$218+ 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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PDX
Jul 10 — Jul 171
Round-trip
1 adult, Economy
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Find cheap flights from Caribbean to Oregon with Cheapflights
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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 June 10, 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 June 10, 2026.
This United Airlines deal was found by Cheapflights users on 6/8. 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 7/234:12 pm
MBJ
- PDX
2 stops31h 03m
United Airlines
Thu 7/3010:40 pm
PDX
- MBJ
2 stops14h 30m
United Airlines
Deal found 6/8![United Airlines logo]()
$444
This American Airlines deal was found by Cheapflights users on 6/9. 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 8/186:00 am
SJU
- PDX
2 stops15h 59m
American Airlines
Tue 8/255:59 am
PDX
- SJU
1 stop14h 16m
American Airlines
Deal found 6/9![American Airlines logo]()
$466
This American Airlines deal was found by Cheapflights users on 6/9. 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 8/256:00 am
SJU
- PDX
2 stops15h 59m
American Airlines
Wed 9/25:59 am
PDX
- SJU
1 stop14h 16m
American Airlines
Deal found 6/9![American Airlines logo]()
$471
This Delta deal was found by Cheapflights users on 6/6. 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 10/37:00 am
SJU
- PDX
2 stops16h 16m
Delta
Sat 10/107:00 am
PDX
- SJU
1 stop13h 56m
Delta
Deal found 6/6![Delta logo]()
$476
This American Airlines deal was found by Cheapflights users on 6/8. 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 7/232:36 pm
MBJ
- PDX
1 stop12h 14m
American Airlines
Thu 7/3011:15 pm
PDX
- MBJ
1 stop12h 21m
American Airlines
Deal found 6/8![American Airlines logo]()
$493
This American Airlines deal was found by Cheapflights users on 6/8. 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 8/55:45 am
SJU
- PDX
1 stop16h 14m
American Airlines
Thu 8/1310:58 pm
PDX
- SJU
1 stop20h 26m
American Airlines
Deal found 6/8![American Airlines logo]()
$498
This American Airlines deal was found by Cheapflights users on 6/8. 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 9/87:30 am
SJU
- PDX
1 stop15h 18m
American Airlines
Wed 9/239:44 pm
PDX
- SJU
1 stop14h 23m
American Airlines
Deal found 6/8![American Airlines logo]()
$503
This American Airlines deal was found by Cheapflights users on 6/6. 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 8/76:00 am
SJU
- PDX
2 stops13h 51m
American Airlines
Sun 8/165:59 pm
PDX
- SJU
2 stops12h 44m
American Airlines
Deal found 6/6![American Airlines logo]()
$507
This United Airlines deal was found by Cheapflights users on 6/9. 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 7/12:40 pm
MBJ
- PDX
2 stops36h 10m
United Airlines
Mon 8/315:00 am
PDX
- MBJ
2 stops28h 43m
United Airlines
Deal found 6/9![United Airlines logo]()
$510
This United Airlines deal was found by Cheapflights users on 6/6. 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 6/264:12 pm
MBJ
- PDX
2 stops25h 01m
United Airlines
Tue 7/1411:05 am
PDX
- MBJ
2 stops26h 05m
United Airlines
Deal found 6/6![United Airlines logo]()
$527
This United Airlines deal was found by Cheapflights users on 6/5. 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 7/104:12 pm
MBJ
- PDX
2 stops27h 34m
United Airlines
Thu 7/235:00 am
PDX
- MBJ
2 stops32h 10m
United Airlines
Deal found 6/5![United Airlines logo]()
$530
This United Airlines deal was found by Cheapflights users on 6/5. 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 7/204:12 pm
MBJ
- PDX
2 stops25h 01m
United Airlines
Mon 7/2711:30 pm
PDX
- MBJ
1 stop13h 40m
United Airlines
Deal found 6/5![United Airlines logo]()
$567
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 June 10, 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 June 10, 2026.
This United Airlines deal was found by Cheapflights users on 6/8. 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 7/234:12 pm
MBJ
- PDX
2 stops33h 01m
United Airlines
Thu 7/3011:30 pm
PDX
- MBJ
1 stop13h 40m
United Airlines
Deal found 6/8![United Airlines logo]()
$444
This Southwest deal was found by Cheapflights users on 6/5. 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.
Wed 9/161:45 pm
SJU
- PDX
2 stops12h 25m
Southwest
Thu 9/247:35 pm
PDX
- SJU
2 stops10h 35m
Southwest
Deal found 6/5![Southwest logo]()
$466
This American Airlines deal was found by Cheapflights users on 6/5. 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 8/256:00 am
SJU
- PDX
2 stops15h 59m
American Airlines
Wed 9/211:34 pm
PDX
- SJU
1 stop20h 41m
American Airlines
Deal found 6/5![American Airlines logo]()
$471
This Delta deal was found by Cheapflights users on 6/6. 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 10/37:00 am
SJU
- PDX
2 stops16h 16m
Delta
Sat 10/107:00 am
PDX
- SJU
1 stop13h 56m
Delta
Deal found 6/6![Delta logo]()
$476
This JetBlue deal was found by Cheapflights users on 6/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2711:06 am
PUJ
- PDX
1 stop14h 26m
JetBlue
Mon 8/3111:27 pm
PDX
- PUJ
1 stop15h 05m
JetBlue
Deal found 6/7![JetBlue logo]()
$790
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Mon 11/232:36 pm
PUJ
- PDX
1 stop34h 14m
Multiple Airlines
Sat 11/287:18 am
PDX
- PUJ
1 stop31h 20m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$805
This Southwest deal was found by Cheapflights users on 6/5. 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 9/175:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Thu 9/2410:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Deal found 6/5![Southwest logo]()
$466
This American Airlines deal was found by Cheapflights users on 6/8. 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 7/232:36 pm
MBJ
- PDX
1 stop12h 14m
American Airlines
Thu 7/3011:15 pm
PDX
- MBJ
1 stop12h 21m
American Airlines
Deal found 6/8![American Airlines logo]()
$493
This United Airlines deal was found by Cheapflights users on 6/9. 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 7/12:40 pm
MBJ
- PDX
2 stops36h 10m
United Airlines
Mon 8/315:00 am
PDX
- MBJ
2 stops28h 43m
United Airlines
Deal found 6/9![United Airlines logo]()
$510
This Southwest deal was found by Cheapflights users on 6/6. 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.
Sun 9/139:25 pm
SJU
- PDX
2 stops18h 25m
Southwest
Sat 9/1910:45 pm
PDX
- SJU
1 stop11h 15m
Southwest
Deal found 6/6![Southwest logo]()
$466
This United Airlines deal was found by Cheapflights users on 6/6. 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 6/264:12 pm
MBJ
- PDX
2 stops25h 01m
United Airlines
Tue 7/144:15 pm
PDX
- MBJ
2 stops20h 55m
United Airlines
Deal found 6/6![United Airlines logo]()
$527
This Delta deal was found by Cheapflights users on 6/7. 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 8/252:53 pm
SDQ
- PDX
2 stops20h 44m
Delta
Sat 9/1910:00 pm
PDX
- SDQ
1 stop17h 25m
Delta
Deal found 6/7![Delta logo]()
$637
This United Airlines deal was found by Cheapflights users on 6/7. 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 7/224:12 pm
MBJ
- PDX
2 stops33h 01m
United Airlines
Wed 7/294:15 pm
PDX
- MBJ
2 stops20h 55m
United Airlines
Deal found 6/7![United Airlines logo]()
$527
This WestJet deal was found by Cheapflights users on 6/5. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/103:30 pm
KIN
- PDX
2 stops24h 20m
WestJet
Tue 7/212:30 pm
PDX
- KIN
2 stops22h 00m
WestJet
Deal found 6/5![WestJet logo]()
$1,381
This Southwest deal was found by Cheapflights users on 6/6. 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.
Wed 8/511:50 am
SJU
- BOI
2 stops12h 35m
Southwest
Wed 8/127:05 am
BOI
- SJU
2 stops12h 55m
Southwest
Deal found 6/6![Southwest logo]()
$571
This United Airlines deal was found by Cheapflights users on 6/5. 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 7/104:12 pm
MBJ
- PDX
2 stops20h 08m
United Airlines
Tue 7/2110:52 pm
PDX
- MBJ
1 stop10h 51m
United Airlines
Deal found 6/5![United Airlines logo]()
$530
This American Airlines deal was found by Cheapflights users on 6/5. 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 8/15:45 am
SJU
- BOI
2 stops14h 18m
American Airlines
Sat 8/85:19 pm
BOI
- SJU
2 stops14h 24m
American Airlines
Deal found 6/5![American Airlines logo]()
$679
This United Airlines deal was found by Cheapflights users on 6/5. 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 7/104:12 pm
MBJ
- PDX
2 stops27h 34m
United Airlines
Thu 7/235:00 am
PDX
- MBJ
2 stops32h 10m
United Airlines
Deal found 6/5![United Airlines logo]()
$530
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 6/259:18 am
PUJ
- PDX
2 stops38h 41m
Multiple Airlines
Mon 7/139:31 pm
PDX
- PUJ
1 stop15h 48m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$873
This Delta deal was found by Cheapflights users on 6/7. 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 6/238:59 pm
STI
- PDX
1 stop17h 35m
Delta
Tue 7/215:30 am
PDX
- STI
2 stops17h 25m
Delta
Deal found 6/7![Delta logo]()
$808
This United Airlines deal was found by Cheapflights users on 6/6. 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 9/251:00 am
SJU
- PDX
2 stops15h 15m
United Airlines
Tue 9/297:29 pm
PDX
- SJU
2 stops14h 05m
United Airlines
Deal found 6/6![United Airlines logo]()
$566
This American Airlines deal was found by Cheapflights users on 6/5. 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 11/41:40 pm
GCM
- PDX
1 stop10h 35m
American Airlines
Mon 11/1610:45 pm
PDX
- GCM
1 stop18h 35m
American Airlines
Deal found 6/5![American Airlines logo]()
$781
This Southwest deal was found by Cheapflights users on 6/8. 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 6/2312:20 pm
SJU
- BOI
2 stops12h 35m
Southwest
Sat 6/2711:35 am
BOI
- SJU
2 stops10h 30m
Southwest
Deal found 6/8![Southwest logo]()
$716
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Sat 10/3112:00 pm
SJU
- PDX
1 stop12h 21m
United Airlines
Mon 11/26:59 pm
PDX
- SJU
2 stops12h 51m
United Airlines
Deal found 6/9![United Airlines logo]()
$566
This United Airlines deal was found by Cheapflights users on 6/5. 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 7/204:12 pm
MBJ
- PDX
2 stops25h 01m
United Airlines
Mon 7/2711:30 pm
PDX
- MBJ
1 stop13h 40m
United Airlines
Deal found 6/5![United Airlines logo]()
$567
This Southwest deal was found by Cheapflights users on 6/5. 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 7/312:50 pm
GCM
- PDX
2 stops14h 30m
Southwest
Fri 7/109:20 pm
PDX
- GCM
2 stops12h 50m
Southwest
Deal found 6/5![Southwest logo]()
$762
This American Airlines deal was found by Cheapflights users on 6/9. 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 7/135:45 am
SJU
- BOI
1 stop19h 36m
American Airlines
Sat 7/186:33 pm
BOI
- SJU
2 stops13h 12m
American Airlines
Deal found 6/9![American Airlines logo]()
$907
This United Airlines deal was found by Cheapflights users on 6/9. 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 7/34:12 pm
MBJ
- PDX
2 stops34h 38m
United Airlines
Wed 7/155:00 am
PDX
- MBJ
2 stops32h 10m
United Airlines
Deal found 6/9![United Airlines logo]()
$577
This WestJet deal was found by Cheapflights users on 6/5. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/103:30 pm
KIN
- PDX
2 stops24h 20m
WestJet
Thu 7/232:30 pm
PDX
- KIN
2 stops46h 00m
WestJet
Deal found 6/5![WestJet logo]()
$1,381
This Southwest deal was found by Cheapflights users on 6/6. 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.
Sun 6/283:45 pm
PUJ
- PDX
2 stops20h 40m
Southwest
Mon 7/139:20 pm
PDX
- PUJ
1 stop12h 05m
Southwest
Deal found 6/6![Southwest logo]()
$864
Last-minute flights from Caribbean to OregonDiscover last-minute flight deals from Caribbean to Oregon. Data last updated June 10, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean to Oregon. Data last updated June 10, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/6. 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 6/264:12 pm
MBJ
- PDX
2 stops25h 01m
United Airlines
Tue 7/1411:05 am
PDX
- MBJ
2 stops26h 05m
United Airlines
Deal found 6/6![United Airlines logo]()
$527
This Southwest deal was found by Cheapflights users on 6/5. 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 6/2611:45 am
MBJ
- PDX
2 stops11h 15m
Southwest
Tue 7/149:20 pm
PDX
- MBJ
1 stop15h 05m
Southwest
Deal found 6/5![Southwest logo]()
$586
This United Airlines deal was found by Cheapflights users on 6/9. 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 7/12:40 pm
MBJ
- PDX
2 stops36h 10m
United Airlines
Mon 8/315:00 am
PDX
- MBJ
2 stops28h 43m
United Airlines
Deal found 6/9![United Airlines logo]()
$510
This American Airlines deal was found by Cheapflights users on 6/7. 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 7/612:59 am
SJU
- PDX
1 stop12h 37m
American Airlines
Thu 7/1610:30 pm
PDX
- SJU
1 stop12h 03m
American Airlines
Deal found 6/7![American Airlines logo]()
$588
This United Airlines deal was found by Cheapflights users on 6/5. 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 7/104:12 pm
MBJ
- PDX
2 stops20h 08m
United Airlines
Tue 7/2110:52 pm
PDX
- MBJ
1 stop10h 51m
United Airlines
Deal found 6/5![United Airlines logo]()
$530
This United Airlines deal was found by Cheapflights users on 6/5. 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 7/104:12 pm
MBJ
- PDX
3 stops21h 55m
United Airlines
Thu 7/2311:40 pm
PDX
- MBJ
2 stops13h 30m
United Airlines
Deal found 6/5![United Airlines logo]()
$581
This American Airlines deal was found by Cheapflights users on 6/8. 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 7/157:00 am
SJU
- PDX
1 stop19h 30m
American Airlines
Wed 7/225:07 am
PDX
- SJU
2 stops13h 52m
American Airlines
Deal found 6/8![American Airlines logo]()
$561
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/157:00 am
SJU
- PDX
1 stop19h 30m
American Airlines
Fri 7/315:49 am
PDX
- SJU
1 stop14h 10m
American Airlines
Deal found 6/10![American Airlines logo]()
$566
This United Airlines deal was found by Cheapflights users on 6/5. 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 7/204:12 pm
MBJ
- PDX
2 stops25h 01m
United Airlines
Mon 7/2711:30 pm
PDX
- MBJ
1 stop13h 40m
United Airlines
Deal found 6/5![United Airlines logo]()
$567
This United Airlines deal was found by Cheapflights users on 6/7. 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 7/224:12 pm
MBJ
- PDX
2 stops33h 01m
United Airlines
Wed 7/2911:59 pm
PDX
- MBJ
1 stop11h 31m
United Airlines
Deal found 6/7![United Airlines logo]()
$578
This United Airlines deal was found by Cheapflights users on 6/8. 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 7/234:12 pm
MBJ
- PDX
2 stops33h 01m
United Airlines
Thu 7/3011:30 pm
PDX
- MBJ
1 stop13h 40m
United Airlines
Deal found 6/8![United Airlines logo]()
$444
This American Airlines deal was found by Cheapflights users on 6/8. 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 7/232:36 pm
MBJ
- PDX
1 stop12h 14m
American Airlines
Thu 7/3011:15 pm
PDX
- MBJ
1 stop12h 21m
American Airlines
Deal found 6/8![American Airlines logo]()
$493
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 June 10, 2026.
Search for one-way flight options from Caribbean to Oregon. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
This Southwest deal was found by Cheapflights users on 6/8. 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 9/175:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 6/8![Southwest logo]()
$218
This American Airlines deal was found by Cheapflights users on 6/9. 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 8/216:00 am
SJU
- PDX
2 stops14h 30m
American Airlines
Deal found 6/9![American Airlines logo]()
$233
This American Airlines deal was found by Cheapflights users on 6/9. 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 9/175:16 pm
MBJ
- PDX
2 stops19h 43m
American Airlines
Deal found 6/9![American Airlines logo]()
$234
This Delta deal was found by Cheapflights users on 6/8. 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 9/171:25 pm
MBJ
- PDX
1 stop10h 20m
Delta
Deal found 6/8![Delta logo]()
$235
This Delta deal was found by Cheapflights users on 6/7. 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.
Fri 10/167:00 am
SJU
- PDX
2 stops18h 04m
Delta
Deal found 6/7![Delta logo]()
$238
This Southwest deal was found by Cheapflights users on 6/7. 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 10/166:30 am
SJU
- PDX
2 stops11h 10m
Southwest
Deal found 6/7![Southwest logo]()
$265
This Delta deal was found by Cheapflights users on 6/8. 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 10/314:18 pm
SJU
- BOI
1 stop9h 37m
Delta
Deal found 6/8![Delta logo]()
$268
This United Airlines deal was found by Cheapflights users on 6/5. 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 7/2112:52 pm
MBJ
- PDX
3 stops25h 15m
United Airlines
Deal found 6/5![United Airlines logo]()
$318
This Sun Country Air deal was found by Cheapflights users on 6/6. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/184:20 pm
SJU
- BOI
1 stop28h 20m
Sun Country Air
Deal found 6/6![Sun Country Air logo]()
$333
This Faresmojo deal was found by Cheapflights users on 6/8. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/225:01 am
STI
- PDX
1 stop20h 33m
JetBlue
Deal found 6/8![JetBlue logo]()
$338
This American Airlines deal was found by Cheapflights users on 6/10. 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 6/226:21 am
SJU
- PDX
1 stop20h 02m
American Airlines
Deal found 6/10![American Airlines logo]()
$338
This United Airlines deal was found by Cheapflights users on 6/7. 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 6/2212:15 am
BQN
- PDX
1 stop12h 10m
United Airlines
Deal found 6/7![United Airlines logo]()
$343
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 June 10, 2026.
Round-trip from | $361 (American Airlines) |
|---|---|
One-way from | $218 (Southwest) |
Popular in | June |
Cheapest in | February |
Average price | $655 |
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 June 10, 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
Thu 7/23
4:12 pm-11:13 pm
2 stops33h 01m
Portland
Thu 7/30
11:30 pm-3:10 pm
1 stop13h 40m
$444
Quickest round-trip
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Wed 9/16
1:45 pm-11:10 pm
2 stops12h 25m
Portland
Thu 9/24
7:35 pm-9:10 am
2 stops10h 35m
$466
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Thu 9/17
5:30 am-3:00 pm
1 stop12h 30m
Portland
Thu 9/24
10:45 pm-2:30 pm
1 stop12h 45m
$466
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Sun 9/13
9:25 pm-12:50 pm
2 stops18h 25m
Portland
Sat 9/19
10:45 pm-1:00 pm
1 stop11h 15m
$466
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Tue 8/25
6:00 am-6:59 pm
2 stops15h 59m
Portland
Wed 9/2
11:34 pm-11:15 pm
1 stop20h 41m
$471
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Sat 10/3
7:00 am-8:16 pm
2 stops16h 16m
Portland
Sat 10/10
7:00 am-11:56 pm
1 stop13h 56m
$476
Montego BayPortland
MBJ - PDX
MBJPDX
Montego Bay Sangster Intl
Thu 7/23
2:36 pm-12:50 am
1 stop12h 14m
Portland
Thu 7/30
11:15 pm-1:36 pm
1 stop12h 21m
$493
Montego BayPortland
MBJ - PDX
MBJPDX
Montego Bay Sangster Intl
Wed 7/1
2:40 pm-12:50 am
2 stops36h 10m
Portland
Mon 8/31
5:00 am-11:43 am
2 stops28h 43m
$510
Montego BayPortland
MBJ - PDX
MBJPDX
Montego Bay Sangster Intl
Fri 6/26
4:12 pm-3:13 pm
2 stops25h 01m
Portland
Tue 7/14
4:15 pm-3:10 pm
2 stops20h 55m
$527
Montego BayPortland
MBJ - PDX
MBJPDX
Montego Bay Sangster Intl
Wed 7/22
4:12 pm-11:13 pm
2 stops33h 01m
Portland
Wed 7/29
4:15 pm-3:10 pm
2 stops20h 55m
$527
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.
MBJ-PDX
SJU-PDX
PUJ-PDX
SDQ-PDX
KIN-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
MBJ-PDX
SJU-PDX
PUJ-PDX
SDQ-PDX
What is the cheapest month to book a flight from Caribbean to Oregon?
Currently, September is the cheapest month in which you can book a flight from Caribbean to Oregon (average of $210). Flying from Caribbean to Oregon in June is currently the most expensive (average of $510). 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 June 10, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andAmerican 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.
Food
7.2
Comfort
7.8
Overall
7.9
Boarding
8.1
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Food
7.2
Comfort
7.8
Overall
7.9
Boarding
8.1
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Food
7.2
Comfort
7.8
Overall
7.9
Boarding
8.1
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Food
7.2
Comfort
7.8
Overall
7.9
Boarding
8.1
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
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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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 June 10, 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 3 airlines flying from Caribbean to Oregon
Discover the top 3 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 June 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$210 | Average$605 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$419 | Average$529 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$440 | Average$567 | FlexibilityNo cancel fee | On-time69% |