HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Jamaica

$202+ 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 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MBJ
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$371
(Delta)

One-way from

$202
(American Airlines)

Popular in

April

Cheapest in

September

Average price

$915
From Portland to Jamaica
Search Deals
One-way flight from Portland to Jamaica
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($73 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($49 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 12, 2025.

This Delta deal was found by Cheapflights users on 6/11. 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 9/96:00 amPWM - MBJ
1 stop6h 55mDelta
Thu 9/251:12 pmMBJ - PWM
1 stop9h 51mDelta
Deal found 6/11$371
This American Airlines deal was found by Cheapflights users on 6/11. 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 9/96:00 amPWM - MBJ
2 stops8h 38mAmerican Airlines
Thu 9/254:09 pmMBJ - PWM
2 stops18h 38mAmerican Airlines
Deal found 6/11$375
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/217:09 amPWM - MBJ
1 stop9h 00mJetBlue
Sat 10/251:06 pmMBJ - PWM
1 stop7h 56mJetBlue
Deal found 6/9$487
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.
Tue 10/216:00 amPWM - MBJ
1 stop6h 43mUnited Airlines
Wed 10/292:36 pmMBJ - PWM
1 stop7h 41mUnited Airlines
Deal found 6/9$529
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/46:05 pmPWM - MBJ
2 stops18h 00mMultiple Airlines
Fri 8/812:10 pmMBJ - PWM
3 stops46h 25mMultiple Airlines
Deal found 6/10$672
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/228:00 amPWM - MBJ
2 stops28h 10mAir Canada
Sun 10/266:05 pmMBJ - PWM
2 stops28h 12mAir Canada
Deal found 6/9$1,400
This business-class.com deal was found by Cheapflights users on 6/11. 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 10/67:25 pmPWM - MBJ
2 stops16h 52mCopa Airlines
Sat 10/1112:14 pmMBJ - PWM
2 stops20h 45mCopa Airlines
Deal found 6/11$3,574

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 12, 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 9/9

6:00 am-11:55 am

1 stop6h 55m

Montego Bay Sangster Intl

Thu 9/25

1:12 pm-12:03 am

1 stop9h 51m

$371

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Tue 9/9

6:00 am-1:38 pm

2 stops8h 38m

Montego Bay Sangster Intl

Thu 9/25

4:09 pm-11:47 am

2 stops18h 38m

$375

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Tue 10/21

7:09 am-3:09 pm

1 stop9h 00m

Montego Bay Sangster Intl

Sat 10/25

1:06 pm-10:02 pm

1 stop7h 56m

$487

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Tue 10/21

6:00 am-11:43 am

1 stop6h 43m

Montego Bay Sangster Intl

Wed 10/29

2:36 pm-11:17 pm

1 stop7h 41m

$529

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 8/4

6:05 pm-11:05 am

2 stops18h 00m

Montego Bay Sangster Intl

Fri 8/8

12:10 pm-11:35 am

3 stops46h 25m

$672

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Wed 10/22

8:00 am-11:10 am

2 stops28h 10m

Montego Bay Sangster Intl

Sun 10/26

6:05 pm-11:17 pm

2 stops28h 12m

$1,400

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 10/6

7:25 pm-11:17 am

2 stops16h 52m

Montego Bay Sangster Intl

Sat 10/11

12:14 pm-9:59 am

2 stops20h 45m

$3,574

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Thu 11/6

4:18 pm-11:50 am

2 stops19h 32m

$202

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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 June 12, 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 June 12, 2025.
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Copa Airlines
7.5
Good
1,451 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
JetBlue
7.3
Good
2,925 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 Oranjestad flights
Boston to Santo Domingo flights
Boston to Punta Cana flights
Boston to Santiago de los Caballeros flights
Boston to Montego Bay flights
Boston to Saint Thomas Island flights
Boston to Castries flights
Boston to Simpson Bay flights
Boston to Nassau flights
Boston to Bridgetown flights
Boston to Providenciales flights
Boston to Willemstad flights
Boston to Puerto Plata flights
Boston to George Town flights
Boston to Kingston flights
Boston to Port of Spain flights
Boston to St. John's flights
Boston to Christiansted flights
Boston to St. George's flights
Boston to Aguadilla flights
Portland to Luis Munoz Marin Intl flights
Boston to Castries flights
Boston to Marsh Harbour flights
Boston to Basseterre flights
Boston to Cap Haitien flights
Boston to Ponce flights
Boston to Road Town flights
Boston to Freeport flights
Portland to Punta Cana flights
Portland to Oranjestad flights
Boston to Gregory Town flights
Boston to Kralendijk flights
Boston to Gustavia flights
Boston to The Valley flights
Boston to Kingstown flights
Portland to Montego Bay flights
Boston to Fort-de-France flights
Boston to Georgetown flights
Boston to Pointe-à-Pitre flights
Portland to Saint Thomas Island flights
Boston to Roseau flights
Portland to George Town flights
Boston to La Romana flights
Bangor to Luis Munoz Marin Intl flights
Portland to Nassau flights
Boston to Culebra flights
Boston to Newcastle flights
Boston to Mayagüez flights
Portland to Providenciales 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$278Average$516FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$406Average$715FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$414Average$741FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$419Average$659FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$523Average$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.