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Cheap flights from Portland, Maine to Caribbean Islands from $141

This is the cheapest one-way 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 2/19. 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.
7:37 pm - 3:19 pmPWM-SJU
18h 42m1 stop
6:00 am - 6:48 pmSJU-PWM
13h 48m1 stop
$163Frontier
Find Deal
Mon, Jan 13 - Fri, Jan 17
9:02 pm - 10:23 amPWM-SJU
12h 21m1 stop
6:00 am - 6:48 pmSJU-PWM
13h 48m1 stop
$168Frontier
Find Deal
Fri, Jan 24 - Fri, Jan 31
5:35 am - 2:20 pmPWM-SJU
7h 45m1 stop
7:00 am - 2:22 pmSJU-PWM
8h 22m1 stop
$300Delta
Find Deal
Tue, Jan 21 - Tue, Jan 28
1:55 pm - 10:22 pmPWM-SJU
7h 27m1 stop
2:05 am - 10:31 amSJU-PWM
9h 26m1 stop
$311United Airlines
Find Deal
Mon, Jan 13 - Thu, Jan 16
5:44 am - 11:58 pmPWM-SJU
17h 14m1 stop
6:15 am - 8:11 pmSJU-PWM
14h 56m2 stops
$317American Airlines
Find Deal
Sat, Jan 18 - Sat, Jan 25
5:30 pm - 12:57 amPWM-SJU
7h 27m1 stop
3:13 am - 9:27 amSJU-PWM
6h 14m1 stop
$327JetBlue
Find Deal
Mon, Apr 28 - Wed, Apr 30
11:36 am - 10:22 pmPWM-SJU
9h 46m2 stops
2:05 am - 10:31 amSJU-PWM
9h 26m1 stop
$338United Airlines
Find Deal
Wed, Jan 29 - Thu, Jan 30
6:05 am - 5:15 pmPWM-SJU
10h 10m1 stop
3:25 pm - 12:08 amSJU-PWM
9h 43m1 stop
$350Delta
Find Deal
Sun, Dec 8 - Fri, Dec 13
5:44 am - 10:07 pmPWM-SJU
15h 23m2 stops
6:15 am - 8:11 pmSJU-PWM
14h 56m2 stops
$352American Airlines
Find Deal
Sat, Jan 18 - Sat, Jan 25
6:10 am - 12:41 pmPWM-NAS
6h 31m1 stop
1:50 pm - 11:01 pmNAS-PWM
9h 11m1 stop
$435JetBlue
Find Deal
Wed, Apr 23 - Tue, Apr 29
6:00 am - 3:10 pmPWM-NAS
9h 10m1 stop
$141Delta
Find Deal
Wed, Feb 19
12:38 pm - 12:04 amPWM-SJU
10h 26m2 stops
$150American Airlines
Find Deal
Tue, Feb 11
7:10 am - 10:07 pmPWM-SJU
13h 57m1 stop
$167American Airlines
Find Deal
Tue, Feb 11
5:23 am - 1:55 pmPWM-AUA
7h 32m1 stop
$169Delta
Find Deal
Mon, Jan 6
7:10 am - 4:45 pmPWM-AUA
8h 35m1 stop
$170American Airlines
Find Deal
Tue, Jan 7
12:01 pm - 10:51 amPWM-STT
21h 50m2 stops
Mon, Dec 16
7:20 pm - 1:41 pmPWM-PUJ
17h 21m1 stop
$193United Airlines
Find Deal
Sun, Feb 23
8:04 pm - 1:49 amPWM-SJU
28h 45m1 stop
$195Frontier
Find Deal
Wed, Feb 12
7:20 pm - 4:15 pmPWM-PUJ
19h 55m2 stops
$199United Airlines
Find Deal
Sun, Feb 23
1:15 pm - 12:45 amPWM-SJU
10h 30m2 stops
$364Southwest
Find Deal
Tue, Dec 3
5:00 am - 12:58 pmPWM-SJU
6h 58m1 stop
6:20 pm - 11:59 pmSJU-PWM
6h 39m1 stop
$618Delta
Find Deal
Mon, Nov 25 - Mon, Dec 2
5:50 am - 1:34 pmPWM-SJU
6h 44m1 stop
12:59 am - 12:28 pmSJU-PWM
12h 29m1 stop
$639American Airlines
Find Deal
Mon, Nov 25 - Sun, Dec 1
5:50 am - 12:39 pmPWM-MBJ
6h 49m1 stop
1:43 pm - 10:47 pmMBJ-PWM
9h 04m1 stop
$657American Airlines
Find Deal
Mon, Nov 25 - Fri, Nov 29
5:50 am - 2:47 pmPWM-MBJ
8h 57m2 stops
1:43 pm - 10:47 pmMBJ-PWM
9h 04m1 stop
$661American Airlines
Find Deal
Mon, Nov 25 - Fri, Nov 29
5:22 am - 3:54 pmPWM-SJU
9h 32m2 stops
2:24 pm - 10:47 pmSJU-PWM
9h 23m1 stop
$719American Airlines
Find Deal
Mon, Nov 25 - Mon, Dec 2
5:00 am - 9:05 pmPWM-KIN
16h 05m2 stops
10:05 am - 11:09 pmKIN-PWM
13h 04m2 stops
$749Delta
Find Deal
Fri, Nov 22 - Fri, Nov 29
12:01 pm - 1:33 pmPWM-MBJ
25h 32m3 stops
2:38 pm - 11:14 amMBJ-PWM
20h 36m2 stops
Mon, Nov 25 - Fri, Nov 29
9:30 am - 12:36 amPWM-SJU
14h 06m2 stops
8:35 am - 10:50 pmSJU-PWM
15h 15m2 stops
$924United Airlines
Find Deal
Mon, Nov 25 - Mon, Dec 2
5:00 am - 2:54 pmPWM-PLS
9h 54m1 stop
2:00 pm - 9:52 pmPLS-PWM
7h 52m1 stop
$1,129Delta
Find Deal
Sat, Nov 23 - Thu, Nov 28
5:50 am - 11:50 amPWM-PLS
6h 00m1 stop
1:43 pm - 12:28 pmPLS-PWM
22h 45m2 stops
$2,534American Airlines
Find Deal
Sat, Nov 23 - Thu, Nov 28

Frontier flights from Portland, Maine to Caribbean Islands

Our best Frontier deals on Portland, Maine to Caribbean Islands flight tickets
Frontier
Jan 13
PWM7:37 pmPortland
18h 42m
1 stop
SJU3:19 pmSan Juan Luis Munoz Marin Intl
Jan 17
SJU6:00 amSan Juan Luis Munoz Marin Intl
13h 48m
1 stop
PWM6:48 pmPortland
Frontier
Jan 24
PWM9:02 pmPortland
12h 21m
1 stop
SJU10:23 amSan Juan Luis Munoz Marin Intl
Jan 31
SJU6:00 amSan Juan Luis Munoz Marin Intl
13h 48m
1 stop
PWM6:48 pmPortland
Frontier
Jan 24
PWM9:02 pmPortland
12h 21m
1 stop
SJU10:23 amSan Juan Luis Munoz Marin Intl
Jan 26
SJU6:55 pmSan Juan Luis Munoz Marin Intl
26h 17m
1 stop
PWM8:12 pmPortland

Delta flights from Portland, Maine to Caribbean Islands

Our best Delta deals on Portland, Maine to Caribbean Islands flight tickets
Delta
Jan 21
PWM5:35 amPortland
7h 45m
1 stop
SJU2:20 pmSan Juan Luis Munoz Marin Intl
Jan 28
SJU7:00 amSan Juan Luis Munoz Marin Intl
8h 22m
1 stop
PWM2:22 pmPortland
Delta
Dec 8
PWM6:05 amPortland
10h 10m
1 stop
SJU5:15 pmSan Juan Luis Munoz Marin Intl
Dec 13
SJU3:25 pmSan Juan Luis Munoz Marin Intl
9h 43m
1 stop
PWM12:08 amPortland
Delta
Jan 13
PWM5:23 amPortland
6h 12m
1 stop
NAS11:35 amNassau Intl
Jan 16
NAS5:26 pmNassau Intl
6h 25m
1 stop
PWM11:51 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 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 $323. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $570. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

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

You could potentially save up to 4% 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

$141

Fastest flight time

5h 53m

Direct flights

None

Airports in Caribbean Islands

10 airports
The best one-way flight to Caribbean Islands from Portland, Maine in the past 72 hours is $141. The best round-trip flight deal from Portland, Maine to Caribbean Islands found on momondo in the last 72 hours is $163.
The fastest flight from Portland, Maine to Caribbean Islands takes 5h 53m
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 - Oranjestad Reina Beatrix Airport and Portland Airport - Nassau Intl Airport.
There are 10 airports near Caribbean Islands: George Town Owen Roberts Intl (GCM), Nassau Intl (NAS), Kingston Norman Manley (KIN), Saint Thomas Island Cyril E King (STT), Punta Cana (PUJ), 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
3,389 reviews
Search JetBlue flights
FrontierPriceFrom $228Free CancellationRating
6.1
3,536 reviews
Search Frontier flights
DeltaPriceFrom $271Free CancellationRating
8.0
8,755 reviews
Search Delta flights
United AirlinesPriceFrom $308Free CancellationRating
7.4
9,172 reviews
Search United Airlines flights
American AirlinesPriceFrom $322Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $371Free CancellationRating
8.1
5,005 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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