$200+ Cheap flights from Caribbean to Oregon
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PDX
Aug 27 — Sep 31
Round-trip
1 adult, Economy
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Find cheap flights from Caribbean to Oregon with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Caribbean to OregonExplore the most affordable flight options available from Caribbean to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2026.
Explore the most affordable flight options available from Caribbean to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2026.
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/282:52 pm
MBJ
- PDX
2 stops22h 02m
American Airlines
Sat 9/1211:08 pm
PDX
- MBJ
2 stops11h 45m
American Airlines
Deal found 7/26![American Airlines logo]()
$397
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:52 pm
MBJ
- PDX
3 stops31h 33m
United Airlines
Fri 9/184:07 pm
PDX
- MBJ
2 stops17h 36m
United Airlines
Deal found 7/27![United Airlines logo]()
$402
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:05 pm
MBJ
- PDX
1 stop13h 18m
American Airlines
Fri 9/186:00 am
PDX
- MBJ
1 stop8h 16m
American Airlines
Deal found 7/27![American Airlines logo]()
$435
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Mon 9/1410:45 pm
PDX
- SJU
1 stop11h 05m
Southwest
Deal found 7/24![Southwest logo]()
$436
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1412:13 pm
SJU
- PDX
2 stops14h 42m
American Airlines
Mon 10/196:30 am
PDX
- SJU
1 stop13h 50m
American Airlines
Deal found 7/23![American Airlines logo]()
$446
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/221:45 pm
SJU
- PDX
2 stops12h 30m
Southwest
Tue 9/297:05 am
PDX
- SJU
2 stops12h 00m
Southwest
Deal found 7/24![Southwest logo]()
$451
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:30 am
SJU
- PDX
1 stop18h 35m
American Airlines
Sat 10/3110:55 pm
PDX
- SJU
1 stop13h 05m
American Airlines
Deal found 7/27![American Airlines logo]()
$455
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:52 pm
MBJ
- PDX
2 stops29h 04m
United Airlines
Wed 9/167:07 pm
PDX
- MBJ
2 stops38h 36m
United Airlines
Deal found 7/26![United Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:00 am
SJU
- PDX
2 stops13h 51m
American Airlines
Thu 9/1011:08 pm
PDX
- SJU
2 stops13h 32m
American Airlines
Deal found 7/26![American Airlines logo]()
$461
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:15 am
SJU
- PDX
2 stops15h 43m
Delta
Mon 10/1910:15 pm
PDX
- SJU
1 stop10h 50m
Delta
Deal found 7/27![Delta logo]()
$466
This Southwest deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/282:15 pm
MBJ
- PDX
2 stops11h 25m
Southwest
Sat 9/1210:45 pm
PDX
- MBJ
1 stop13h 40m
Southwest
Deal found 7/26![Southwest logo]()
$467
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/171:30 am
SJU
- PDX
1 stop13h 30m
American Airlines
Tue 1/58:00 am
PDX
- SJU
1 stop11h 00m
American Airlines
Deal found 7/23![American Airlines logo]()
$471
Best flights from Caribbean to OregonDiscover carefully curated flight deals from Caribbean to Oregon that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 28, 2026.
Discover carefully curated flight deals from Caribbean to Oregon that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 28, 2026.
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:08 pm
MBJ
- PDX
2 stops19h 46m
American Airlines
Sat 9/1211:08 pm
PDX
- MBJ
2 stops11h 45m
American Airlines
Deal found 7/24![American Airlines logo]()
$397
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:52 pm
MBJ
- PDX
2 stops36h 00m
United Airlines
Fri 9/1811:09 pm
PDX
- MBJ
1 stop10h 34m
United Airlines
Deal found 7/27![United Airlines logo]()
$402
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/272:59 pm
SJU
- PDX
2 stops12h 00m
Delta
Mon 11/25:49 pm
PDX
- SJU
2 stops15h 16m
Delta
Deal found 7/27![Delta logo]()
$466
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:55 pm
SJU
- PDX
2 stops17h 45m
Southwest
Fri 9/47:00 pm
PDX
- SJU
2 stops12h 50m
Southwest
Deal found 7/24![Southwest logo]()
$466
This Alaska Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:28 am
SJU
- BOI
1 stop19h 18m
Alaska Airlines
Mon 11/2312:19 pm
BOI
- SJU
1 stop8h 54m
Alaska Airlines
Deal found 7/24![Alaska Airlines logo]()
$708
This Mytrip deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/284:45 pm
MBJ
- PDX
2 stops23h 05m
Multiple Airlines
Sat 9/123:30 pm
PDX
- MBJ
2 stops17h 50m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$812
This FlightHub deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:30 pm
MBJ
- PDX
2 stops23h 01m
Air Canada
Sat 9/1210:10 am
PDX
- MBJ
2 stops23h 10m
Air Canada
Deal found 7/24![Air Canada logo]()
$843
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:05 pm
MBJ
- PDX
1 stop13h 18m
American Airlines
Fri 9/186:00 am
PDX
- MBJ
1 stop8h 16m
American Airlines
Deal found 7/27![American Airlines logo]()
$435
This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/191:00 am
SJU
- PDX
1 stop11h 50m
United Airlines
Tue 8/2511:02 pm
PDX
- SJU
1 stop12h 42m
United Airlines
Deal found 7/23![United Airlines logo]()
$436
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:00 am
SJU
- PDX
2 stops17h 56m
Delta
Mon 10/1910:15 pm
PDX
- SJU
1 stop10h 41m
Delta
Deal found 7/25![Delta logo]()
$486
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/281:00 am
SJU
- BOI
2 stops12h 28m
United Airlines
Wed 9/305:00 am
BOI
- SJU
1 stop10h 38m
United Airlines
Deal found 7/26![United Airlines logo]()
$526
This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/261:05 am
SJU
- PDX
3 stops20h 24m
United Airlines
Mon 11/27:07 pm
PDX
- SJU
2 stops12h 43m
United Airlines
Deal found 7/23![United Airlines logo]()
$526
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/83:03 pm
PUJ
- PDX
1 stop24h 19m
American Airlines
Fri 10/169:44 pm
PDX
- PUJ
1 stop9h 55m
American Airlines
Deal found 7/26![American Airlines logo]()
$635
This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:00 am
SJU
- PDX
1 stop11h 50m
United Airlines
Tue 8/257:15 pm
PDX
- SJU
2 stops16h 29m
United Airlines
Deal found 7/23![United Airlines logo]()
$526
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/291:21 pm
SJU
- BOI
1 stop10h 11m
United Airlines
Mon 11/25:00 am
BOI
- SJU
2 stops13h 00m
United Airlines
Deal found 7/27![United Airlines logo]()
$536
This American Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2410:27 am
SDQ
- PDX
2 stops16h 32m
American Airlines
Mon 8/3111:34 pm
PDX
- SDQ
2 stops16h 10m
American Airlines
Deal found 7/28![American Airlines logo]()
$705
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/242:00 pm
SJU
- PDX
2 stops13h 34m
United Airlines
Sat 9/265:00 am
PDX
- SJU
2 stops12h 38m
United Airlines
Deal found 7/25![United Airlines logo]()
$536
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/44:45 pm
MBJ
- PDX
2 stops23h 05m
Multiple Airlines
Fri 9/117:18 am
PDX
- MBJ
1 stop28h 13m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$883
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/169:30 am
SDQ
- PDX
2 stops14h 00m
American Airlines
Fri 9/2511:06 pm
PDX
- SDQ
2 stops16h 28m
American Airlines
Deal found 7/23![American Airlines logo]()
$705
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:25 am
SJU
- PDX
2 stops16h 48m
United Airlines
Sat 10/315:00 am
PDX
- SJU
1 stop9h 25m
United Airlines
Deal found 7/27![United Airlines logo]()
$556
This Mytrip deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:10 pm
PUJ
- PDX
2 stops25h 07m
Multiple Airlines
Fri 10/163:30 pm
PDX
- PUJ
3 stops22h 40m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$897
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/14:24 pm
SDQ
- PDX
2 stops22h 10m
American Airlines
Tue 9/1511:08 pm
PDX
- SDQ
2 stops13h 09m
American Airlines
Deal found 7/24![American Airlines logo]()
$705
This Delta deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/89:13 am
KIN
- PDX
1 stop14h 31m
Delta
Fri 8/2812:35 am
PDX
- KIN
2 stops17h 38m
Delta
Deal found 7/26![Delta logo]()
$1,021
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:52 pm
MBJ
- PDX
2 stops22h 37m
United Airlines
Wed 9/1611:09 pm
PDX
- MBJ
1 stop10h 34m
United Airlines
Deal found 7/26![United Airlines logo]()
$578
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1012:55 am
SJU
- BOI
1 stop15h 34m
American Airlines
Mon 8/172:49 pm
BOI
- SJU
2 stops16h 54m
American Airlines
Deal found 7/25![American Airlines logo]()
$802
This Alaska Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1012:55 am
SJU
- BOI
2 stops13h 31m
Alaska Airlines
Mon 8/174:15 pm
BOI
- SJU
3 stops29h 00m
Alaska Airlines
Deal found 7/26![Alaska Airlines logo]()
$1,302
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/83:35 pm
PUJ
- PDX
2 stops30h 18m
United Airlines
Fri 10/166:55 pm
PDX
- PUJ
2 stops14h 45m
United Airlines
Deal found 7/26![United Airlines logo]()
$614
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/24:40 pm
PUJ
- PDX
1 stop20h 10m
United Airlines
Mon 10/57:33 pm
PDX
- PUJ
2 stops14h 07m
United Airlines
Deal found 7/27![United Airlines logo]()
$628
This United Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:15 am
BQN
- PDX
2 stops14h 13m
United Airlines
Tue 9/15:00 am
PDX
- BQN
2 stops15h 09m
United Airlines
Deal found 7/24![United Airlines logo]()
$638
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/85:24 pm
KIN
- PDX
2 stops20h 10m
American Airlines
Sat 8/2911:34 pm
PDX
- KIN
2 stops15h 08m
American Airlines
Deal found 7/24![American Airlines logo]()
$942
Last-minute flights from Caribbean to OregonDiscover last-minute flight deals from Caribbean to Oregon. Data last updated July 28, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean to Oregon. Data last updated July 28, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:00 am
SJU
- BOI
2 stops12h 15m
Southwest
Wed 8/126:00 am
BOI
- SJU
2 stops13h 05m
Southwest
Deal found 7/26![Southwest logo]()
$659
This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:00 am
SJU
- PDX
1 stop11h 50m
United Airlines
Tue 8/257:15 pm
PDX
- SJU
2 stops16h 29m
United Airlines
Deal found 7/23![United Airlines logo]()
$526
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/176:00 am
SJU
- PDX
2 stops13h 51m
American Airlines
Sun 8/2311:34 pm
PDX
- SJU
2 stops13h 37m
American Airlines
Deal found 7/27![American Airlines logo]()
$541
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:00 am
SJU
- PDX
1 stop11h 50m
United Airlines
Sun 8/237:07 pm
PDX
- SJU
2 stops14h 47m
United Airlines
Deal found 7/27![United Airlines logo]()
$477
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:55 am
SJU
- PDX
1 stop20h 05m
American Airlines
Sat 8/2911:34 pm
PDX
- SJU
2 stops12h 19m
American Airlines
Deal found 7/26![American Airlines logo]()
$436
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:55 pm
SJU
- PDX
2 stops17h 45m
Southwest
Fri 9/47:00 pm
PDX
- SJU
2 stops12h 50m
Southwest
Deal found 7/24![Southwest logo]()
$466
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2412:55 am
SJU
- PDX
1 stop20h 05m
American Airlines
Wed 9/25:59 am
PDX
- SJU
1 stop14h 16m
American Airlines
Deal found 7/26![American Airlines logo]()
$506
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/282:52 pm
MBJ
- PDX
2 stops22h 02m
American Airlines
Sat 9/1211:08 pm
PDX
- MBJ
2 stops11h 45m
American Airlines
Deal found 7/26![American Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/282:35 pm
SJU
- PDX
2 stops12h 05m
Southwest
Mon 9/710:45 pm
PDX
- SJU
1 stop11h 05m
Southwest
Deal found 7/27![Southwest logo]()
$446
This Southwest deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/282:15 pm
MBJ
- PDX
2 stops11h 25m
Southwest
Sat 9/1210:45 pm
PDX
- MBJ
1 stop13h 40m
Southwest
Deal found 7/26![Southwest logo]()
$467
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:30 am
SJU
- PDX
2 stops13h 30m
American Airlines
Tue 9/83:00 pm
PDX
- SJU
2 stops17h 00m
American Airlines
Deal found 7/27![American Airlines logo]()
$486
This United Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:15 am
BQN
- PDX
2 stops14h 13m
United Airlines
Tue 9/15:00 am
PDX
- BQN
2 stops15h 09m
United Airlines
Deal found 7/24![United Airlines logo]()
$638
One-way flights from Caribbean to OregonSearch for one-way flight options from Caribbean to Oregon. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
Search for one-way flight options from Caribbean to Oregon. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/205:15 pm
SJU
- PDX
2 stops26h 56m
Frontier
Deal found 7/24![Frontier logo]()
$200
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:00 am
SJU
- BOI
2 stops16h 01m
Delta
Deal found 7/23![Delta logo]()
$218
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:55 am
SJU
- PDX
1 stop20h 05m
American Airlines
Deal found 7/26![American Airlines logo]()
$218
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/23:46 pm
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 7/27![United Airlines logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1912:11 pm
SJU
- PDX
2 stops27h 41m
Frontier
Deal found 7/24![Frontier logo]()
$229
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/33:10 pm
SJU
- PDX
2 stops12h 43m
Delta
Deal found 7/27![Delta logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:30 am
SJU
- PDX
2 stops36h 41m
Frontier
Deal found 7/24![Frontier logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:26 pm
SJU
- PDX
2 stops26h 38m
Frontier
Deal found 7/26![Frontier logo]()
$236
This Trip.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1010:48 pm
SJU
- PDX
2 stops20h 43m
Frontier
Deal found 7/24![Frontier logo]()
$237
This Trip.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/133:10 am
SJU
- PDX
2 stops35h 25m
Frontier
Deal found 7/26![Frontier logo]()
$242
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/143:10 pm
SJU
- PDX
2 stops12h 43m
Delta
Deal found 7/27![Delta logo]()
$243
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:15 am
BQN
- PDX
1 stop12h 35m
United Airlines
Deal found 7/27![United Airlines logo]()
$244
Find flight deals from Caribbean to Oregon
Keep the following information in mind while searching for Caribbean to Oregon flight deals. Data was last updated July 28, 2026.
Round-trip from | $397 (American Airlines) |
|---|---|
One-way from | $200 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $590 |
Cheapflights Fare Finder
Customize your flight search to find flights from Caribbean to Oregon that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 28, 2026.
Use the filters below to find and compare flights from Caribbean to Oregon that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Montego BayPortland
MBJ - PDX
MBJPDX
Montego Bay Sangster Intl
Fri 8/28
5:08 pm-10:54 am
2 stops19h 46m
Portland
Sat 9/12
11:08 pm-12:53 pm
2 stops11h 45m
$397
Montego BayPortland
MBJ - PDX
MBJPDX
Montego Bay Sangster Intl
Fri 9/11
12:52 pm-10:52 pm
2 stops36h 00m
Portland
Fri 9/18
11:09 pm-11:43 am
1 stop10h 34m
$402
Quickest round-trip
Montego BayPortland
MBJ - PDX
MBJPDX
Montego Bay Sangster Intl
Fri 9/11
12:05 pm-11:23 pm
1 stop13h 18m
Portland
Fri 9/18
6:00 am-4:16 pm
1 stop8h 16m
$435
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Wed 8/19
1:00 am-9:50 am
1 stop11h 50m
Portland
Tue 8/25
11:02 pm-2:44 pm
1 stop12h 42m
$436
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Tue 10/27
2:59 pm-11:59 pm
2 stops12h 00m
Portland
Mon 11/2
5:49 pm-1:05 pm
2 stops15h 16m
$466
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Thu 8/20
8:55 pm-11:40 am
2 stops17h 45m
Portland
Fri 9/4
7:00 pm-10:50 am
2 stops12h 50m
$466
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Thu 10/15
7:00 am-9:56 pm
2 stops17h 56m
Portland
Mon 10/19
10:15 pm-11:56 am
1 stop10h 41m
$486
San JuanBoise
SJU - BOI
SJUBOI
San Juan Luis Munoz Marin Intl
Mon 9/28
1:00 am-11:28 am
2 stops12h 28m
Boise Air Term. Gowen Fld
Wed 9/30
5:00 am-5:38 pm
1 stop10h 38m
$526
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Mon 10/26
1:05 am-6:29 pm
3 stops20h 24m
Portland
Mon 11/2
7:07 pm-11:50 am
2 stops12h 43m
$526
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Mon 8/17
1:00 am-9:50 am
1 stop11h 50m
Portland
Tue 8/25
7:15 pm-2:44 pm
2 stops16h 29m
$526
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Caribbean to Oregon
Have a flexible travel schedule? Discover the best time to fly to Oregon from Caribbean with our price prediction graph.
SJU-BOI
BQN-PDX
MBJ-PDX
SJU-PDX
PLS-PDX
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Caribbean to Oregon
0CB-USOR
SJU-BOI
BQN-PDX
MBJ-PDX
SJU-PDX
What is the cheapest month to book a flight from Caribbean to Oregon?
Currently, January is the cheapest month in which you can book a flight from Caribbean to Oregon (average of $483). Flying from Caribbean to Oregon in June is currently the most expensive (average of $686). 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.
Reviews of airlines servicing Oregon
Get insights into the airlines that provide service to Oregon. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oregon. Reviews last updated July 28, 2026.
Peruse reviews from past customers who have flown with United Airlines and American Airlines from Caribbean to Oregon to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.1
Comfort
7.3
Boarding
7.7
Food
6.6
Crew
8.1
Overall
7.4
Reviews
1 / 20
6.0
GoodROHIT,Jun 2026
IND - EWR
Entertainment
7.1
Comfort
7.3
Boarding
7.7
Food
6.6
Crew
8.1
Overall
7.4
Reviews
1 / 20
6.0
GoodROHIT,Jun 2026
IND - EWR
Entertainment
7.1
Comfort
7.3
Boarding
7.7
Food
6.6
Crew
8.1
Overall
7.4
Reviews
1 / 20
6.0
GoodROHIT,Jun 2026
IND - EWR
Related info for your journey
Find useful and relevant information for your journey from Caribbean to Oregon. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Return Flight Options
Alternative routes for Caribbean to Oregon
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Oregon by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Caribbean to Oregon by cabin class
Find flights from Caribbean to Oregon, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Caribbean and Oregon flights
Browse other Caribbean and Oregon flight options. Last updated on July 28, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Oregon
Find the right flight back to Caribbean after your stay in Oregon
Top 2 airlines flying from Caribbean to Oregon
Discover the top 2 airlines that operate flights from Caribbean to Oregon. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$419 | Average$543 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$447 | Average$588 | FlexibilityNo cancel fee | On-time69% |