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Cheap flights from Portland, Maine to Road Town from $941

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Road Town departing on 8/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Find the cheapest flights from Portland, Maine to Road Town

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
5:15 am - 3:55 pm
PWM
-
EIS
10h 40m
2 stops
United Airlines Logo
11:52 am - 11:59 pm
EIS
-
PWM
12h 07m
2 stops
$941United Airlines
Mon, Aug 31 - Wed, Sep 2
United Airlines Logo
6:00 am - 6:30 pm
PWM
-
EIS
12h 30m
2 stops
United Airlines Logo
3:00 pm - 11:29 pm
EIS
-
PWM
32h 29m
2 stops
$977United Airlines
Sun, May 10 - Wed, May 13
United Airlines Logo
5:15 am - 7:00 pm
PWM
-
EIS
13h 45m
2 stops
United Airlines Logo
11:52 am - 1:54 pm
EIS
-
PWM
26h 02m
2 stops
$1,053United Airlines
Mon, Aug 31 - Wed, Sep 2

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United Airlines flights from Portland, Maine to Road Town

Our best United Airlines deals on Portland, Maine to Road Town flight tickets
United Airlines
Aug 31
PWM5:15 amPortland
10h 40m
2 stops
EIS3:55 pmRoad Town Beef Island
Sep 2
EIS11:52 amRoad Town Beef Island
12h 07m
2 stops
PWM11:59 pmPortland
$941
United Airlines
May 10
PWM6:00 amPortland
12h 30m
2 stops
EIS6:30 pmRoad Town Beef Island
May 13
EIS3:00 pmRoad Town Beef Island
32h 29m
2 stops
PWM11:29 pmPortland
$977
United Airlines
Aug 31
PWM5:15 amPortland
13h 45m
2 stops
EIS7:00 pmRoad Town Beef Island
Sep 2
EIS11:52 amRoad Town Beef Island
26h 02m
2 stops
PWM1:54 pmPortland
$1,053

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine 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, momondo users made 832,500 searches. Data last updated April 28, 2026.
Use the filters below to find and compare flights from Portland, Maine to Road Town that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

PortlandRoad Town

PWM - EIS

PWMEIS

Portland

Mon 8/31

5:15 am-3:55 pm

2 stops10h 40m

Road Town Beef Island

Wed 9/2

11:52 am-11:59 pm

2 stops12h 07m

$941

PortlandRoad Town

PWM - EIS

PWMEIS

Portland

Sun 5/10

6:00 am-6:30 pm

2 stops12h 30m

Road Town Beef Island

Wed 5/13

3:00 pm-11:29 pm

2 stops32h 29m

$977

PortlandRoad Town

PWM - EIS

PWMEIS

Portland

Mon 8/31

5:15 am-7:00 pm

2 stops13h 45m

Road Town Beef Island

Wed 9/2

11:52 am-1:54 pm

2 stops26h 02m

$1,053

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

When to book flights from Portland, Maine to Road Town

Are you open to changing your travel dates? Check out the ideal times to fly from Portland, Maine to Road Town according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Portland, Maine to Road Town (PWM to EIS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland, Maine to Road Town

Fastest flight time

13h 00m

Direct flights

None
The fastest flight from Portland, Maine to Road Town takes 13h 00m
There are no direct flights from Portland, Maine to Road Town. There are no popular flight routes from Portland, Maine to Road Town.
Search flight deals

Frequently asked questions about flying from Portland, Maine to Road Town

  • How far is Portland to Road Town Beef Island by plane?

    A flight from Portland to Road Town Beef Island will travel around 1772.8 mi. In terms of flight time, this usually takes a little over 13h 00m.

  • When did momondo last update prices for flights from Portland Airport to Road Town Beef Island Airport?

    Prices for flights from Portland Airport to Road Town Beef Island Airport are updated daily.

  • How old do you have to be to fly from Portland Airport to Road Town Beef Island Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Road Town Beef Island Airport.

  • What documentation or ID do you need to fly to Road Town Beef Island Airport?

    The required travel and health documents for your Road Town Beef Island Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Road Town Beef Island Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Frequently asked questions about flying from Portland, Maine to Road Town

  • How do I get Price Alerts for flights from Portland, Maine to Road Town?

    You can take advantage of momondo’s Price Alerts by first searching for your flights to Portland, Maine from Road Town. Flight offers will be shown to you in real-time. From there you can create a Price Alert by using our on-site widget.

  • How can I save money on flights from Portland, Maine to Road Town with momondo?

    With “Price Forecast”, learn how soon you should book your flight in advance. Down to the day of week and time of day, our information can inform you on the ideal time to book to save on your travel. Our “Price Calendar” shows you at a quick glance when to book your travel for lower rates. By setting “Price Alerts” you can monitor changes in price and target the ideal time to book. Search for your trip destination by budget amount via our “Explore” feature. Whether you’re looking for ideas for your next travel adventure or cost-cutting tips, our “Discover” content is a great place to start.

  • How does momondo find its flight prices?

    We compare prices from 700+ competitors to help you find the price that works best for you. momondo operates in over 30 international markets, bringing you access to a wide range of fares and deals. Search for your travel using momondo for a diverse range of options from airlines and OTAs.

Traveling to a place near Road Town?

Book flights to Road Town if you plan to visit one of these locations
Jost Van Dyke
Scrub Island

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Road Town?

It is quick and easy to find Portland to Road Town flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Road Town that suits you.

Can I find flights from Portland to Road Town with flexible booking policies on momondo?

momondo does allow users to show only those flights to Road Town from Portland which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Portland to Road Town?

momondo helps you find the best flight between Portland and Road Town by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Portland to Road Town right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Portland to Road Town flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Road Town trip

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