$186+ 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 6/4. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PDX
May 21 — May 281
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 April 21, 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 April 21, 2026.
This United Airlines deal was found by Cheapflights users on 4/18. 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 6/22:40 pm
MBJ
- PDX
2 stops20h 59m
United Airlines
Tue 6/95:00 pm
PDX
- MBJ
2 stops20h 10m
United Airlines
Deal found 4/18![United Airlines logo]()
$426
This Southwest deal was found by Cheapflights users on 4/16. 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
Mon 8/2410:45 pm
PDX
- SJU
1 stop11h 05m
Southwest
Deal found 4/16![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 4/20. 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 5/72:35 pm
SJU
- PDX
1 stop10h 27m
Delta
Tue 5/127:00 am
PDX
- SJU
1 stop13h 35m
Delta
Deal found 4/20![Delta logo]()
$496
This Southwest deal was found by Cheapflights users on 4/16. 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 9/2411:35 am
SJU
- PDX
2 stops12h 35m
Southwest
Sun 9/2710:45 pm
PDX
- SJU
2 stops12h 00m
Southwest
Deal found 4/16![Southwest logo]()
$498
This United Airlines deal was found by Cheapflights users on 4/20. 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 6/44:12 pm
MBJ
- PDX
2 stops19h 27m
United Airlines
Thu 6/1111:30 pm
PDX
- MBJ
1 stop13h 40m
United Airlines
Deal found 4/20![United Airlines logo]()
$514
This Southwest deal was found by Cheapflights users on 4/20. 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 8/1211:50 am
SJU
- BOI
2 stops12h 35m
Southwest
Wed 8/196:25 am
BOI
- SJU
2 stops13h 35m
Southwest
Deal found 4/20![Southwest logo]()
$526
This American Airlines deal was found by Cheapflights users on 4/17. 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 8/183:44 pm
SJU
- PDX
1 stop10h 23m
American Airlines
Tue 8/256:35 am
PDX
- SJU
2 stops14h 24m
American Airlines
Deal found 4/17![American Airlines logo]()
$530
This American Airlines deal was found by Cheapflights users on 4/17. 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 8/251:38 pm
SJU
- PDX
2 stops12h 29m
American Airlines
Wed 9/211:59 pm
PDX
- SJU
1 stop11h 55m
American Airlines
Deal found 4/17![American Airlines logo]()
$535
This American Airlines deal was found by Cheapflights users on 4/19. 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.
Sun 4/1910:17 am
MBJ
- PDX
1 stop12h 46m
American Airlines
Mon 4/2010:28 pm
PDX
- MBJ
1 stop11h 23m
American Airlines
Deal found 4/19![American Airlines logo]()
$545
This American Airlines deal was found by Cheapflights users on 4/16. 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 7/217:25 am
SJU
- PDX
1 stop19h 28m
American Airlines
Mon 7/2710:30 pm
PDX
- SJU
1 stop12h 03m
American Airlines
Deal found 4/16![American Airlines logo]()
$548
This American Airlines deal was found by Cheapflights users on 4/18. 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 5/227:00 am
SJU
- PDX
1 stop19h 59m
American Airlines
Wed 5/276:15 am
PDX
- SJU
2 stops13h 30m
American Airlines
Deal found 4/18![American Airlines logo]()
$553
This FlightHub deal was found by Cheapflights users on 4/20. 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.
Thu 7/2312:25 pm
GCM
- PDX
2 stops23h 06m
Air Canada
Wed 7/293:30 pm
PDX
- GCM
2 stops17h 55m
Air Canada
Deal found 4/20![Air Canada logo]()
$558
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 April 21, 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 April 21, 2026.
This United Airlines deal was found by Cheapflights users on 4/18. 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 6/22:40 pm
MBJ
- PDX
2 stops20h 59m
United Airlines
Tue 6/911:30 pm
PDX
- MBJ
1 stop13h 40m
United Airlines
Deal found 4/18![United Airlines logo]()
$426
This Delta deal was found by Cheapflights users on 4/21. 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.
Wed 5/62:03 pm
SJU
- PDX
2 stops12h 54m
Delta
Sun 5/105:51 pm
PDX
- SJU
2 stops15h 10m
Delta
Deal found 4/21![Delta logo]()
$496
This Southwest deal was found by Cheapflights users on 4/16. 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 9/245:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Sun 9/2710:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Deal found 4/16![Southwest logo]()
$498
This American Airlines deal was found by Cheapflights users on 4/20. 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 6/412:31 pm
MBJ
- PDX
1 stop13h 28m
American Airlines
Thu 6/1110:59 pm
PDX
- MBJ
1 stop12h 25m
American Airlines
Deal found 4/20![American Airlines logo]()
$514
This Alaska Airlines deal was found by Cheapflights users on 4/17. 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.
Sun 7/1212:58 am
SJU
- BOI
1 stop12h 23m
Alaska Airlines
Sat 7/1812:14 pm
BOI
- SJU
1 stop9h 26m
Alaska Airlines
Deal found 4/17![Alaska Airlines logo]()
$849
This Delta deal was found by Cheapflights users on 4/20. 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 5/72:35 pm
SJU
- PDX
1 stop10h 27m
Delta
Tue 5/127:00 am
PDX
- SJU
1 stop13h 35m
Delta
Deal found 4/20![Delta logo]()
$496
This American Airlines deal was found by Cheapflights users on 4/21. 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 6/52:30 pm
MBJ
- PDX
1 stop11h 26m
American Airlines
Thu 6/1112:40 am
PDX
- MBJ
1 stop13h 37m
American Airlines
Deal found 4/21![American Airlines logo]()
$514
This United Airlines deal was found by Cheapflights users on 4/20. 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 6/44:12 pm
MBJ
- PDX
2 stops19h 27m
United Airlines
Thu 6/1111:30 pm
PDX
- MBJ
1 stop13h 40m
United Airlines
Deal found 4/20![United Airlines logo]()
$514
This Southwest deal was found by Cheapflights users on 4/20. 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 8/1211:50 am
SJU
- BOI
2 stops12h 35m
Southwest
Wed 8/196:25 am
BOI
- SJU
2 stops13h 35m
Southwest
Deal found 4/20![Southwest logo]()
$526
This Southwest deal was found by Cheapflights users on 4/16. 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 9/245:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Sat 9/2610:45 pm
PDX
- SJU
2 stops15h 20m
Southwest
Deal found 4/16![Southwest logo]()
$530
This United Airlines deal was found by Cheapflights users on 4/16. 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 9/242:55 pm
SJU
- PDX
1 stop11h 04m
United Airlines
Sat 9/2610:56 pm
PDX
- SJU
1 stop10h 01m
United Airlines
Deal found 4/16![United Airlines logo]()
$530
This Delta deal was found by Cheapflights users on 4/17. 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.
Wed 8/52:05 pm
SJU
- PDX
2 stops12h 39m
Delta
Thu 8/1310:05 pm
PDX
- SJU
1 stop11h 03m
Delta
Deal found 4/17![Delta logo]()
$530
This American Airlines deal was found by Cheapflights users on 4/17. 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 6/15:17 pm
MBJ
- PDX
2 stops21h 27m
American Airlines
Mon 6/811:43 pm
PDX
- MBJ
2 stops11h 48m
American Airlines
Deal found 4/17![American Airlines logo]()
$574
This United Airlines deal was found by Cheapflights users on 4/17. 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 6/14:12 pm
MBJ
- PDX
2 stops19h 35m
United Airlines
Mon 6/810:52 pm
PDX
- MBJ
1 stop10h 51m
United Airlines
Deal found 4/17![United Airlines logo]()
$563
This Delta deal was found by Cheapflights users on 4/17. 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 5/227:35 pm
SDQ
- PDX
1 stop19h 11m
Delta
Wed 6/1010:35 pm
PDX
- SDQ
1 stop16h 29m
Delta
Deal found 4/17![Delta logo]()
$625
This United Airlines deal was found by Cheapflights users on 4/18. 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.
Sun 5/33:56 pm
SJU
- PDX
1 stop10h 59m
United Airlines
Thu 5/78:04 am
PDX
- SJU
1 stop10h 20m
United Airlines
Deal found 4/18![United Airlines logo]()
$576
This Southwest deal was found by Cheapflights users on 4/20. 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 7/1512:45 pm
GCM
- PDX
2 stops13h 20m
Southwest
Wed 7/227:40 pm
PDX
- GCM
2 stops14h 10m
Southwest
Deal found 4/20![Southwest logo]()
$682
This Delta deal was found by Cheapflights users on 4/19. 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 5/262:48 pm
SJU
- BOI
1 stop9h 40m
Delta
Tue 6/29:18 pm
BOI
- SJU
2 stops14h 02m
Delta
Deal found 4/19![Delta logo]()
$636
This American Airlines deal was found by Cheapflights users on 4/17. 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 5/267:00 am
SJU
- BOI
2 stops12h 27m
American Airlines
Tue 6/21:59 pm
BOI
- SJU
2 stops12h 26m
American Airlines
Deal found 4/17![American Airlines logo]()
$706
This United Airlines deal was found by Cheapflights users on 4/21. 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 6/54:12 pm
MBJ
- PDX
2 stops31h 03m
United Airlines
Fri 6/125:00 pm
PDX
- MBJ
2 stops20h 26m
United Airlines
Deal found 4/21![United Airlines logo]()
$622
This Southwest deal was found by Cheapflights users on 4/20. 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 7/1612:45 pm
GCM
- PDX
2 stops11h 25m
Southwest
Thu 7/235:35 pm
PDX
- GCM
2 stops16h 15m
Southwest
Deal found 4/20![Southwest logo]()
$687
This United Airlines deal was found by Cheapflights users on 4/16. 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 5/76:00 am
SDQ
- PDX
2 stops18h 09m
United Airlines
Sun 5/1010:15 pm
PDX
- SDQ
1 stop10h 40m
United Airlines
Deal found 4/16![United Airlines logo]()
$648
This American Airlines deal was found by Cheapflights users on 4/20. 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 5/166:45 am
SJU
- BOI
2 stops13h 08m
American Airlines
Sat 5/234:05 pm
BOI
- SJU
1 stop10h 20m
American Airlines
Deal found 4/20![American Airlines logo]()
$796
This Delta deal was found by Cheapflights users on 4/20. 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.
Wed 7/1512:56 pm
GCM
- PDX
2 stops23h 45m
Delta
Tue 7/213:00 pm
PDX
- GCM
2 stops18h 31m
Delta
Deal found 4/20![Delta logo]()
$772
This American Airlines deal was found by Cheapflights users on 4/16. 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 20m
American Airlines
Sat 7/186:33 pm
BOI
- SJU
2 stops14h 31m
American Airlines
Deal found 4/16![American Airlines logo]()
$830
This Delta deal was found by Cheapflights users on 4/20. 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.
Wed 7/2212:56 pm
GCM
- PDX
2 stops21h 46m
Delta
Tue 7/282:08 pm
PDX
- GCM
1 stop19h 23m
Delta
Deal found 4/20![Delta logo]()
$786
This United Airlines deal was found by Cheapflights users on 4/20. 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 7/161:35 pm
GCM
- PDX
2 stops24h 03m
United Airlines
Thu 7/235:15 am
PDX
- GCM
3 stops29h 15m
United Airlines
Deal found 4/20![United Airlines logo]()
$772
This Delta deal was found by Cheapflights users on 4/20. 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.
Wed 7/2212:56 pm
GCM
- PDX
2 stops21h 41m
Delta
Sat 8/110:55 pm
PDX
- GCM
1 stop10h 36m
Delta
Deal found 4/20![Delta logo]()
$811
This American Airlines deal was found by Cheapflights users on 4/18. 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 6/254:11 pm
PUJ
- PDX
1 stop10h 48m
American Airlines
Sun 7/1211:43 pm
PDX
- PUJ
1 stop13h 21m
American Airlines
Deal found 4/18![American Airlines logo]()
$893
This Delta deal was found by Cheapflights users on 4/20. 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 7/2112:56 pm
GCM
- PDX
2 stops23h 45m
Delta
Thu 7/302:08 pm
PDX
- GCM
1 stop19h 23m
Delta
Deal found 4/20![Delta logo]()
$811
Last-minute flights from Caribbean to OregonDiscover last-minute flight deals from Caribbean to Oregon. Data last updated April 21, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean to Oregon. Data last updated April 21, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/19. 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.
Sun 4/1910:17 am
MBJ
- PDX
1 stop12h 46m
American Airlines
Mon 4/2010:28 pm
PDX
- MBJ
1 stop11h 23m
American Airlines
Deal found 4/19![American Airlines logo]()
$545
This United Airlines deal was found by Cheapflights users on 4/18. 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.
Sun 5/33:56 pm
SJU
- PDX
1 stop10h 59m
United Airlines
Thu 5/77:05 pm
PDX
- SJU
2 stops13h 59m
United Airlines
Deal found 4/18![United Airlines logo]()
$588
This United Airlines deal was found by Cheapflights users on 4/20. 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 5/61:00 am
SJU
- PDX
2 stops14h 35m
United Airlines
Sun 5/1010:15 pm
PDX
- SJU
1 stop10h 49m
United Airlines
Deal found 4/20![United Airlines logo]()
$586
This Delta deal was found by Cheapflights users on 4/20. 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 5/72:35 pm
SJU
- PDX
1 stop10h 27m
Delta
Tue 5/125:30 am
PDX
- SJU
2 stops12h 00m
Delta
Deal found 4/20![Delta logo]()
$496
This United Airlines deal was found by Cheapflights users on 4/16. 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 5/76:00 am
SDQ
- PDX
2 stops19h 54m
United Airlines
Sun 5/107:05 pm
PDX
- SDQ
2 stops13h 50m
United Airlines
Deal found 4/16![United Airlines logo]()
$648
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Sun 5/105:45 am
SJU
- PDX
1 stop21h 08m
American Airlines
Fri 5/1511:40 pm
PDX
- SJU
1 stop20h 23m
American Airlines
Deal found 4/17![American Airlines logo]()
$530
This Southwest deal was found by Cheapflights users on 4/19. 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 5/105:35 am
SJU
- PDX
2 stops13h 20m
Southwest
Thu 5/146:10 am
PDX
- SJU
2 stops14h 15m
Southwest
Deal found 4/19![Southwest logo]()
$606
This American Airlines deal was found by Cheapflights users on 4/18. 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 5/223:39 pm
SJU
- PDX
1 stop11h 20m
American Airlines
Wed 5/275:49 am
PDX
- SJU
1 stop13h 56m
American Airlines
Deal found 4/18![American Airlines logo]()
$535
This Delta deal was found by Cheapflights users on 4/20. 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 5/227:35 pm
SDQ
- PDX
1 stop19h 11m
Delta
Mon 6/811:15 pm
PDX
- SDQ
2 stops15h 49m
Delta
Deal found 4/20![Delta logo]()
$625
This American Airlines deal was found by Cheapflights users on 4/16. 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.
Sun 5/246:20 am
SJU
- PDX
1 stop20h 03m
American Airlines
Tue 6/26:07 am
PDX
- SJU
2 stops13h 38m
American Airlines
Deal found 4/16![American Airlines logo]()
$561
This eDestinos deal was found by Cheapflights users on 4/16. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/249:00 am
SJU
- PDX
2 stops51h 49m
Multiple Airlines
Tue 6/25:46 pm
PDX
- SJU
3 stops33h 38m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$580
This Delta deal was found by Cheapflights users on 4/19. 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 5/262:48 pm
SJU
- BOI
1 stop9h 40m
Delta
Tue 6/29:18 pm
BOI
- SJU
2 stops14h 02m
Delta
Deal found 4/19![Delta logo]()
$636
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 April 21, 2026.
Search for one-way flight options from Caribbean to Oregon. Find affordable one-way fares based on user searches. Data last updated April 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 6/49:00 am
SJU
- PDX
2 stops58h 46m
Frontier
Deal found 4/19![Frontier logo]()
$186
This United Airlines deal was found by Cheapflights users on 4/20. 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 5/142:40 pm
MBJ
- PDX
1 stop10h 19m
United Airlines
Deal found 4/20![United Airlines logo]()
$223
This American Airlines deal was found by Cheapflights users on 4/16. 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 5/1410:17 am
MBJ
- PDX
2 stops14h 30m
American Airlines
Deal found 4/16![American Airlines logo]()
$229
This Southwest deal was found by Cheapflights users on 4/19. 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 9/256:30 am
SJU
- PDX
2 stops13h 05m
Southwest
Deal found 4/19![Southwest logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 5/136:41 pm
SJU
- PDX
2 stops25h 05m
Frontier
Deal found 4/20![Frontier logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 6/237:30 am
SJU
- PDX
2 stops36h 05m
Frontier
Deal found 4/20![Frontier logo]()
$244
This United Airlines deal was found by Cheapflights users on 4/20. 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 5/133:56 pm
SJU
- PDX
1 stop10h 59m
United Airlines
Deal found 4/20![United Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 5/212:37 pm
SJU
- PDX
3 stops48h 13m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$258
This Delta deal was found by Cheapflights users on 4/18. 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 8/211:06 pm
SJU
- PDX
1 stop11h 48m
Delta
Deal found 4/18![Delta logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 6/46:09 pm
SJU
- PDX
3 stops44h 41m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 4/17. 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 5/217:00 am
SJU
- PDX
1 stop19h 59m
American Airlines
Deal found 4/17![American Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 6/188:00 am
SJU
- PDX
3 stops41h 43m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$276
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 April 21, 2026.
Round-trip from | $356 (American Airlines) |
|---|---|
One-way from | $186 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $541 |
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 April 21, 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
Tue 6/2
2:40 pm-9:39 am
2 stops20h 59m
Portland
Tue 6/9
11:30 pm-3:10 pm
1 stop13h 40m
$426
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Wed 5/6
2:03 pm-11:57 pm
2 stops12h 54m
Portland
Sun 5/10
5:51 pm-12:01 pm
2 stops15h 10m
$496
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Thu 5/7
2:35 pm-10:02 pm
1 stop10h 27m
Portland
Tue 5/12
7:00 am-11:35 pm
1 stop13h 35m
$496
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Thu 9/24
5:30 am-3:00 pm
1 stop12h 30m
Portland
Sun 9/27
10:45 pm-2:30 pm
1 stop12h 45m
$498
Montego BayPortland
MBJ - PDX
MBJPDX
Montego Bay Sangster Intl
Thu 6/4
12:31 pm-11:59 pm
1 stop13h 28m
Portland
Thu 6/11
10:59 pm-1:24 pm
1 stop12h 25m
$514
Montego BayPortland
MBJ - PDX
MBJPDX
Montego Bay Sangster Intl
Fri 6/5
2:30 pm-11:56 pm
1 stop11h 26m
Portland
Thu 6/11
12:40 am-4:17 pm
1 stop13h 37m
$514
Montego BayPortland
MBJ - PDX
MBJPDX
Montego Bay Sangster Intl
Thu 6/4
4:12 pm-9:39 am
2 stops19h 27m
Portland
Thu 6/11
11:30 pm-3:10 pm
1 stop13h 40m
$514
San JuanBoise
SJU - BOI
SJUBOI
San Juan Luis Munoz Marin Intl
Wed 8/12
11:50 am-10:25 pm
2 stops12h 35m
Boise Air Term. Gowen Fld
Wed 8/19
6:25 am-10:00 pm
2 stops13h 35m
$526
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Thu 9/24
5:30 am-3:00 pm
1 stop12h 30m
Portland
Sat 9/26
10:45 pm-5:05 pm
2 stops15h 20m
$530
Quickest round-trip
San JuanPortland
SJU - PDX
SJUPDX
San Juan Luis Munoz Marin Intl
Thu 9/24
2:55 pm-10:59 pm
1 stop11h 04m
Portland
Sat 9/26
10:56 pm-11:57 am
1 stop10h 01m
$530
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
SDQ-PDX
PUJ-PDX
SJU-BOI
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
SDQ-PDX
PUJ-PDX
What is the cheapest month to book a flight from Caribbean to Oregon?
Currently, June is the cheapest month in which you can book a flight from Caribbean to Oregon (average of $185). Flying from Caribbean to Oregon in January is currently the most expensive (average of $447). 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 April 21, 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.
Crew
8.5
Overall
7.9
Entertainment
7.8
Boarding
8.1
Comfort
7.9
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Overall
7.9
Entertainment
7.8
Boarding
8.1
Comfort
7.9
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Overall
7.9
Entertainment
7.8
Boarding
8.1
Comfort
7.9
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Overall
7.9
Entertainment
7.8
Boarding
8.1
Comfort
7.9
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
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.
Alternative routes
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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 April 21, 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 April 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$184 | Average$522 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$406 | Average$567 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$419 | Average$550 | FlexibilityNo cancel fee | On-time71% |