$212+ Cheap flights from Portland (PDX) to Jamaica
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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MBJ
Oct 15 — Oct 221
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 September 15, 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 September 15, 2026.
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 11/210:15 pm -
1 stop11h 15m
Wed 11/112:16 pm -
1 stop10h 41m
Deal found 9/11![Delta logo]()
$472
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:09 pm -
2 stops15h 09m
Sun 11/16:09 pm -
2 stops21h 19m
Deal found 9/10![American Airlines logo]()
$482
This American Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 11/211:49 pm -
1 stop14h 20m
Wed 11/111:21 pm -
1 stop13h 22m
Deal found 9/11![American Airlines logo]()
$492
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/211:49 pm -
1 stop14h 20m
Tue 11/1011:05 am -
1 stop15h 54m
Deal found 9/10![American Airlines logo]()
$503
This Travelocity deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2910:00 am -
2 stops28h 20m
Mon 12/76:20 pm -
2 stops42h 06m
Deal found 9/10![Air Canada logo]()
$558
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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.
Mon 11/3011:30 pm -
2 stops11h 55m
Mon 12/71:50 pm -
2 stops12h 30m
Deal found 9/11![Southwest logo]()
$570
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/175:50 am -
1 stop8h 19m
Mon 11/231:17 pm -
1 stop13h 59m
Deal found 9/15![American Airlines logo]()
$573
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/135:20 am -
1 stop8h 52m
Tue 10/205:13 pm -
2 stops19h 52m
Deal found 9/14![American Airlines logo]()
$591
This Mytrip deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:30 pm -
2 stops22h 00m
Fri 10/233:05 pm -
2 stops30h 06m
Deal found 9/11![Multiple Airlines logo]()
$761
This Gotogate deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:30 pm -
2 stops46h 00m
Tue 10/203:05 pm -
2 stops30h 06m
Deal found 9/14![Multiple Airlines logo]()
$805
This American Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 9/1911:08 pm -
2 stops10h 56m
Sat 9/261:09 pm -
2 stops23h 50m
Deal found 9/12![American Airlines logo]()
$1,005
This American Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 9/1311:06 pm -
2 stops14h 56m
Sun 9/205:08 pm -
2 stops19h 47m
Deal found 9/11![American Airlines logo]()
$1,101
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 September 15, 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 September 15, 2026.
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:15 pm -
2 stops13h 58m
Sun 11/13:45 pm -
1 stop10h 30m
Deal found 9/10![United Airlines logo]()
$472
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 11/210:15 pm -
1 stop11h 15m
Wed 11/112:16 pm -
1 stop10h 41m
Deal found 9/11![Delta logo]()
$472
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/211:09 pm -
1 stop12h 43m
Tue 11/106:09 pm -
2 stops21h 59m
Deal found 9/10![American Airlines logo]()
$477
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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.
Mon 11/3011:30 pm -
2 stops11h 55m
Mon 12/71:50 pm -
2 stops12h 30m
Deal found 9/11![Southwest logo]()
$570
This Mytrip deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:30 pm -
2 stops22h 00m
Fri 10/233:05 pm -
2 stops30h 06m
Deal found 9/11![Multiple Airlines logo]()
$761
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/293:40 pm -
2 stops19h 08m
Thu 11/52:54 pm -
1 stop10h 33m
Deal found 9/14![United Airlines logo]()
$472
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/1711:49 pm -
1 stop14h 20m
Mon 11/236:09 pm -
2 stops21h 17m
Deal found 9/15![American Airlines logo]()
$477
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2611:10 pm -
1 stop12h 04m
Fri 10/302:20 pm -
2 stops26h 17m
Deal found 9/14![United Airlines logo]()
$597
This Gotogate deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:30 pm -
2 stops46h 00m
Tue 10/203:05 pm -
2 stops30h 06m
Deal found 9/14![Multiple Airlines logo]()
$805
This United Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/206:50 am -
2 stops29h 05m
Thu 10/222:57 pm -
2 stops33h 56m
Deal found 9/13![United Airlines logo]()
$1,196
Last-minute flights from Portland to JamaicaDiscover last-minute flight deals from Portland to Jamaica. Data last updated September 15, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Jamaica. Data last updated September 15, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/142:07 pm -
2 stops19h 49m
Wed 9/162:09 pm -
2 stops25h 13m
Deal found 9/10![American Airlines logo]()
$593
This American Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 9/192:07 pm -
2 stops18h 56m
Fri 9/251:54 pm -
2 stops23h 05m
Deal found 9/11![American Airlines logo]()
$613
This American Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 9/1911:08 pm -
2 stops10h 56m
Sat 9/261:09 pm -
2 stops23h 50m
Deal found 9/12![American Airlines logo]()
$1,005
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 9/196:45 am -
1 stop11h 25m
Sat 9/269:10 am -
1 stop11h 49m
Deal found 9/12![Delta logo]()
$1,125
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/135:20 am -
1 stop8h 52m
Tue 10/205:13 pm -
2 stops19h 52m
Deal found 9/14![American Airlines logo]()
$591
This Gotogate deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:30 pm -
2 stops46h 00m
Tue 10/203:05 pm -
2 stops30h 06m
Deal found 9/14![Multiple Airlines logo]()
$805
This Mytrip deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:30 pm -
2 stops22h 00m
Fri 10/233:05 pm -
2 stops30h 06m
Deal found 9/11![Multiple Airlines logo]()
$761
This United Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/206:50 am -
2 stops29h 05m
Thu 10/222:57 pm -
2 stops33h 56m
Deal found 9/13![United Airlines logo]()
$1,196
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:15 pm -
2 stops13h 58m
Sun 11/13:45 pm -
1 stop10h 30m
Deal found 9/10![United Airlines logo]()
$472
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:09 pm -
2 stops15h 09m
Sun 11/16:09 pm -
2 stops21h 19m
Deal found 9/10![American Airlines logo]()
$482
This United Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/264:25 pm -
2 stops18h 49m
Fri 10/302:01 pm -
2 stops21h 35m
Deal found 9/13![United Airlines logo]()
$597
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/2910:55 pm -
2 stops12h 13m
Thu 11/511:05 am -
2 stops15h 58m
Deal found 9/14![American Airlines logo]()
$497
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 September 15, 2026.
Search for one-way flight options from Portland to Jamaica. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/1312:35 am -
2 stops13h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Delta logo]()
$212
This Air Canada deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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.
Thu 12/1010:00 am -
2 stops24h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Air Canada logo]()
$253
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/277:15 pm -
2 stops16h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![United Airlines logo]()
$260
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/149:00 am -
3 stops26h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![United Airlines logo]()
$272
This American Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/102:34 pm -
1 stop23h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![American Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/271:49 pm -
3 stops26h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$354
This Mytrip deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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.
Sat 11/147:10 pm -
2 stops20h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$361
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/1711:30 pm -
2 stops35h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![United Airlines logo]()
$374
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/1711:00 pm -
1 stop13h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 12/109:50 pm -
3 stops59h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Multiple Airlines logo]()
$391
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/1411:00 pm -
1 stop13h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$410
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/131:32 pm -
3 stops46h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Multiple Airlines logo]()
$426
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 September 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $472 (Delta) |
One-way from | $212 (Delta) |
Popular in | October |
Cheapest in | August |
Average price | $590 |
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 7,457,451 searches. Data last updated September 15, 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 Portland - MBJ Montego Bay Sangster Intl
PDXMBJ
Portland
Sat 11/14
11:49 pm-5:09 pm
1 stop14h 20m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$212
PortlandMontego Bay
PDX Portland - MBJ Montego Bay Sangster Intl
PDXMBJ
Portland
Fri 11/27
7:15 pm-4:50 pm
1 stop18h 35m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$212
PortlandMontego Bay
PDX Portland - MBJ Montego Bay Sangster Intl
PDXMBJ
Portland
Fri 11/13
12:35 am-4:57 pm
2 stops13h 22m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$212
PortlandMontego Bay
PDX Portland - MBJ Montego Bay Sangster Intl
PDXMBJ
Portland
Thu 12/10
10:00 am-1:25 pm
2 stops24h 25m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$253
PortlandMontego Bay
PDX Portland - MBJ Montego Bay Sangster Intl
PDXMBJ
Portland
Sat 11/14
9:00 am-2:14 pm
3 stops26h 14m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$272
PortlandMontego Bay
PDX Portland - MBJ Montego Bay Sangster Intl
PDXMBJ
Portland
Thu 12/10
2:34 pm-5:09 pm
1 stop23h 35m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$282
PortlandKingston
PDX Portland - KIN Kingston Norman Manley
PDXKIN
Portland
Sat 11/14
7:10 pm-6:55 pm
2 stops20h 45m
Kingston Norman Manley
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$361
PortlandKingston
PDX Portland - KIN Kingston Norman Manley
PDXKIN
Portland
Sat 10/31
7:15 pm-6:55 pm
2 stops21h 40m
Kingston Norman Manley
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$363
PortlandKingston
PDX Portland - KIN Kingston Norman Manley
PDXKIN
Portland
Tue 11/17
11:30 pm-1:52 pm
2 stops35h 22m
Kingston Norman Manley
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$374
PortlandMontego Bay
PDX Portland - MBJ Montego Bay Sangster Intl
PDXMBJ
Portland
Thu 12/10
9:50 pm-12:45 pm
3 stops59h 55m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$391
Showing 1-10 of 22 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, August is the cheapest month in which you can book a flight from Portland to Jamaica (average of $514). Flying from Portland to Jamaica in October is currently the most expensive (average of $935). 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 19 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 September 15, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited 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.
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
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
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Portland and Jamaica flights
Browse other Portland and Jamaica flight options. Last updated on September 15, 2026.
Popular flight searches
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Top 4 airlines flying from Portland to Jamaica
Discover the top 4 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 7,457,451 searches. Data last updated September 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$247 | Average$700 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$252 | Average$660 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$392 | Average$864 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$539 | Average$720 | FlexibilityNo cancel fee | On-time63% |