Caribbean

$51+ 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
Dec 27 — Jan 31
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Cheap flight deals from Maine to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Maine (USME) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 22, 2024.

Round-trip from

$106
(Frontier)

One-way from

$51
(Kiwi.com)
From Maine to Caribbean
One-way flight from Maine to Caribbean

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 December 22, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 12/21. 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.
Fri 12/2710:26 amBOS - SJU
Nonstop4h 05mFrontier
Fri 1/315:35 amSJU - BOS
Nonstop4h 28mFrontier
Deal found 12/21$236
This FlightHub deal was found by Cheapflights users on 12/21. 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.
Fri 12/2710:26 amBOS - SJU
Nonstop4h 05mMultiple Airlines
Fri 1/316:14 amSJU - BOS
1 stop9h 16mMultiple Airlines
Deal found 12/21$260
This FlightHub deal was found by Cheapflights users on 12/21. 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.
Mon 12/306:17 pmBOS - SJU
1 stop26h 23mSpirit Airlines
Wed 1/86:48 pmSJU - BOS
1 stop16h 48mSpirit Airlines
Deal found 12/21$328
This American Airlines deal was found by Cheapflights users on 12/22. 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.
Mon 12/305:55 pmBOS - STT
2 stops16h 49mAmerican Airlines
Tue 1/146:31 pmSTT - BOS
2 stops17h 01mAmerican Airlines
Deal found 12/22$343
This JetBlue Airways deal was found by Cheapflights users on 12/21. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/245:35 amBOS - PLS
1 stop7h 01mJetBlue
Sat 12/283:35 pmPLS - BOS
Nonstop3h 59mJetBlue
Deal found 12/21$392
This FlightHub deal was found by Cheapflights users on 12/22. 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.
Mon 12/3010:34 amBOS - STT
1 stop23h 05mSpirit Airlines
Tue 1/1411:51 amSTT - BOS
1 stop23h 45mSpirit Airlines
Deal found 12/22$398
This Booking.com deal was found by Cheapflights users on 12/21. 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 12/3010:26 amBOS - SDQ
1 stop12h 11mFrontier
Thu 1/212:02 pmSDQ - BOS
1 stop13h 37mFrontier
Deal found 12/21$416
This Mytrip deal was found by Cheapflights users on 12/20. 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.
Thu 12/265:45 amBOS - PUJ
1 stop30h 04mFrontier
Sat 2/112:20 pmPUJ - BOS
1 stop13h 19mFrontier
Deal found 12/20$417
This Delta deal was found by Cheapflights users on 12/21. 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.
Wed 12/255:40 amBOS - PLS
1 stop7h 00mDelta
Sat 12/2812:50 pmPLS - BOS
Nonstop4h 05mDelta
Deal found 12/21$417
This American Airlines deal was found by Cheapflights users on 12/21. 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 12/286:40 amBOS - PLS
1 stop27h 45mAmerican Airlines
Tue 1/73:40 pmPLS - BOS
2 stops15h 47mAmerican Airlines
Deal found 12/21$421
This Kiwi.com deal was found by Cheapflights users on 12/21. 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.
Tue 12/3110:34 amBOS - SDQ
1 stop6h 17mSpirit Airlines
Thu 1/96:19 pmSDQ - BOS
1 stop17h 17mSpirit Airlines
Deal found 12/21$422
This Booking.com deal was found by Cheapflights users on 12/21. 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.
Wed 12/2511:39 amBOS - SDQ
1 stop21h 46mMultiple Airlines
Sat 12/286:46 pmSDQ - BOS
1 stop15h 43mMultiple Airlines
Deal found 12/21$423

Find flights from Maine to Caribbean within your budget

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 December 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 2/4

10:03 am-3:07 pm

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Fri 2/14

6:00 am-9:18 am

Nonstop4h 18m

$106

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 2/25

10:08 am-3:08 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Fri 2/28

6:00 am-9:18 am

Nonstop4h 18m

$107

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Fri 1/24

6:56 pm-9:21 am

1 stop13h 25m

San Juan Luis Munoz Marin Intl

Thu 1/30

7:00 am-4:35 pm

1 stop10h 35m

$128

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Sat 2/8

7:13 am-10:46 am

2 stops26h 33m

Saint Thomas Island Cyril E King

Sat 2/15

11:41 am-11:47 pm

1 stop13h 06m

$230

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sat 2/8

11:25 am-4:39 pm

Nonstop4h 14m

San Juan Luis Munoz Marin Intl

Tue 2/11

5:00 am-8:17 am

Nonstop4h 17m

$243

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 2/11

12:12 pm-12:36 am

2 stops11h 24m

San Juan Luis Munoz Marin Intl

Thu 2/13

2:05 am-8:43 am

1 stop7h 38m

$252

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Thu 1/9

6:00 am-5:41 pm

2 stops10h 41m

Saint Thomas Island Cyril E King

Fri 1/17

2:44 pm-11:09 pm

1 stop9h 25m

$268

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Mon 1/6

6:50 am-11:52 am

Nonstop4h 02m

Saint Thomas Island Cyril E King

Thu 1/16

2:00 pm-6:59 pm

1 stop5h 59m

$270

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Mon 1/20

6:00 am-1:40 pm

1 stop6h 40m

Saint Thomas Island Cyril E King

Thu 1/23

2:55 pm-12:58 am

1 stop11h 03m

$279

BostonOranjestad

BOS - AUA

BOSAUA

Boston Logan Intl

Sat 2/22

8:16 pm-3:40 pm

1 stop18h 24m

Oranjestad Reina Beatrix

Sat 3/1

4:45 pm-11:47 pm

1 stop8h 02m

$291

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

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.

Travel insights for flights from Maine to Caribbean

Get recent, data-driven insights about flights from Maine to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $380). 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 December 22, 2024.

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 December 22, 2024.
8.1
Very good
4,804 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,804 reviews
8.1
Very good
4,804 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,594 reviews
8.1
Very good
4,804 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.7
Good
1,713 reviews
8.1
Very good
4,804 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.5
Good
1,915 reviews
8.1
Very good
4,804 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
3,265 reviews
8.1
Very good
4,804 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $51 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $82 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 March is currently the most expensive (average of $380). 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 December 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$214Average$586FlexibilityNo cancel feeOn-time62%
FrontierCheapest$228Average$284FlexibilityNo cancel feeOn-time62%
DeltaCheapest$271Average$534FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$272Average$691FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$305Average$743FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$371Average$661FlexibilityNo cancel feeOn-time63%
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