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Caribbean

$95+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
ago. 5 — ago. 121
mar. 8/5
mar. 8/12
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 julio 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
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One-way flight from Maine to Caribbean
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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

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 julio 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.
lun. 8/183:37 pmBOS - SJU
1 stop8h 20mSpirit Airlines
dom. 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.
lun. 8/188:45 pmBOS - SJU
Nonstop4h 04mJetBlue
mié. 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.
dom. 8/173:25 pmBOS - SJU
1 stop17h 40mMultiple Airlines
mié. 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.
mié. 11/126:15 amBOS - STT
1 stop7h 56mSpirit Airlines
sáb. 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.
sáb. 8/238:40 amBOS - STT
Nonstop4h 01mJetBlue
sáb. 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.
sáb. 9/136:10 amBOS - MBJ
1 stop5h 55mSpirit Airlines
sáb. 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.
mié. 10/155:13 pmBOS - STT
1 stop17h 37mAmerican Airlines
mié. 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.
mié. 8/206:05 amBOS - SXM
1 stop7h 55mSpirit Airlines
lun. 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.
vie. 9/267:00 amBOS - PUJ
Nonstop4h 05mJetBlue
vie. 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.
mié. 9/246:10 amBOS - PUJ
1 stop8h 04mSpirit Airlines
lun. 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.
jue. 9/47:45 amBOS - PUJ
1 stop7h 40mAmerican Airlines
mié. 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.
jue. 9/258:55 pmBOS - SXM
1 stop16h 55mDelta
dom. 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 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 julio 31, 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

lun. 8/18

3:37 pm-11:57 pm

1 stop8h 20m

San Juan Luis Munoz Marin Intl

dom. 9/21

1:59 am-1:48 pm

1 stop11h 49m

$195

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

lun. 8/18

8:45 pm-12:49 am

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

mié. 8/27

6:00 am-10:07 am

Nonstop4h 07m

$208

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

dom. 8/17

3:25 pm-9:05 am

1 stop17h 40m

San Juan Luis Munoz Marin Intl

mié. 8/20

12:59 am-8:42 am

1 stop7h 43m

$224

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

lun. 8/18

6:55 pm-11:13 am

1 stop16h 18m

Saint Thomas Island Cyril E King

jue. 8/21

12:18 pm-11:49 pm

1 stop11h 31m

$242

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

sáb. 9/13

6:10 am-11:05 am

1 stop5h 55m

Montego Bay Sangster Intl

sáb. 9/20

12:10 pm-11:10 pm

2 stops10h 00m

$310

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

mar. 10/7

8:18 pm-12:00 pm

2 stops15h 42m

Saint Thomas Island Cyril E King

mar. 10/14

5:20 pm-12:34 am

1 stop7h 14m

$311

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

mié. 8/20

6:05 am-2:00 pm

1 stop7h 55m

Simpson Bay Princess Juliana

lun. 8/25

3:05 pm-11:49 pm

1 stop8h 44m

$318

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

dom. 1/18

8:40 am-1:46 pm

Nonstop4h 06m

Saint Thomas Island Cyril E King

jue. 1/22

2:59 pm-6:20 pm

Nonstop4h 21m

$330

BostonPunta Cana

BOS - PUJ

BOSPUJ

Boston Logan Intl

vie. 9/26

7:00 am-11:05 am

Nonstop4h 05m

Punta Cana

vie. 10/3

12:30 pm-5:09 pm

Nonstop4h 39m

$330

BostonPunta Cana

BOS - PUJ

BOSPUJ

Boston Logan Intl

mié. 9/24

6:10 am-2:14 pm

1 stop8h 04m

Punta Cana

lun. 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

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 julio 31, 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.

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 julio 31, 2025.
Read through reviews of airlines operating flights from Maine to Caribbean, such as Delta, Austrian Airlines, and Copa Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

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

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

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

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

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

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

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

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

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

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

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. 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 $95 on Spirit Airlines. Other airlines that offer cheap prices include JetBlue from $111 and Frontier from $127 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

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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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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 julio 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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