Cheap flights from Maine to Caribbean Islands from $76

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Maine to Caribbean Islands departing on 1/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Maine to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
3:43 pm - 11:33 pm
BOS
-
SJU
6h 50m1 stop
Spirit Airlines Logo
10:52 am - 2:12 pm
SJU
-
BOS
4h 20mnonstop
$148Spirit Airlines
Tue, Jan 20 - Thu, Jan 29
Spirit Airlines Logo
3:43 pm - 11:33 pm
BOS
-
SJU
6h 50m1 stop
Spirit Airlines Logo
10:52 am - 2:12 pm
SJU
-
BOS
4h 20mnonstop
$152Spirit Airlines
Fri, Feb 6 - Tue, Feb 10
Multiple Airlines Logo
3:18 pm - 8:24 pm
BOS
-
SJU
4h 06mnonstop
Multiple Airlines Logo
6:11 pm - 1:13 am
SJU
-
BOS
8h 02m1 stop
$154Multiple Airlines
Sat, Jan 24 - Sat, Jan 31
Multiple Airlines Logo
12:31 pm - 5:30 pm
BOS
-
SJU
3h 59mnonstop
Multiple Airlines Logo
6:00 am - 2:38 pm
SJU
-
BOS
9h 38m1 stop
$155Multiple Airlines
Thu, Jan 8 - Tue, Jan 13
Spirit Airlines Logo
3:43 pm - 9:47 am
BOS
-
SJU
17h 04m1 stop
Spirit Airlines Logo
10:52 am - 2:12 pm
SJU
-
BOS
4h 20mnonstop
$156Spirit Airlines
Fri, Jan 30 - Sat, Feb 7
Delta Logo
8:55 am - 2:00 pm
BOS
-
STT
4h 05mnonstop
Delta Logo
2:32 pm - 5:53 pm
STT
-
BOS
4h 21mnonstop
$224Delta
Thu, Jan 29 - Mon, Feb 2
JetBlue Logo
9:45 am - 1:46 pm
BOS
-
STT
4h 01mnonstop
JetBlue Logo
2:41 pm - 8:34 pm
STT
-
BOS
5h 53m1 stop
$225JetBlue
Tue, Mar 17 - Fri, Mar 20
Delta Logo
5:35 am - 3:05 pm
BOS
-
STT
8h 30m1 stop
Delta Logo
2:32 pm - 5:53 pm
STT
-
BOS
4h 21mnonstop
$229Delta
Fri, Jan 30 - Sat, Feb 7
JetBlue Logo
11:55 am - 4:54 pm
BOS
-
STT
3h 59mnonstop
JetBlue Logo
5:50 pm - 10:38 pm
STT
-
BOS
5h 48mnonstop
$238JetBlue
Sat, Jan 17 - Sat, Jan 24
Frontier Logo
6:00 am - 1:30 pm
BOS
-
MBJ
7h 30m1 stop
Frontier Logo
2:35 pm - 1:13 am
MBJ
-
BOS
10h 38m1 stop
$307Frontier
Sat, Jan 24 - Sat, Jan 31

Spirit Airlines flights from Maine to Caribbean Islands

Our best Spirit Airlines deals on Maine to Caribbean Islands flight tickets
Spirit Airlines
Jan 20
BOS3:43 pmBoston Logan Intl
6h 50m
1 stop
SJU11:33 pmSan Juan Luis Munoz Marin Intl
Jan 29
SJU10:52 amSan Juan Luis Munoz Marin Intl
4h 20m
BOS2:12 pmBoston Logan Intl
Spirit Airlines
Feb 6
BOS3:43 pmBoston Logan Intl
6h 50m
1 stop
SJU11:33 pmSan Juan Luis Munoz Marin Intl
Feb 10
SJU10:52 amSan Juan Luis Munoz Marin Intl
4h 20m
BOS2:12 pmBoston Logan Intl
Spirit Airlines
Jan 30
BOS3:43 pmBoston Logan Intl
17h 04m
1 stop
SJU9:47 amSan Juan Luis Munoz Marin Intl
Feb 4
SJU10:52 amSan Juan Luis Munoz Marin Intl
4h 20m
BOS2:12 pmBoston Logan Intl

Frontier flights from Maine to Caribbean Islands

Our best Frontier deals on Maine to Caribbean Islands flight tickets
Frontier
Jan 4
BOS10:18 amBoston Logan Intl
4h 04m
SJU3:22 pmSan Juan Luis Munoz Marin Intl
Jan 13
SJU4:35 pmSan Juan Luis Munoz Marin Intl
9h 38m
1 stop
BOS1:13 amBoston Logan Intl
Frontier
Jan 4
BOS10:18 amBoston Logan Intl
4h 04m
SJU3:22 pmSan Juan Luis Munoz Marin Intl
Jan 10
SJU9:23 pmSan Juan Luis Munoz Marin Intl
13h 48m
1 stop
BOS10:11 amBoston Logan Intl
Frontier
Jan 6
BOS12:31 pmBoston Logan Intl
3h 59m
SJU5:30 pmSan Juan Luis Munoz Marin Intl
Jan 10
SJU3:55 amSan Juan Luis Munoz Marin Intl
7h 16m
1 stop
BOS10:11 amBoston Logan Intl

momondo 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, momondo users made 832,500 searches. Data last updated December 27, 2025.
Use the filters below to find and compare flights from Maine to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 1/20

3:43 pm-11:33 pm

1 stop6h 50m

San Juan Luis Munoz Marin Intl

Thu 1/29

10:52 am-2:12 pm

Nonstop4h 20m

$148

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Fri 2/6

3:43 pm-11:33 pm

1 stop6h 50m

San Juan Luis Munoz Marin Intl

Tue 2/10

10:52 am-2:12 pm

Nonstop4h 20m

$152

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sat 1/24

3:18 pm-8:24 pm

Nonstop4h 06m

San Juan Luis Munoz Marin Intl

Sat 1/31

6:11 pm-1:13 am

1 stop8h 02m

$154

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Thu 1/8

12:31 pm-5:30 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Tue 1/13

6:00 am-2:38 pm

1 stop9h 38m

$155

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Fri 1/30

3:43 pm-9:47 am

1 stop17h 04m

San Juan Luis Munoz Marin Intl

Sat 2/7

10:52 am-2:12 pm

Nonstop4h 20m

$156

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Thu 1/29

8:55 am-2:00 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

Mon 2/2

2:32 pm-5:53 pm

Nonstop4h 21m

$224

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Tue 3/17

9:45 am-1:46 pm

Nonstop4h 01m

Saint Thomas Island Cyril E King

Fri 3/20

2:41 pm-8:34 pm

1 stop5h 53m

$225

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Fri 1/30

5:35 am-3:05 pm

1 stop8h 30m

Saint Thomas Island Cyril E King

Sat 2/7

2:32 pm-5:53 pm

Nonstop4h 21m

$229

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Sat 1/17

11:55 am-4:54 pm

Nonstop3h 59m

Saint Thomas Island Cyril E King

Sat 1/24

5:50 pm-10:38 pm

Nonstop5h 48m

$238

BostonMontego Bay

BOS - MBJ

BOSMBJ

Boston Logan Intl

Sat 1/24

6:00 am-1:30 pm

1 stop7h 30m

Montego Bay Sangster Intl

Sat 1/31

2:35 pm-1:13 am

1 stop10h 38m

$307

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Maine to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Caribbean Islands?

The month of November is, on average, the cheapest month to fly to Caribbean Islands from Maine, with most prices found around $322. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Maine averaging around $343.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Maine to Caribbean Islands in the evening for as low as $302. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the morning because they tend to be around $557. Of course, these prices can vary depending on the time of year and what airport you fly to.

How far in advance should I book a flight to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Maine when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $456 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Maine for as low as $234 on momondo.

Can stopping save me money on Maine to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Maine to Caribbean Islands.

Cheap Maine to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Maine to Caribbean Islands

Fastest flight time

3h 25m

Direct flights

Every day

Airports in Caribbean Islands

99 airports
The fastest flight from Maine to Caribbean Islands takes 3h 25m
Direct flights go from Maine to Caribbean Islands every day.
There are 99 airports in Caribbean Islands. From Maine there are direct flights to Nassau Intl (NAS), Providenciales (PLS), Santiago de los Caballeros (STI).
  • When did momondo last update prices for flights from Maine to Caribbean Islands?

    Prices for flights from Maine to Caribbean Islands refresh daily.

  • How many operators does momondo search for flights from Maine to Caribbean Islands?

  • How old do you have to be to fly from Maine to Caribbean Islands?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Maine to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Maine to Caribbean Islands?

Best airlines flying from Maine to Caribbean Islands

Compare and see reviews for airlines that fly from Maine to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $145Free CancellationRating
5.8
3,071 reviews
Search Frontier flights
DeltaPriceFrom $188Free CancellationRating
7.9
8,018 reviews
Search Delta flights
JetBluePriceFrom $231Free CancellationRating
7.2
2,900 reviews
Search JetBlue flights
United AirlinesPriceFrom $241Free CancellationRating
7.4
9,116 reviews
Search United Airlines flights
American AirlinesPriceFrom $296Free CancellationRating
7.2
11,068 reviews
Search American Airlines flights
SouthwestPriceFrom $315Free CancellationRating
8.0
4,258 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Maine to Caribbean Islands?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean Islands from Maine.

Can I find flights from Maine to Caribbean Islands with flexible booking policies on momondo?

All flight searches from Maine to Caribbean Islands on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Maine to Caribbean Islands?

momondo helps you find the best flight between Maine and Caribbean Islands by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Maine to Caribbean Islands right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Caribbean Islands from Maine. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Caribbean Islands trip

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1 adult
Mon 1/26
Mon 2/2

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Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo