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Caribbean Islands

$45+ 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 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
feb. 28 — mar. 71
vie. 2/28
vie. 3/7
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 febrero 23, 2025.

Round-trip from

$115
(eDestinos)

One-way from

$45
(Frontier)

Popular in

April

Cheapest in

September

Average price

$594
From Maine to Caribbean Islands
Search Deals
One-way flight from Maine to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($66 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in February 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 febrero 23, 2025.

This eDestinos deal was found by Cheapflights users on 2/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/2411:22 amBOS - SJU
Nonstop3h 52mFrontier
mié. 4/96:00 amSJU - BOS
Nonstop4h 16mFrontier
Deal found 2/22$115
This Priceline deal was found by Cheapflights users on 2/22. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/75:20 pmBOS - SJU
1 stop16h 06mMultiple Airlines
mié. 4/96:00 amSJU - BOS
Nonstop4h 16mMultiple Airlines
Deal found 2/22$117
This Cheapflightsfares deal was found by Cheapflights users on 2/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/17:52 pmBOS - SJU
Nonstop4h 00mSpirit Airlines
mar. 5/62:40 pmSJU - BOS
Nonstop4h 17mSpirit Airlines
Deal found 2/22$123
This JetBlue deal was found by Cheapflights users on 2/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/309:20 pmBOS - SJU
Nonstop4h 00mJetBlue
mar. 6/36:05 amSJU - BOS
Nonstop4h 10mJetBlue
Deal found 2/22$254
This Mytrip deal was found by Cheapflights users on 2/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 3/88:30 amBOS - STT
3 stops24h 31mSpirit Airlines
jue. 4/311:11 amSTT - BOS
2 stops31h 10mSpirit Airlines
Deal found 2/22$260
This Cheapflightsfares deal was found by Cheapflights users on 2/21. 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. 5/76:10 amBOS - MBJ
1 stop6h 31mSpirit Airlines
mié. 5/1410:19 amMBJ - BOS
1 stop13h 20mSpirit Airlines
Deal found 2/21$263
This American Airlines deal was found by Cheapflights users on 2/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 3/26:39 pmBOS - STT
1 stop16h 06mAmerican Airlines
mar. 3/41:59 pmSTT - BOS
1 stop9h 55mAmerican Airlines
Deal found 2/22$274
This FlightHub deal was found by Cheapflights users on 2/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/192:10 pmBOS - AUA
1 stop24h 35mSpirit Airlines
mar. 3/253:50 pmAUA - BOS
1 stop18h 09mSpirit Airlines
Deal found 2/22$293
This Delta deal was found by Cheapflights users on 2/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/265:40 amBOS - STT
1 stop8h 05mDelta
lun. 3/34:00 pmSTT - BOS
1 stop7h 30mDelta
Deal found 2/22$306
This United Airlines deal was found by Cheapflights users on 2/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/267:20 amBOS - STT
1 stop9h 15mUnited Airlines
jue. 4/34:45 pmSTT - BOS
1 stop7h 14mUnited Airlines
Deal found 2/22$307
This JetBlue deal was found by Cheapflights users on 2/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/187:00 amBOS - STT
Nonstop4h 02mJetBlue
jue. 4/31:27 pmSTT - BOS
1 stop5h 57mJetBlue
Deal found 2/22$312
This Mytrip deal was found by Cheapflights users on 2/21. 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.
lun. 3/175:29 pmBOS - MBJ
1 stop18h 33mMultiple Airlines
mar. 3/183:05 pmMBJ - BOS
1 stop17h 54mMultiple Airlines
Deal found 2/21$317

Find flights from Maine to Caribbean Islands within your budget

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 febrero 23, 2025.

Fly from

Maine

Fly to

Caribbean Islands

Route

Depart

Return

Price

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

lun. 3/24

11:22 am-3:14 pm

Nonstop3h 52m

San Juan Luis Munoz Marin Intl

mié. 4/9

6:00 am-10:16 am

Nonstop4h 16m

$115

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

lun. 4/7

5:20 pm-9:26 am

1 stop16h 06m

San Juan Luis Munoz Marin Intl

mié. 4/9

6:00 am-10:16 am

Nonstop4h 16m

$117

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

jue. 5/1

7:52 pm-11:52 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

mar. 5/6

2:40 pm-6:57 pm

Nonstop4h 17m

$123

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

vie. 5/30

9:20 pm-1:20 am

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

mar. 6/3

6:05 am-10:15 am

Nonstop4h 10m

$254

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

sáb. 3/8

8:30 am-10:01 am

3 stops24h 31m

Saint Thomas Island Cyril E King

jue. 4/3

11:11 am-6:21 pm

2 stops31h 10m

$260

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

mié. 5/7

6:10 am-11:41 am

1 stop6h 31m

Montego Bay Sangster Intl

mié. 5/14

10:19 am-12:39 am

1 stop13h 20m

$263

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

dom. 3/2

6:39 pm-11:45 am

1 stop16h 06m

Saint Thomas Island Cyril E King

mar. 3/4

1:59 pm-10:54 pm

1 stop9h 55m

$274

BostonOranjestad

BOS - AUA

BOSAUA

Boston Logan Intl

mié. 3/19

2:10 pm-2:45 pm

1 stop24h 35m

Oranjestad Reina Beatrix

mar. 3/25

3:50 pm-9:59 am

1 stop18h 09m

$293

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

mié. 2/26

5:40 am-2:45 pm

1 stop8h 05m

Saint Thomas Island Cyril E King

lun. 3/3

4:00 pm-10:30 pm

1 stop7h 30m

$306

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

mié. 3/26

7:20 am-4:35 pm

1 stop9h 15m

Saint Thomas Island Cyril E King

jue. 4/3

4:45 pm-11:59 pm

1 stop7h 14m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

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.

Travel insights for flights from Maine to Caribbean Islands

Get recent, data-driven insights about flights from Maine to Caribbean Islands including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 febrero 23, 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 febrero 23, 2025.
See what other customers who have flown with Southwest, Delta and Alaska Airlines 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.
Southwest
8.1
Very good
4,395 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,395 reviews
Southwest
8.1
Very good
4,395 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,203 reviews
Southwest
8.1
Very good
4,395 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,706 reviews
Southwest
8.1
Very good
4,395 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Copa Airlines
7.6
Good
1,500 reviews
Southwest
8.1
Very good
4,395 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,754 reviews
Southwest
8.1
Very good
4,395 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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?

    $45 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and JetBlue, with prices starting from $61 and $99, 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 March is currently the most expensive (average of $363). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 febrero 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$148Average$278FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$214Average$551FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$272Average$676FlexibilityNo cancel feeOn-time71%
DeltaCheapest$274Average$523FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$305Average$725FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$401Average$711FlexibilityNo cancel feeOn-time63%
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