$232+ Cheap flights from Portland (PDX) to Jamaica
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 6/26. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — KIN
Jul 6 — Jul 131
Round-trip
1 adult, Economy
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Cheapest flights from Portland to JamaicaExplore the most affordable flight options available from Portland to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 6, 2026.
Explore the most affordable flight options available from Portland to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 6, 2026.
This American Airlines deal was found by Cheapflights users on 6/4. 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.
Fri 8/215:18 am
PDX
- MBJ
1 stop8h 50m
American Airlines
Fri 8/282:12 pm
MBJ
- PDX
1 stop11h 47m
American Airlines
Deal found 6/4![American Airlines logo]()
$392
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 7/310:40 pm
PDX
- MBJ
1 stop12h 10m
United Airlines
Thu 7/94:12 pm
MBJ
- PDX
2 stops19h 22m
United Airlines
Deal found 6/2![United Airlines logo]()
$412
This Delta deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/23:50 pm
PDX
- MBJ
2 stops17h 35m
Delta
Wed 11/116:00 pm
MBJ
- PDX
2 stops18h 31m
Delta
Deal found 6/2![Delta logo]()
$427
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:00 pm
PDX
- MBJ
1 stop11h 25m
Delta
Thu 9/241:25 pm
MBJ
- PDX
1 stop10h 20m
Delta
Deal found 6/5![Delta logo]()
$432
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/210:05 pm
PDX
- MBJ
1 stop11h 20m
Delta
Tue 11/106:00 pm
MBJ
- PDX
2 stops18h 31m
Delta
Deal found 6/5![Delta logo]()
$437
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 10/315:15 am
PDX
- MBJ
1 stop8h 35m
United Airlines
Sat 11/141:40 pm
MBJ
- PDX
1 stop11h 58m
United Airlines
Deal found 6/2![United Airlines logo]()
$452
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 9/1810:45 pm
PDX
- MBJ
1 stop11h 40m
Southwest
Tue 9/2211:50 am
MBJ
- PDX
2 stops12h 25m
Southwest
Deal found 6/5![Southwest logo]()
$459
This United Airlines deal was found by Cheapflights users on 6/4. 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.
Sat 10/175:00 am
PDX
- MBJ
1 stop8h 45m
United Airlines
Sun 10/251:48 pm
MBJ
- PDX
1 stop12h 14m
United Airlines
Deal found 6/4![United Airlines logo]()
$471
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 11/32:10 pm
PDX
- MBJ
2 stops19h 40m
Southwest
Sat 11/72:15 pm
MBJ
- PDX
2 stops20h 05m
Southwest
Deal found 6/3![Southwest logo]()
$501
This Air Canada deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/193:30 pm
PDX
- KIN
2 stops20h 25m
Air Canada
Wed 10/213:05 pm
KIN
- PDX
2 stops30h 01m
Air Canada
Deal found 6/1![Air Canada logo]()
$731
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/123:43 pm
PDX
- KIN
2 stops20h 11m
United Airlines
Mon 8/312:56 pm
KIN
- PDX
2 stops20h 33m
United Airlines
Deal found 6/2![United Airlines logo]()
$757
This Orbitz deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/17:45 pm
PDX
- KIN
2 stops40h 10m
Multiple Airlines
Wed 7/88:25 am
KIN
- PDX
2 stops40h 06m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$767
Best flights from Portland to JamaicaDiscover carefully curated flight deals from Portland to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 6, 2026.
Discover carefully curated flight deals from Portland to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 6, 2026.
This Delta deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:40 pm
PDX
- MBJ
2 stops13h 45m
Delta
Tue 11/106:00 pm
MBJ
- PDX
2 stops18h 31m
Delta
Deal found 6/1![Delta logo]()
$427
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 6/2611:30 pm
PDX
- MBJ
1 stop13h 40m
United Airlines
Sat 7/44:33 pm
MBJ
- PDX
1 stop28h 45m
United Airlines
Deal found 6/3![United Airlines logo]()
$504
This Southwest deal was found by Cheapflights users on 6/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:00 pm
PDX
- MBJ
2 stops16h 40m
Southwest
Sun 10/2512:55 pm
MBJ
- PDX
2 stops13h 55m
Southwest
Deal found 6/4![Southwest logo]()
$524
This Air Canada deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/193:30 pm
PDX
- KIN
2 stops20h 25m
Air Canada
Wed 10/213:05 pm
KIN
- PDX
2 stops30h 01m
Air Canada
Deal found 6/1![Air Canada logo]()
$731
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 9/2111:17 pm
PDX
- MBJ
1 stop10h 26m
United Airlines
Thu 9/2412:52 pm
MBJ
- PDX
2 stops22h 35m
United Airlines
Deal found 6/5![United Airlines logo]()
$527
This United Airlines deal was found by Cheapflights users on 6/4. 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 7/2711:40 pm
PDX
- MBJ
2 stops13h 30m
United Airlines
Tue 8/114:12 pm
MBJ
- PDX
2 stops19h 20m
United Airlines
Deal found 6/4![United Airlines logo]()
$541
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 9/198:40 am
PDX
- MBJ
2 stops25h 03m
United Airlines
Wed 9/2312:52 pm
MBJ
- PDX
1 stop23h 02m
United Airlines
Deal found 6/2![United Airlines logo]()
$544
This Air Canada deal was found by Cheapflights users on 6/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3010:10 am
PDX
- KIN
2 stops25h 45m
Air Canada
Tue 9/13:05 pm
KIN
- PDX
2 stops20h 26m
Air Canada
Deal found 6/4![Air Canada logo]()
$882
This Delta deal was found by Cheapflights users on 6/4. 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.
Fri 9/411:20 pm
PDX
- KIN
2 stops18h 53m
Delta
Wed 9/99:00 am
KIN
- PDX
1 stop11h 55m
Delta
Deal found 6/4![Delta logo]()
$899
This Delta deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 8/127:00 am
PDX
- KIN
1 stop11h 13m
Delta
Mon 8/319:13 am
KIN
- PDX
2 stops14h 59m
Delta
Deal found 6/2![Delta logo]()
$899
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/123:43 pm
PDX
- KIN
2 stops20h 11m
United Airlines
Mon 8/312:56 pm
KIN
- PDX
2 stops20h 33m
United Airlines
Deal found 6/2![United Airlines logo]()
$757
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 7/47:00 am
PDX
- KIN
1 stop11h 00m
Delta
Sat 7/119:00 am
KIN
- PDX
1 stop14h 44m
Delta
Deal found 6/6![Delta logo]()
$904
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/56:35 am
PDX
- KIN
1 stop11h 25m
Delta
Sat 7/119:00 am
KIN
- PDX
2 stops15h 00m
Delta
Deal found 6/5![Delta logo]()
$904
This Delta deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 8/57:00 am
PDX
- KIN
1 stop11h 13m
Delta
Wed 8/129:13 am
KIN
- PDX
1 stop14h 31m
Delta
Deal found 6/3![Delta logo]()
$1,024
Last-minute flights from Portland to JamaicaDiscover last-minute flight deals from Portland to Jamaica. Data last updated June 6, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Jamaica. Data last updated June 6, 2026 and is based on user searches.
This Travelocity deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/87:45 pm
PDX
- KIN
2 stops40h 10m
Air Canada
Tue 6/163:05 pm
KIN
- PDX
2 stops54h 06m
Air Canada
Deal found 6/3![Air Canada logo]()
$780
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 6/2611:30 pm
PDX
- MBJ
1 stop13h 40m
United Airlines
Sat 7/44:33 pm
MBJ
- PDX
1 stop28h 45m
United Airlines
Deal found 6/3![United Airlines logo]()
$504
This Southwest deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 7/19:20 pm
PDX
- MBJ
1 stop15h 35m
Southwest
Tue 7/712:35 pm
MBJ
- PDX
2 stops13h 00m
Southwest
Deal found 6/1![Southwest logo]()
$672
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 7/111:59 pm
PDX
- MBJ
1 stop11h 31m
United Airlines
Tue 7/72:40 pm
MBJ
- PDX
2 stops20h 54m
United Airlines
Deal found 6/2![United Airlines logo]()
$687
This Orbitz deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/17:45 pm
PDX
- KIN
2 stops40h 10m
Multiple Airlines
Wed 7/88:25 am
KIN
- PDX
2 stops40h 06m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$767
This Air Canada deal was found by Cheapflights users on 6/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/17:45 pm
PDX
- KIN
2 stops12h 40m
Air Canada
Tue 7/73:05 pm
KIN
- PDX
2 stops25h 46m
Air Canada
Deal found 6/4![Air Canada logo]()
$811
This American Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 7/211:41 pm
PDX
- MBJ
1 stop14h 33m
American Airlines
Thu 7/92:31 pm
MBJ
- PDX
1 stop11h 24m
American Airlines
Deal found 6/1![American Airlines logo]()
$664
This United Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 7/26:50 pm
PDX
- MBJ
2 stops18h 20m
United Airlines
Thu 7/94:12 pm
MBJ
- PDX
2 stops19h 22m
United Airlines
Deal found 6/1![United Airlines logo]()
$684
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 7/310:40 pm
PDX
- MBJ
1 stop12h 10m
United Airlines
Thu 7/94:12 pm
MBJ
- PDX
2 stops19h 22m
United Airlines
Deal found 6/2![United Airlines logo]()
$412
This FlightHub deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/32:20 pm
PDX
- KIN
2 stops25h 06m
JetBlue
Sat 7/118:10 pm
KIN
- PDX
2 stops28h 38m
JetBlue
Deal found 6/3![JetBlue logo]()
$872
This United Airlines deal was found by Cheapflights users on 6/4. 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 7/2711:30 pm
PDX
- MBJ
1 stop13h 40m
United Airlines
Tue 8/114:12 pm
MBJ
- PDX
2 stops19h 20m
United Airlines
Deal found 6/4![United Airlines logo]()
$541
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.
Wed 7/295:07 am
PDX
- MBJ
1 stop9h 07m
American Airlines
Mon 8/35:14 pm
MBJ
- PDX
2 stops19h 47m
American Airlines
Deal found 6/6![American Airlines logo]()
$695
One-way flights from Portland to JamaicaSearch for one-way flight options from Portland to Jamaica. Find affordable one-way fares based on user searches. Data last updated June 6, 2026.
Search for one-way flight options from Portland to Jamaica. Find affordable one-way fares based on user searches. Data last updated June 6, 2026.
This United Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 6/266:50 pm
PDX
- MBJ
1 stop18h 55m
United Airlines
Deal found 6/1![United Airlines logo]()
$232
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 7/1610:40 pm
PDX
- MBJ
2 stops38h 30m
United Airlines
Deal found 6/3![United Airlines logo]()
$256
This United Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 6/2510:40 pm
PDX
- MBJ
2 stops38h 30m
United Airlines
Deal found 6/1![United Airlines logo]()
$271
This Travelocity deal was found by Cheapflights users on 6/4. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/263:30 pm
PDX
- KIN
2 stops44h 25m
Air Canada
Deal found 6/4![Air Canada logo]()
$294
This Air Canada deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/213:30 pm
PDX
- MBJ
2 stops41h 50m
Air Canada
Deal found 6/1![Air Canada logo]()
$299
This United Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 6/275:00 am
PDX
- MBJ
1 stop8h 45m
United Airlines
Deal found 6/1![United Airlines logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 7/162:48 pm
PDX
- MBJ
2 stops43h 39m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$341
This Delta deal was found by Cheapflights users on 6/4. 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.
Sun 7/266:35 am
PDX
- KIN
1 stop11h 28m
Delta
Deal found 6/4![Delta logo]()
$447
This Kiwi.com deal was found by Cheapflights users on 6/4. 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.
Sun 7/2611:15 pm
PDX
- KIN
3 stops36h 39m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$557
Find flight deals from Portland to Jamaica
Keep the following information in mind while searching for Portland to Jamaica flight deals. Data was last updated June 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $392 (American Airlines) |
One-way from | $232 (United Airlines) |
Popular in | October |
Cheapest in | May |
Average price | $881 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to Jamaica 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 6, 2026.
Use the filters below to find and compare flights from Portland to Jamaica that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandMontego Bay
PDX - MBJ
PDXMBJ
Portland
Mon 11/2
7:40 pm-12:25 pm
2 stops13h 45m
Montego Bay Sangster Intl
Tue 11/10
6:00 pm-9:31 am
2 stops18h 31m
$427
PortlandMontego Bay
PDX - MBJ
PDXMBJ
Portland
Fri 6/26
11:30 pm-3:10 pm
1 stop13h 40m
Montego Bay Sangster Intl
Sat 7/4
4:33 pm-7:18 pm
1 stop28h 45m
$504
PortlandMontego Bay
PDX - MBJ
PDXMBJ
Portland
Sat 10/17
7:00 pm-1:40 pm
2 stops16h 40m
Montego Bay Sangster Intl
Sun 10/25
12:55 pm-12:50 am
2 stops13h 55m
$524
PortlandMontego Bay
PDX - MBJ
PDXMBJ
Portland
Mon 9/21
11:17 pm-11:43 am
1 stop10h 26m
Montego Bay Sangster Intl
Thu 9/24
12:52 pm-9:27 am
2 stops22h 35m
$527
PortlandMontego Bay
PDX - MBJ
PDXMBJ
Portland
Mon 7/27
11:40 pm-3:10 pm
2 stops13h 30m
Montego Bay Sangster Intl
Tue 8/11
4:12 pm-9:32 am
2 stops19h 20m
$541
PortlandMontego Bay
PDX - MBJ
PDXMBJ
Portland
Sat 9/19
8:40 am-11:43 am
2 stops25h 03m
Montego Bay Sangster Intl
Wed 9/23
12:52 pm-9:54 am
1 stop23h 02m
$544
PortlandKingston
PDX - KIN
PDXKIN
Portland
Mon 10/19
3:30 pm-1:55 pm
2 stops20h 25m
Kingston Norman Manley
Wed 10/21
3:05 pm-7:06 pm
2 stops30h 01m
$731
PortlandKingston
PDX - KIN
PDXKIN
Portland
Wed 8/12
3:43 pm-1:54 pm
2 stops20h 11m
Kingston Norman Manley
Mon 8/31
2:56 pm-9:29 am
2 stops20h 33m
$757
PortlandKingston
PDX - KIN
PDXKIN
Portland
Sun 8/30
10:10 am-1:55 pm
2 stops25h 45m
Kingston Norman Manley
Tue 9/1
3:05 pm-9:31 am
2 stops20h 26m
$882
PortlandKingston
PDX - KIN
PDXKIN
Portland
Fri 9/4
11:20 pm-8:13 pm
2 stops18h 53m
Kingston Norman Manley
Wed 9/9
9:00 am-6:55 pm
1 stop11h 55m
$899
Showing 1-10 of 24 resultsSorted by cheapest first
Best time to book a flight from Portland to Jamaica
Have a flexible travel schedule? Discover the best time to fly to Jamaica from Portland with our price prediction graph.
PDX-MBJ
PDX-KIN
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 Portland to Jamaica
PDX-JM0
PDX-MBJ
PDX-KIN
What is the cheapest month to book a flight from Portland to Jamaica?
Currently, March is the cheapest month in which you can book a flight from Portland to Jamaica (average of $224). Flying from Portland to Jamaica in January is currently the most expensive (average of $638). 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.
How far ahead should I book a flight from Portland to Jamaica?
To ensure you get the cheapest price possible for a flight from Portland to Jamaica, you should look to book at least 14 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Reviews of airlines servicing Jamaica
Get insights into the airlines that provide service to Jamaica. 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 Jamaica. Reviews last updated June 6, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican Airlines from Portland to Jamaica by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.9
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.9
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.9
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.9
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Portland to Jamaica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Portland to Jamaica
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Jamaica by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to Jamaica by cabin class
Find flights from Portland to Jamaica, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and Jamaica flights
Browse other Portland and Jamaica flight options. Last updated on June 6, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Portland to Jamaica
Discover the top 3 airlines that operate flights from Portland to Jamaica. 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 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$247 | Average$748 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$252 | Average$894 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$392 | Average$868 | FlexibilityNo cancel fee | On-time71% |