HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Jamaica

$428+ 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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MBJ
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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

Keep the following information in mind while searching for Portland to Jamaica flight deals. Data was last updated April 24, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$428
(American Airlines)

Popular in

April

Cheapest in

September

Average price

$1,208
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
Highest demand for flights based on searches. 13% potential increase in price ($97 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($52 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

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 April 24, 2025.

This American Airlines deal was found by Cheapflights users on 4/22. 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 5/286:00 amPWM - MBJ
2 stops8h 36mAmerican Airlines
Fri 6/65:05 pmMBJ - PWM
2 stops17h 03mAmerican Airlines
Deal found 4/22$428
This JetBlue deal was found by Cheapflights users on 4/22. 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.
Wed 5/287:12 amPWM - MBJ
1 stop7h 16mJetBlue
Fri 6/610:21 amMBJ - PWM
1 stop11h 38mJetBlue
Deal found 4/22$466
This Delta deal was found by Cheapflights users on 4/23. 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.
Wed 6/116:00 amPWM - MBJ
1 stop10h 25mDelta
Wed 6/1812:49 pmMBJ - PWM
1 stop10h 57mDelta
Deal found 4/23$514
This Mytrip deal was found by Cheapflights users on 4/22. 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 5/306:16 pmPWM - MBJ
3 stops17h 46mMultiple Airlines
Wed 6/1112:07 pmMBJ - PWM
2 stops31h 05mMultiple Airlines
Deal found 4/22$546
This business-class.com deal was found by Cheapflights users on 4/23. 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 business-class.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/67:26 pmPWM - MBJ
2 stops16h 51mCopa Airlines
Sat 10/1112:14 pmMBJ - PWM
2 stops20h 44mCopa Airlines
Deal found 4/23$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 April 24, 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

Wed 5/28

6:00 am-1:36 pm

2 stops8h 36m

Montego Bay Sangster Intl

Fri 6/6

5:05 pm-11:08 am

2 stops17h 03m

$428

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Wed 5/28

7:12 am-1:28 pm

1 stop7h 16m

Montego Bay Sangster Intl

Fri 6/6

10:21 am-10:59 pm

1 stop11h 38m

$466

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Wed 6/11

6:00 am-3:25 pm

1 stop10h 25m

Montego Bay Sangster Intl

Wed 6/18

12:49 pm-12:46 am

1 stop10h 57m

$514

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Fri 5/30

6:16 pm-11:02 am

3 stops17h 46m

Montego Bay Sangster Intl

Wed 6/11

12:07 pm-8:12 pm

2 stops31h 05m

$546

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 10/6

7:26 pm-11:17 am

2 stops16h 51m

Montego Bay Sangster Intl

Sat 10/11

12:14 pm-9:58 am

2 stops20h 44m

$3,565

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

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 April 24, 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 April 24, 2025.
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

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
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

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.
Copa Airlines
7.6
Good
1,411 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

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
7,920 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

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
7,920 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portland to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Luis Munoz Marin Intl flights
Boston to Punta Cana flights
Boston to Oranjestad flights
Boston to Santo Domingo flights
Boston to Santiago de los Caballeros flights
Boston to Montego Bay flights
Boston to Saint Thomas Island flights
Boston to Simpson Bay flights
Boston to Nassau flights
Boston to Providenciales flights
Boston to Castries flights
Boston to Bridgetown flights
Boston to Willemstad flights
Boston to Christiansted flights
Boston to Puerto Plata flights
Boston to St. John's flights
Boston to George Town flights
Boston to Kingston flights
Boston to St. George's flights
Boston to Port of Spain flights
Boston to Basseterre flights
Boston to Road Town flights
Portland to Oranjestad flights
Boston to Ponce flights
Boston to Freeport flights
Portland to Nassau flights
Portland to Montego Bay flights
Boston to Kralendijk flights
Boston to Marsh Harbour flights
Portland to Luis Munoz Marin Intl flights
Boston to Culebra flights
Boston to Castries flights
Boston to Cap Haitien flights
Boston to Gregory Town flights
Boston to Aguadilla flights
Boston to Fort-de-France flights
Boston to Georgetown flights
Boston to Vieques flights
Portland to Saint Thomas Island flights
Boston to Pointe-à-Pitre flights
Boston to The Valley flights
Portland to Punta Cana flights
Boston to Roseau flights
Portland to Castries flights
Boston to Kingstown flights
Portland to Santo Domingo flights
Bangor to Luis Munoz Marin Intl flights
Boston to Gustavia flights
Boston to La Romana flights
Portland to George Town flights

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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$327Average$482FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$406Average$780FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$413Average$659FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$414Average$741FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$491Average$761FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.