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Cheap flights from Portland, Maine to Caribbean Islands from $137

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Caribbean Islands departing on 2/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Portland, Maine to Caribbean Islands

Cheap round-trip flights

These are some of the best round-trip flight deals from Portland, Maine to Caribbean Islands that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Portland, Maine to Caribbean Islands.

Cheap last minute flights

Planning a quick getaway from Portland, Maine to Caribbean Islands? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Caribbean Islands, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Portland, Maine to Caribbean Islands

Find recent round-trip train or bus tickets from Portland, Maine to Caribbean Islands.

All round-trip flight deals to Caribbean Islands

The cheapest plane tickets to Caribbean Islands found on KAYAK recently.
7:33 pm - 3:19 pmPWM-SJU
18h 46m1 stop
9:49 pm - 8:12 pmSJU-PWM
23h 23m1 stop
$137Frontier
Find Deal
Mon, Feb 3 - Thu, Feb 6
7:33 pm - 3:19 pmPWM-SJU
18h 46m1 stop
6:55 pm - 8:12 pmSJU-PWM
26h 17m1 stop
$138Frontier
Find Deal
Mon, Feb 3 - Thu, Feb 6
5:23 am - 1:01 pmPWM-SJU
6h 38m1 stop
2:11 pm - 11:57 pmSJU-PWM
10h 46m1 stop
$284Delta
Find Deal
Tue, Jan 21 - Tue, Jan 28
12:55 pm - 11:37 pmPWM-SJU
10h 42m2 stops
5:00 am - 4:40 pmSJU-PWM
11h 40m2 stops
$300American Airlines
Find Deal
Tue, Mar 18 - Tue, Mar 25
5:24 am - 9:38 pmPWM-SJU
15h 14m2 stops
8:05 am - 10:28 pmSJU-PWM
15h 23m2 stops
$312American Airlines
Find Deal
Mon, Jan 13 - Fri, Jan 17
10:15 am - 6:12 pmPWM-SJU
7h 57m1 stop
7:50 am - 4:55 pmSJU-PWM
9h 05m1 stop
$337JetBlue
Find Deal
Wed, Apr 30 - Thu, May 8
6:00 am - 2:40 pmPWM-SJU
7h 40m1 stop
2:05 am - 10:32 amSJU-PWM
9h 27m1 stop
$374United Airlines
Find Deal
Mon, Jan 27 - Fri, Jan 31
6:00 am - 2:40 pmPWM-SJU
7h 40m1 stop
2:05 am - 2:42 pmSJU-PWM
13h 37m2 stops
$388United Airlines
Find Deal
Tue, Jan 21 - Mon, Jan 27
5:23 am - 1:55 pmPWM-AUA
7h 32m1 stop
4:35 pm - 11:51 pmAUA-PWM
8h 16m1 stop
$408Delta
Find Deal
Tue, Jan 21 - Sat, Jan 25
6:10 am - 4:25 pmPWM-AUA
10h 15m1 stop
1:25 pm - 11:00 pmAUA-PWM
9h 35m1 stop
$479JetBlue
Find Deal
Thu, Apr 3 - Thu, Apr 10
5:27 am - 1:01 pmPWM-SJU
6h 34m1 stop
$176Delta
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Tue, Feb 11
5:20 pm - 12:00 pmPWM-MBJ
19h 40m2 stops
$192American Airlines
Find Deal
Sat, Mar 29
6:48 pm - 12:37 amPWM-SJU
28h 49m1 stop
$195Frontier
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Wed, Feb 12
4:13 pm - 12:35 pmPWM-MBJ
20h 22m1 stop
$198American Airlines
Find Deal
Thu, Feb 20
6:00 am - 9:28 pmPWM-SJU
14h 28m2 stops
$201United Airlines
Find Deal
Tue, Feb 11
5:23 am - 1:40 pmPWM-STT
7h 17m1 stop
$226Delta
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Sun, Jan 19
12:38 pm - 12:04 amPWM-SJU
10h 26m2 stops
$227American Airlines
Find Deal
Wed, Feb 12
5:29 am - 11:38 amPWM-MBJ
7h 09m1 stop
$237Delta
Find Deal
Sat, Mar 29
5:30 am - 12:10 pmPWM-STT
6h 40m1 stop
$271Delta
Find Deal
Thu, Jun 5
6:00 am - 3:33 pmPWM-STT
57h 33m3 stops
$920United Airlines
Find Deal
Thu, Jun 5
12:02 pm - 10:25 amPWM-SDQ
21h 23m1 stop
11:45 am - 10:23 amSDQ-PWM
23h 38m1 stop
$365Frontier
Find Deal
Wed, Dec 25 - Sun, Dec 29
12:02 pm - 3:50 pmPWM-SDQ
26h 48m2 stops
11:45 am - 10:23 amSDQ-PWM
23h 38m1 stop
$586Frontier
Find Deal
Wed, Dec 25 - Sun, Dec 29
5:20 am - 1:56 pmPWM-STT
7h 36m1 stop
2:15 pm - 10:30 pmSTT-PWM
9h 15m1 stop
$599United Airlines
Find Deal
Tue, Dec 24 - Thu, Jan 30
5:25 am - 12:40 pmPWM-STT
30h 15m2 stops
6:31 pm - 12:10 pmSTT-PWM
18h 39m2 stops
$714American Airlines
Find Deal
Tue, Dec 24 - Thu, Jan 30
6:05 am - 2:29 pmPWM-SDQ
7h 24m1 stop
3:45 am - 11:19 amSDQ-PWM
8h 34m1 stop
$829Delta
Find Deal
Wed, Dec 25 - Sat, Dec 28
5:48 pm - 10:39 amPWM-STT
39h 51m3 stops
11:51 am - 11:26 amSTT-PWM
24h 35m2 stops
Tue, Dec 24 - Thu, Jan 30
5:48 pm - 10:39 amPWM-STT
39h 51m3 stops
11:51 am - 5:38 pmSTT-PWM
30h 47m3 stops
Tue, Dec 24 - Thu, Jan 30
12:02 pm - 3:50 pmPWM-SDQ
26h 48m2 stops
6:00 am - 6:51 pmSDQ-PWM
13h 51m2 stops
$942Frontier
Find Deal
Wed, Dec 25 - Sun, Dec 29
5:05 am - 6:23 pmPWM-SDQ
12h 18m2 stops
3:45 am - 11:19 amSDQ-PWM
8h 34m1 stop
$1,231Delta
Find Deal
Wed, Dec 25 - Sat, Dec 28
5:08 pm - 4:09 pmPWM-SXM
22h 01m2 stops
5:19 pm - 12:10 pmSXM-PWM
19h 51m2 stops
$1,737American Airlines
Find Deal
Thu, Dec 26 - Wed, Jan 29

Delta flights from Portland, Maine to Caribbean Islands

Our best Delta deals on Portland, Maine to Caribbean Islands flight tickets
Delta
Jan 21
PWM5:23 amPortland
6h 38m
1 stop
SJU1:01 pmSan Juan Luis Munoz Marin Intl
Jan 28
SJU2:11 pmSan Juan Luis Munoz Marin Intl
10h 46m
1 stop
PWM11:57 pmPortland
Delta
Jan 21
PWM5:23 amPortland
7h 32m
1 stop
AUA1:55 pmOranjestad Reina Beatrix
Jan 25
AUA4:35 pmOranjestad Reina Beatrix
8h 16m
1 stop
PWM11:51 pmPortland
Delta
Jan 27
PWM5:23 amPortland
7h 32m
1 stop
AUA1:55 pmOranjestad Reina Beatrix
Feb 5
AUA3:10 pmOranjestad Reina Beatrix
9h 47m
1 stop
PWM11:57 pmPortland

American Airlines flights from Portland, Maine to Caribbean Islands

Our best American Airlines deals on Portland, Maine to Caribbean Islands flight tickets
American Airlines
Mar 18
PWM12:55 pmPortland
10h 42m
2 stops
SJU11:37 pmSan Juan Luis Munoz Marin Intl
Mar 25
SJU5:00 amSan Juan Luis Munoz Marin Intl
11h 40m
2 stops
PWM4:40 pmPortland
American Airlines
Jan 13
PWM5:24 amPortland
15h 14m
2 stops
SJU9:38 pmSan Juan Luis Munoz Marin Intl
Jan 17
SJU8:05 amSan Juan Luis Munoz Marin Intl
15h 23m
2 stops
PWM10:28 pmPortland
American Airlines
Jan 19
PWM12:48 pmPortland
10h 10m
1 stop
SJU11:58 pmSan Juan Luis Munoz Marin Intl
Jan 24
SJU8:05 amSan Juan Luis Munoz Marin Intl
15h 23m
2 stops
PWM10:28 pmPortland

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Portland, 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 September is, on average, the cheapest month to fly to Caribbean Islands from Portland, Maine, with most prices found around $299. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Portland, Maine averaging around $337.

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

The cheapest day to depart from Portland, Maine to Caribbean Islands is on a Wednesday. Travelers who choose to depart for Caribbean Islands on a Wednesday will often find tickets for as low as $334. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $579. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

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 Portland, 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?

The ideal time to book your flight to Caribbean Islands is 39 days in advance when prices tend to average $478. Keep in mind that you might be able to find cheaper flights to Caribbean Islands at any time. In fact, our users found flights for as low as $214 in the past 72 hours.

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

You could potentially save up to 7% on your flight if you consider stops on a Portland, Maine to Caribbean Islands flight.

Cheap Portland, Maine to Caribbean Islands flight deals and tips

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

Best Price Found

$176

Fastest flight time

5h 04m

Direct flights

None

Airports in Caribbean Islands

9 airports
The best one-way flight to Caribbean Islands from Portland, Maine in the past 72 hours is $176. The best round-trip flight deal from Portland, Maine to Caribbean Islands found on momondo in the last 72 hours is $137.
The fastest flight from Portland, Maine to Caribbean Islands takes 5h 04m
There are no direct flights from Portland, Maine to Caribbean Islands. Popular non-direct routes for this connection are Portland Airport - San Juan Luis Munoz Marin Intl Airport, Portland Airport - Montego Bay Sangster Intl Airport and Portland Airport - Saint Thomas Island Cyril E King Airport.
There are 9 airports near Caribbean Islands: George Town Owen Roberts Intl (GCM), Nassau Intl (NAS), Santo Domingo Las Americas (SDQ), Saint Thomas Island Cyril E King (STT), Montego Bay Sangster Intl (MBJ), Providenciales (PLS), Simpson Bay Princess Juliana (SXM), Oranjestad Reina Beatrix (AUA), San Juan Luis Munoz Marin Intl (SJU)

  • When did momondo last update prices for flights from Portland Airport to Caribbean Islands?

    Prices for flights from Portland Airport to Caribbean Islands are updated daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Caribbean Islands.

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

    The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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


Best airlines flying from Portland, Maine to Caribbean Islands

Compare and see reviews for airlines that fly from Portland, Maine to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $214Free CancellationRating
7.4
3,263 reviews
Search JetBlue flights
FrontierPriceFrom $228Free CancellationRating
6.1
3,469 reviews
Search Frontier flights
DeltaPriceFrom $271Free CancellationRating
8.0
8,588 reviews
Search Delta flights
United AirlinesPriceFrom $305Free CancellationRating
7.4
9,020 reviews
Search United Airlines flights
American AirlinesPriceFrom $322Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $371Free CancellationRating
8.1
4,780 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Portland 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 Portland.

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

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

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

Once all potential Portland to Caribbean Islands flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Caribbean Islands from Portland. 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.


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