$148+ Cheap flights from Caribbean to Portland, ME (PWM)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Caribbean to Portland with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Caribbean to Portland
Discover tips and strategies to find the most affordable flight options for your journey from Caribbean (0CB) to Portland (PWM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 16, 2025.
Round-trip from | $200 (Booking.com) |
|---|---|
One-way from | $148 (Delta) |
Find flight deals from Caribbean to Portland
Cheapest flights from Caribbean to PortlandExplore the most affordable flight options available from Caribbean to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 16, 2025.
Explore the most affordable flight options available from Caribbean to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 16, 2025.
This Booking.com deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This JetBlue deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This JetBlue Airways deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find flights from Caribbean to Portland within your budget
Customize your flight search to find flights from Caribbean to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 16, 2025.
Fly from
Fly to
Route
Depart
Return
Price
San JuanPortland
SJU - PWM
SJUPWM
San Juan Luis Munoz Marin Intl
Wed 2/26
9:30 pm-9:08 am
1 stop12h 38m
Portland
Fri 2/28
8:35 pm-12:59 am
1 stop27h 24m
San JuanPortland
SJU - PWM
SJUPWM
San Juan Luis Munoz Marin Intl
Fri 6/20
12:50 pm-11:45 pm
1 stop10h 55m
Portland
Tue 6/24
5:30 am-4:23 pm
1 stop10h 53m
San JuanPortland
SJU - PWM
SJUPWM
San Juan Luis Munoz Marin Intl
Wed 2/26
7:45 am-11:15 pm
2 stops16h 30m
Portland
Fri 2/28
1:14 pm-10:22 pm
1 stop8h 08m
San JuanPortland
SJU - PWM
SJUPWM
San Juan Luis Munoz Marin Intl
Thu 6/19
3:29 am-1:39 pm
1 stop10h 10m
Portland
Tue 6/24
2:45 pm-10:59 pm
1 stop8h 14m
San JuanPortland
SJU - PWM
SJUPWM
San Juan Luis Munoz Marin Intl
Wed 2/26
6:00 am-1:57 pm
2 stops8h 57m
Portland
Fri 2/28
5:35 am-5:29 pm
2 stops10h 54m
San JuanPortland
SJU - PWM
SJUPWM
San Juan Luis Munoz Marin Intl
Fri 6/20
2:40 pm-12:05 am
2 stops9h 25m
Portland
Tue 6/24
4:10 pm-11:25 pm
1 stop7h 15m
San JuanPortland
SJU - PWM
SJUPWM
San Juan Luis Munoz Marin Intl
Sat 4/12
12:55 am-4:40 pm
1 stop15h 45m
Portland
Fri 4/18
3:54 pm-12:10 am
1 stop8h 16m
San JuanPortland
SJU - PWM
SJUPWM
San Juan Luis Munoz Marin Intl
Wed 2/19
7:00 am-2:22 pm
1 stop8h 22m
San JuanPortland
SJU - PWM
SJUPWM
San Juan Luis Munoz Marin Intl
Wed 2/19
6:00 am-1:57 pm
2 stops8h 57m
San JuanPortland
SJU - PWM
SJUPWM
San Juan Luis Munoz Marin Intl
Tue 2/18
2:05 am-2:32 pm
2 stops13h 27m
Best time to book a flight from Caribbean to Portland
Have a flexible travel schedule? Discover the best time to fly to Portland from Caribbean with our price prediction graph.
Travel insights for flights from Caribbean to Portland
Get recent, data-driven insights about flights from Caribbean to Portland including ideal travel times, pricing trends, and more.
What is the cheapest month to book a flight from Caribbean to Portland, Maine?
Currently, January is the cheapest month in which you can book a flight from Caribbean to Portland, Maine (average of $296). Flying from Caribbean to Portland, Maine in April is currently the most expensive (average of $498). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CB to PWM?
Find hourly flight availability from Caribbean to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 16, 2025.
When flying from Caribbean to Portland, Maine, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Rainfall in Portland by month
Plan your trip to Portland by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Portland, Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Portland, Maine when rainfall is around 2.9 in.
Temperature in Portland by month
Plan your trip to Portland by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Portland, Maine, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Reviews of airlines servicing Portland
Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated January 16, 2025.
Overall
Comfort
Entertainment
Food
Crew
Boarding
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Overall
Comfort
Entertainment
Food
Crew
Boarding
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Overall
Comfort
Entertainment
Food
Crew
Boarding
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Overall
Comfort
Entertainment
Food
Crew
Boarding
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Overall
Comfort
Entertainment
Food
Crew
Boarding
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Overall
Comfort
Entertainment
Food
Crew
Boarding
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Related info for your journey
Find useful and relevant information for your journey from Caribbean to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Caribbean?
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Alternative routes for Caribbean to Portland
See prices for flight routes from nearby airports that may be better suited for you.
Top 3 airlines flying from Caribbean to Portland
Discover the top 3 airlines that operate flights from Caribbean to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 16, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$312 | Average$555 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$413 | Average$575 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$428 | Average$515 | FlexibilityNo cancel fee | On-time62% |