To save on the cost of your flight from Portland to Caribbean, book at least 30 days before your planned departure. Booking around this time can save you about 78% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $473 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $736.
Our data shows that September tends to be the cheapest month to fly to Caribbean from Portland. Users have commonly found prices around $541 for the month, but tickets can be as low as $265. Due to multiple factors, prepare for potentially higher prices in March.
When flying from Portland to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$221 - $538
Route
Depart
Return
Price
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Sun 5/12
2 stops16h 27m
San Juan Luis Munoz Marin Intl
Thu 5/16
1 stop12h 32m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Sun 5/12
1 stop14h 33m
San Juan Luis Munoz Marin Intl
Thu 5/16
1 stop12h 32m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Wed 5/15
2 stops17h 50m
San Juan Luis Munoz Marin Intl
Wed 5/22
2 stops12h 58m
PortlandPunta Cana
PDX - PUJ
PDXPUJ
Portland
Thu 5/2
2 stops12h 25m
Punta Cana
Fri 5/10
2 stops33h 29m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Fri 9/6
1 stop11h 27m
San Juan Luis Munoz Marin Intl
Tue 9/10
1 stop12h 10m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Sun 5/12
1 stop19h 20m
San Juan Luis Munoz Marin Intl
Wed 5/15
2 stops15h 08m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Tue 6/4
1 stop13h 49m
San Juan Luis Munoz Marin Intl
Tue 6/11
1 stop13h 47m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Tue 8/20
1 stop12h 43m
San Juan Luis Munoz Marin Intl
Mon 8/26
1 stop11h 18m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Sat 9/7
1 stop13h 52m
San Juan Luis Munoz Marin Intl
Thu 9/12
1 stop13h 09m
No data available for this route at this time. Please check back soon.
Crew
Food
Entertainment
Comfort
Overall
Boarding
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Food
Entertainment
Comfort
Overall
Boarding
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Food
Entertainment
Comfort
Overall
Boarding
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Food
Entertainment
Comfort
Overall
Boarding
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Food
Entertainment
Comfort
Overall
Boarding
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Food
Entertainment
Comfort
Overall
Boarding
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
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