Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Portland, Maine to Caribbean from $145

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 2/11. 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

Deals available from 900+ travel sites.

"This year, momondo is the #1 place for airfares on the internet."
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

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.

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.

Cheap last minute flights

Planning a quick getaway from Portland, Maine to Caribbean? 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, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Portland, Maine to Caribbean

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

All round-trip flight deals to Caribbean

The cheapest plane tickets to Caribbean found on KAYAK recently.
9:02 pm - 11:28 amPWM-SJU
13h 26m1 stop
6:00 am - 6:48 pmSJU-PWM
13h 48m1 stop
$188Frontier
Find Deal
Mon, Jan 13 - Fri, Jan 17
9:02 pm - 11:28 amPWM-SJU
13h 26m1 stop
6:00 am - 6:48 pmSJU-PWM
13h 48m1 stop
$198Frontier
Find Deal
Mon, Jan 13 - Fri, Jan 17
5:34 am - 5:14 pmPWM-SJU
10h 40m1 stop
7:00 am - 2:22 pmSJU-PWM
8h 22m1 stop
$290Delta
Find Deal
Mon, Jan 27 - Sat, Feb 1
5:34 am - 5:14 pmPWM-SJU
10h 40m1 stop
6:10 pm - 11:57 pmSJU-PWM
6h 47m1 stop
$305Delta
Find Deal
Sun, Feb 2 - Mon, Feb 10
7:10 am - 3:50 pmPWM-SJU
7h 40m1 stop
12:50 pm - 10:28 pmSJU-PWM
10h 38m2 stops
$307American Airlines
Find Deal
Mon, Jan 13 - Fri, Jan 17
6:00 am - 2:40 pmPWM-SJU
7h 40m1 stop
2:05 am - 10:32 amSJU-PWM
9h 27m1 stop
$318United Airlines
Find Deal
Mon, Jan 13 - Thu, Jan 16
5:30 pm - 2:51 amPWM-SJU
9h 21m1 stop
7:50 am - 4:55 pmSJU-PWM
9h 05m1 stop
$327JetBlue
Find Deal
Fri, Apr 25 - Sat, May 3
5:24 am - 9:38 pmPWM-SJU
15h 14m2 stops
12:50 pm - 10:28 pmSJU-PWM
10h 38m2 stops
$342American Airlines
Find Deal
Mon, Jan 13 - Fri, Jan 17
6:00 am - 2:40 pmPWM-SJU
7h 40m1 stop
2:05 am - 10:32 amSJU-PWM
9h 27m1 stop
$380United Airlines
Find Deal
Mon, Jan 27 - Fri, Jan 31
6:10 am - 12:41 pmPWM-NAS
6h 31m1 stop
10:30 am - 4:35 pmNAS-PWM
6h 05m1 stop
$435JetBlue
Find Deal
Wed, Apr 23 - Tue, Apr 29
12:38 pm - 12:04 amPWM-SJU
10h 26m2 stops
$145American Airlines
Find Deal
Tue, Feb 11
5:44 am - 11:58 pmPWM-SJU
17h 14m1 stop
$162American Airlines
Find Deal
Tue, Feb 11
8:04 pm - 1:49 amPWM-SJU
28h 45m1 stop
$164Frontier
Find Deal
Wed, Feb 12
8:01 pm - 9:25 amPWM-SJU
12h 24m1 stop
$188Frontier
Find Deal
Tue, Dec 24
6:05 am - 1:52 pmPWM-PLS
7h 47m1 stop
$221Delta
Find Deal
Thu, Jan 2
5:23 am - 1:40 pmPWM-STT
7h 17m1 stop
$221Delta
Find Deal
Sun, Jan 19
5:00 am - 12:46 pmPWM-MBJ
7h 46m1 stop
$223Delta
Find Deal
Tue, Dec 10
6:05 pm - 1:41 pmPWM-PUJ
18h 36m2 stops
$225United Airlines
Find Deal
Mon, Jan 27
6:00 am - 4:35 pmPWM-STT
10h 35m1 stop
$231United Airlines
Find Deal
Wed, Mar 12
3:15 pm - 11:31 pmPWM-SJU
7h 16m1 stop
$364JetBlue
Find Deal
Wed, Dec 25
7:18 am - 4:59 pmPWM-AUA
8h 41m1 stop
3:15 pm - 10:46 pmAUA-PWM
8h 31m1 stop
$528American Airlines
Find Deal
Fri, Nov 29 - Fri, Dec 6
12:59 pm - 12:15 pmPWM-AUA
22h 16m2 stops
1:20 pm - 10:46 pmAUA-PWM
10h 26m2 stops
$533American Airlines
Find Deal
Fri, Nov 29 - Fri, Dec 6
5:20 am - 2:11 pmPWM-SJU
7h 51m1 stop
1:49 pm - 12:10 amSJU-PWM
11h 21m1 stop
$533Delta
Find Deal
Fri, Nov 29 - Fri, Dec 6
5:26 am - 5:15 pmPWM-SJU
10h 49m2 stops
2:19 pm - 10:24 pmSJU-PWM
9h 05m1 stop
$539American Airlines
Find Deal
Fri, Nov 29 - Fri, Dec 6
5:50 am - 3:54 pmPWM-SJU
9h 04m2 stops
4:50 pm - 10:34 pmSJU-PWM
6h 44m1 stop
$579American Airlines
Find Deal
Tue, Nov 26 - Tue, Dec 3
6:00 am - 2:31 pmPWM-SJU
7h 31m1 stop
6:20 pm - 11:59 pmSJU-PWM
6h 39m1 stop
$583Delta
Find Deal
Wed, Nov 27 - Mon, Dec 2
5:30 am - 1:17 pmPWM-SJU
6h 47m1 stop
2:05 am - 10:17 amSJU-PWM
9h 12m1 stop
$634United Airlines
Find Deal
Fri, Nov 29 - Thu, Dec 5
4:13 pm - 12:36 amPWM-SJU
7h 23m1 stop
2:05 am - 10:17 amSJU-PWM
9h 12m1 stop
$663United Airlines
Find Deal
Tue, Nov 26 - Mon, Dec 2
5:56 pm - 5:52 pmPWM-SJU
22h 56m2 stops
3:20 am - 11:29 amSJU-PWM
33h 09m3 stops
Fri, Nov 29 - Thu, Dec 5
12:01 pm - 11:40 pmPWM-SJU
10h 39m1 stop
3:20 am - 11:29 amSJU-PWM
33h 09m3 stops
Fri, Nov 29 - Thu, Dec 5

American Airlines flights from Portland, Maine to Caribbean

Our best American Airlines deals on Portland, Maine to Caribbean flight tickets
American Airlines
Jan 13
PWM7:10 amPortland
7h 40m
1 stop
SJU3:50 pmSan Juan Luis Munoz Marin Intl
Jan 17
SJU12:50 pmSan Juan Luis Munoz Marin Intl
10h 38m
2 stops
PWM10:28 pmPortland
American Airlines
Jan 13
PWM5:24 amPortland
15h 14m
2 stops
SJU9:38 pmSan Juan Luis Munoz Marin Intl
Jan 17
SJU12:50 pmSan Juan Luis Munoz Marin Intl
10h 38m
2 stops
PWM10:28 pmPortland
American Airlines
Jan 22
PWM12:48 pmPortland
10h 16m
2 stops
SJU12:04 amSan Juan Luis Munoz Marin Intl
Jan 27
SJU2:20 pmSan Juan Luis Munoz Marin Intl
10h 37m
2 stops
PWM11:57 pmPortland

United Airlines flights from Portland, Maine to Caribbean

Our best United Airlines deals on Portland, Maine to Caribbean flight tickets
United Airlines
Jan 13
PWM6:00 amPortland
7h 40m
1 stop
SJU2:40 pmSan Juan Luis Munoz Marin Intl
Jan 16
SJU2:05 amSan Juan Luis Munoz Marin Intl
9h 27m
1 stop
PWM10:32 amPortland
United Airlines
Jan 27
PWM6:00 amPortland
7h 40m
1 stop
SJU2:40 pmSan Juan Luis Munoz Marin Intl
Jan 31
SJU2:05 amSan Juan Luis Munoz Marin Intl
9h 27m
1 stop
PWM10:32 amPortland
United Airlines
Jan 8
PWM6:00 amPortland
9h 15m
1 stop
PUJ4:15 pmPunta Cana
Jan 15
PUJ5:25 pmPunta Cana
18h 07m
2 stops
PWM10:32 amPortland

See travel insights to Caribbean from

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 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 $582. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

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

You could potentially save up to 26% on your flight if you consider stops on a Portland, Maine to Caribbean flight.

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

$145

Fastest flight time

5h 24m

Direct flights

None

Airports in Caribbean

9 airports
The best one-way flight to Caribbean from Portland, Maine in the past 72 hours is $145. The best round-trip flight deal from Portland, Maine to Caribbean found on momondo in the last 72 hours is $188.
The fastest flight from Portland, Maine to Caribbean takes 5h 24m
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 - Saint Thomas Island Cyril E King Airport and Portland Airport - Providenciales Airport.
There are 9 airports near Caribbean: George Town Owen Roberts Intl (GCM), Nassau Intl (NAS), Saint Thomas Island Cyril E King (STT), Montego Bay Sangster Intl (MBJ), Punta Cana (PUJ), 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?

    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
JetBluePriceFrom $214Free CancellationRating
7.4
3,365 reviews
Search JetBlue flights
FrontierPriceFrom $228Free CancellationRating
6.1
3,526 reviews
Search Frontier flights
DeltaPriceFrom $271Free CancellationRating
8.0
8,734 reviews
Search Delta flights
United AirlinesPriceFrom $308Free CancellationRating
7.4
9,156 reviews
Search United Airlines flights
American AirlinesPriceFrom $322Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $371Free CancellationRating
8.1
4,984 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.


An easier way to manage your Caribbean trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Sat 11/30
Sat 12/7
Email me momondo's favorite deals

Find better results for your trip to Caribbean

Popular cities in Caribbean

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