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Caribbean

$74+ 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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
1 adult, Economy
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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 April 2, 2025.

Round-trip from

$136
(Cheapflightsfares)

One-way from

$74
(Expedia)

Popular in

April

Cheapest in

September

Average price

$645
From Maine to Caribbean
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One-way flight from Maine to Caribbean
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($56 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 April 2025
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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 April 2, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/1. 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.
Sat 4/267:52 pmBOS - SJU
Nonstop4h 00mSpirit Airlines
Wed 4/305:10 pmSJU - BOS
1 stop7h 35mSpirit Airlines
Deal found 4/1$136
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
Sun 5/47:52 pmBOS - SJU
Nonstop4h 00mMultiple Airlines
Sun 5/116:30 amSJU - BOS
Nonstop4h 13mMultiple Airlines
Deal found 4/1$161
This Frontier deal was found by Cheapflights users on 4/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/911:16 amBOS - SJU
Nonstop3h 56mFrontier
Sat 4/126:00 amSJU - BOS
Nonstop4h 16mFrontier
Deal found 4/1$180
This JetBlue deal was found by Cheapflights users on 3/31. 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.
Tue 5/2711:10 amBOS - SJU
Nonstop4h 00mJetBlue
Fri 5/305:25 pmSJU - BOS
Nonstop4h 11mJetBlue
Deal found 3/31$244
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/298:20 amBOS - SJU
Nonstop4h 01mDelta
Tue 6/31:39 pmSJU - BOS
Nonstop4h 18mDelta
Deal found 4/1$249
This Mytrip deal was found by Cheapflights users on 4/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/152:12 pmBOS - STT
1 stop19h 48mSpirit Airlines
Tue 4/2211:05 amSTT - BOS
2 stops31h 38mSpirit Airlines
Deal found 4/1$269
This American Airlines deal was found by Cheapflights users on 4/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/46:00 amBOS - STT
2 stops10h 59mAmerican Airlines
Mon 4/75:50 pmSTT - BOS
1 stop16h 33mAmerican Airlines
Deal found 4/1$271
This Trip.com deal was found by Cheapflights users on 4/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/258:35 pmBOS - STT
1 stop13h 25mMultiple Airlines
Tue 4/291:09 pmSTT - BOS
1 stop11h 35mMultiple Airlines
Deal found 4/1$277
This United Airlines deal was found by Cheapflights users on 4/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/3012:45 pmBOS - SJU
2 stops11h 09mUnited Airlines
Tue 5/61:05 amSJU - BOS
1 stop9h 02mUnited Airlines
Deal found 4/1$282
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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.
Mon 5/58:35 pmBOS - MBJ
1 stop15h 20mSpirit Airlines
Wed 5/1412:07 pmMBJ - BOS
1 stop10h 22mSpirit Airlines
Deal found 3/31$287
This American Airlines deal was found by Cheapflights users on 4/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/136:16 pmBOS - SJU
1 stop16h 59mAmerican Airlines
Wed 9/171:55 pmSJU - BOS
2 stops10h 20mAmerican Airlines
Deal found 4/1$293
This Mytrip deal was found by Cheapflights users on 4/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/35:45 pmBOS - AUA
1 stop20h 55mSpirit Airlines
Sat 5/103:45 pmAUA - BOS
1 stop7h 44mSpirit Airlines
Deal found 4/1$305

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 April 2, 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

Sat 4/26

7:52 pm-11:52 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Wed 4/30

5:10 pm-12:45 am

1 stop7h 35m

$136

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 5/4

7:52 pm-11:52 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Sun 5/11

6:30 am-10:43 am

Nonstop4h 13m

$161

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 4/14

11:16 am-3:12 pm

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Wed 4/16

6:00 am-10:16 am

Nonstop4h 16m

$187

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

Tue 6/3

1:39 pm-5:57 pm

Nonstop4h 18m

$244

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Tue 4/15

2:12 pm-10:00 am

1 stop19h 48m

Saint Thomas Island Cyril E King

Tue 4/22

11:05 am-6:43 pm

2 stops31h 38m

$269

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Fri 4/25

8:35 pm-10:00 am

1 stop13h 25m

Saint Thomas Island Cyril E King

Tue 4/29

1:09 pm-12:44 am

1 stop11h 35m

$277

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Wed 5/7

7:55 pm-11:57 pm

Nonstop4h 02m

San Juan Luis Munoz Marin Intl

Mon 5/12

6:00 am-10:08 am

Nonstop4h 08m

$281

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Wed 4/30

12:45 pm-11:54 pm

2 stops11h 09m

San Juan Luis Munoz Marin Intl

Tue 5/6

1:05 am-10:07 am

1 stop9h 02m

$282

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

Mon 5/5

8:35 pm-10:55 am

1 stop15h 20m

Montego Bay Sangster Intl

Wed 5/14

12:07 pm-11:29 pm

1 stop10h 22m

$287

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Sat 5/3

5:59 am-4:59 pm

2 stops11h 00m

Saint Thomas Island Cyril E King

Thu 5/8

1:25 pm-10:49 pm

1 stop9h 24m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

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 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 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 April 2, 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 April 2, 2025.
Delta
8.0
Very good
7,899 reviews

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

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
7,899 reviews
Delta
8.0
Very good
7,899 reviews

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

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
9,823 reviews
Delta
8.0
Very good
7,899 reviews

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

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
4,275 reviews
Delta
8.0
Very good
7,899 reviews

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

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.
KLM
7.8
Good
1,323 reviews
Delta
8.0
Very good
7,899 reviews

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

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
1,400 reviews
Delta
8.0
Very good
7,899 reviews

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

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. 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 $74 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $88 and American Airlines from $123 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 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

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.
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Newark to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
LaGuardia to Miami flights
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John F Kennedy Intl to Charles de Gaulle flights
Dallas/Fort Worth to Seattle flights
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Dallas/Fort Worth to LaGuardia flights
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Los Angeles to Narita flights
Newark to Charles de Gaulle flights
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Leonardo da Vinci/Fiumicino flights
O'Hare Intl to Cancún flights
San Francisco to John F Kennedy Intl flights
LaGuardia to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
John F Kennedy Intl to Seattle flights
Newark to Seattle flights
LaGuardia to Atlanta flights
Newark to Haneda flights
Newark to Dallas/Fort Worth flights
John F Kennedy Intl to West Palm Beach flights
Newark to Leonardo da Vinci/Fiumicino flights
Dallas/Fort Worth to Las Vegas flights
Newark to Narita flights
Los Angeles to Honolulu flights
Newark to Los Angeles flights
Los Angeles to Newark flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
Newark to Tampa flights
George Bush Intcntl to Cancún flights
O'Hare Intl to John F Kennedy Intl flights
LaGuardia to Los Angeles flights

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 April 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$229FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$214Average$555FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$272Average$663FlexibilityNo cancel feeOn-time71%
DeltaCheapest$274Average$509FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$305Average$689FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$401Average$796FlexibilityNo cancel feeOn-time63%

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