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Cheap flights from Portland, Maine to Caribbean from $138

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 departing on 5/24. 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 Portland, Maine to Caribbean

Cheap round-trip flights

These are some of the best round-trip flight deals from Portland, Maine to Caribbean that have been recently found on momondo from popular airlines, departing in the coming months.
United Airlines Logo
6:10 am - 1:45 pmPWM-SJU
7h 35m1 stop
United Airlines Logo
4:55 pm - 11:57 pmSJU-PWM
7h 02m1 stop
$251United Airlines
Find Deal
Fri, May 30 - Fri, Jun 6
Delta Logo
6:35 am - 4:44 pmPWM-SJU
10h 09m1 stop
Delta Logo
1:12 pm - 12:14 amSJU-PWM
11h 02m1 stop
$275Delta
Find Deal
Wed, May 28 - Wed, Jun 4
Delta Logo
2:30 pm - 11:42 pmPWM-SJU
9h 12m1 stop
Delta Logo
1:12 pm - 12:14 amSJU-PWM
11h 02m1 stop
$285Delta
Find Deal
Sat, May 24 - Wed, Jun 4
United Airlines Logo
12:15 pm - 11:57 pmPWM-SJU
11h 42m2 stops
United Airlines Logo
4:55 pm - 11:57 pmSJU-PWM
7h 02m1 stop
$314United Airlines
Find Deal
Fri, May 30 - Fri, Jun 6
American Airlines Logo
4:01 pm - 11:59 pmPWM-SJU
7h 58m1 stop
American Airlines Logo
7:15 am - 8:47 pmSJU-PWM
13h 32m2 stops
$383American Airlines
Find Deal
Sat, May 24 - Wed, Jun 4
JetBlue Logo
2:19 pm - 12:54 amPWM-SJU
10h 35m1 stop
JetBlue Logo
2:36 pm - 11:52 pmSJU-PWM
9h 16m1 stop
$394JetBlue
Find Deal
Mon, Jun 16 - Thu, Jun 19
American Airlines Logo
6:00 am - 10:30 pmPWM-SJU
16h 30m1 stop
American Airlines Logo
7:15 am - 8:47 pmSJU-PWM
13h 32m2 stops
$398American Airlines
Find Deal
Wed, May 28 - Wed, Jun 4
JetBlue Logo
7:30 am - 3:25 pmPWM-PUJ
7h 55m1 stop
JetBlue Logo
11:30 am - 9:59 pmPUJ-PWM
10h 29m1 stop
$458JetBlue
Find Deal
Fri, Sep 19 - Tue, Sep 23
Southwest Logo
1:20 pm - 11:05 pmPWM-SJU
9h 45m2 stops
Southwest Logo
5:30 pm - 12:05 amSJU-PWM
6h 35m1 stop
$534Southwest
Find Deal
Mon, Jun 16 - Thu, Jun 19
Southwest Logo
11:40 am - 9:05 pmPWM-SJU
9h 25m2 stops
Southwest Logo
5:35 am - 3:55 pmSJU-PWM
10h 20m2 stops
$539Southwest
Find Deal
Thu, May 15 - Mon, May 19

United Airlines flights from Portland, Maine to Caribbean

Our best United Airlines deals on Portland, Maine to Caribbean flight tickets
United Airlines
May 30
PWM6:10 amPortland
7h 35m
1 stop
SJU1:45 pmSan Juan Luis Munoz Marin Intl
Jun 6
SJU4:55 pmSan Juan Luis Munoz Marin Intl
7h 02m
1 stop
PWM11:57 pmPortland
United Airlines
May 30
PWM12:15 pmPortland
11h 42m
2 stops
SJU11:57 pmSan Juan Luis Munoz Marin Intl
Jun 6
SJU4:55 pmSan Juan Luis Munoz Marin Intl
7h 02m
1 stop
PWM11:57 pmPortland
United Airlines
May 21
PWM6:00 amPortland
7h 45m
1 stop
SJU1:45 pmSan Juan Luis Munoz Marin Intl
Jun 1
SJU4:55 pmSan Juan Luis Munoz Marin Intl
7h 02m
1 stop
PWM11:57 pmPortland

Delta flights from Portland, Maine to Caribbean

Our best Delta deals on Portland, Maine to Caribbean flight tickets
Delta
May 28
PWM6:35 amPortland
10h 09m
1 stop
SJU4:44 pmSan Juan Luis Munoz Marin Intl
Jun 4
SJU1:12 pmSan Juan Luis Munoz Marin Intl
11h 02m
1 stop
PWM12:14 amPortland
Delta
May 24
PWM2:30 pmPortland
9h 12m
1 stop
SJU11:42 pmSan Juan Luis Munoz Marin Intl
Jun 4
SJU1:12 pmSan Juan Luis Munoz Marin Intl
11h 02m
1 stop
PWM12:14 amPortland
Delta
May 24
PWM2:30 pmPortland
9h 12m
1 stop
SJU11:42 pmSan Juan Luis Munoz Marin Intl
Jun 4
SJU1:12 pmSan Juan Luis Munoz Marin Intl
11h 02m
1 stop
PWM12:14 amPortland

How to get the cheapest flight ticket from Portland, Maine to Caribbean

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?

In general, September is the cheapest month to fly from Portland, Maine to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $275. If you don’t want to visit Caribbean in September, then you should wait until October to fly from Portland, Maine, when ticket prices are also cheap, with an average price of $337.

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

The cheapest day to depart from Portland, Maine to Caribbean is on a Wednesday when prices can be found 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.

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

In the evening is the cheapest time of day to fly from Portland, Maine to Caribbean when you can find flight prices for as low as $302. Flying to Caribbean in the evening is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $557.

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

You are more likely to see cheaper flights to Caribbean from Portland, Maine when booking 19 weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $462 when searching 19 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Portland, Maine for as low as $363 on momondo.

Cheap Portland, Maine to Caribbean flight deals and tips

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

Best Price Found

$138

Fastest flight time

6h 29m

Direct flights

None

Airports in Caribbean

7 airports
The best one-way flight to Caribbean from Portland, Maine in the past 72 hours is $138. The best round-trip flight deal from Portland, Maine to Caribbean found on momondo in the last 72 hours is $251.
The fastest flight from Portland, Maine to Caribbean takes 6h 29m
There are no direct flights from Portland, Maine to Caribbean. 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 - Punta Cana Airport.
There are 7 airports near Caribbean: George Town Owen Roberts Intl (GCM), Santo Domingo Las Americas (SDQ), Saint Thomas Island Cyril E King (STT), Punta Cana (PUJ), Montego Bay Sangster Intl (MBJ), Oranjestad Reina Beatrix (AUA), San Juan Luis Munoz Marin Intl (SJU)

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

    Prices for flights from Portland Airport to Caribbean were last updated today.

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

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

    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.

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

    The travel and health documents you'll need for your trip to Caribbean may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.


Best airlines flying from Portland, Maine to Caribbean

Compare and see reviews for airlines that fly from Portland, Maine to Caribbean with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $145Free CancellationRating
5.9
3,287 reviews
Search Frontier flights
JetBluePriceFrom $214Free CancellationRating
7.3
2,924 reviews
Search JetBlue flights
DeltaPriceFrom $274Free CancellationRating
8.0
7,934 reviews
Search Delta flights
American AirlinesPriceFrom $301Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $302Free CancellationRating
7.4
8,696 reviews
Search United Airlines flights
SouthwestPriceFrom $401Free CancellationRating
8.0
4,294 reviews
Search Southwest flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Portland to Caribbean. Millions of users trust and use momondo every year so you are in good hands.

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

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

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

Once all potential Portland to Caribbean 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 right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Portland to Caribbean flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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Tue 5/6
Tue 5/13

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