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Cheap flights from Portland, Maine to Caribbean Islands from $91

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 2/7. 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 from Portland, Maine to Caribbean Islands

The cheapest plane tickets from Portland, Maine to Caribbean Islands found on KAYAK recently.
10:08 am - 10:36 pmPWM-SJU
11h 28m1 stop
6:35 am - 5:38 pmSJU-PWM
12h 03m1 stop
$165Frontier
Find Deal
Tue, Mar 4 - Wed, Mar 5
10:08 am - 12:46 amPWM-SJU
13h 38m1 stop
6:35 am - 7:35 pmSJU-PWM
14h 00m1 stop
$170Frontier
Find Deal
Thu, Feb 20 - Mon, Mar 3
6:01 am - 9:46 pmPWM-SJU
14h 45m2 stops
8:10 am - 2:42 pmSJU-PWM
7h 32m1 stop
$323United Airlines
Find Deal
Tue, Mar 4 - Wed, Mar 5
12:31 pm - 11:55 pmPWM-SJU
10h 24m2 stops
6:00 am - 1:57 pmSJU-PWM
8h 57m2 stops
$331American Airlines
Find Deal
Tue, Mar 4 - Wed, Mar 5
5:30 am - 4:06 pmPWM-SJU
10h 36m1 stop
1:16 pm - 12:15 amSJU-PWM
10h 59m1 stop
$333Delta
Find Deal
Tue, Mar 18 - Tue, Mar 25
12:31 pm - 11:54 pmPWM-SJU
10h 23m2 stops
6:00 am - 10:41 pmSJU-PWM
17h 41m1 stop
$336American Airlines
Find Deal
Tue, Feb 25 - Wed, Mar 5
3:04 pm - 11:59 pmPWM-SJU
7h 55m1 stop
7:00 am - 2:22 pmSJU-PWM
8h 22m1 stop
$365Delta
Find Deal
Tue, Feb 25 - Tue, Mar 4
6:00 am - 8:55 pmPWM-SJU
13h 55m2 stops
2:05 am - 10:32 amSJU-PWM
9h 27m1 stop
$391United Airlines
Find Deal
Sat, Feb 8 - Mon, Feb 10
6:10 am - 12:43 pmPWM-NAS
6h 33m1 stop
10:36 am - 4:40 pmNAS-PWM
6h 04m1 stop
$405JetBlue
Find Deal
Fri, Apr 4 - Tue, Apr 8
6:10 am - 4:52 pmPWM-PUJ
10h 42m1 stop
1:20 pm - 11:00 pmPUJ-PWM
9h 40m1 stop
$421JetBlue
Find Deal
Wed, Apr 2 - Wed, Apr 9
9:02 pm - 7:34 pmPWM-SJU
21h 32m1 stop
$91Frontier
Find Deal
Fri, Feb 7
5:35 pm - 2:46 amPWM-SJU
9h 11m1 stop
$138JetBlue
Find Deal
Tue, Apr 8
7:06 am - 5:10 pmPWM-SJU
10h 04m2 stops
$156American Airlines
Find Deal
Tue, Apr 8
6:00 am - 11:15 amPWM-NAS
5h 15m1 stop
$172American Airlines
Find Deal
Sun, Jun 1
12:00 pm - 9:21 amPWM-SJU
20h 21m2 stops
Sat, Feb 8
5:50 pm - 10:06 amPWM-STT
16h 16m2 stops
Mon, Mar 31
5:34 am - 12:40 pmPWM-PLS
7h 06m1 stop
$179Delta
Find Deal
Sun, Mar 2
5:23 am - 4:55 pmPWM-SJU
10h 32m1 stop
$218Delta
Find Deal
Wed, Jan 29
6:00 am - 2:37 pmPWM-MBJ
8h 37m1 stop
$228United Airlines
Find Deal
Wed, Feb 5
6:00 am - 8:55 pmPWM-SJU
13h 55m2 stops
$236United Airlines
Find Deal
Fri, Feb 7
7:33 pm - 3:19 pmPWM-SJU
18h 46m1 stop
9:15 pm - 6:16 pmSJU-PWM
22h 01m1 stop
$340Frontier
Find Deal
Mon, Jan 27 - Sat, Feb 1
5:34 am - 2:23 pmPWM-PUJ
7h 49m1 stop
5:15 pm - 11:57 pmPUJ-PWM
7h 42m1 stop
$523Delta
Find Deal
Mon, Jan 27 - Sat, Feb 1
6:00 am - 2:40 pmPWM-SJU
7h 40m1 stop
2:05 am - 2:42 pmSJU-PWM
13h 37m2 stops
$525United Airlines
Find Deal
Mon, Jan 27 - Fri, Jan 31
4:50 pm - 2:21 pmPWM-PUJ
20h 31m2 stops
5:04 pm - 12:06 pmPUJ-PWM
20h 02m2 stops
$527American Airlines
Find Deal
Mon, Jan 27 - Sat, Feb 1
5:34 am - 3:20 pmPWM-AUA
8h 46m1 stop
3:10 pm - 11:57 pmAUA-PWM
9h 47m1 stop
$547Delta
Find Deal
Mon, Jan 27 - Wed, Feb 5
5:24 am - 9:38 pmPWM-SJU
15h 14m2 stops
6:00 am - 8:11 pmSJU-PWM
15h 11m1 stop
$550American Airlines
Find Deal
Mon, Jan 27 - Sat, Feb 1
4:50 pm - 4:45 pmPWM-AUA
22h 55m2 stops
5:55 pm - 10:30 pmAUA-PWM
29h 35m1 stop
$560American Airlines
Find Deal
Mon, Jan 27 - Wed, Feb 5
6:00 am - 2:40 pmPWM-SJU
7h 40m1 stop
2:05 am - 2:42 pmSJU-PWM
13h 37m2 stops
$565United Airlines
Find Deal
Mon, Jan 27 - Fri, Jan 31
5:50 pm - 7:15 pmPWM-PUJ
24h 25m3 stops
4:50 pm - 11:26 amPUJ-PWM
19h 36m2 stops
Mon, Jan 27 - Sun, Feb 2
5:50 pm - 7:15 pmPWM-PUJ
24h 25m3 stops
11:55 pm - 11:10 pmPUJ-PWM
24h 15m3 stops
Mon, Jan 27 - Sun, Feb 2

Southwest flights from Portland, Maine to Caribbean Islands

Our best Southwest deals on Portland, Maine to Caribbean Islands flight tickets
Southwest
Feb 10
PWM1:25 pmPortland
10h 10m
2 stops
SJU12:35 amSan Juan Luis Munoz Marin Intl
Feb 13
SJU5:35 amSan Juan Luis Munoz Marin Intl
9h 30m
2 stops
PWM2:05 pmPortland
Southwest
Feb 6
PWM4:20 pmPortland
7h 30m
1 stop
SJU12:50 amSan Juan Luis Munoz Marin Intl
Feb 11
SJU4:15 pmSan Juan Luis Munoz Marin Intl
7h 00m
1 stop
PWM10:15 pmPortland
Southwest
Jan 30
PWM1:05 pmPortland
10h 20m
1 stop
SJU12:25 amSan Juan Luis Munoz Marin Intl
Feb 3
SJU6:00 amSan Juan Luis Munoz Marin Intl
10h 00m
1 stop
PWM3:00 pmPortland

United Airlines flights from Portland, Maine to Caribbean Islands

Our best United Airlines deals on Portland, Maine to Caribbean Islands flight tickets
United Airlines
Mar 4
PWM6:01 amPortland
14h 45m
2 stops
SJU9:46 pmSan Juan Luis Munoz Marin Intl
Mar 5
SJU8:10 amSan Juan Luis Munoz Marin Intl
7h 32m
1 stop
PWM2:42 pmPortland
United Airlines
Feb 8
PWM6:00 amPortland
13h 55m
2 stops
SJU8:55 pmSan Juan Luis Munoz Marin Intl
Feb 10
SJU2:05 amSan Juan Luis Munoz Marin Intl
9h 27m
1 stop
PWM10:32 amPortland
United Airlines
Feb 6
PWM6:35 pmPortland
20h 25m
2 stops
AUA4:00 pmOranjestad Reina Beatrix
Feb 12
AUA3:25 pmOranjestad Reina Beatrix
8h 05m
1 stop
PWM10:30 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 $274. 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?

You are more likely to see cheaper flights to Caribbean Islands from Portland, Maine when booking 19 weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $474 when searching 19 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Portland, Maine for as low as $336 on momondo.

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

$91

Fastest flight time

5h 15m

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 $91. The best round-trip flight deal from Portland, Maine to Caribbean Islands found on momondo in the last 72 hours is $165.
The fastest flight from Portland, Maine to Caribbean Islands takes 5h 15m
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 - Saint Thomas Island Cyril E King Airport and Portland Airport - Nassau Intl 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), Punta Cana (PUJ), Providenciales (PLS), 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
FrontierPriceFrom $148Free CancellationRating
6.0
3,440 reviews
Search Frontier flights
JetBluePriceFrom $214Free CancellationRating
7.4
3,185 reviews
Search JetBlue flights
DeltaPriceFrom $274Free CancellationRating
8.0
8,508 reviews
Search Delta flights
United AirlinesPriceFrom $305Free CancellationRating
7.4
8,970 reviews
Search United Airlines flights
American AirlinesPriceFrom $320Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $371Free CancellationRating
8.1
4,647 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