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Caribbean

$94+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Round-trip from

$212
(Frontier)

One-way from

$94
(Delta)

Popular in

February

Cheapest in

September

Average price

$364
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. 6% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/166:16 amBOS - SJU
1 stop10h 03mMultiple Airlines
Sat 11/223:59 amSJU - BOS
1 stop31h 05mMultiple Airlines
Deal found 10/29$214
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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.
Sun 12/78:11 pmBOS - SJU
1 stop13h 22mSpirit Airlines
Fri 12/1211:38 amSJU - BOS
1 stop8h 28mSpirit Airlines
Deal found 10/28$216
This Frontier deal was found by Cheapflights users on 10/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/168:40 amBOS - SJU
2 stops15h 52mFrontier
Mon 11/243:59 amSJU - BOS
1 stop7h 05mFrontier
Deal found 10/29$220
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:34 pmBOS - SJU
Nonstop4h 07mSpirit Airlines
Wed 1/145:27 pmSJU - BOS
Nonstop4h 07mSpirit Airlines
Deal found 10/29$221
This Trip.com deal was found by Cheapflights users on 10/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:55 pmBOS - SJU
Nonstop3h 59mJetBlue
Fri 12/51:41 pmSJU - BOS
Nonstop4h 13mJetBlue
Deal found 10/29$223
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/159:23 amBOS - SJU
2 stops30h 56mMultiple Airlines
Fri 11/212:25 amSJU - BOS
1 stop30h 04mMultiple Airlines
Deal found 10/29$224
This Booking.com deal was found by Cheapflights users on 10/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2410:59 amBOS - SJU
1 stop14h 55mFrontier
Thu 12/44:31 pmSJU - BOS
1 stop18h 51mFrontier
Deal found 10/29$226
This Trip.com deal was found by Cheapflights users on 10/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/117:40 amBOS - SJU
Nonstop4h 04mJetBlue
Fri 11/148:10 pmSJU - BOS
Nonstop4h 06mJetBlue
Deal found 10/30$227
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/68:11 pmBOS - SJU
1 stop13h 22mSpirit Airlines
Thu 12/1111:38 amSJU - BOS
1 stop8h 28mSpirit Airlines
Deal found 10/30$230
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/135:21 amBOS - STT
1 stop10h 30mAmerican Airlines
Sun 12/216:36 pmSTT - BOS
1 stop7h 23mAmerican Airlines
Deal found 10/28$303
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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.
Thu 12/48:11 pmBOS - STT
1 stop17h 38mSpirit Airlines
Fri 1/304:06 pmSTT - BOS
1 stop7h 02mSpirit Airlines
Deal found 10/28$307
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/712:57 pmBOS - STT
1 stop24h 52mMultiple Airlines
Fri 12/123:54 pmSTT - BOS
1 stop19h 07mMultiple Airlines
Deal found 10/30$308

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 October 30, 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

Sun 11/16

6:55 pm-11:54 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Wed 11/26

6:07 am-9:16 am

Nonstop4h 09m

$262

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 11/18

1:55 pm-6:57 pm

Nonstop4h 02m

San Juan Luis Munoz Marin Intl

Wed 11/26

6:07 am-9:16 am

Nonstop4h 09m

$262

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 11/17

6:55 pm-11:54 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Tue 11/25

6:07 am-9:16 am

Nonstop4h 09m

$262

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 11/18

7:40 am-12:44 pm

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Thu 11/27

6:06 am-9:15 am

Nonstop4h 09m

$262

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sat 11/22

6:19 pm-1:57 am

1 stop6h 38m

San Juan Luis Munoz Marin Intl

Wed 11/26

1:59 am-7:42 am

1 stop6h 43m

$265

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 12/8

8:10 am-1:10 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Mon 12/15

2:10 pm-10:26 pm

1 stop9h 16m

$267

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Wed 11/12

10:20 am-10:22 pm

2 stops11h 02m

San Juan Luis Munoz Marin Intl

Fri 11/14

2:05 am-9:12 am

1 stop8h 07m

$271

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Fri 12/5

6:05 am-5:20 pm

1 stop10h 15m

San Juan Luis Munoz Marin Intl

Mon 12/15

2:10 pm-10:26 pm

1 stop9h 16m

$271

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 11/11

7:40 am-12:44 pm

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Sat 11/15

8:05 am-4:37 pm

1 stop9h 32m

$280

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Wed 11/5

8:15 am-1:21 pm

Nonstop4h 06m

San Juan Luis Munoz Marin Intl

Thu 11/6

1:46 pm-1:13 am

1 stop12h 27m

$287

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

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, July is the cheapest month in which you can book a flight from Maine to Caribbean (average of $167). Flying from Maine to Caribbean in June is currently the most expensive (average of $451). 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 October 30, 2025.

A simple way to save on the total cost of your ticket is to fly from Maine to Caribbean in the evening. If you’re flexible enough to do this you can expect to save up to 42% on your trip compared to booking a flight in the morning.

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.

  • How long is the flight from Maine to Caribbean?

    For as low as $262, JetBlue can have you in Caribbean from Maine in 3h 59m. Maine and Caribbean are separated by a distance of 1678 mi. This flight may include one or multiple stops.

  • 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 $94 on Delta. Other airlines that offer cheap prices include JetBlue from $99 and Southwest from $136 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, July is the cheapest month in which you can book a flight from Maine to Caribbean (average of $167). Flying from Maine to Caribbean in June is currently the most expensive (average of $451). 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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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$228FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$249Average$761FlexibilityNo cancel feeOn-time69%
DeltaCheapest$275Average$499FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$301Average$661FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$361Average$625FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$371Average$753FlexibilityNo cancel feeOn-time63%

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