$334+ Cheap flights from Caribbean to Portland, ME (PWM)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/15. 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
Keep the following information in mind while searching for Caribbean to Portland flight deals. Data was last updated mayo 23, 2025.
Round-trip from | $334 (Delta) |
|---|---|
Popular in | April |
Cheapest in | February |
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 mayo 23, 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 mayo 23, 2025.
This Delta deal was found by Cheapflights users on 5/22. 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 United Airlines deal was found by Cheapflights users on 5/22. 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 American Airlines deal was found by Cheapflights users on 5/22. 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.
Cheapflights Fare Finder
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 mayo 23, 2025.
Use the filters below to find and compare flights from Caribbean to Portland that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
San JuanPortland
SJU - PWM
SJUPWM
San Juan Luis Munoz Marin Intl
vie. 8/15
12:58 pm-12:03 am
1 stop11h 05m
Portland
sáb. 8/23
6:31 am-4:27 pm
1 stop9h 56m
San JuanPortland
SJU - PWM
SJUPWM
San Juan Luis Munoz Marin Intl
jue. 8/14
1:05 am-9:24 am
1 stop8h 19m
Portland
sáb. 8/23
6:14 am-2:44 pm
1 stop8h 30m
San JuanPortland
SJU - PWM
SJUPWM
San Juan Luis Munoz Marin Intl
vie. 8/15
8:00 am-9:19 pm
2 stops13h 19m
Portland
sáb. 8/23
8:00 am-10:56 pm
2 stops14h 56m
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.
Cheapflights Insights
Everything you need to know about your flight from Caribbean to Portland
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 July is currently the most expensive (average of $394). 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 mayo 23, 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 mayo 23, 2025.
Comfort
Food
Boarding
Overall
Crew
Entertainment
Reviews
Kim,May 2025
PIH - SLC
Comfort
Food
Boarding
Overall
Crew
Entertainment
Reviews
Kim,May 2025
PIH - SLC
Comfort
Food
Boarding
Overall
Crew
Entertainment
Reviews
Kim,May 2025
PIH - SLC
Comfort
Food
Boarding
Overall
Crew
Entertainment
Reviews
Kim,May 2025
PIH - SLC
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?
Book flights to Caribbean if you plan to visit one of these locationsBrowse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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 mayo 23, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$383 | Average$680 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$428 | Average$516 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$462 | Average$594 | FlexibilityNo cancel fee | On-time71% |