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 $515. You can even find prices in January for less than $515, as users have found deals to Portland from as low as $299. The month of July 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 25%.
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
$264 - $427
Route
Depart
Return
Price
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Wed 9/4
1 stop19h 56m
Portland
Wed 9/11
1 stop14h 10m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Sat 8/24
1 stop19h 56m
Portland
Sat 9/7
1 stop14h 10m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Wed 9/4
1 stop19h 56m
Portland
Wed 9/11
2 stops20h 16m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Sat 7/6
2 stops18h 17m
Portland
Tue 7/9
2 stops11h 04m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Wed 7/10
1 stop19h 13m
Portland
Sat 7/13
2 stops11h 13m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Thu 7/18
2 stops34h 32m
Portland
Wed 7/24
2 stops11h 14m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Fri 8/30
1 stop13h 21m
Portland
Sun 9/1
1 stop12h 52m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Sat 8/24
2 stops21h 23m
Portland
Sat 8/31
2 stops21h 00m
San Juan Luis Munoz Marin IntlPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Tue 10/15
1 stop11h 18m
Portland
Wed 10/23
1 stop12h 00m
No data available for this route at this time. Please check back soon.
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
When you search for this flight from Caribbean to Portland, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.
Millions of users choose and trust Cheapflights to book the best flight deals from Caribbean to Portland for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.
Yes! Cheapflights helps users easily find flights from Caribbean to Portland with no change fees.
Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Portland from Caribbean today and book when prices fit your budget.