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$173+ 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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MBJ
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
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 July 29, 2025.

Round-trip from

$420
(American Airlines)

One-way from

$173
(Delta)

Popular in

April

Cheapest in

January

Average price

$622
From Portland to Jamaica
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One-way flight from Portland to Jamaica
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Highest demand for flights based on searches. 11% potential increase in price ($86 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($50 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 29, 2025.

This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/245:21 pmPWM - MBJ
2 stops16h 52mAmerican Airlines
Fri 10/313:20 pmMBJ - PWM
2 stops19h 48mAmerican Airlines
Deal found 7/26$420
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/95:40 amPWM - MBJ
1 stop10h 53mDelta
Fri 11/142:06 pmMBJ - PWM
1 stop7h 53mDelta
Deal found 7/28$439
This Priceline deal was found by Cheapflights users on 7/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/112:17 pmPWM - MBJ
1 stop26h 02mJetBlue
Thu 9/181:09 pmMBJ - PWM
1 stop7h 58mJetBlue
Deal found 7/28$474
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/113:15 pmPWM - MBJ
2 stops20h 50mMultiple Airlines
Thu 9/1812:10 pmMBJ - PWM
3 stops28h 15mMultiple Airlines
Deal found 7/28$722
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Wed 11/267:22 pmPWM - MBJ
2 stops18h 24mUnited Airlines
Sun 11/303:20 pmMBJ - PWM
2 stops22h 52mUnited Airlines
Deal found 7/29$967
This business-class.com 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 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 51mCopa Airlines
Sat 10/1112:15 pmMBJ - PWM
2 stops20h 44mCopa Airlines
Deal found 7/27$3,641

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 29, 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

Fri 10/24

5:21 pm-9:13 am

2 stops16h 52m

Montego Bay Sangster Intl

Fri 10/31

3:20 pm-12:08 pm

2 stops19h 48m

$420

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sun 11/9

5:40 am-12:41 pm

1 stop7h 01m

Montego Bay Sangster Intl

Fri 11/14

2:07 pm-11:31 pm

1 stop9h 24m

$439

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Thu 9/11

2:17 pm-3:19 pm

1 stop26h 02m

Montego Bay Sangster Intl

Thu 9/18

1:09 pm-10:07 pm

1 stop7h 58m

$474

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Thu 9/11

3:15 pm-11:05 am

2 stops20h 50m

Montego Bay Sangster Intl

Thu 9/18

12:10 pm-5:25 pm

3 stops28h 15m

$722

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Tue 8/12

6:01 am-1:10 pm

1 stop8h 09m

Montego Bay Sangster Intl

Mon 8/18

2:17 pm-11:14 pm

1 stop7h 57m

$784

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 10/6

7:25 pm-11:16 am

2 stops16h 51m

Montego Bay Sangster Intl

Sat 10/11

12:15 pm-9:59 am

2 stops20h 44m

$3,641

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 9/15

6:00 am-3:34 pm

1 stop10h 34m

$173

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 9/15

3:56 pm-12:43 pm

2 stops21h 47m

$192

PortlandKingston

PWM - KIN

PWMKIN

Portland

Sun 10/26

7:05 am-4:03 pm

1 stop9h 58m

$212

PortlandKingston

PWM - KIN

PWMKIN

Portland

Sun 10/26

5:59 pm-10:47 am

2 stops17h 48m

$220

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Showing 1-10 of 12 results
1
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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, 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 $566). 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 July 29, 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.

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 29, 2025.
Peruse reviews from past customers who have flown with Delta, Copa Airlines, and United 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
8.0
Very good
7,979 reviews

Food

7.3

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

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
7,979 reviews
Delta
8.0
Very good
7,979 reviews

Food

7.3

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

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
1,493 reviews
Delta
8.0
Very good
7,979 reviews

Food

7.3

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

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
8,896 reviews
Delta
8.0
Very good
7,979 reviews

Food

7.3

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

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
2,913 reviews
Delta
8.0
Very good
7,979 reviews

Food

7.3

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

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
7,979 reviews

Food

7.3

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

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.

  • 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 ($173), American Airlines ($192), and JetBlue ($212).

  • 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 $566). 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 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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$278Average$487FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$406Average$686FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$414Average$676FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$419Average$633FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$523Average$761FlexibilityNo cancel feeOn-time63%

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