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Road Town

$944+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — EIS
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheap 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 septiembre 11, 2025.

Round-trip from

$944
(United Airlines)
From Portland to Road Town Beef Island
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Find flight deals from Portland to Road Town

Cheapest flights from Portland to Road Town
Explore the most affordable flight options available from Portland to Road Town. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 11, 2025.

This United Airlines deal was found by Cheapflights users on 9/10. 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.
mar. 9/306:00 amPWM - EIS
2 stops12h 55mUnited Airlines
mié. 10/11:08 pmEIS - PWM
2 stops34h 05mUnited Airlines
Deal found 9/10$944
This United Airlines deal was found by Cheapflights users on 9/11. 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.
dom. 10/265:30 amPWM - EIS
2 stops11h 37mUnited Airlines
dom. 11/23:00 pmEIS - PWM
2 stops28h 59mUnited Airlines
Deal found 9/11$1,048

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 septiembre 11, 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

mar. 9/30

6:00 am-6:55 pm

2 stops12h 55m

Road Town Beef Island

mié. 10/1

1:08 pm-11:13 pm

2 stops34h 05m

$944

PortlandRoad Town

PWM - EIS

PWMEIS

Portland

dom. 10/26

5:30 am-5:07 pm

2 stops11h 37m

Road Town Beef Island

dom. 11/2

3:00 pm-6:59 pm

2 stops28h 59m

$1,048

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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, August is the cheapest month in which you can book a flight from Portland, Maine to Road Town (average of $702). Flying from Portland, Maine to Road Town in April is currently the most expensive (average of $956). 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 12h 55m. United Airlines provides one of the quickest options available for as low as $944. 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, August is the cheapest month in which you can book a flight from Portland, Maine to Road Town (average of $702). Flying from Portland, Maine to Road Town in April is currently the most expensive (average of $956). 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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