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Caribbean

$92+ Cheap flights from Maine to Caribbean

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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap flight deals from Maine to Caribbean

Keep the following information in mind while searching for Maine to Caribbean flight deals. Data was last updated May 1, 2025.

Round-trip from

$151
(Cheapflightsfares)

One-way from

$92
(Mytrip)

Popular in

April

Cheapest in

September

Average price

$385
From Maine to Caribbean
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One-way flight from Maine to Caribbean
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Highest demand for flights based on searches. 9% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Find flight deals from Maine to Caribbean

Cheapest flights from Maine to Caribbean
Explore the most affordable flight options available from Maine to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Wed 10/84:40 pmBOS - SJU
1 stop8h 31mSpirit Airlines
Wed 10/1512:55 pmSJU - BOS
1 stop10h 34mSpirit Airlines
Deal found 4/30$155
This eDestinos deal was found by Cheapflights users on 4/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1511:43 amBOS - SJU
Nonstop4h 01mFrontier
Sun 5/186:30 amSJU - BOS
Nonstop4h 13mFrontier
Deal found 4/30$179
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/59:05 pmBOS - SJU
1 stop13h 27mMultiple Airlines
Thu 5/156:30 amSJU - BOS
Nonstop4h 13mMultiple Airlines
Deal found 4/30$194
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/111:23 amBOS - SJU
2 stops8h 47mAmerican Airlines
Mon 10/612:00 pmSJU - BOS
1 stop12h 19mAmerican Airlines
Deal found 4/30$223
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/138:10 amBOS - SJU
Nonstop4h 05mDelta
Wed 9/171:27 pmSJU - BOS
Nonstop4h 12mDelta
Deal found 4/30$224
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/215:30 amBOS - SJU
1 stop7h 04mUnited Airlines
Mon 9/291:05 amSJU - BOS
1 stop8h 04mUnited Airlines
Deal found 4/30$233
This JetBlue deal was found by Cheapflights users on 4/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/710:15 pmBOS - SJU
Nonstop4h 02mJetBlue
Thu 11/137:00 pmSJU - BOS
Nonstop4h 18mJetBlue
Deal found 4/30$234
This Priceline deal was found by Cheapflights users on 4/30. 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 6/35:45 amBOS - STT
1 stop7h 51mSpirit Airlines
Tue 6/102:41 pmSTT - BOS
1 stop7h 09mSpirit Airlines
Deal found 4/30$263
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/156:00 amBOS - STT
2 stops10h 20mAmerican Airlines
Tue 5/201:25 pmSTT - BOS
1 stop9h 24mAmerican Airlines
Deal found 4/30$291
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/2612:50 pmBOS - STT
3 stops45h 07mMultiple Airlines
Wed 6/42:41 pmSTT - BOS
1 stop7h 09mMultiple Airlines
Deal found 4/30$318
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/206:10 amBOS - MBJ
1 stop5h 52mSpirit Airlines
Thu 5/2912:07 pmMBJ - BOS
1 stop10h 22mSpirit Airlines
Deal found 4/30$328
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/296:10 amBOS - PUJ
1 stop8h 07mSpirit Airlines
Sun 6/111:56 amPUJ - BOS
1 stop19h 07mSpirit Airlines
Deal found 4/30$339

Cheapflights Fare Finder

Customize your flight search to find flights from Maine to Caribbean 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 May 1, 2025.
Use the filters below to find and compare flights from Maine to Caribbean that are best for you.

Fly from

Maine

Fly to

Caribbean

Route

Depart

Return

Price

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Thu 5/29

9:46 am-8:02 pm

1 stop10h 16m

San Juan Luis Munoz Marin Intl

Tue 6/3

1:59 am-9:09 am

1 stop7h 10m

$170

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Thu 5/15

11:43 am-3:44 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Sun 5/18

6:30 am-10:43 am

Nonstop4h 13m

$179

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 5/5

9:05 pm-10:32 am

1 stop13h 27m

San Juan Luis Munoz Marin Intl

Thu 5/15

6:30 am-10:43 am

Nonstop4h 13m

$194

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Tue 6/3

5:45 am-1:36 pm

1 stop7h 51m

Saint Thomas Island Cyril E King

Tue 6/10

2:41 pm-9:50 pm

1 stop7h 09m

$263

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Thu 5/15

6:00 am-4:20 pm

2 stops10h 20m

Saint Thomas Island Cyril E King

Tue 5/20

1:25 pm-10:49 pm

1 stop9h 24m

$291

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sat 6/14

8:45 pm-12:49 am

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Fri 6/20

3:00 pm-7:08 pm

Nonstop4h 08m

$314

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Mon 5/26

12:50 pm-9:57 am

3 stops45h 07m

Saint Thomas Island Cyril E King

Wed 6/4

2:41 pm-9:50 pm

1 stop7h 09m

$318

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Wed 5/28

8:20 am-12:21 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Wed 6/4

7:00 am-3:47 pm

1 stop8h 47m

$319

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

Tue 5/20

6:10 am-11:02 am

1 stop5h 52m

Montego Bay Sangster Intl

Thu 5/29

12:07 pm-11:29 pm

1 stop10h 22m

$328

BostonPunta Cana

BOS - PUJ

BOSPUJ

Boston Logan Intl

Thu 5/29

6:10 am-2:17 pm

1 stop8h 07m

Punta Cana

Sun 6/1

11:56 am-7:03 am

1 stop19h 07m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 60 results
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Best time to book a flight from Maine to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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 Caribbean

What is the cheapest month to book a flight from Maine to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Maine to Caribbean (average of $254). Flying from Maine to Caribbean in December is currently the most expensive (average of $336). 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 ME to CB?

Find hourly flight availability from Maine to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 1, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Maine to Caribbean as you normally would.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June 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 Caribbean

Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated May 1, 2025.
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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.
Alaska Airlines
8.0
Very good
9,968 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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.
Southwest
8.0
Very good
4,294 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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
7.5
Good
1,415 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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 Maine to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    One-way options have recently been found by users for as low as $92 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $97 and JetBlue from $134 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Maine to Caribbean 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 Maine to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Maine to Caribbean (average of $254). Flying from Maine to Caribbean in December is currently the most expensive (average of $336). 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

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Alternative routes for Maine to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Maine to Caribbean

Discover the top 6 airlines that operate flights from Maine to Caribbean. 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$229FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$214Average$555FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$272Average$675FlexibilityNo cancel feeOn-time71%
DeltaCheapest$274Average$504FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$302Average$695FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$401Average$797FlexibilityNo cancel feeOn-time63%

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