Jamaica

$152+ Cheap flights from Maine 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MBJ
Jul 28 — Aug 41
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Cheap flight deals from Maine to Jamaica

Cheapest flights from Maine to Jamaica
Explore the most affordable flight options available from Maine to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 28, 2026.

This American Airlines deal was found by Cheapflights users on 6/24. 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.
Sat 11/76:39 pm
PWM
-
MBJ
2 stops19h 35m
American Airlines
Wed 11/114:05 pm
MBJ
-
PWM
2 stops20h 02m
American Airlines
Deal found 6/24$357
This Delta deal was found by Cheapflights users on 6/24. 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.
Thu 9/176:02 am
PWM
-
MBJ
1 stop6h 32m
Delta
Thu 9/242:26 pm
MBJ
-
PWM
1 stop8h 04m
Delta
Deal found 6/24$362
This American Airlines deal was found by Cheapflights users on 6/24. 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 11/105:37 pm
PWM
-
MBJ
1 stop19h 37m
American Airlines
Sat 11/141:55 pm
MBJ
-
PWM
2 stops21h 54m
American Airlines
Deal found 6/24$364
This American Airlines deal was found by Cheapflights users on 6/24. 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.
Thu 9/175:42 pm
PWM
-
MBJ
2 stops20h 11m
American Airlines
Thu 9/245:16 pm
MBJ
-
PWM
2 stops21h 35m
American Airlines
Deal found 6/24$371
This American Airlines deal was found by Cheapflights users on 6/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:19 pm
PWM
-
MBJ
2 stops20h 55m
American Airlines
Sat 11/141:55 pm
MBJ
-
PWM
2 stops21h 54m
American Airlines
Deal found 6/23$373
This United Airlines deal was found by Cheapflights users on 6/24. 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.
Thu 9/176:00 am
PWM
-
MBJ
1 stop6h 43m
United Airlines
Thu 9/2412:52 pm
MBJ
-
PWM
2 stops20h 48m
United Airlines
Deal found 6/24$383
This American Airlines deal was found by Cheapflights users on 6/24. 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 10/96:50 pm
PWM
-
MBJ
2 stops18h 50m
American Airlines
Sat 10/175:00 pm
MBJ
-
PWM
2 stops19h 22m
American Airlines
Deal found 6/24$403
This United Airlines deal was found by Cheapflights users on 6/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:43 pm
PWM
-
MBJ
1 stop16h 30m
United Airlines
Sat 11/145:21 pm
MBJ
-
PWM
1 stop6h 38m
United Airlines
Deal found 6/23$404
This United Airlines deal was found by Cheapflights users on 6/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:43 pm
PWM
-
MBJ
1 stop16h 30m
United Airlines
Thu 11/123:20 pm
MBJ
-
PWM
1 stop8h 03m
United Airlines
Deal found 6/27$408
This Cheapflightsfares deal was found by Cheapflights users on 6/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2311:02 am
BOS
-
MBJ
Nonstop4h 22m
JetBlue
Sun 9/63:29 pm
MBJ
-
BOS
Nonstop4h 14m
JetBlue
Deal found 6/24$421
This Delta deal was found by Cheapflights users on 6/28. 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.
Mon 8/175:30 am
BOS
-
MBJ
1 stop11h 04m
Delta
Thu 8/272:26 pm
MBJ
-
BOS
1 stop8h 15m
Delta
Deal found 6/28$422
This Delta deal was found by Cheapflights users on 6/23. 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.
Sun 11/86:00 am
PWM
-
MBJ
1 stop10h 34m
Delta
Sat 11/141:50 pm
MBJ
-
PWM
1 stop9h 59m
Delta
Deal found 6/23$424

Find flight deals from Maine to Jamaica

Keep the following information in mind while searching for Maine to Jamaica flight deals. Data was last updated June 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$357
(American Airlines)

One-way from

$152
(American Airlines)

Popular in

July

Cheapest in

May

Average price

$537
Provider with most accurate pricing for Portland-Montego Bay Sangster Intl flight deals.
Provider most trusted by Cheapflights users for Portland-Montego Bay Sangster Intl flights.
From Maine to Jamaica
One-way flight from Maine to Jamaica
Highest demand for flights based on searches. 2% potential increase in price ($14 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in June 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maine 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 28, 2026.
Use the filters below to find and compare flights from Maine to Jamaica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Tue 11/10

5:37 pm-1:14 pm

1 stop19h 37m

Montego Bay Sangster Intl

Sat 11/14

1:55 pm-11:49 am

2 stops21h 54m

$364

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sat 11/7

7:43 pm-12:13 pm

1 stop16h 30m

Montego Bay Sangster Intl

Sat 11/14

5:21 pm-11:59 pm

1 stop6h 38m

$404

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

Thu 9/17

6:00 am-11:43 am

1 stop6h 43m

Montego Bay Sangster Intl

Tue 9/22

12:52 pm-9:59 pm

1 stop8h 07m

$422

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sun 11/8

6:00 am-4:34 pm

1 stop10h 34m

Montego Bay Sangster Intl

Sat 11/14

1:50 pm-11:49 pm

1 stop9h 59m

$424

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Fri 8/14

6:46 pm-1:49 pm

2 stops20h 03m

Montego Bay Sangster Intl

Wed 8/19

12:38 pm-10:00 pm

1 stop8h 22m

$427

BostonKingston

BOS - KIN

BOSKIN

Boston Logan Intl

Tue 8/18

6:50 am-8:13 pm

1 stop14h 23m

Kingston Norman Manley

Tue 9/1

9:13 am-7:42 pm

1 stop9h 29m

$434

BostonKingston

BOS - KIN

BOSKIN

Boston Logan Intl

Thu 8/20

6:50 am-8:13 pm

1 stop14h 23m

Kingston Norman Manley

Sun 8/30

9:13 am-11:41 pm

1 stop13h 28m

$434

PortlandKingston

PWM - KIN

PWMKIN

Portland

Thu 7/16

8:00 am-4:03 pm

2 stops9h 03m

Kingston Norman Manley

Mon 7/20

5:03 pm-2:16 pm

2 stops20h 13m

$439

BostonKingston

BOS - KIN

BOSKIN

Boston Logan Intl

Sat 8/22

2:02 pm-7:42 pm

1 stop6h 40m

Kingston Norman Manley

Tue 9/1

2:00 pm-7:43 am

2 stops16h 43m

$441

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Fri 8/14

6:00 am-11:34 am

1 stop6h 34m

Montego Bay Sangster Intl

Wed 8/19

12:59 pm-12:59 am

1 stop11h 00m

$460

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/25

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Maine to Jamaica

Have a flexible travel schedule? Discover the best time to fly to Jamaica from Maine 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 Maine to Jamaica
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Maine to Jamaica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Maine to Jamaica?

    Departing from Maine to Jamaica will take you 10h 34m. Maine and Jamaica are separated by a distance of 1791 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Maine 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Maine to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Maine to Jamaica

Discover the top 3 airlines that operate flights from Maine 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 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$246Average$675FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$324Average$626FlexibilityNo cancel feeOn-time71%
DeltaCheapest$404Average$529FlexibilityNo cancel feeOn-timeN/A

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