Jamaica

$108+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MBJ
Apr 30 — May 71
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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 March 31, 2026.

This Expedia deal was found by Cheapflights users on 3/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:00 am
BOS
-
MBJ
1 stop7h 11m
Frontier
Sun 5/101:16 pm
MBJ
-
BOS
1 stop17h 33m
Frontier
Deal found 3/26$336
This Expedia deal was found by Cheapflights users on 3/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/135:20 am
BOS
-
MBJ
1 stop8h 22m
Multiple Airlines
Fri 4/1711:30 am
MBJ
-
BOS
Nonstop4h 14m
Multiple Airlines
Deal found 3/27$337
This Priceline deal was found by Cheapflights users on 3/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/118:44 am
BOS
-
MBJ
2 stops28h 27m
Frontier
Fri 5/151:16 pm
MBJ
-
BOS
1 stop11h 08m
Frontier
Deal found 3/26$339
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:45 am
BOS
-
MBJ
1 stop7h 46m
Spirit Airlines
Tue 6/91:36 pm
MBJ
-
BOS
1 stop9h 18m
Spirit Airlines
Deal found 3/30$341
This Priceline deal was found by Cheapflights users on 3/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:40 am
BOS
-
MBJ
2 stops28h 31m
Frontier
Tue 5/121:16 pm
MBJ
-
BOS
2 stops18h 56m
Frontier
Deal found 3/26$343
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/256:00 am
BOS
-
MBJ
1 stop7h 11m
Multiple Airlines
Thu 5/281:36 pm
MBJ
-
BOS
1 stop9h 18m
Multiple Airlines
Deal found 3/30$344
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1210:07 am
BOS
-
MBJ
2 stops27h 04m
Frontier
Tue 5/191:16 pm
MBJ
-
BOS
2 stops20h 50m
Frontier
Deal found 3/30$345
This Expedia deal was found by Cheapflights users on 3/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:42 pm
BOS
-
MBJ
1 stop24h 30m
Frontier
Tue 5/51:16 pm
MBJ
-
BOS
1 stop17h 33m
Frontier
Deal found 3/29$347
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:40 am
BOS
-
MBJ
2 stops28h 31m
Frontier
Mon 5/181:16 pm
MBJ
-
BOS
1 stop11h 08m
Frontier
Deal found 3/30$351
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/196:00 am
BOS
-
MBJ
1 stop7h 11m
Frontier
Sat 5/231:16 pm
MBJ
-
BOS
1 stop11h 08m
Frontier
Deal found 3/30$352
This Delta deal was found by Cheapflights users on 3/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:00 am
PWM
-
MBJ
1 stop10h 34m
Delta
Fri 11/62:32 pm
MBJ
-
PWM
1 stop7h 51m
Delta
Deal found 3/27$352
This American Airlines deal was found by Cheapflights users on 3/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:00 pm
PWM
-
MBJ
2 stops18h 47m
American Airlines
Sat 7/115:17 pm
MBJ
-
PWM
2 stops19h 59m
American Airlines
Deal found 3/28$357

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 March 31, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$336
(Expedia)

One-way from

$108
(Priceline)

Popular in

April

Cheapest in

May

Average price

$517
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. 11% potential increase in price ($82 potential increase over avg. RT price).
Cheapest flight prices on average. 9% potential price decrease ($58 potential savings vs. average RT price).
Average for round-trip flights in March 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 March 31, 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

Sat 4/25

6:00 am-3:10 pm

2 stops10h 10m

Montego Bay Sangster Intl

Sat 5/2

4:12 pm-10:23 am

2 stops17h 11m

$368

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

Sun 5/3

8:25 pm-1:30 pm

2 stops18h 05m

Montego Bay Sangster Intl

Wed 5/6

4:12 pm-11:59 pm

1 stop6h 47m

$382

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

Tue 5/12

6:00 am-11:43 am

1 stop6h 43m

Montego Bay Sangster Intl

Tue 5/19

2:40 pm-9:25 am

2 stops17h 45m

$387

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

Tue 6/2

6:00 am-11:43 am

1 stop6h 43m

Montego Bay Sangster Intl

Sat 6/6

4:12 pm-11:16 am

2 stops18h 04m

$387

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sat 4/25

7:23 pm-1:25 pm

2 stops19h 02m

Montego Bay Sangster Intl

Sat 5/2

4:37 pm-11:15 am

2 stops17h 38m

$391

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

Thu 6/18

5:10 am-11:20 am

1 stop7h 10m

Montego Bay Sangster Intl

Tue 6/23

1:26 pm-7:52 am

1 stop17h 26m

$407

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sat 5/23

5:57 pm-11:45 am

2 stops18h 48m

Montego Bay Sangster Intl

Mon 6/1

2:08 pm-10:32 am

2 stops19h 24m

$407

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

Thu 5/7

6:00 am-3:10 pm

2 stops10h 10m

Montego Bay Sangster Intl

Sun 5/10

4:12 pm-11:59 pm

1 stop6h 47m

$408

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

Thu 6/18

5:10 am-11:20 am

1 stop7h 10m

Montego Bay Sangster Intl

Tue 6/23

12:30 pm-9:50 am

2 stops20h 20m

$411

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

Sun 5/10

6:00 am-3:10 pm

2 stops10h 10m

Montego Bay Sangster Intl

Wed 5/13

12:52 pm-11:59 pm

2 stops10h 07m

$427

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 56 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 9h 15m. 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.

  • What are the cheapest airlines to fly from Maine to Jamaica one-way?

    $278 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $322 and $399, respectively.

  • 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 March 31, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$232Average$529FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$246Average$471FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$415Average$622FlexibilityNo cancel feeOn-time71%

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