When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 27 days in advance, which can save you up to 85% on flights from Oregon to Caribbean compared to booking the week you need them. Waiting 27 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $542. For sooner than that we have options available in the next 3 days from $671.
Flights from Oregon to Caribbean lean towards being more expensive in December. Prices are generally better when you fly from Oregon to Caribbean in September, with the cheapest ticket starting at $265.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oregon to Caribbean as you normally would.
Fly from
Fly to
Budget
$226 - $391
Route
Depart
Return
Price
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Wed 5/29
1 stop10h 26m
San Juan Luis Munoz Marin Intl
Wed 6/5
1 stop19h 53m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Wed 6/5
1 stop10h 09m
San Juan Luis Munoz Marin Intl
Wed 6/12
1 stop19h 53m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Mon 5/20
2 stops27h 23m
San Juan Luis Munoz Marin Intl
Wed 5/22
2 stops18h 08m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Wed 6/5
1 stop10h 09m
San Juan Luis Munoz Marin Intl
Mon 6/10
2 stops17h 23m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Sat 5/18
1 stop10h 06m
San Juan Luis Munoz Marin Intl
Thu 5/23
1 stop12h 28m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Wed 6/5
2 stops11h 12m
San Juan Luis Munoz Marin Intl
Thu 6/13
2 stops17h 38m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Sun 6/2
1 stop10h 11m
San Juan Luis Munoz Marin Intl
Sat 6/8
1 stop11h 16m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Fri 9/6
2 stops19h 36m
San Juan Luis Munoz Marin Intl
Fri 9/27
2 stops21h 43m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Fri 9/6
1 stop11h 44m
San Juan Luis Munoz Marin Intl
Wed 9/11
2 stops13h 36m
No data available for this route at this time. Please check back soon.
Overall
Comfort
Boarding
Food
Entertainment
Crew
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Overall
Comfort
Boarding
Food
Entertainment
Crew
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Overall
Comfort
Boarding
Food
Entertainment
Crew
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Overall
Comfort
Boarding
Food
Entertainment
Crew
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Overall
Comfort
Boarding
Food
Entertainment
Crew
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Overall
Comfort
Boarding
Food
Entertainment
Crew
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
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