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Caribbean Islands

$99+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
oct. 16 — oct. 231
jue. 10/16
jue. 10/23
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 septiembre 16, 2025.

Round-trip from

$195
(Cheapflightsfares)

One-way from

$99
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$360
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. 2% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septiembre 16, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
sáb. 11/12:15 pmBOS - SJU
1 stop10h 39mSpirit Airlines
sáb. 2/75:27 pmSJU - BOS
Nonstop4h 07mSpirit Airlines
Deal found 9/15$195
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
mié. 10/112:20 pmBOS - SJU
1 stop8h 36mSpirit Airlines
lun. 10/62:49 amSJU - BOS
1 stop10h 31mSpirit Airlines
Deal found 9/14$206
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
mié. 10/112:20 pmBOS - SJU
1 stop8h 36mSpirit Airlines
sáb. 10/46:44 amSJU - BOS
1 stop7h 04mSpirit Airlines
Deal found 9/16$211
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
lun. 11/106:00 amBOS - SJU
1 stop9h 23mSpirit Airlines
mar. 11/1812:10 pmSJU - BOS
1 stop10h 58mSpirit Airlines
Deal found 9/15$213
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
sáb. 11/12:15 pmBOS - SJU
1 stop10h 39mSpirit Airlines
vie. 11/710:57 amSJU - BOS
1 stop12h 11mSpirit Airlines
Deal found 9/14$214
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
vie. 11/76:00 amBOS - SJU
1 stop9h 23mSpirit Airlines
vie. 11/1412:10 pmSJU - BOS
1 stop10h 58mSpirit Airlines
Deal found 9/14$215
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
sáb. 9/2712:20 pmBOS - SJU
1 stop8h 36mSpirit Airlines
sáb. 10/46:44 amSJU - BOS
1 stop7h 04mSpirit Airlines
Deal found 9/15$219
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
lun. 11/176:00 amBOS - SJU
1 stop9h 23mSpirit Airlines
mié. 11/1912:10 pmSJU - BOS
1 stop10h 58mSpirit Airlines
Deal found 9/16$220
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
vie. 10/32:53 pmBOS - SJU
1 stop10h 01mMultiple Airlines
sáb. 10/412:28 amSJU - BOS
1 stop8h 15mMultiple Airlines
Deal found 9/15$222
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
sáb. 12/66:00 amBOS - SJU
1 stop9h 23mMultiple Airlines
sáb. 12/133:59 pmSJU - BOS
1 stop9h 45mMultiple Airlines
Deal found 9/14$223
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
jue. 10/26:49 pmBOS - STT
1 stop14h 55mSpirit Airlines
sáb. 10/410:49 amSTT - BOS
1 stop13h 08mSpirit Airlines
Deal found 9/16$241
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
mar. 10/73:00 pmBOS - STT
1 stop18h 56mSpirit Airlines
mar. 10/2111:01 amSTT - BOS
1 stop12h 58mSpirit Airlines
Deal found 9/16$257

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 septiembre 16, 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

jue. 2/26

6:00 pm-11:00 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

lun. 3/2

9:10 pm-12:21 am

Nonstop4h 11m

$282

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

dom. 10/19

8:15 am-12:21 pm

Nonstop4h 06m

San Juan Luis Munoz Marin Intl

mié. 10/22

1:32 pm-5:45 pm

Nonstop4h 13m

$282

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

dom. 3/1

2:55 pm-7:57 pm

Nonstop4h 02m

San Juan Luis Munoz Marin Intl

mar. 3/3

4:30 pm-7:48 pm

Nonstop4h 18m

$282

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

lun. 10/6

8:15 am-12:21 pm

Nonstop4h 06m

San Juan Luis Munoz Marin Intl

jue. 10/9

1:32 pm-5:45 pm

Nonstop4h 13m

$282

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

vie. 10/17

12:00 pm-4:05 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

sáb. 10/18

2:30 am-6:34 am

Nonstop4h 04m

$282

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

mié. 2/4

1:00 pm-6:02 pm

Nonstop4h 02m

San Juan Luis Munoz Marin Intl

lun. 2/9

7:15 pm-10:28 pm

Nonstop4h 13m

$282

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

vie. 11/14

1:55 pm-6:57 pm

Nonstop4h 02m

San Juan Luis Munoz Marin Intl

sáb. 11/22

6:07 am-9:16 am

Nonstop4h 09m

$282

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

sáb. 2/28

4:28 pm-9:30 pm

Nonstop4h 02m

San Juan Luis Munoz Marin Intl

dom. 3/8

5:15 am-9:23 am

Nonstop4h 08m

$282

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

mar. 10/21

10:14 am-4:42 pm

1 stop6h 28m

San Juan Luis Munoz Marin Intl

dom. 10/26

5:10 am-9:19 am

Nonstop4h 09m

$284

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

sáb. 3/7

4:28 pm-9:30 pm

Nonstop4h 02m

San Juan Luis Munoz Marin Intl

sáb. 3/7

12:59 am-6:30 am

1 stop6h 31m

$285

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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 June is currently the most expensive (average of $339). 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 septiembre 16, 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.

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.

  • How long is the flight from Maine to Caribbean Islands?

    Departing from Maine to Caribbean Islands will take you 4h. The distance between Maine and Caribbean Islands is about 1678 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    $119 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 Southwest and Frontier, with prices starting from $119 and $122, 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 June is currently the most expensive (average of $339). 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 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 septiembre 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$228FlexibilityNo cancel feeOn-time62%
DeltaCheapest$274Average$504FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$281Average$694FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$285Average$741FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$361Average$629FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$425Average$753FlexibilityNo cancel feeOn-time63%

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