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Maine

$115+ Cheap flights from Caribbean to Maine

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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PWM
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Caribbean to Maine

Keep the following information in mind while searching for Caribbean to Maine flight deals. Data was last updated September 15, 2025.

Round-trip from

$171
(Cheapflightsfares)

One-way from

$115
(Trip.com)

Popular in

April

Cheapest in

February
From Caribbean to Maine
Search Deals
One-way flight from Caribbean to Maine
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($87 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($25 potential savings vs. average RT price).
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Find flight deals from Caribbean to Maine

Cheapest flights from Caribbean to Maine
Explore the most affordable flight options available from Caribbean to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Wed 10/16:44 amSJU - BOS
1 stop7h 04mSpirit Airlines
Tue 10/72:15 pmBOS - SJU
1 stop11h 29mSpirit Airlines
Deal found 9/14$171
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 10/211:59 amSJU - BOS
1 stop11h 58mSpirit Airlines
Tue 10/72:15 pmBOS - SJU
1 stop11h 29mSpirit Airlines
Deal found 9/13$189
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Tue 10/2111:56 amSJU - BOS
1 stop8h 57mAmerican Airlines
Wed 10/226:00 amBOS - SJU
2 stops9h 54mAmerican Airlines
Deal found 9/13$205
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/112:28 amSJU - BOS
1 stop8h 15mMultiple Airlines
Tue 10/72:15 pmBOS - SJU
1 stop11h 29mMultiple Airlines
Deal found 9/13$209
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/33:55 pmSJU - BOS
1 stop9h 04mAmerican Airlines
Sat 10/410:10 amBOS - SJU
2 stops13h 27mAmerican Airlines
Deal found 9/14$210
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 9/2511:59 amSJU - BOS
1 stop11h 58mSpirit Airlines
Tue 10/72:15 pmBOS - SJU
1 stop11h 29mSpirit Airlines
Deal found 9/15$213
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 10/3011:51 amSJU - BOS
1 stop12h 08mSpirit Airlines
Mon 11/32:15 pmBOS - SJU
1 stop11h 29mSpirit Airlines
Deal found 9/13$214
This Spirit deal was found by Cheapflights users on 9/13. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/242:49 amSJU - BOS
1 stop10h 31mSpirit Airlines
Sat 11/12:15 pmBOS - SJU
1 stop10h 39mSpirit Airlines
Deal found 9/13$217
This Flightnetwork deal was found by Cheapflights users on 9/13. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/272:49 amSJU - BOS
1 stop10h 31mSpirit Airlines
Wed 10/292:15 pmBOS - SJU
1 stop11h 29mSpirit Airlines
Deal found 9/13$218
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 9/2712:28 amSJU - BOS
1 stop8h 15mMultiple Airlines
Thu 10/26:49 pmBOS - SJU
1 stop16h 15mMultiple Airlines
Deal found 9/13$228
This Expedia deal was found by Cheapflights users on 9/15. 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.
Mon 9/2911:59 amSJU - BOS
1 stop11h 58mSpirit Airlines
Thu 10/26:49 pmBOS - SJU
1 stop16h 15mSpirit Airlines
Deal found 9/15$230
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/212:49 amSJU - BOS
1 stop10h 31mSpirit Airlines
Tue 10/282:15 pmBOS - SJU
1 stop11h 29mSpirit Airlines
Deal found 9/13$231

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Maine 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 September 15, 2025.
Use the filters below to find and compare flights from Caribbean to Maine that are best for you.

Fly from

Caribbean

Fly to

Maine

Route

Depart

Return

Price

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Sat 11/1

11:01 am-11:59 pm

1 stop12h 58m

Boston Logan Intl

Mon 11/3

8:24 pm-10:51 am

1 stop13h 27m

$253

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Tue 10/14

11:01 am-11:26 am

1 stop24h 25m

Boston Logan Intl

Tue 10/21

3:00 pm-9:56 am

1 stop18h 56m

$261

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Wed 10/15

11:01 am-11:59 pm

1 stop12h 58m

Boston Logan Intl

Sat 10/18

12:31 pm-9:56 am

1 stop21h 25m

$266

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Fri 10/17

4:31 pm-11:59 pm

1 stop7h 28m

Boston Logan Intl

Tue 10/21

12:00 pm-4:05 pm

Nonstop4h 05m

$274

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Wed 10/29

4:05 am-12:11 pm

1 stop8h 06m

Boston Logan Intl

Sun 11/2

7:40 am-12:44 pm

Nonstop4h 04m

$274

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Fri 11/14

8:10 am-11:23 am

Nonstop4h 13m

Boston Logan Intl

Mon 11/17

6:20 am-6:13 pm

1 stop10h 53m

$274

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Wed 11/19

5:05 am-12:11 pm

1 stop8h 06m

Boston Logan Intl

Sun 11/23

10:55 pm-3:52 am

Nonstop3h 57m

$274

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Fri 10/17

4:31 pm-11:59 pm

1 stop7h 28m

Boston Logan Intl

Mon 10/20

8:00 am-12:27 pm

Nonstop4h 27m

$274

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Wed 10/15

1:32 pm-5:45 pm

Nonstop4h 13m

Boston Logan Intl

Fri 10/17

8:15 am-12:21 pm

Nonstop4h 06m

$282

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 10/16

1:32 pm-5:45 pm

Nonstop4h 13m

Boston Logan Intl

Tue 10/21

8:15 am-12:21 pm

Nonstop4h 06m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 60 results
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Best time to book a flight from Caribbean to Maine

Have a flexible travel schedule? Discover the best time to fly to Maine from Caribbean 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 Caribbean to Maine

What is the cheapest time of day to fly from CB to ME?

Find hourly flight availability from Caribbean to Maine. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from Caribbean to Maine, 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 Maine

Get insights into the airlines that provide service to Maine. 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 Maine. Reviews last updated September 15, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Caribbean to Maine to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
United Airlines
7.4
Good
8,929 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Maine. 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 Caribbean to Maine?

    Departing from Caribbean to Maine will take you 7h 28m. There are 1678 mi between Caribbean and Maine. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Caribbean to Maine one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $132. Users have also found prices from $141 and $163 on Delta and JetBlue, respectively.

  • Can I find deals for flights from Caribbean to Maine that include hotel bookings?

    Yes. In addition to deals on Caribbean to Maine flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean to Maine?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean to Maine.

  • Can I find deals for business class flights from Caribbean to Maine?

    Yes. Cheapflights offers flight deals from Caribbean to Maine 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 Caribbean to Maine?

    Currently, January is the cheapest month in which you can book a flight from Caribbean to Maine (average of $296). Flying from Caribbean to Maine in July is currently the most expensive (average of $394). 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

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Alternative routes for Caribbean to Maine

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Caribbean to Maine

Discover the top 3 airlines that operate flights from Caribbean to Maine. 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$176Average$345FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$370Average$575FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$383Average$530FlexibilityNo cancel feeOn-time69%

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