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Jamaica

$148+ 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MBJ
feb. 28 — mar. 71
sáb. 2/28
sáb. 3/7
1 adult, Economy
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Cheap flight deals from Portland to Jamaica

Cheapest flights from Portland to Jamaica
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 enero 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/27. 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.
sáb. 5/235:04 pm
PWM
-
MBJ
2 stops18h 51m
American Airlines
lun. 6/12:30 pm
MBJ
-
PWM
2 stops18h 57m
American Airlines
Deal found 1/27$387
This American Airlines deal was found by Cheapflights users on 1/28. 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.
mar. 2/37:00 am
PWM
-
MBJ
1 stop6h 34m
American Airlines
mar. 2/243:18 pm
MBJ
-
PWM
2 stops19h 07m
American Airlines
Deal found 1/28$399
This JetBlue deal was found by Cheapflights users on 1/27. 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.
sáb. 5/232:18 pm
PWM
-
KIN
1 stop10h 29m
JetBlue
lun. 6/111:28 am
KIN
-
PWM
1 stop11h 08m
JetBlue
Deal found 1/27$417
This JetBlue deal was found by Cheapflights users on 1/26. 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.
mié. 5/202:18 pm
PWM
-
KIN
1 stop10h 55m
JetBlue
mar. 5/269:09 am
KIN
-
PWM
1 stop13h 27m
JetBlue
Deal found 1/26$418
This American Airlines deal was found by Cheapflights users on 1/27. 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.
mar. 5/265:52 pm
PWM
-
KIN
2 stops18h 34m
American Airlines
mar. 6/212:26 pm
KIN
-
PWM
2 stops10h 19m
American Airlines
Deal found 1/27$421
This JetBlue deal was found by Cheapflights users on 1/27. 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.
mar. 5/262:18 pm
PWM
-
KIN
1 stop6h 30m
JetBlue
lun. 6/11:04 am
KIN
-
PWM
1 stop11h 19m
JetBlue
Deal found 1/27$438
This KAYAK deal was found by Cheapflights users on 1/28. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/236:00 am
PWM
-
MBJ
1 stop8h 01m
JetBlue
lun. 6/12:30 pm
MBJ
-
PWM
1 stop8h 06m
JetBlue
Deal found 1/28$444
This United Airlines deal was found by Cheapflights users on 1/28. 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.
sáb. 5/237:15 pm
PWM
-
MBJ
2 stops17h 28m
United Airlines
lun. 6/14:12 pm
MBJ
-
PWM
1 stop6h 38m
United Airlines
Deal found 1/28$447
This JetBlue deal was found by Cheapflights users on 1/27. 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.
dom. 5/242:18 pm
PWM
-
KIN
1 stop6h 30m
JetBlue
dom. 5/311:04 am
KIN
-
PWM
1 stop11h 19m
JetBlue
Deal found 1/27$488
This American Airlines deal was found by Cheapflights users on 1/28. 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.
dom. 3/156:29 pm
PWM
-
MBJ
2 stops17h 55m
American Airlines
dom. 3/222:26 pm
MBJ
-
PWM
2 stops20h 48m
American Airlines
Deal found 1/28$537
This American Airlines deal was found by Cheapflights users on 1/27. 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.
sáb. 5/235:52 pm
PWM
-
KIN
2 stops18h 34m
American Airlines
lun. 6/15:07 pm
KIN
-
PWM
2 stops18h 34m
American Airlines
Deal found 1/27$551
This Delta deal was found by Cheapflights users on 1/27. 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.
vie. 3/275:23 am
PWM
-
MBJ
1 stop11h 05m
Delta
sáb. 4/41:35 pm
MBJ
-
PWM
1 stop8h 47m
Delta
Deal found 1/27$554

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 enero 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$387
(American Airlines)

One-way from

$148
(American Airlines)

Popular in

April

Cheapest in

May

Average price

$493
Provider with most accurate pricing for Portland-Montego Bay Sangster Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Montego Bay Sangster Intl flights.
Search Deals
From Portland to Jamaica
Search Deals
One-way flight from Portland to Jamaica
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($101 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease ($59 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 enero 29, 2026.
Use the filters below to find and compare flights from Portland to Jamaica that are best for you.

Fly from

Portland

Fly to

Jamaica

Route

Depart

Return

Price

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

sáb. 5/23

5:04 pm-10:55 am

2 stops18h 51m

Montego Bay Sangster Intl

lun. 6/1

2:30 pm-10:27 am

2 stops18h 57m

$387

PortlandKingston

PWM - KIN

PWMKIN

Portland

sáb. 5/23

2:18 pm-11:47 pm

1 stop10h 29m

Kingston Norman Manley

lun. 6/1

11:28 am-11:36 pm

1 stop11h 08m

$417

PortlandKingston

PWM - KIN

PWMKIN

Portland

mié. 5/20

2:18 pm-12:13 am

1 stop10h 55m

Kingston Norman Manley

mar. 5/26

9:09 am-11:36 pm

1 stop13h 27m

$418

PortlandKingston

PWM - KIN

PWMKIN

Portland

mar. 5/26

5:52 pm-11:26 am

2 stops18h 34m

Kingston Norman Manley

mar. 6/2

6:25 am-11:45 pm

2 stops16h 20m

$421

PortlandKingston

PWM - KIN

PWMKIN

Portland

mar. 5/26

2:18 pm-7:48 pm

1 stop6h 30m

Kingston Norman Manley

lun. 6/1

1:04 am-1:23 pm

1 stop11h 19m

$438

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

sáb. 5/23

6:00 am-1:01 pm

1 stop8h 01m

Montego Bay Sangster Intl

lun. 6/1

2:30 pm-11:36 pm

1 stop8h 06m

$444

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

sáb. 5/23

7:15 pm-11:43 am

2 stops17h 28m

Montego Bay Sangster Intl

lun. 6/1

4:12 pm-11:50 pm

1 stop6h 38m

$447

PortlandKingston

PWM - KIN

PWMKIN

Portland

dom. 5/24

2:18 pm-7:48 pm

1 stop6h 30m

Kingston Norman Manley

dom. 5/31

1:04 am-1:23 pm

1 stop11h 19m

$488

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

dom. 3/15

6:29 pm-11:24 am

2 stops17h 55m

Montego Bay Sangster Intl

dom. 3/22

2:26 pm-12:14 pm

2 stops20h 48m

$537

PortlandKingston

PWM - KIN

PWMKIN

Portland

mié. 5/20

5:44 am-6:34 pm

2 stops13h 50m

Kingston Norman Manley

mar. 5/26

5:07 pm-1:36 pm

2 stops19h 29m

$551

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 18 results
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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.
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

What is the cheapest month to book a flight from Portland, Maine to Jamaica?

Currently, March is the cheapest month in which you can book a flight from Portland, Maine to Jamaica (average of $195). Flying from Portland, Maine to Jamaica in August is currently the most expensive (average of $376). 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 enero 29, 2026.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American 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.
Delta
7.9
Good
8,128 reviews

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,128 reviews
Delta
7.9
Good
8,128 reviews

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,215 reviews
Delta
7.9
Good
8,128 reviews

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,205 reviews
Delta
7.9
Good
8,128 reviews

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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.

  • What airport do you fly from for flights from Portland to Jamaica?

    For a flight from Portland to Jamaica, you will be flying from Portland. Portland (PWM) is just 2.9 mi from the center of the city.

  • How long is the flight from Portland, Maine to Jamaica?

    There are many flights that can get you from Portland, Maine to Jamaica in 10h 29m. Fly via American Airlines, JetBlue, or United Airlines to get the fastest option. Portland, Maine and Jamaica are separated by a distance of 1815 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Portland, Maine to Jamaica one-way?

    The cheapest airlines for a one-way flight from Portland, Maine to Jamaica are Delta ($278), American Airlines ($322), and United Airlines ($410).

  • Can I find deals for flights from Portland to Jamaica that include hotel bookings?

    Yes. In addition to deals on Portland to Jamaica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Jamaica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Jamaica.

  • Can I find deals for business class flights from Portland to Jamaica?

    Yes. Cheapflights offers flight deals from Portland to Jamaica by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland, Maine to Jamaica?

    Currently, March is the cheapest month in which you can book a flight from Portland, Maine to Jamaica (average of $195). Flying from Portland, Maine to Jamaica in August is currently the most expensive (average of $376). 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.

See more FAQs

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Alternative routes for Portland to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.
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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 enero 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$232Average$504FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$246Average$684FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$438Average$674FlexibilityNo cancel feeOn-time71%

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