2 - Tue, Sep 16
PWM
Portland
SJU
San Juan
$283 Roundtrip, found 4 hours ago
$283
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Tue, Sep 2 from Portland to San Juan, returning Tue, Sep 16, priced at $283 found 4 hours ago

Find the cheapest month to fly from Portland (PWM) to San Juan (SJU)

February is typically the cheapest month to fly

From $160 - $774 per traveler.

Graph displaying average flight prices per month

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