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
$205 - $382
Route
Depart
Return
Price
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Sat 5/11
1 stop10h 06m
San Juan Luis Munoz Marin Intl
Thu 5/16
1 stop12h 32m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Sat 5/11
2 stops15h 22m
San Juan Luis Munoz Marin Intl
Thu 5/16
1 stop12h 32m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Sat 5/11
1 stop13h 01m
San Juan Luis Munoz Marin Intl
Thu 5/16
1 stop12h 32m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Sat 5/18
1 stop10h 06m
San Juan Luis Munoz Marin Intl
Wed 5/22
2 stops12h 58m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Sat 5/18
2 stops15h 22m
San Juan Luis Munoz Marin Intl
Wed 5/22
2 stops12h 58m
PortlandPunta Cana
PDX - PUJ
PDXPUJ
Portland
Tue 5/7
2 stops12h 25m
Punta Cana
Mon 5/13
2 stops30h 58m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Sun 8/4
1 stop12h 44m
San Juan Luis Munoz Marin Intl
Wed 8/14
1 stop13h 41m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Fri 5/10
1 stop15h 01m
San Juan Luis Munoz Marin Intl
Tue 5/14
1 stop15h 07m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Tue 9/10
2 stops13h 25m
San Juan Luis Munoz Marin Intl
Mon 12/9
2 stops13h 30m
No data available for this route at this time. Please check back soon.
Food
Comfort
Boarding
Overall
Crew
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Food
Comfort
Boarding
Overall
Crew
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Food
Comfort
Boarding
Overall
Crew
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Food
Comfort
Boarding
Overall
Crew
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Food
Comfort
Boarding
Overall
Crew
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Food
Comfort
Boarding
Overall
Crew
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Cheapflights helps you search for flights from Portland to Caribbean via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
Cheapflights helps you find that perfect flight to Caribbean from Portland by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!
Yes, we can. To see specific flights from Portland to Caribbean with no change fees, users can toggle flexible booking options after using the search form above to find flights.
Yes! Start tracking prices for Portland to Caribbean flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.