$168+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MBJ
Aug 27 — Sep 31
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Jamaica with Cheapflights
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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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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 July 28, 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 July 28, 2026.
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 10/316:00 am
PWM
- MBJ
2 stops10h 19m
United Airlines
Tue 11/31:25 pm
MBJ
- PWM
1 stop9h 56m
United Airlines
Deal found 7/27![United Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 9/266:30 am
PWM
- MBJ
2 stops10h 14m
Delta
Tue 9/2912:59 pm
MBJ
- PWM
1 stop9h 57m
Delta
Deal found 7/24![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 10/26:00 am
PWM
- MBJ
1 stop8h 01m
Delta
Sat 10/1012:50 pm
MBJ
- PWM
1 stop10h 20m
Delta
Deal found 7/24![Delta logo]()
$394
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 11/206:00 am
PWM
- MBJ
1 stop10h 35m
Delta
Thu 11/261:50 pm
MBJ
- PWM
1 stop10h 05m
Delta
Deal found 7/25![Delta logo]()
$432
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 11/225:29 pm
PWM
- MBJ
2 stops19h 26m
Delta
Thu 11/262:20 pm
MBJ
- PWM
1 stop9h 13m
Delta
Deal found 7/25![Delta logo]()
$437
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 9/266:00 pm
PWM
- MBJ
2 stops19h 53m
American Airlines
Tue 9/291:00 pm
MBJ
- PWM
2 stops22h 42m
American Airlines
Deal found 7/24![American Airlines logo]()
$488
This JetBlue deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:30 am
PWM
- MBJ
1 stop7h 12m
JetBlue
Thu 10/293:05 pm
MBJ
- PWM
1 stop7h 38m
JetBlue
Deal found 7/26![JetBlue logo]()
$494
This JetBlue deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:30 am
PWM
- KIN
1 stop10h 28m
JetBlue
Fri 10/3010:09 am
KIN
- PWM
1 stop12h 34m
JetBlue
Deal found 7/26![JetBlue logo]()
$496
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 9/76:05 am
PWM
- MBJ
1 stop10h 29m
Delta
Mon 9/1412:59 pm
MBJ
- PWM
1 stop9h 57m
Delta
Deal found 7/23![Delta logo]()
$497
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 10/305:50 am
PWM
- MBJ
1 stop8h 24m
United Airlines
Wed 11/41:25 pm
MBJ
- PWM
1 stop9h 56m
United Airlines
Deal found 7/27![United Airlines logo]()
$504
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 9/106:02 am
PWM
- MBJ
1 stop6h 31m
Delta
Thu 9/1712:59 pm
MBJ
- PWM
1 stop9h 57m
Delta
Deal found 7/27![Delta logo]()
$517
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 11/216:00 am
PWM
- MBJ
1 stop10h 35m
Delta
Thu 11/262:20 pm
MBJ
- PWM
2 stops21h 48m
Delta
Deal found 7/25![Delta logo]()
$522
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 July 28, 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 July 28, 2026.
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 10/306:01 am
PWM
- MBJ
1 stop6h 50m
Delta
Wed 11/41:59 pm
MBJ
- PWM
1 stop10h 11m
Delta
Deal found 7/27![Delta logo]()
$384
This JetBlue deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:30 am
PWM
- MBJ
1 stop7h 12m
JetBlue
Thu 10/293:05 pm
MBJ
- PWM
1 stop7h 38m
JetBlue
Deal found 7/27![JetBlue logo]()
$494
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 10/315:08 pm
PWM
- MBJ
2 stops22h 31m
United Airlines
Tue 11/32:54 pm
MBJ
- PWM
3 stops32h 27m
United Airlines
Deal found 7/27![United Airlines logo]()
$509
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 9/106:00 pm
PWM
- MBJ
2 stops19h 53m
American Airlines
Thu 9/175:16 pm
MBJ
- PWM
2 stops18h 49m
American Airlines
Deal found 7/27![American Airlines logo]()
$531
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 9/266:02 am
PWM
- MBJ
1 stop6h 31m
Delta
Tue 9/2912:59 pm
MBJ
- PWM
1 stop9h 57m
Delta
Deal found 7/24![Delta logo]()
$384
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 10/26:00 am
PWM
- MBJ
1 stop8h 01m
Delta
Sat 10/1012:50 pm
MBJ
- PWM
1 stop10h 20m
Delta
Deal found 7/24![Delta logo]()
$394
This JetBlue deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:30 am
PWM
- KIN
1 stop10h 28m
JetBlue
Fri 10/3010:09 am
KIN
- PWM
1 stop12h 34m
JetBlue
Deal found 7/27![JetBlue logo]()
$496
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 10/265:50 am
PWM
- MBJ
1 stop8h 24m
United Airlines
Thu 10/292:20 pm
MBJ
- PWM
2 stops22h 56m
United Airlines
Deal found 7/27![United Airlines logo]()
$509
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 11/206:00 am
PWM
- MBJ
1 stop6h 55m
Delta
Thu 11/266:00 pm
MBJ
- PWM
2 stops18h 08m
Delta
Deal found 7/25![Delta logo]()
$437
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 10/305:08 pm
PWM
- MBJ
2 stops21h 31m
United Airlines
Wed 11/42:54 pm
MBJ
- PWM
3 stops32h 27m
United Airlines
Deal found 7/27![United Airlines logo]()
$509
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 9/66:00 am
PWM
- KIN
2 stops14h 42m
American Airlines
Sun 9/135:08 pm
KIN
- PWM
2 stops18h 34m
American Airlines
Deal found 7/23![American Airlines logo]()
$815
This Priceline deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/81:20 pm
PWM
- KIN
1 stop12h 00m
JetBlue
Tue 9/1510:15 am
KIN
- PWM
1 stop12h 39m
JetBlue
Deal found 7/25![JetBlue logo]()
$753
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 10/275:30 am
PWM
- KIN
2 stops33h 28m
United Airlines
Fri 10/302:58 pm
KIN
- PWM
2 stops29h 53m
United Airlines
Deal found 7/27![United Airlines logo]()
$749
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 9/62:14 pm
PWM
- KIN
1 stop6h 59m
Delta
Sun 9/139:10 am
KIN
- PWM
1 stop13h 18m
Delta
Deal found 7/23![Delta logo]()
$760
Last-minute flights from Portland to JamaicaDiscover last-minute flight deals from Portland to Jamaica. Data last updated July 28, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Jamaica. Data last updated July 28, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 7/315:15 am
PWM
- MBJ
1 stop10h 55m
United Airlines
Tue 8/44:12 pm
MBJ
- PWM
1 stop6h 39m
United Airlines
Deal found 7/27![United Airlines logo]()
$628
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 7/316:01 pm
PWM
- MBJ
2 stops18h 46m
American Airlines
Tue 8/42:09 pm
MBJ
- PWM
2 stops19h 22m
American Airlines
Deal found 7/27![American Airlines logo]()
$631
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/15:33 pm
PWM
- MBJ
1 stop23h 41m
American Airlines
Tue 8/42:09 pm
MBJ
- PWM
2 stops19h 22m
American Airlines
Deal found 7/27![American Airlines logo]()
$562
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/15:15 am
PWM
- MBJ
1 stop10h 55m
United Airlines
Wed 8/54:12 pm
MBJ
- PWM
1 stop6h 39m
United Airlines
Deal found 7/27![United Airlines logo]()
$617
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/15:33 pm
PWM
- MBJ
1 stop23h 41m
American Airlines
Wed 8/512:38 pm
MBJ
- PWM
2 stops20h 53m
American Airlines
Deal found 7/27![American Airlines logo]()
$649
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 8/75:30 am
PWM
- KIN
2 stops15h 12m
American Airlines
Sun 8/96:05 am
KIN
- PWM
2 stops16h 32m
American Airlines
Deal found 7/24![American Airlines logo]()
$849
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/72:14 pm
PWM
- KIN
1 stop6h 59m
Delta
Sun 8/99:13 am
KIN
- PWM
1 stop13h 00m
Delta
Deal found 7/24![Delta logo]()
$1,033
This FlightHub deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/72:45 pm
PWM
- KIN
2 stops27h 33m
JetBlue
Sat 8/82:15 am
KIN
- PWM
1 stop21h 10m
JetBlue
Deal found 7/27![JetBlue logo]()
$1,213
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 8/85:30 am
PWM
- MBJ
1 stop9h 53m
American Airlines
Mon 8/245:08 pm
MBJ
- PWM
2 stops20h 13m
American Airlines
Deal found 7/25![American Airlines logo]()
$664
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 8/136:09 pm
PWM
- MBJ
2 stops18h 28m
American Airlines
Mon 8/172:37 pm
MBJ
- PWM
2 stops18h 54m
American Airlines
Deal found 7/25![American Airlines logo]()
$671
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 8/136:46 pm
PWM
- MBJ
1 stop20h 37m
American Airlines
Tue 8/182:37 pm
MBJ
- PWM
2 stops18h 54m
American Airlines
Deal found 7/25![American Airlines logo]()
$685
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 8/146:46 pm
PWM
- MBJ
2 stops17h 56m
American Airlines
Tue 8/182:37 pm
MBJ
- PWM
2 stops18h 54m
American Airlines
Deal found 7/25![American Airlines logo]()
$677
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 July 28, 2026.
Search for one-way flight options from Portland to Jamaica. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 9/306:00 am
PWM
- MBJ
1 stop8h 01m
Delta
Deal found 7/24![Delta logo]()
$168
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 9/102:10 pm
PWM
- KIN
1 stop7h 00m
Delta
Deal found 7/24![Delta logo]()
$188
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 9/95:29 pm
PWM
- KIN
2 stops27h 41m
Delta
Deal found 7/24![Delta logo]()
$194
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 9/56:53 pm
PWM
- MBJ
1 stop17h 50m
United Airlines
Deal found 7/26![United Airlines logo]()
$201
This JetBlue deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/61:17 pm
PWM
- KIN
1 stop11h 04m
JetBlue
Deal found 7/24![JetBlue logo]()
$203
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 10/306:28 am
PWM
- MBJ
2 stops10h 01m
Delta
Deal found 7/27![Delta logo]()
$206
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 12/16:00 am
PWM
- MBJ
1 stop8h 29m
United Airlines
Deal found 7/25![United Airlines logo]()
$209
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 9/136:00 am
PWM
- KIN
1 stop15h 10m
Delta
Deal found 7/24![Delta logo]()
$225
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 8/215:55 am
PWM
- MBJ
2 stops8h 20m
Southwest
Deal found 7/24![Southwest logo]()
$228
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 9/42:14 pm
PWM
- KIN
1 stop6h 59m
Delta
Deal found 7/23![Delta logo]()
$228
This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 9/46:53 pm
PWM
- MBJ
1 stop17h 50m
United Airlines
Deal found 7/23![United Airlines logo]()
$231
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 9/145:29 pm
PWM
- KIN
2 stops27h 41m
Delta
Deal found 7/24![Delta logo]()
$231
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 July 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $384 (Delta) |
One-way from | $168 (Delta) |
Popular in | September |
Cheapest in | October |
Average price | $704 |
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 July 28, 2026.
Use the filters below to find and compare flights from Portland to Jamaica that are best for you.
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Fly to
Route
Depart
Return
Cheapest round-trip
PortlandMontego Bay
PWM - MBJ
PWMMBJ
Portland
Fri 10/30
6:01 am-11:51 am
1 stop6h 50m
Montego Bay Sangster Intl
Wed 11/4
1:59 pm-12:10 am
1 stop10h 11m
$384
PortlandMontego Bay
PWM - MBJ
PWMMBJ
Portland
Sat 9/26
6:02 am-11:33 am
1 stop6h 31m
Montego Bay Sangster Intl
Tue 9/29
12:59 pm-11:56 pm
1 stop9h 57m
$384
PortlandMontego Bay
PWM - MBJ
PWMMBJ
Portland
Fri 10/2
6:00 am-1:01 pm
1 stop8h 01m
Montego Bay Sangster Intl
Sat 10/10
12:50 pm-12:10 am
1 stop10h 20m
$394
PortlandMontego Bay
PWM - MBJ
PWMMBJ
Portland
Fri 11/20
6:00 am-12:55 pm
1 stop6h 55m
Montego Bay Sangster Intl
Thu 11/26
6:00 pm-12:08 pm
2 stops18h 08m
$437
Quickest round-trip
PortlandMontego Bay
PWM - MBJ
PWMMBJ
Portland
Mon 10/26
6:30 am-12:42 pm
1 stop7h 12m
Montego Bay Sangster Intl
Thu 10/29
3:05 pm-11:43 pm
1 stop7h 38m
$494
PortlandKingston
PWM - KIN
PWMKIN
Portland
Tue 10/27
6:30 am-3:58 pm
1 stop10h 28m
Kingston Norman Manley
Fri 10/30
10:09 am-11:43 pm
1 stop12h 34m
$496
PortlandMontego Bay
PWM - MBJ
PWMMBJ
Portland
Sat 10/31
5:08 pm-2:39 pm
2 stops22h 31m
Montego Bay Sangster Intl
Tue 11/3
2:54 pm-11:21 pm
3 stops32h 27m
$509
PortlandMontego Bay
PWM - MBJ
PWMMBJ
Portland
Mon 10/26
5:50 am-1:14 pm
1 stop8h 24m
Montego Bay Sangster Intl
Thu 10/29
2:20 pm-2:16 pm
2 stops22h 56m
$509
PortlandMontego Bay
PWM - MBJ
PWMMBJ
Portland
Fri 10/30
5:08 pm-1:39 pm
2 stops21h 31m
Montego Bay Sangster Intl
Wed 11/4
2:54 pm-11:21 pm
3 stops32h 27m
$509
PortlandMontego Bay
PWM - MBJ
PWMMBJ
Portland
Thu 9/10
6:00 pm-12:53 pm
2 stops19h 53m
Montego Bay Sangster Intl
Thu 9/17
5:16 pm-1:05 pm
2 stops18h 49m
$531
Showing 1-10 of 31 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-MBJ
PWM-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
PWM-JM0
PWM-MBJ
PWM-KIN
What is the cheapest month to book a flight from Portland, Maine to Jamaica?
Currently, October is the cheapest month in which you can book a flight from Portland, Maine to Jamaica (average of $246). Flying from Portland, Maine to Jamaica in September is currently the most expensive (average of $715). 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 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 July 28, 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.
Overall
7.8
Food
7.2
Entertainment
7.8
Comfort
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Food
7.2
Entertainment
7.8
Comfort
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Food
7.2
Entertainment
7.8
Comfort
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Food
7.2
Entertainment
7.8
Comfort
7.8
Crew
8.5
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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Popular flights
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 July 28, 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 July 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$246 | Average$675 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$362 | Average$676 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$426 | Average$634 | FlexibilityNo cancel fee | On-time71% |