When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 11 days in advance, which can save you up to 112% on flights from Portland, Maine to Caribbean compared to booking the week you need them. Waiting 11 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 $233. For sooner than that we have options available in the next 3 days from $539.
Our data shows that January tends to be the cheapest month to fly to Caribbean from Portland, Maine. Users have commonly found prices around $512 for the month, but tickets can be as low as $245. Due to multiple factors, prepare for potentially higher prices in April.
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
$188 - $440
Route
Depart
Return
Price
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
Thu 8/22
1 stop12h 00m
San Juan Luis Munoz Marin Intl
Sat 8/24
1 stop13h 47m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
Fri 9/20
1 stop7h 54m
San Juan Luis Munoz Marin Intl
Sun 9/22
1 stop7h 33m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
Tue 1/21
1 stop6h 12m
San Juan Luis Munoz Marin Intl
Tue 1/28
2 stops8h 11m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
Tue 9/17
1 stop8h 29m
San Juan Luis Munoz Marin Intl
Wed 9/18
1 stop6h 11m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
Wed 9/11
1 stop7h 11m
San Juan Luis Munoz Marin Intl
Wed 9/18
1 stop9h 57m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
Sun 9/15
1 stop6h 53m
San Juan Luis Munoz Marin Intl
Tue 9/24
1 stop11h 16m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
Tue 11/12
2 stops11h 48m
San Juan Luis Munoz Marin Intl
Tue 11/19
2 stops11h 42m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
Sat 11/16
1 stop6h 56m
San Juan Luis Munoz Marin Intl
Tue 11/19
1 stop9h 21m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
Mon 11/11
2 stops21h 51m
San Juan Luis Munoz Marin Intl
Sun 11/17
1 stop8h 21m
No data available for this route at this time. Please check back soon.
Entertainment
Comfort
Food
Overall
Boarding
Crew
Reviews
One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida
Entertainment
Comfort
Food
Overall
Boarding
Crew
Reviews
One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida
Entertainment
Comfort
Food
Overall
Boarding
Crew
Reviews
One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida
Entertainment
Comfort
Food
Overall
Boarding
Crew
Reviews
One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida
Entertainment
Comfort
Food
Overall
Boarding
Crew
Reviews
One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida
Entertainment
Comfort
Food
Overall
Boarding
Crew
Reviews
One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$231 | Average$288 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$263 | Average$620 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$271 | Average$826 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$310 | Average$675 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$346 | Average$693 | FlexibilityNo cancel fee | On-time71% |