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Road Town

$1,049+ Cheap flights from Portland, ME (PWM) to Road Town (EIS)

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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — EIS
ene. 11 — ene. 181
dom. 1/11
dom. 1/18
1 adult, Economy
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Cheap flight deals from Portland to Road Town

Best flights from Portland to Road Town
Discover carefully curated flight deals from Portland to Road Town that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated diciembre 12, 2025.

This United Airlines deal was found by Cheapflights users on 12/9. 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.
lun. 2/92:31 pmPWM - EIS
2 stops24h 44mUnited Airlines
mié. 2/113:00 pmEIS - PWM
2 stops9h 21mUnited Airlines
Deal found 12/9$1,049

Find flight deals from Portland to Road Town

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Road Town (EIS). 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 diciembre 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$1,049
(United Airlines)

Popular in

April

Cheapest in

October

Average price

$978
Provider with most accurate pricing for Portland-Road Town Beef Island flight deals.
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Provider most trusted by Cheapflights users for Portland-Road Town Beef Island flights.
Search Deals
From Portland to Road Town Beef Island
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($223 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($55 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Road Town 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 diciembre 12, 2025.
Use the filters below to find and compare flights from Portland to Road Town that are best for you.

Fly from

Portland

Fly to

Road Town

Route

Depart

Return

Price

PortlandRoad Town

PWM - EIS

PWMEIS

Portland

lun. 2/9

2:31 pm-4:15 pm

2 stops24h 44m

Road Town Beef Island

mié. 2/11

3:00 pm-11:21 pm

2 stops9h 21m

$1,049

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

Compare providers for flights from Portland to Road Town

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Road Town in December.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Portland, Maine-Road Town flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland, Maine-Road Town flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Portland, Maine-Road Town flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-Road Town flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland, Maine-Road Town flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Portland to Road Town

Have a flexible travel schedule? Discover the best time to fly to Road Town from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Portland to Road Town

What is the cheapest month to book a flight from Portland, Maine to Road Town?

Currently, April is the cheapest month in which you can book a flight from Portland, Maine to Road Town (average of $616). Flying from Portland, Maine to Road Town in September is currently the most expensive (average of $727). 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.

Related info for your journey

Find useful and relevant information for your journey from Portland to Road Town. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Portland, Maine to Road Town?

    A quick flight from Portland, Maine to Road Town can take about 24h 44m. United Airlines provides one of the quickest options available for as low as $1,049. There are 1772 mi between Portland, Maine and Road Town.

  • Can I find deals for flights from Portland to Road Town that include hotel bookings?

    Yes. In addition to deals on Portland to Road Town flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Road Town?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Road Town.

  • Can I find deals for business class flights from Portland to Road Town?

    Yes. Cheapflights offers flight deals from Portland to Road Town by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland, Maine to Road Town?

    Currently, April is the cheapest month in which you can book a flight from Portland, Maine to Road Town (average of $616). Flying from Portland, Maine to Road Town in September is currently the most expensive (average of $727). 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.

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