$160+ Cheap flights from Portland, ME (PWM) 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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MBJ
Jul 10 — Jul 171
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Jamaica 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
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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 Portland to Jamaica
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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 10, 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 10, 2026.
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/306:00 am
PWM
- MBJ
1 stop10h 35m
Delta
Tue 12/81:50 pm
MBJ
- PWM
1 stop9h 16m
Delta
Deal found 6/10![Delta logo]()
$358
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 11/96:00 am
PWM
- MBJ
1 stop10h 35m
Delta
Fri 11/131:50 pm
MBJ
- PWM
1 stop9h 59m
Delta
Deal found 6/5![Delta logo]()
$362
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:39 pm
PWM
- MBJ
2 stops19h 35m
American Airlines
Sat 11/141:55 pm
MBJ
- PWM
2 stops21h 54m
American Airlines
Deal found 6/10![American Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:00 am
PWM
- MBJ
1 stop10h 35m
Delta
Wed 12/91:50 pm
MBJ
- PWM
1 stop9h 59m
Delta
Deal found 6/10![Delta logo]()
$407
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/53:00 pm
PWM
- MBJ
2 stops23h 15m
Delta
Tue 12/86:00 pm
MBJ
- PWM
2 stops15h 30m
Delta
Deal found 6/10![Delta logo]()
$414
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.
Wed 12/22:45 pm
PWM
- MBJ
2 stops21h 22m
United Airlines
Sat 12/53:36 pm
MBJ
- PWM
1 stop7h 21m
United Airlines
Deal found 6/5![United Airlines logo]()
$421
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:00 am
PWM
- MBJ
1 stop10h 35m
Delta
Tue 12/81:50 pm
MBJ
- PWM
1 stop9h 16m
Delta
Deal found 6/9![Delta logo]()
$434
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/166:01 pm
PWM
- KIN
2 stops18h 34m
American Airlines
Mon 7/205:03 pm
KIN
- PWM
2 stops20h 13m
American Airlines
Deal found 6/10![American Airlines logo]()
$535
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 7/155:45 am
PWM
- KIN
2 stops15h 27m
American Airlines
Sun 7/195:03 pm
KIN
- PWM
2 stops19h 37m
American Airlines
Deal found 6/6![American Airlines logo]()
$545
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/151:55 pm
PWM
- KIN
1 stop7h 08m
Delta
Sun 7/199:00 am
KIN
- PWM
1 stop13h 14m
Delta
Deal found 6/8![Delta logo]()
$620
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 7/46:14 am
PWM
- KIN
1 stop14h 46m
Delta
Sat 7/119:00 am
KIN
- PWM
1 stop13h 14m
Delta
Deal found 6/6![Delta logo]()
$634
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/176:01 pm
PWM
- KIN
2 stops18h 30m
American Airlines
Tue 7/218:00 am
KIN
- PWM
2 stops13h 36m
American Airlines
Deal found 6/8![American Airlines logo]()
$649
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 10, 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 10, 2026.
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:00 am
PWM
- MBJ
1 stop8h 15m
Delta
Fri 11/131:50 pm
MBJ
- PWM
1 stop9h 59m
Delta
Deal found 6/8![Delta logo]()
$358
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.
Wed 12/22:45 pm
PWM
- MBJ
2 stops21h 22m
United Airlines
Sat 12/53:36 pm
MBJ
- PWM
1 stop7h 21m
United Airlines
Deal found 6/5![United Airlines logo]()
$421
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.
Thu 7/166:01 pm
PWM
- KIN
2 stops18h 34m
American Airlines
Mon 7/205:03 pm
KIN
- PWM
2 stops20h 13m
American Airlines
Deal found 6/6![American Airlines logo]()
$540
This FlightHub deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:41 am
PWM
- KIN
2 stops11h 37m
JetBlue
Fri 7/246:28 pm
KIN
- PWM
2 stops28h 48m
JetBlue
Deal found 6/10![JetBlue logo]()
$716
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/306:00 am
PWM
- MBJ
1 stop10h 35m
Delta
Wed 12/96:00 pm
MBJ
- PWM
2 stops15h 30m
Delta
Deal found 6/9![Delta logo]()
$412
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/306:00 am
PWM
- MBJ
1 stop10h 35m
Delta
Mon 12/76:00 pm
MBJ
- PWM
2 stops15h 30m
Delta
Deal found 6/10![Delta logo]()
$414
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:00 am
PWM
- MBJ
1 stop6h 43m
United Airlines
Wed 9/2312:52 pm
MBJ
- PWM
2 stops20h 48m
United Airlines
Deal found 6/8![United Airlines logo]()
$483
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:06 pm
PWM
- MBJ
1 stop21h 23m
United Airlines
Wed 11/113:36 pm
MBJ
- PWM
1 stop7h 21m
United Airlines
Deal found 6/9![United Airlines logo]()
$485
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 7/155:45 am
PWM
- KIN
2 stops15h 27m
American Airlines
Sun 7/195:03 pm
KIN
- PWM
2 stops19h 37m
American Airlines
Deal found 6/6![American Airlines logo]()
$545
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/156:00 am
PWM
- KIN
1 stop15h 03m
Delta
Sun 7/199:00 am
KIN
- PWM
1 stop13h 14m
Delta
Deal found 6/9![Delta logo]()
$620
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 7/46:14 am
PWM
- KIN
1 stop14h 46m
Delta
Sat 7/119:00 am
KIN
- PWM
1 stop13h 14m
Delta
Deal found 6/6![Delta logo]()
$634
Last-minute flights from Portland to JamaicaDiscover last-minute flight deals from Portland to Jamaica. Data last updated June 10, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Jamaica. Data last updated June 10, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/145:15 am
PWM
- MBJ
1 stop10h 55m
United Airlines
Fri 6/192:40 pm
MBJ
- PWM
2 stops17h 43m
United Airlines
Deal found 6/6![United Airlines logo]()
$510
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/155:15 am
PWM
- MBJ
1 stop10h 55m
United Airlines
Sun 6/214:12 pm
MBJ
- PWM
1 stop6h 39m
United Airlines
Deal found 6/8![United Airlines logo]()
$495
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:00 am
PWM
- MBJ
2 stops10h 10m
United Airlines
Thu 7/164:12 pm
MBJ
- PWM
1 stop6h 39m
United Airlines
Deal found 6/8![United Airlines logo]()
$488
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:54 pm
PWM
- MBJ
2 stops17h 50m
American Airlines
Thu 7/165:14 pm
MBJ
- PWM
2 stops20h 02m
American Airlines
Deal found 6/8![American Airlines logo]()
$524
This United Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/205:15 am
PWM
- MBJ
1 stop10h 55m
United Airlines
Tue 6/2312:52 pm
MBJ
- PWM
1 stop9h 38m
United Airlines
Deal found 6/6![United Airlines logo]()
$536
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 7/46:14 am
PWM
- MBJ
1 stop10h 20m
Delta
Sat 7/1112:59 pm
MBJ
- PWM
1 stop11h 00m
Delta
Deal found 6/6![Delta logo]()
$507
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 7/46:14 am
PWM
- KIN
1 stop14h 46m
Delta
Sat 7/119:00 am
KIN
- PWM
1 stop13h 14m
Delta
Deal found 6/6![Delta logo]()
$634
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 7/155:45 am
PWM
- KIN
2 stops15h 27m
American Airlines
Sun 7/195:03 pm
KIN
- PWM
2 stops19h 37m
American Airlines
Deal found 6/6![American Airlines logo]()
$545
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/151:55 pm
PWM
- KIN
1 stop7h 08m
Delta
Sun 7/199:00 am
KIN
- PWM
1 stop13h 14m
Delta
Deal found 6/8![Delta logo]()
$620
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/166:01 pm
PWM
- KIN
2 stops18h 34m
American Airlines
Mon 7/205:03 pm
KIN
- PWM
2 stops20h 13m
American Airlines
Deal found 6/10![American Airlines logo]()
$535
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/176:01 pm
PWM
- KIN
2 stops18h 30m
American Airlines
Tue 7/218:00 am
KIN
- PWM
2 stops13h 36m
American Airlines
Deal found 6/8![American Airlines logo]()
$649
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:59 pm
PWM
- MBJ
2 stops19h 32m
American Airlines
Thu 7/305:14 pm
MBJ
- PWM
2 stops20h 02m
American Airlines
Deal found 6/8![American Airlines logo]()
$501
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 10, 2026.
Search for one-way flight options from Portland to Jamaica. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:30 am
PWM
- MBJ
1 stop9h 53m
American Airlines
Deal found 6/8![American Airlines logo]()
$160
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:30 am
PWM
- KIN
2 stops14h 43m
Delta
Deal found 6/9![Delta logo]()
$168
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 7/46:14 am
PWM
- MBJ
1 stop10h 20m
Delta
Deal found 6/6![Delta logo]()
$206
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.
Wed 7/296:00 am
PWM
- MBJ
1 stop10h 34m
Delta
Deal found 6/6![Delta logo]()
$228
This American Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/105:27 pm
PWM
- MBJ
2 stops18h 33m
American Airlines
Deal found 6/7![American Airlines logo]()
$234
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/96:00 am
PWM
- MBJ
2 stops10h 10m
United Airlines
Deal found 6/8![United Airlines logo]()
$235
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/15:30 am
PWM
- MBJ
2 stops9h 25m
Southwest
Deal found 6/6![Southwest logo]()
$277
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/22:38 pm
PWM
- MBJ
2 stops22h 05m
United Airlines
Deal found 6/8![United Airlines logo]()
$279
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/42:30 pm
PWM
- MBJ
2 stops24h 55m
JetBlue
Deal found 6/6![JetBlue logo]()
$280
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 7/16:09 am
PWM
- MBJ
1 stop8h 22m
American Airlines
Deal found 6/6![American Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/98:22 pm
PWM
- MBJ
3 stops37h 50m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$342
This United Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:15 am
PWM
- MBJ
3 stops55h 28m
United Airlines
Deal found 6/6![United Airlines logo]()
$413
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 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $358 (Delta) |
One-way from | $160 (American Airlines) |
Popular in | July |
Cheapest in | May |
Average price | $537 |
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 10, 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
Quickest round-trip
PortlandMontego Bay
PWM - MBJ
PWMMBJ
Portland
Mon 11/9
6:00 am-2:15 pm
1 stop8h 15m
Montego Bay Sangster Intl
Fri 11/13
1:50 pm-11:49 pm
1 stop9h 59m
$358
PortlandMontego Bay
PWM - MBJ
PWMMBJ
Portland
Mon 11/30
6:00 am-4:35 pm
1 stop10h 35m
Montego Bay Sangster Intl
Wed 12/9
6:00 pm-9:30 am
2 stops15h 30m
$412
PortlandMontego Bay
PWM - MBJ
PWMMBJ
Portland
Mon 11/30
6:00 am-4:35 pm
1 stop10h 35m
Montego Bay Sangster Intl
Mon 12/7
6:00 pm-9:30 am
2 stops15h 30m
$414
PortlandMontego Bay
PWM - MBJ
PWMMBJ
Portland
Wed 12/2
2:45 pm-12:07 pm
2 stops21h 22m
Montego Bay Sangster Intl
Sat 12/5
3:36 pm-10:57 pm
1 stop7h 21m
$421
PortlandMontego Bay
PWM - MBJ
PWMMBJ
Portland
Sat 9/19
6:00 am-11:43 am
1 stop6h 43m
Montego Bay Sangster Intl
Wed 9/23
12:52 pm-10:40 am
2 stops20h 48m
$483
PortlandMontego Bay
PWM - MBJ
PWMMBJ
Portland
Sat 11/7
5:06 pm-2:29 pm
1 stop21h 23m
Montego Bay Sangster Intl
Wed 11/11
3:36 pm-10:57 pm
1 stop7h 21m
$485
PortlandKingston
PWM - KIN
PWMKIN
Portland
Thu 7/16
6:01 pm-11:35 am
2 stops18h 34m
Kingston Norman Manley
Mon 7/20
5:03 pm-2:16 pm
2 stops20h 13m
$540
PortlandKingston
PWM - KIN
PWMKIN
Portland
Wed 7/15
5:45 am-8:12 pm
2 stops15h 27m
Kingston Norman Manley
Sun 7/19
5:03 pm-1:40 pm
2 stops19h 37m
$545
PortlandKingston
PWM - KIN
PWMKIN
Portland
Wed 7/15
6:00 am-8:03 pm
1 stop15h 03m
Kingston Norman Manley
Sun 7/19
9:00 am-11:14 pm
1 stop13h 14m
$620
PortlandKingston
PWM - KIN
PWMKIN
Portland
Sat 7/4
6:14 am-8:00 pm
1 stop14h 46m
Kingston Norman Manley
Sat 7/11
9:00 am-11:14 pm
1 stop13h 14m
$634
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.
PWM-KIN
PWM-MBJ
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
PWM-JM0
PWM-KIN
PWM-MBJ
No data available for this route at this time. Please check back soon.
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 10, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andAmerican Airlines from Portland to Jamaica to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Food
7.2
Entertainment
7.8
Comfort
7.8
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Food
7.2
Entertainment
7.8
Comfort
7.8
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Food
7.2
Entertainment
7.8
Comfort
7.8
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Food
7.2
Entertainment
7.8
Comfort
7.8
Overall
7.9
Boarding
8.1
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
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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 10, 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 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$246 | Average$675 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$404 | Average$529 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$426 | Average$571 | FlexibilityNo cancel fee | On-time71% |