When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 19 days in advance, which can save you up to 110% on flights from Portland, Maine to Caribbean compared to booking the week you need them. Waiting 19 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $248. For sooner than that we have options available in the next 3 days from $539.
Our data shows that September tends to be the cheapest month to fly to Caribbean from Portland, Maine. Users have commonly found prices around $509 for the month, but tickets can be as low as $272. Due to multiple factors, prepare for potentially higher prices in November.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Portland, Maine to Caribbean as you normally would.
Fly from
Fly to
Budget
$270 - $373
Route
Depart
Return
Price
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
sáb. 6/8
1 stop9h 35m
San Juan Luis Munoz Marin Intl
vie. 6/14
1 stop7h 40m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
mié. 9/25
1 stop9h 59m
San Juan Luis Munoz Marin Intl
mar. 10/1
1 stop6h 29m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
jue. 7/11
1 stop9h 06m
San Juan Luis Munoz Marin Intl
lun. 7/15
1 stop10h 47m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
jue. 9/26
1 stop7h 59m
San Juan Luis Munoz Marin Intl
mié. 10/2
1 stop10h 35m
PortlandOranjestad Reina Beatrix
PWM - AUA
PWMAUA
Portland
jue. 8/15
2 stops21h 37m
Oranjestad Reina Beatrix
jue. 8/22
2 stops19h 19m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
jue. 9/26
1 stop7h 18m
San Juan Luis Munoz Marin Intl
lun. 9/30
1 stop6h 12m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
jue. 7/11
1 stop9h 06m
San Juan Luis Munoz Marin Intl
dom. 7/14
1 stop29h 34m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
jue. 9/26
2 stops10h 32m
San Juan Luis Munoz Marin Intl
mar. 10/1
1 stop8h 48m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
vie. 9/27
2 stops18h 18m
San Juan Luis Munoz Marin Intl
mar. 10/1
1 stop9h 22m
No data available for this route at this time. Please check back soon.
Food
Crew
Comfort
Overall
Entertainment
Boarding
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Food
Crew
Comfort
Overall
Entertainment
Boarding
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Food
Crew
Comfort
Overall
Entertainment
Boarding
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Food
Crew
Comfort
Overall
Entertainment
Boarding
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Food
Crew
Comfort
Overall
Entertainment
Boarding
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Food
Crew
Comfort
Overall
Entertainment
Boarding
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Cheapflights helps you search for flights from Portland to Caribbean via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Portland to Caribbean for you. Better yet — we are completely free to use.
Need flexible booking options for your flight to Caribbean from Portland? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.
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