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Caribbean Islands

$95+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$195
(Mytrip)

One-way from

$95
(CheapOair)

Popular in

December

Cheapest in

August

Average price

$413
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. 7% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 31, 2025.

This Mytrip deal was found by Cheapflights users on 7/30. 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.
Mon 8/183:37 pmBOS - SJU
1 stop8h 20mSpirit Airlines
Sun 9/211:59 amSJU - BOS
1 stop11h 49mSpirit Airlines
Deal found 7/30$195
This Vliegwinkel deal was found by Cheapflights users on 7/29. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/188:45 pmBOS - SJU
Nonstop4h 04mJetBlue
Wed 8/276:00 amSJU - BOS
Nonstop4h 07mJetBlue
Deal found 7/29$208
This FlightHub deal was found by Cheapflights users on 7/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/173:25 pmBOS - SJU
1 stop17h 40mMultiple Airlines
Wed 8/2012:59 amSJU - BOS
1 stop7h 43mMultiple Airlines
Deal found 7/31$224
This CheapOair deal was found by Cheapflights users on 7/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/126:15 amBOS - STT
1 stop7h 56mSpirit Airlines
Sat 11/151:33 pmSTT - BOS
1 stop12h 07mSpirit Airlines
Deal found 7/29$241
This JetBlue deal was found by Cheapflights users on 7/29. 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.
Sat 8/238:40 amBOS - STT
Nonstop4h 01mJetBlue
Sat 8/301:45 pmSTT - BOS
1 stop5h 49mJetBlue
Deal found 7/29$302
This CheapOair deal was found by Cheapflights users on 7/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/136:10 amBOS - MBJ
1 stop5h 55mSpirit Airlines
Sat 9/2012:10 pmMBJ - BOS
2 stops10h 00mSpirit Airlines
Deal found 7/29$310
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/155:13 pmBOS - STT
1 stop17h 37mAmerican Airlines
Wed 10/2212:40 pmSTT - BOS
1 stop9h 03mAmerican Airlines
Deal found 7/31$311
This CheapOair deal was found by Cheapflights users on 7/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/206:05 amBOS - SXM
1 stop7h 55mSpirit Airlines
Mon 8/253:05 pmSXM - BOS
1 stop8h 44mSpirit Airlines
Deal found 7/29$318
This JetBlue deal was found by Cheapflights users on 7/29. 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.
Fri 9/267:00 amBOS - PUJ
Nonstop4h 05mJetBlue
Fri 10/312:30 pmPUJ - BOS
Nonstop4h 39mJetBlue
Deal found 7/29$330
This Expedia deal was found by Cheapflights users on 7/31. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/246:10 amBOS - PUJ
1 stop8h 04mSpirit Airlines
Mon 9/293:19 pmPUJ - BOS
1 stop8h 38mSpirit Airlines
Deal found 7/31$331
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/47:45 amBOS - PUJ
1 stop7h 40mAmerican Airlines
Wed 9/1011:52 amPUJ - BOS
1 stop9h 54mAmerican Airlines
Deal found 7/31$335
This Delta deal was found by Cheapflights users on 7/29. 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 9/258:55 pmBOS - SXM
1 stop16h 55mDelta
Sun 9/283:20 pmSXM - BOS
1 stop9h 58mDelta
Deal found 7/29$335

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 July 31, 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

Mon 8/18

3:37 pm-11:57 pm

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Sun 9/21

1:59 am-1:48 pm

1 stop11h 49m

$195

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 8/18

8:45 pm-12:49 am

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Wed 8/27

6:00 am-10:07 am

Nonstop4h 07m

$208

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 8/17

3:25 pm-9:05 am

1 stop17h 40m

San Juan Luis Munoz Marin Intl

Wed 8/20

12:59 am-8:42 am

1 stop7h 43m

$224

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Mon 8/18

6:55 pm-11:13 am

1 stop16h 18m

Saint Thomas Island Cyril E King

Thu 8/21

12:18 pm-11:49 pm

1 stop11h 31m

$242

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

Sat 9/13

6:10 am-11:05 am

1 stop5h 55m

Montego Bay Sangster Intl

Sat 9/20

12:10 pm-11:10 pm

2 stops10h 00m

$310

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Tue 10/7

8:18 pm-12:00 pm

2 stops15h 42m

Saint Thomas Island Cyril E King

Tue 10/14

5:20 pm-12:34 am

1 stop7h 14m

$311

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Wed 8/20

6:05 am-2:00 pm

1 stop7h 55m

Simpson Bay Princess Juliana

Mon 8/25

3:05 pm-11:49 pm

1 stop8h 44m

$318

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Sun 1/18

8:40 am-1:46 pm

Nonstop4h 06m

Saint Thomas Island Cyril E King

Thu 1/22

2:59 pm-6:20 pm

Nonstop4h 21m

$330

BostonPunta Cana

BOS - PUJ

BOSPUJ

Boston Logan Intl

Fri 9/26

7:00 am-11:05 am

Nonstop4h 05m

Punta Cana

Fri 10/3

12:30 pm-5:09 pm

Nonstop4h 39m

$330

BostonPunta Cana

BOS - PUJ

BOSPUJ

Boston Logan Intl

Wed 9/24

6:10 am-2:14 pm

1 stop8h 04m

Punta Cana

Mon 9/29

3:19 pm-11:57 pm

1 stop8h 38m

$331

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

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 July 31, 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.

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 July 31, 2025.
Read reviews from past customers who have flown Delta, Austrian Airlines, and Copa Airlines from Maine to Caribbean Islands. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Austrian Airlines
7.6
Good
823 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Copa Airlines
7.5
Good
1,493 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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?

    $95 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 JetBlue and Frontier, with prices starting from $111 and $127, 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

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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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$229FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$214Average$572FlexibilityNo cancel feeOn-time62%
DeltaCheapest$274Average$489FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$285Average$708FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$322Average$682FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$401Average$751FlexibilityNo cancel feeOn-time63%

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