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Caribbean Islands

$89+ Cheap flights from Maine to Caribbean Islands

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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheap flight deals from Maine to Caribbean Islands

Keep the following information in mind while searching for Maine to Caribbean Islands flight deals. Data was last updated April 24, 2025.

Round-trip from

$153
(Flybillet)

One-way from

$89
(eDestinos)

Popular in

April

Cheapest in

September

Average price

$629
From Maine to Caribbean Islands
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One-way flight from Maine to Caribbean Islands
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Highest demand for flights based on searches. 9% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Maine to Caribbean Islands

Cheapest flights from Maine to Caribbean Islands
Explore the most affordable flight options available from Maine to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This Flybillet deal was found by Cheapflights users on 4/23. 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 Flybillet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/122:42 pmBOS - SJU
Nonstop3h 54mSpirit Airlines
Thu 6/199:30 amSJU - BOS
Nonstop4h 07mSpirit Airlines
Deal found 4/23$153
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Sat 4/269:05 pmBOS - SJU
1 stop12h 27mMultiple Airlines
Sun 5/116:30 amSJU - BOS
Nonstop4h 13mMultiple Airlines
Deal found 4/22$184
This Cheapflightsfares deal was found by Cheapflights users on 4/23. 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 Cheapflightsfares 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 4/23$193
This JetBlue deal was found by Cheapflights users on 4/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/257:00 amBOS - SJU
Nonstop4h 01mJetBlue
Thu 6/55:01 amSJU - BOS
Nonstop4h 08mJetBlue
Deal found 4/23$264
This Delta deal was found by Cheapflights users on 4/23. 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.
Tue 10/78:10 amBOS - SJU
Nonstop4h 12mDelta
Wed 10/151:32 pmSJU - BOS
Nonstop4h 17mDelta
Deal found 4/23$266
This Cheapflightsfares deal was found by Cheapflights users on 4/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/115:45 amBOS - STT
1 stop7h 51mSpirit Airlines
Mon 6/233:03 pmSTT - BOS
1 stop8h 44mSpirit Airlines
Deal found 4/23$266
This American Airlines deal was found by Cheapflights users on 4/23. 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.
Fri 5/95:00 amBOS - SJU
1 stop10h 00mAmerican Airlines
Tue 5/136:10 amSJU - BOS
1 stop9h 52mAmerican Airlines
Deal found 4/23$273
This CheapOair deal was found by Cheapflights users on 4/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2411:26 amBOS - STT
1 stop24h 49mFrontier
Mon 4/281:12 pmSTT - BOS
1 stop21h 24mFrontier
Deal found 4/23$279
This American Airlines deal was found by Cheapflights users on 4/23. 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.
Fri 5/166:00 amBOS - STT
2 stops10h 20mAmerican Airlines
Wed 5/215:10 pmSTT - BOS
1 stop7h 09mAmerican Airlines
Deal found 4/23$291
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Wed 5/286:00 amBOS - SJU
1 stop8h 44mUnited Airlines
Fri 6/131:05 amSJU - BOS
1 stop9h 18mUnited Airlines
Deal found 4/23$307
This Cheapflightsfares deal was found by Cheapflights users on 4/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/146:10 amBOS - MBJ
1 stop5h 52mSpirit Airlines
Thu 6/1912:07 pmMBJ - BOS
1 stop9h 46mSpirit Airlines
Deal found 4/23$317
This Delta deal was found by Cheapflights users on 4/23. 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.
Tue 5/136:55 amBOS - STT
1 stop8h 15mDelta
Tue 5/202:51 pmSTT - BOS
1 stop7h 24mDelta
Deal found 4/23$320

Cheapflights Fare Finder

Customize your flight search to find flights from Maine to Caribbean Islands 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 April 24, 2025.
Use the filters below to find and compare flights from Maine to Caribbean Islands that are best for you.

Fly from

Maine

Fly to

Caribbean Islands

Route

Depart

Return

Price

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Thu 6/12

2:42 pm-6:36 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Thu 6/19

9:30 am-1:37 pm

Nonstop4h 07m

$153

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sat 4/26

9:05 pm-9:32 am

1 stop12h 27m

San Juan Luis Munoz Marin Intl

Sun 5/11

6:30 am-10:43 am

Nonstop4h 13m

$184

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

$193

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 5/25

11:10 am-3:10 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Fri 6/6

6:00 am-10:08 am

Nonstop4h 08m

$264

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Wed 6/11

5:45 am-1:36 pm

1 stop7h 51m

Saint Thomas Island Cyril E King

Mon 6/23

3:03 pm-11:47 pm

1 stop8h 44m

$266

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 5/27

8:20 am-12:21 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Sat 5/31

1:39 pm-5:57 pm

Nonstop4h 18m

$269

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Fri 5/9

5:00 am-3:00 pm

1 stop10h 00m

San Juan Luis Munoz Marin Intl

Tue 5/13

6:10 am-4:02 pm

1 stop9h 52m

$273

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Fri 5/16

6:00 am-4:20 pm

2 stops10h 20m

Saint Thomas Island Cyril E King

Wed 5/21

5:10 pm-12:19 am

1 stop7h 09m

$291

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Wed 5/28

6:00 am-2:44 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Fri 6/13

1:05 am-10:23 am

1 stop9h 18m

$307

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

Sat 6/14

6:10 am-11:02 am

1 stop5h 52m

Montego Bay Sangster Intl

Thu 6/19

12:07 pm-10:53 pm

1 stop9h 46m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

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

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

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

Currently, September is the cheapest month in which you can book a flight from Maine to Caribbean Islands (average of $254). Flying from Maine to Caribbean Islands 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 EPX?

Find hourly flight availability from Maine to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 24, 2025.

When flying from Maine to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated April 24, 2025.
See what other customers who have flown with Delta, Alaska Airlines and Southwest from Maine to Caribbean Islands have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

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
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

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
9,918 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

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
4,286 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

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
7.6
Good
1,411 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

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.
SWISS
7.5
Good
1,582 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

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 Islands. 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 Islands one-way?

    $89 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and Delta, with prices starting from $96 and $137, respectively.

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

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

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

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

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

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

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

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Alternative routes for Maine to Caribbean Islands

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 Islands

Discover the top 6 airlines that operate flights from Maine to Caribbean Islands. 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$229FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$214Average$555FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$272Average$674FlexibilityNo cancel feeOn-time71%
DeltaCheapest$274Average$505FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$302Average$690FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$401Average$796FlexibilityNo cancel feeOn-time63%

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