$156+ Cheap flights from Caribbean to Oregon
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PDX
Nov 8 — Nov 151
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Caribbean to Oregon
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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 October 9, 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 October 9, 2026.
This United Airlines deal was found by Cheapflights users on 10/6. 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 11/62:54 pm -
1 stop10h 33m
Sun 11/811:30 pm -
2 stops11h 44m
Deal found 10/6![United Airlines logo]()
$356
This American Airlines deal was found by Cheapflights users on 10/5. 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.
Fri 11/66:09 pm -
2 stops22h 35m
Sun 11/811:09 pm -
1 stop12h 43m
Deal found 10/5![American Airlines logo]()
$361
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Thu 11/192:54 pm -
2 stops21h 42m
Thu 11/265:00 am -
2 stops56h 19m
Deal found 10/5![United Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 10/4. 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 12/213:32 pm -
1 stop11h 37m
Thu 1/2811:49 pm -
1 stop14h 14m
Deal found 10/4![American Airlines logo]()
$432
This American Airlines deal was found by Cheapflights users on 10/8. 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 12/166:12 pm -
2 stops22h 34m
Sat 1/211:59 pm -
1 stop14h 12m
Deal found 10/8![American Airlines logo]()
$437
This United Airlines deal was found by Cheapflights users on 10/8. 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.
Wed 12/162:54 pm -
2 stops21h 45m
Sat 1/24:28 pm -
2 stops19h 11m
Deal found 10/8![United Airlines logo]()
$444
This Delta deal was found by Cheapflights users on 10/6. 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.
Tue 11/103:20 pm -
2 stops12h 31m
Sun 11/155:51 pm -
2 stops14h 51m
Deal found 10/6![Delta logo]()
$526
This Delta deal was found by Cheapflights users on 10/8. 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.
Wed 11/113:20 pm -
1 stop10h 50m
Sun 11/157:35 pm -
2 stops17h 21m
Deal found 10/8![Delta logo]()
$546
This American Airlines deal was found by Cheapflights users on 10/8. 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.
Mon 12/2110:27 am -
1 stop18h 07m
Wed 12/309:55 pm -
1 stop9h 47m
Deal found 10/8![American Airlines logo]()
$551
This American Airlines deal was found by Cheapflights users on 10/6. 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.
Tue 11/2411:31 am -
1 stop16h 41m
Sat 1/1611:09 pm -
1 stop18h 21m
Deal found 10/6![American Airlines logo]()
$554
This United Airlines deal was found by Cheapflights users on 10/4. 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 12/168:25 am -
2 stops13h 42m
Sat 1/211:42 pm -
1 stop9h 33m
Deal found 10/4![United Airlines logo]()
$559
This American Airlines deal was found by Cheapflights users on 10/6. 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 12/257:00 am -
2 stops15h 08m
Sat 1/92:48 pm -
2 stops14h 50m
Deal found 10/6![American Airlines logo]()
$563
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 October 9, 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 October 9, 2026.
This American Airlines deal was found by Cheapflights users on 10/6. 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 11/61:02 pm -
1 stop10h 40m
Sun 11/85:00 am -
1 stop9h 09m
Deal found 10/6![American Airlines logo]()
$356
This United Airlines deal was found by Cheapflights users on 10/6. 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 11/62:54 pm -
1 stop10h 33m
Sun 11/811:30 pm -
2 stops11h 44m
Deal found 10/6![United Airlines logo]()
$356
This Delta deal was found by Cheapflights users on 10/6. 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.
Wed 11/113:20 pm -
2 stops12h 31m
Sun 11/157:35 pm -
2 stops17h 21m
Deal found 10/6![Delta logo]()
$526
This Southwest deal was found by Cheapflights users on 10/6. 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.
Tue 11/244:20 pm -
2 stops12h 15m
Fri 1/156:55 pm -
2 stops13h 10m
Deal found 10/6![Southwest logo]()
$526
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:10 pm -
1 stop21h 03m
Thu 11/1212:02 pm -
2 stops19h 18m
Deal found 10/6![Multiple Airlines logo]()
$683
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Thu 11/192:54 pm -
2 stops21h 42m
Thu 11/265:00 am -
2 stops56h 19m
Deal found 10/5![United Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 10/4. 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 12/213:32 pm -
1 stop11h 37m
Thu 1/2811:49 pm -
1 stop14h 14m
Deal found 10/4![American Airlines logo]()
$432
This United Airlines deal was found by Cheapflights users on 10/8. 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.
Wed 12/162:54 pm -
2 stops21h 45m
Sat 1/24:28 pm -
2 stops19h 11m
Deal found 10/8![United Airlines logo]()
$444
This Delta deal was found by Cheapflights users on 10/4. 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 11/57:45 am -
2 stops16h 15m
Fri 11/137:35 pm -
2 stops13h 19m
Deal found 10/4![Delta logo]()
$526
This Delta deal was found by Cheapflights users on 10/4. 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 11/103:20 pm -
2 stops12h 16m
Sun 11/157:35 pm -
2 stops13h 20m
Deal found 10/4![Delta logo]()
$526
This American Airlines deal was found by Cheapflights users on 10/6. 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.
Wed 2/101:20 am -
2 stops15h 55m
Tue 2/161:46 pm -
2 stops15h 47m
Deal found 10/6![American Airlines logo]()
$558
This Delta deal was found by Cheapflights users on 10/8. 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.
Tue 11/103:20 pm -
2 stops12h 31m
Mon 11/167:35 pm -
2 stops17h 21m
Deal found 10/8![Delta logo]()
$546
This United Airlines deal was found by Cheapflights users on 10/6. 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.
Wed 10/217:00 am -
2 stops14h 31m
Tue 11/38:30 am -
1 stop9h 52m
Deal found 10/6![United Airlines logo]()
$604
This United Airlines deal was found by Cheapflights users on 10/6. 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.
Thu 10/221:25 pm -
1 stop11h 02m
Mon 11/211:30 pm -
2 stops11h 10m
Deal found 10/6![United Airlines logo]()
$604
This American Airlines deal was found by Cheapflights users on 10/5. 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 10/206:00 am -
2 stops13h 42m
Sat 10/243:00 pm -
2 stops17h 20m
Deal found 10/5![American Airlines logo]()
$676
This United Airlines deal was found by Cheapflights users on 10/5. 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 11/92:05 am -
3 stops20h 15m
Sun 11/157:15 pm -
2 stops14h 17m
Deal found 10/5![United Airlines logo]()
$626
This American Airlines deal was found by Cheapflights users on 10/5. 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.
Thu 11/194:13 pm -
2 stops22h 54m
Thu 11/2611:01 pm -
1 stop12h 12m
Deal found 10/5![American Airlines logo]()
$727
This Delta deal was found by Cheapflights users on 10/6. 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.
Thu 12/34:29 pm -
1 stop22h 20m
Thu 12/311:25 pm -
2 stops21h 55m
Deal found 10/6![Delta logo]()
$790
This American Airlines deal was found by Cheapflights users on 10/5. 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 11/244:25 pm -
1 stop11h 47m
Wed 12/211:10 pm -
1 stop13h 43m
Deal found 10/5![American Airlines logo]()
$733
This United Airlines deal was found by Cheapflights users on 10/7. 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.
Thu 2/112:21 pm -
1 stop11h 07m
Tue 2/165:00 am -
1 stop9h 25m
Deal found 10/7![United Airlines logo]()
$678
This Mytrip deal was found by Cheapflights users on 10/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/228:55 am -
3 stops37h 16m
Mon 10/2612:25 pm -
3 stops47h 55m
Deal found 10/6![Multiple Airlines logo]()
$1,176
This United Airlines deal was found by Cheapflights users on 10/5. 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 11/245:35 pm -
3 stops31h 27m
Wed 12/23:44 pm -
2 stops17h 56m
Deal found 10/5![United Airlines logo]()
$717
This American Airlines deal was found by Cheapflights users on 10/6. 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 12/47:50 am -
1 stop20h 23m
Wed 12/309:55 pm -
1 stop12h 42m
Deal found 10/6![American Airlines logo]()
$805
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/213:30 pm -
2 stops26h 16m
Thu 10/225:45 pm -
3 stops35h 25m
Deal found 10/5![Multiple Airlines logo]()
$1,249
This United Airlines deal was found by Cheapflights users on 10/4. 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 11/261:07 pm -
1 stop11h 08m
Thu 12/33:44 pm -
2 stops18h 12m
Deal found 10/4![United Airlines logo]()
$741
This American Airlines deal was found by Cheapflights users on 10/6. 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.
Thu 11/263:38 pm -
2 stops24h 48m
Thu 12/311:10 pm -
1 stop11h 09m
Deal found 10/6![American Airlines logo]()
$904
This United Airlines deal was found by Cheapflights users on 10/4. 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 3/112:56 pm -
2 stops28h 19m
Mon 3/2211:10 pm -
1 stop14h 15m
Deal found 10/4![United Airlines logo]()
$763
This Delta deal was found by Cheapflights users on 10/6. 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.
Wed 10/212:47 pm -
1 stop10h 02m
Sun 10/258:44 pm -
2 stops13h 53m
Deal found 10/6![Delta logo]()
$1,174
This United Airlines deal was found by Cheapflights users on 10/4. 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 2/252:15 pm -
1 stop12h 23m
Mon 3/16:59 pm -
1 stop19h 19m
Deal found 10/4![United Airlines logo]()
$789
This American Airlines deal was found by Cheapflights users on 10/6. 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.
Thu 10/223:06 pm -
2 stops22h 59m
Mon 10/2611:58 am -
2 stops23h 07m
Deal found 10/6![American Airlines logo]()
$1,024
Last-minute flights from Caribbean to OregonDiscover last-minute flight deals from Caribbean to Oregon. Data last updated October 9, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean to Oregon. Data last updated October 9, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/6. 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.
Tue 10/2012:40 pm -
2 stops12h 40m
Tue 11/36:30 am -
2 stops11h 20m
Deal found 10/6![Southwest logo]()
$604
This Mytrip deal was found by Cheapflights users on 10/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:11 pm -
2 stops20h 43m
Tue 11/312:02 pm -
2 stops31h 36m
Deal found 10/6![Frontier logo]()
$583
This United Airlines deal was found by Cheapflights users on 10/6. 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 11/62:54 pm -
1 stop10h 33m
Sun 11/811:30 pm -
2 stops11h 44m
Deal found 10/6![United Airlines logo]()
$356
This American Airlines deal was found by Cheapflights users on 10/5. 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.
Fri 11/66:09 pm -
2 stops22h 35m
Sun 11/811:09 pm -
1 stop12h 43m
Deal found 10/5![American Airlines logo]()
$361
This Delta deal was found by Cheapflights users on 10/6. 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.
Tue 11/103:20 pm -
1 stop10h 50m
Mon 11/1611:10 pm -
1 stop9h 32m
Deal found 10/6![Delta logo]()
$526
This American Airlines deal was found by Cheapflights users on 10/7. 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.
Tue 11/101:00 pm -
1 stop14h 59m
Sun 11/157:00 am -
1 stop13h 16m
Deal found 10/7![American Airlines logo]()
$568
This Delta deal was found by Cheapflights users on 10/8. 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.
Wed 11/113:20 pm -
1 stop10h 50m
Sun 11/157:35 pm -
2 stops17h 21m
Deal found 10/8![Delta logo]()
$546
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Thu 11/192:54 pm -
2 stops21h 42m
Thu 11/265:00 am -
2 stops56h 19m
Deal found 10/5![United Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 10/6. 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.
Tue 11/2411:31 am -
1 stop16h 41m
Sat 1/1611:09 pm -
1 stop18h 21m
Deal found 10/6![American Airlines logo]()
$554
This Southwest deal was found by Cheapflights users on 10/6. 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.
Tue 11/244:20 pm -
2 stops12h 55m
Wed 11/2511:30 pm -
2 stops11h 45m
Deal found 10/6![Southwest logo]()
$567
This American Airlines deal was found by Cheapflights users on 10/6. 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.
Tue 11/247:45 am -
1 stop20h 27m
Mon 1/1811:49 pm -
2 stops14h 36m
Deal found 10/6![American Airlines logo]()
$600
This American Airlines deal was found by Cheapflights users on 10/6. 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.
Tue 11/247:45 am -
1 stop20h 27m
Wed 1/132:48 pm -
2 stops19h 35m
Deal found 10/6![American Airlines logo]()
$605
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 October 9, 2026.
Search for one-way flight options from Caribbean to Oregon. Find affordable one-way fares based on user searches. Data last updated October 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/43:59 pm -
2 stops23h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/283:59 pm -
2 stops22h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:26 pm -
2 stops44h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 10/4. 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 11/27:26 pm -
2 stops19h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:26 pm -
2 stops43h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Frontier logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/187:23 am -
2 stops32h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Frontier logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 10/4. 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 10/306:26 pm -
2 stops44h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Frontier logo]()
$185
This Trip.com deal was found by Cheapflights users on 10/4. 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.
Sun 11/17:26 pm -
2 stops43h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Frontier logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 10/4. 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 12/148:44 pm -
2 stops23h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Frontier logo]()
$199
This Expedia deal was found by Cheapflights users on 10/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/294:25 pm -
2 stops44h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Air Canada logo]()
$231
This American Airlines deal was found by Cheapflights users on 10/7. 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.
Sat 2/136:24 pm -
2 stops22h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![American Airlines logo]()
$248
This American Airlines deal was found by Cheapflights users on 10/6. 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.
Sun 2/216:24 pm -
2 stops22h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![American Airlines logo]()
$297
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 October 9, 2026.
Round-trip from | $356 (American Airlines) |
|---|---|
One-way from | $156 (Kiwi.com) |
Popular in | June |
Cheapest in | November |
Average price | $567 |
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 7,457,451 searches. Data last updated October 9, 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
San JuanPortland
SJU San Juan Luis Munoz Marin Intl - PDX Portland
SJUPDX
San Juan Luis Munoz Marin Intl
Wed 11/18
7:23 am-11:36 am
2 stops32h 13m
Portland
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$184
OranjestadPortland
AUA Oranjestad Reina Beatrix - PDX Portland
AUAPDX
Oranjestad Reina Beatrix
Thu 10/29
4:25 pm-9:26 am
2 stops44h 01m
Portland
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$231
Saint Thomas IslandPortland
STT Saint Thomas Island Cyril E King - PDX Portland
STTPDX
Saint Thomas Island Cyril E King
Sat 2/13
6:24 pm-12:39 pm
2 stops22h 15m
Portland
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$248
San JuanPortland
SJU San Juan Luis Munoz Marin Intl - PDX Portland
SJUPDX
San Juan Luis Munoz Marin Intl
Thu 10/29
1:21 pm-9:13 pm
1 stop10h 52m
Portland
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$263
Quickest round-trip
San JuanPortland
SJU San Juan Luis Munoz Marin Intl - PDX Portland
SJUPDX
San Juan Luis Munoz Marin Intl
Sat 11/21
5:23 pm-11:46 pm
1 stop10h 23m
Portland
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$263
San JuanPortland
SJU San Juan Luis Munoz Marin Intl - PDX Portland
SJUPDX
San Juan Luis Munoz Marin Intl
Thu 11/5
12:40 pm-11:55 pm
2 stops15h 15m
Portland
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$273
San JuanPortland
SJU San Juan Luis Munoz Marin Intl - PDX Portland
SJUPDX
San Juan Luis Munoz Marin Intl
Sun 12/20
3:10 pm-5:15 pm
1 stop30h 05m
Portland
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$288
Saint Thomas IslandPortland
STT Saint Thomas Island Cyril E King - PDX Portland
STTPDX
Saint Thomas Island Cyril E King
Sun 2/21
6:24 pm-1:06 pm
2 stops22h 42m
Portland
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$297
San JuanPortland
SJU San Juan Luis Munoz Marin Intl - PDX Portland
SJUPDX
San Juan Luis Munoz Marin Intl
Mon 12/14
8:05 am-10:45 pm
2 stops18h 40m
Portland
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$313
San JuanPortland
SJU San Juan Luis Munoz Marin Intl - PDX Portland
SJUPDX
San Juan Luis Munoz Marin Intl
Tue 11/3
2:05 am-9:02 pm
3 stops22h 57m
Portland
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$313
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-PDX
AUA-PDX
STT-PDX
PUJ-PDX
SXM-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-PDX
AUA-PDX
STT-PDX
PUJ-PDX
What is the cheapest month to book a flight from Caribbean to Oregon?
Currently, November is the cheapest month in which you can book a flight from Caribbean to Oregon (average of $429). 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 October 9, 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.
Comfort
7.8
Overall
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Overall
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Overall
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Overall
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
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 October 9, 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 7,457,451 searches. Data last updated October 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$322 | Average$529 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$447 | Average$590 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$451 | Average$604 | FlexibilityNo cancel fee | On-timeN/A |