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 $504 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
$238 - $481
Route
Depart
Return
Price
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
jue. 8/22
1 stop6h 48m
San Juan Luis Munoz Marin Intl
jue. 9/5
1 stop6h 12m
PortlandOranjestad Reina Beatrix
PWM - AUA
PWMAUA
Portland
mar. 8/20
1 stop6h 58m
Oranjestad Reina Beatrix
mié. 8/28
1 stop7h 53m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
jue. 8/22
1 stop7h 20m
San Juan Luis Munoz Marin Intl
mié. 9/4
1 stop6h 50m
PortlandOranjestad Reina Beatrix
PWM - AUA
PWMAUA
Portland
jue. 9/5
2 stops17h 44m
Oranjestad Reina Beatrix
dom. 9/15
2 stops19h 28m
PortlandOranjestad Reina Beatrix
PWM - AUA
PWMAUA
Portland
mar. 8/20
1 stop8h 10m
Oranjestad Reina Beatrix
mié. 8/28
2 stops19h 09m
PortlandOranjestad Reina Beatrix
PWM - AUA
PWMAUA
Portland
jue. 9/5
1 stop28h 17m
Oranjestad Reina Beatrix
dom. 9/15
2 stops19h 28m
PortlandMontego Bay Sangster Intl
PWM - MBJ
PWMMBJ
Portland
dom. 8/18
1 stop10h 21m
Montego Bay Sangster Intl
jue. 8/29
1 stop7h 45m
PortlandMontego Bay Sangster Intl
PWM - MBJ
PWMMBJ
Portland
mar. 8/20
2 stops35h 23m
Montego Bay Sangster Intl
mar. 8/27
2 stops49h 49m
PortlandMontego Bay Sangster Intl
PWM - MBJ
PWMMBJ
Portland
vie. 8/23
1 stop30h 00m
Montego Bay Sangster Intl
mar. 8/27
2 stops21h 41m
No data available for this route at this time. Please check back soon.
Crew
Overall
Entertainment
Comfort
Boarding
Food
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.
Crew
Overall
Entertainment
Comfort
Boarding
Food
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.
Crew
Overall
Entertainment
Comfort
Boarding
Food
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.
Crew
Overall
Entertainment
Comfort
Boarding
Food
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.
Crew
Overall
Entertainment
Comfort
Boarding
Food
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.
Crew
Overall
Entertainment
Comfort
Boarding
Food
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.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Frontier | Cheapest$232 | Average$289 | FlexibilityNo cancel fee | On-time62% |
Delta | Cheapest$271 | Average$833 | FlexibilityNo cancel fee | On-timeN/A |
JetBlue | Cheapest$302 | Average$589 | FlexibilityNo cancel fee | On-time62% |
United Airlines | Cheapest$312 | Average$671 | FlexibilityNo cancel fee | On-time69% |
American Airlines | Cheapest$333 | Average$777 | FlexibilityNo cancel fee | On-time71% |