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
$235 - $430
Route
Depart
Return
Price
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Sat 6/8
2 stops19h 18m
Portland
Sun 6/9
2 stops11h 32m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Sat 6/8
2 stops19h 18m
Portland
Tue 6/11
2 stops21h 28m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Sat 6/8
2 stops19h 18m
Portland
Tue 6/11
1 stop10h 26m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Sat 6/8
2 stops19h 18m
Portland
Mon 6/10
1 stop13h 55m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Sat 6/8
2 stops34h 29m
Portland
Mon 6/10
2 stops28h 23m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Sat 6/8
1 stop19h 53m
Portland
Tue 6/11
1 stop10h 26m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Wed 8/28
2 stops13h 22m
Portland
Mon 9/2
1 stop15h 35m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Wed 10/16
2 stops13h 36m
Portland
Wed 10/23
1 stop11h 44m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Fri 6/7
1 stop11h 16m
Portland
Mon 6/10
2 stops13h 06m
No data available for this route at this time. Please check back soon.
Comfort
Entertainment
Food
Overall
Boarding
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Entertainment
Food
Overall
Boarding
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Entertainment
Food
Overall
Boarding
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Entertainment
Food
Overall
Boarding
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Entertainment
Food
Overall
Boarding
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Entertainment
Food
Overall
Boarding
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
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