
Round-trip from | $419 (Delta) |
|---|---|
One-way from | $161 (Kiwi.com) |
Fly from
Fly to
Route
Depart
Return
Price
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Thu 1/22
3:55 pm-10:15 pm
1 stop10h 20m
Portland
Tue 1/27
6:50 am-8:58 pm
1 stop10h 08m
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Thu 1/22
3:46 pm-10:53 pm
1 stop11h 07m
Portland
Tue 1/27
7:00 am-9:00 pm
1 stop10h 00m
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Tue 2/10
6:00 am-6:51 pm
2 stops16h 51m
Portland
Sat 2/14
11:59 pm-3:12 pm
1 stop11h 13m
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Thu 1/22
2:15 pm-10:15 pm
1 stop12h 00m
Portland
Mon 1/26
5:15 pm-1:06 pm
2 stops15h 51m
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Wed 1/14
8:10 am-6:56 pm
2 stops14h 46m
Portland
Sun 1/18
7:00 am-9:26 pm
1 stop10h 26m
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Thu 1/15
3:20 pm-12:17 am
2 stops12h 57m
Portland
Sun 1/18
6:50 am-8:58 pm
1 stop10h 08m
AguadillaPortland
BQN - PDX
BQNPDX
Aguadilla Borinquen
Wed 2/18
1:09 am-2:48 pm
2 stops17h 39m
Portland
Mon 2/23
3:50 pm-11:57 pm
3 stops28h 07m
AguadillaPortland
BQN - PDX
BQNPDX
Aguadilla Borinquen
Sun 2/1
1:09 am-11:57 am
2 stops14h 48m
Portland
Mon 2/9
7:00 am-11:57 pm
2 stops12h 57m
Santo DomingoPortland
SDQ - PDX
SDQPDX
Santo Domingo Las Americas
Thu 1/29
7:31 am-8:25 pm
1 stop16h 54m
Portland
Fri 2/6
1:39 pm-1:22 pm
2 stops19h 43m
Santiago de los CaballerosPortland
STI - PDX
STIPDX
Santiago de los Caballeros
Thu 1/22
12:52 pm-9:49 pm
1 stop12h 57m
Portland
Mon 1/26
11:05 pm-2:53 pm
1 stop11h 48m
Currently, September is the cheapest month in which you can book a flight from Caribbean Islands to Portland (average of $228). Flying from Caribbean Islands to Portland in October is currently the most expensive (average of $481). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
When flying from Caribbean Islands to Portland, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 28% versus a flight at noon.
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
Jeremy,Dec 2025
OKC - CLT
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
Jeremy,Dec 2025
OKC - CLT
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$242 | Average$512 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$369 | Average$524 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$406 | Average$570 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$466 | Average$565 | FlexibilityNo cancel fee | On-time63% |