When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 48 days in advance, which can save you up to 153% on flights from Caribbean to Portland compared to booking the week you need them. Waiting 48 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 $484. For sooner than that we have options available in the next 3 days from $688.
The best pricing can be found in the month of January. Prices to Portland from Caribbean average $518. You can even find prices in January for less than $518, as users have found deals to Portland from as low as $299. The month of May appears to be one of the more expensive times to travel to Portland from Caribbean. Flying in the targeted month can save you up to 31%.
When flying from Caribbean to Portland, 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
$245 - $513
Route
Depart
Return
Price
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Wed 6/5
1 stop19h 53m
Portland
Sun 6/9
1 stop13h 55m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Tue 5/14
2 stops29h 33m
Portland
Tue 5/21
3 stops33h 53m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Fri 5/24
1 stop21h 22m
Portland
Tue 5/28
1 stop10h 08m
Santo Domingo Las AmericasPortland
SDQ - PDX
SDQPDX
Santo Domingo Las Americas
Sat 5/18
2 stops21h 20m
Portland
Sat 5/25
2 stops23h 46m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Thu 8/1
1 stop14h 05m
Portland
Tue 8/20
1 stop14h 09m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Sat 8/24
1 stop11h 35m
Portland
Sat 8/31
2 stops12h 02m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Fri 10/11
1 stop13h 19m
Portland
Fri 10/18
1 stop14h 10m
Punta CanaPortland
PUJ - PDX
PUJPDX
Punta Cana
Fri 5/17
2 stops32h 58m
Portland
Fri 5/24
2 stops30h 00m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Fri 10/4
1 stop11h 18m
Portland
Fri 10/11
1 stop11h 36m
No data available for this route at this time. Please check back soon.
Boarding
Comfort
Crew
Food
Overall
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Boarding
Comfort
Crew
Food
Overall
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Boarding
Comfort
Crew
Food
Overall
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Boarding
Comfort
Crew
Food
Overall
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Boarding
Comfort
Crew
Food
Overall
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Boarding
Comfort
Crew
Food
Overall
Entertainment
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
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