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Caribbean Islands

$92+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
מאי 6 — מאי 131
ג' 5/6
ג' 5/13
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 מאי 1, 2025.

Round-trip from

$170
(eDestinos)

One-way from

$92
(Mytrip)

Popular in

April

Cheapest in

September

Average price

$385
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 ($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 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 מאי 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.
ד' 10/84:40 pmBOS - SJU
1 stop8h 31mSpirit Airlines
ד' 10/1512:55 pmSJU - BOS
1 stop10h 34mSpirit Airlines
Deal found 4/30$155
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
א' 5/1811:43 amBOS - SJU
Nonstop4h 01mMultiple Airlines
א' 6/11:59 amSJU - BOS
1 stop7h 10mMultiple Airlines
Deal found 5/1$177
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.
ה' 5/1511:43 amBOS - SJU
Nonstop4h 01mFrontier
א' 5/186:30 amSJU - BOS
Nonstop4h 13mFrontier
Deal found 4/30$179
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.
ד' 10/111:23 amBOS - SJU
2 stops8h 47mAmerican Airlines
ב' 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.
ד' 10/88:10 amBOS - SJU
Nonstop4h 12mDelta
ד' 10/151:32 pmSJU - BOS
Nonstop4h 17mDelta
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.
א' 9/216:00 amBOS - SJU
1 stop7h 45mUnited Airlines
ב' 9/291:05 amSJU - BOS
2 stops13h 35mUnited Airlines
Deal found 4/30$233
This JetBlue deal was found by Cheapflights users on 5/1. 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.
ש' 10/1112:00 pmBOS - SJU
Nonstop4h 00mJetBlue
ו' 10/177:00 pmSJU - BOS
Nonstop4h 04mJetBlue
Deal found 5/1$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.
ג' 6/35:45 amBOS - STT
1 stop7h 51mSpirit Airlines
ג' 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.
ה' 5/155:10 amBOS - STT
1 stop9h 38mAmerican Airlines
ג' 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.
ב' 5/2612:50 pmBOS - STT
3 stops45h 07mMultiple Airlines
ד' 6/42:41 pmSTT - BOS
1 stop7h 09mMultiple Airlines
Deal found 4/30$318
This Cheapflightsfares deal was found by Cheapflights users on 5/1. 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.
ש' 6/143:25 pmBOS - MBJ
2 stops20h 37mSpirit Airlines
ה' 6/1912:07 pmMBJ - BOS
1 stop9h 46mSpirit Airlines
Deal found 5/1$327
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.
ה' 5/296:10 amBOS - PUJ
1 stop8h 07mSpirit Airlines
א' 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 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 מאי 1, 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

ד' 10/8

4:40 pm-1:11 am

1 stop8h 31m

San Juan Luis Munoz Marin Intl

ד' 10/15

12:55 pm-11:29 pm

1 stop10h 34m

$155

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

א' 5/18

11:43 am-3:44 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

א' 6/1

1:59 am-9:09 am

1 stop7h 10m

$177

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

ה' 5/15

11:43 am-3:44 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

א' 5/18

6:30 am-10:43 am

Nonstop4h 13m

$179

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

ד' 10/1

11:23 am-8:10 pm

2 stops8h 47m

San Juan Luis Munoz Marin Intl

ב' 10/6

12:00 pm-12:19 am

1 stop12h 19m

$223

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

ד' 10/8

8:10 am-12:22 pm

Nonstop4h 12m

San Juan Luis Munoz Marin Intl

ד' 10/15

1:32 pm-5:49 pm

Nonstop4h 17m

$224

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

א' 9/21

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

ב' 9/29

1:05 am-2:40 pm

2 stops13h 35m

$233

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

ש' 10/11

12:00 pm-4:00 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

ו' 10/17

7:00 pm-11:04 pm

Nonstop4h 04m

$234

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

ג' 6/3

5:45 am-1:36 pm

1 stop7h 51m

Saint Thomas Island Cyril E King

ג' 6/10

2:41 pm-9:50 pm

1 stop7h 09m

$263

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

ה' 5/15

6:00 am-4:20 pm

2 stops10h 20m

Saint Thomas Island Cyril E King

ג' 5/20

1:25 pm-10:49 pm

1 stop9h 24m

$291

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

ב' 5/26

12:50 pm-9:57 am

3 stops45h 07m

Saint Thomas Island Cyril E King

ד' 6/4

2:41 pm-9:50 pm

1 stop7h 09m

$318

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 60 results
1
2
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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 מאי 1, 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 מאי 1, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta 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.
Alaska Airlines
8.0
Very good
9,972 reviews

Entertainment

7.1

Overall

8.0

Food

7.1

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Entertainment

7.1

Overall

8.0

Food

7.1

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,293 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Entertainment

7.1

Overall

8.0

Food

7.1

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Entertainment

7.1

Overall

8.0

Food

7.1

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Copa Airlines
7.5
Good
1,415 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Entertainment

7.1

Overall

8.0

Food

7.1

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Entertainment

7.1

Overall

8.0

Food

7.1

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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?

    $92 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 מאי 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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