Travelers have found it’s best to book a flight 27 days in advance to save up to 85% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 27 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Portland to Caribbean Islands 1-2 weeks in advance for as low as $458, or $671 for flights within the next 24 hours.
Our data shows that September tends to be the cheapest month to fly to Caribbean Islands from Portland. Users have commonly found prices around $533 for the month, but tickets can be as low as $265. Due to multiple factors, prepare for potentially higher prices in December.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Portland to Caribbean Islands as you normally would.
Fly from
Fly to
Budget
$220 - $525
Route
Depart
Return
Price
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Tue 5/28
1 stop10h 08m
San Juan Luis Munoz Marin Intl
Sun 6/2
1 stop13h 58m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Tue 6/4
2 stops27h 44m
San Juan Luis Munoz Marin Intl
Thu 6/13
2 stops17h 38m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Tue 8/20
1 stop13h 00m
San Juan Luis Munoz Marin Intl
Tue 8/27
1 stop21h 29m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Sat 6/8
2 stops27h 12m
San Juan Luis Munoz Marin Intl
Sat 6/15
2 stops19h 18m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Tue 5/28
1 stop10h 08m
San Juan Luis Munoz Marin Intl
Sun 6/2
1 stop13h 58m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Sat 9/7
2 stops15h 30m
San Juan Luis Munoz Marin Intl
Tue 9/10
2 stops15h 00m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Tue 8/20
1 stop13h 09m
San Juan Luis Munoz Marin Intl
Wed 8/28
1 stop13h 41m
PortlandSan Juan Luis Munoz Marin Intl
PDX - SJU
PDXSJU
Portland
Tue 10/22
2 stops14h 09m
San Juan Luis Munoz Marin Intl
Tue 10/29
2 stops16h 28m
PortlandNassau Intl
PDX - NAS
PDXNAS
Portland
Thu 6/13
2 stops13h 35m
Nassau Intl
Thu 6/20
1 stop12h 51m
No data available for this route at this time. Please check back soon.
Food
Overall
Entertainment
Boarding
Comfort
Crew
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Food
Overall
Entertainment
Boarding
Comfort
Crew
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Food
Overall
Entertainment
Boarding
Comfort
Crew
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Food
Overall
Entertainment
Boarding
Comfort
Crew
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Food
Overall
Entertainment
Boarding
Comfort
Crew
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Food
Overall
Entertainment
Boarding
Comfort
Crew
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Deals for Portland to Caribbean Islands flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
Cheapflights simply makes it quick and affordable to book flights from Portland to Caribbean Islands by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.
Cheapflights does show flights with no change fees to all users. To see these options for flights from Portland to Caribbean Islands, users can toggle the no change fees filter when performing a flight search.
Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Caribbean Islands from Portland today and book when prices fit your budget.