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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
jun. 17 — jun. 241
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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 junio 12, 2025.

Round-trip from

$164
(Kiwi.com)

One-way from

$92
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$530
From Maine to Caribbean
One-way flight from Maine to Caribbean
Highest demand for flights based on searches. 5% potential increase in price ($26 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
Average for round-trip flights in June 2025

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 junio 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/12. 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.
dom. 7/62:42 pmBOS - SJU
Nonstop3h 54mSpirit Airlines
mié. 7/91:07 pmSJU - BOS
1 stop9h 56mSpirit Airlines
Deal found 6/12$164
This Priceline deal was found by Cheapflights users on 6/11. 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.
sáb. 8/3012:53 pmBOS - SJU
1 stop20h 06mFrontier
sáb. 9/61:01 pmSJU - BOS
1 stop19h 43mFrontier
Deal found 6/11$167
This FlightHub deal was found by Cheapflights users on 6/11. 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.
mar. 9/304:40 pmBOS - SJU
1 stop17h 16mMultiple Airlines
sáb. 10/44:42 pmSJU - BOS
1 stop15h 51mMultiple Airlines
Deal found 6/11$182
This JetBlue deal was found by Cheapflights users on 6/9. 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.
sáb. 7/128:45 pmBOS - SJU
Nonstop4h 04mJetBlue
sáb. 7/268:25 amSJU - BOS
Nonstop4h 10mJetBlue
Deal found 6/9$218
This Delta deal was found by Cheapflights users on 6/11. 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.
vie. 10/108:10 amBOS - SJU
Nonstop4h 12mDelta
mar. 10/141:32 pmSJU - BOS
Nonstop4h 17mDelta
Deal found 6/11$263
This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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.
mar. 7/85:45 amBOS - STT
1 stop8h 13mSpirit Airlines
mar. 7/221:25 pmSTT - BOS
1 stop9h 38mSpirit Airlines
Deal found 6/11$275
This American Airlines deal was found by Cheapflights users on 6/12. 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.
mar. 10/71:14 pmBOS - SJU
1 stop6h 56mAmerican Airlines
mar. 10/146:30 amSJU - BOS
1 stop17h 49mAmerican Airlines
Deal found 6/12$278
This United Airlines deal was found by Cheapflights users on 6/10. 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.
sáb. 9/275:30 amBOS - STT
1 stop7h 31mUnited Airlines
sáb. 10/42:10 pmSTT - BOS
2 stops9h 49mUnited Airlines
Deal found 6/10$311
This American Airlines deal was found by Cheapflights users on 6/11. 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.
lun. 9/85:47 amBOS - STT
1 stop10h 13mAmerican Airlines
vie. 9/125:10 pmSTT - BOS
1 stop7h 34mAmerican Airlines
Deal found 6/11$321
This United Airlines deal was found by Cheapflights users on 6/11. 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.
sáb. 8/95:30 amBOS - SXM
1 stop6h 59mUnited Airlines
mié. 8/133:55 pmSXM - BOS
1 stop8h 04mUnited Airlines
Deal found 6/11$322
This JetBlue deal was found by Cheapflights users on 6/10. 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.
sáb. 10/188:35 amBOS - STT
Nonstop4h 10mJetBlue
sáb. 10/251:45 pmSTT - BOS
1 stop5h 40mJetBlue
Deal found 6/10$331
This Delta deal was found by Cheapflights users on 6/10. 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.
sáb. 8/165:35 amBOS - SXM
1 stop8h 21mDelta
sáb. 8/233:21 pmSXM - BOS
1 stop9h 59mDelta
Deal found 6/10$335

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 junio 12, 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

dom. 7/6

2:42 pm-6:36 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

mié. 7/9

1:07 pm-11:03 pm

1 stop9h 56m

$164

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

sáb. 8/30

12:53 pm-8:59 am

1 stop20h 06m

San Juan Luis Munoz Marin Intl

sáb. 9/6

1:01 pm-8:44 am

1 stop19h 43m

$167

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

mar. 9/30

4:40 pm-9:56 am

1 stop17h 16m

San Juan Luis Munoz Marin Intl

sáb. 10/4

4:42 pm-8:33 am

1 stop15h 51m

$182

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

sáb. 7/12

8:45 pm-12:49 am

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

sáb. 7/26

8:25 am-12:35 pm

Nonstop4h 10m

$218

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

vie. 10/10

8:10 am-12:22 pm

Nonstop4h 12m

San Juan Luis Munoz Marin Intl

mar. 10/14

1:32 pm-5:49 pm

Nonstop4h 17m

$263

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

mar. 7/8

5:45 am-1:58 pm

1 stop8h 13m

Saint Thomas Island Cyril E King

mar. 7/22

1:25 pm-11:03 pm

1 stop9h 38m

$275

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

mar. 10/7

1:14 pm-8:10 pm

1 stop6h 56m

San Juan Luis Munoz Marin Intl

mar. 10/14

6:30 am-12:19 am

1 stop17h 49m

$278

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

lun. 9/8

6:00 am-4:00 pm

2 stops10h 00m

Saint Thomas Island Cyril E King

jue. 9/11

5:10 pm-12:44 am

1 stop7h 34m

$311

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

mié. 10/8

5:30 am-12:34 pm

1 stop7h 04m

San Juan Luis Munoz Marin Intl

mar. 10/14

4:55 pm-11:59 pm

1 stop7h 04m

$317

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

sáb. 8/9

5:30 am-12:29 pm

1 stop6h 59m

Simpson Bay Princess Juliana

mié. 8/13

3:55 pm-11:59 pm

1 stop8h 04m

$322

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

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 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 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 junio 12, 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 junio 12, 2025.

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very good

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 $105 and Delta from $109 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 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

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

Alternative routes for Maine to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$229FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$214Average$560FlexibilityNo cancel feeOn-time62%
DeltaCheapest$274Average$518FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$302Average$701FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$322Average$669FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$401Average$752FlexibilityNo cancel feeOn-time63%

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