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Jamaica

$407+ Cheap flights from Portland, ME (PWM) 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MBJ
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
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Cheap flight deals from Portland to Jamaica

Keep the following information in mind while searching for Portland to Jamaica flight deals. Data was last updated March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$407
(Delta)

Popular in

April

Cheapest in

September

Average price

$493
Provider with most accurate pricing for Portland-Montego Bay Sangster Intl flight deals.
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Provider most trusted by Cheapflights users for Portland-Montego Bay Sangster Intl flights.
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From Portland to Jamaica
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Highest demand for flights based on searches. 13% potential increase in price ($99 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($52 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find 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 March 31, 2025.

This Delta deal was found by Cheapflights users on 3/30. 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 5/65:20 amPWM - MBJ
1 stop7h 37mDelta
Tue 5/131:15 pmMBJ - PWM
1 stop9h 59mDelta
Deal found 3/30$407
This American Airlines deal was found by Cheapflights users on 3/30. 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 5/94:01 pmPWM - MBJ
2 stops18h 52mAmerican Airlines
Sun 5/1110:10 amMBJ - PWM
1 stop11h 56mAmerican Airlines
Deal found 3/30$433
This American Airlines deal was found by Cheapflights users on 3/31. 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 5/95:24 pmPWM - KIN
2 stops21h 01mAmerican Airlines
Tue 5/132:30 pmKIN - PWM
2 stops18h 50mAmerican Airlines
Deal found 3/31$462
This JetBlue deal was found by Cheapflights users on 3/30. 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.
Thu 4/36:10 amPWM - MBJ
1 stop7h 02mJetBlue
Sat 4/511:35 amMBJ - PWM
1 stop11h 05mJetBlue
Deal found 3/30$489
This United Airlines deal was found by Cheapflights users on 3/31. 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 5/66:00 amPWM - MBJ
1 stop8h 10mUnited Airlines
Tue 5/132:17 pmMBJ - PWM
1 stop8h 10mUnited Airlines
Deal found 3/31$517
This Delta deal was found by Cheapflights users on 3/31. 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 5/91:30 pmPWM - KIN
1 stop7h 30mDelta
Tue 5/139:00 amKIN - PWM
2 stops13h 21mDelta
Deal found 3/31$560
This JetBlue deal was found by Cheapflights users on 3/31. 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.
Fri 5/93:35 pmPWM - KIN
1 stop11h 31mJetBlue
Tue 5/135:01 amKIN - PWM
1 stop8h 39mJetBlue
Deal found 3/31$561
This Mytrip deal was found by Cheapflights users on 3/31. 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 5/92:52 pmPWM - KIN
2 stops22h 37mMultiple Airlines
Tue 5/137:05 amKIN - PWM
3 stops35h 35mMultiple Airlines
Deal found 3/31$768
This Mytrip deal was found by Cheapflights users on 3/30. 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.
Mon 5/266:16 pmPWM - MBJ
3 stops17h 46mMultiple Airlines
Sun 6/13:05 pmMBJ - PWM
2 stops22h 02mMultiple Airlines
Deal found 3/30$951
This business-class.com deal was found by Cheapflights users on 3/30. 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 business-class.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/67:22 pmPWM - MBJ
2 stops16h 55mCopa Airlines
Sat 10/1112:14 pmMBJ - PWM
2 stops21h 30mCopa Airlines
Deal found 3/30$3,565

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 March 31, 2025.
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

Tue 5/6

5:20 am-11:57 am

1 stop7h 37m

Montego Bay Sangster Intl

Tue 5/13

1:15 pm-12:14 am

1 stop9h 59m

$407

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Fri 5/9

4:01 pm-9:53 am

2 stops18h 52m

Montego Bay Sangster Intl

Sun 5/11

10:10 am-11:06 pm

1 stop11h 56m

$433

PortlandKingston

PWM - KIN

PWMKIN

Portland

Fri 5/9

5:24 pm-1:25 pm

2 stops21h 01m

Kingston Norman Manley

Tue 5/13

2:30 pm-10:20 am

2 stops18h 50m

$462

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Tue 5/6

6:00 am-1:10 pm

1 stop8h 10m

Montego Bay Sangster Intl

Tue 5/13

2:17 pm-11:27 pm

1 stop8h 10m

$517

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 9/1

6:10 am-11:27 am

1 stop6h 17m

Montego Bay Sangster Intl

Fri 9/5

1:45 pm-9:59 pm

1 stop7h 14m

$551

PortlandKingston

PWM - KIN

PWMKIN

Portland

Fri 5/9

1:30 pm-8:00 pm

1 stop7h 30m

Kingston Norman Manley

Tue 5/13

9:00 am-11:21 pm

2 stops13h 21m

$560

PortlandKingston

PWM - KIN

PWMKIN

Portland

Fri 5/9

3:35 pm-2:06 am

1 stop11h 31m

Kingston Norman Manley

Tue 5/13

5:01 am-2:40 pm

1 stop8h 39m

$561

PortlandKingston

PWM - KIN

PWMKIN

Portland

Fri 5/9

2:52 pm-12:29 pm

2 stops22h 37m

Kingston Norman Manley

Tue 5/13

7:05 am-7:40 pm

3 stops35h 35m

$768

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 5/26

6:16 pm-11:02 am

3 stops17h 46m

Montego Bay Sangster Intl

Sun 6/1

3:05 pm-2:07 pm

2 stops22h 02m

$951

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

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, January is the cheapest month in which you can book a flight from Portland, Maine to Jamaica (average of $403). Flying from Portland, Maine to Jamaica in July is currently the most expensive (average of $569). 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.

What is the cheapest time of day to fly from PWM to JM?

Find hourly flight availability from Portland to Jamaica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Portland, Maine to Jamaica as you normally would.

Rainfall in Jamaica by month

Plan your trip to Jamaica by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Jamaica ranges from 1.6 - 7.1 inches per month. October is typically the wettest month, when rainfall can reach 7.1 in. February is typically the driest time to visit Jamaica when rainfall is around 1.6 in.

Temperature in Jamaica by month

Plan your trip to Jamaica by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Jamaica, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 March 31, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines and JetBlue from Portland to Jamaica to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,899 reviews

Crew

8.5

Overall

8.0

Food

7.3

Comfort

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,899 reviews
Delta
8.0
Very good
7,899 reviews

Crew

8.5

Overall

8.0

Food

7.3

Comfort

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,614 reviews
Delta
8.0
Very good
7,899 reviews

Crew

8.5

Overall

8.0

Food

7.3

Comfort

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
JetBlue
7.3
Good
2,924 reviews
Delta
8.0
Very good
7,899 reviews

Crew

8.5

Overall

8.0

Food

7.3

Comfort

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,899 reviews

Crew

8.5

Overall

8.0

Food

7.3

Comfort

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

  • 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, January is the cheapest month in which you can book a flight from Portland, Maine to Jamaica (average of $403). Flying from Portland, Maine to Jamaica in July is currently the most expensive (average of $569). 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

Browse thousands of different options on Cheapflights for your next trip

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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 5 airlines flying from Portland to Jamaica

Discover the top 5 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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$327Average$487FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$370Average$685FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$406Average$791FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$414Average$700FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$491Average$761FlexibilityNo cancel feeOn-time63%
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