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Cheap flights from Portland, Maine to Road Town from $1,019

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 1/12. 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

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Find the cheapest flights from Portland, Maine to Road Town

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:00 am - 10:16 pm
PWM
-
EIS
15h 16m2 stops
American Airlines Logo
8:00 am - 11:43 pm
EIS
-
PWM
16h 43m2 stops
$1,019American Airlines
mån, jan 12 - tors, jan 15
United Airlines Logo
6:00 am - 4:15 pm
PWM
-
EIS
10h 15m2 stops
United Airlines Logo
3:00 pm - 9:40 pm
EIS
-
PWM
54h 40m2 stops
$1,063United Airlines
tis, mar 31 - ons, apr 1
United Airlines Logo
6:00 am - 2:28 pm
PWM
-
EIS
31h 28m2 stops
United Airlines Logo
8:15 am - 9:09 pm
EIS
-
PWM
37h 54m2 stops
$1,131United Airlines
tors, feb 12 - tors, feb 19
American Airlines Logo
7:00 am - 10:16 pm
PWM
-
EIS
14h 16m3 stops
American Airlines Logo
2:10 pm - 11:43 pm
EIS
-
PWM
10h 33m2 stops
$3,546American Airlines
mån, jan 12 - tors, jan 15
American Airlines Logo
7:00 am - 10:15 pm
PWM
-
EIS
14h 15m3 stops
American Airlines Logo
1:40 pm - 11:50 pm
EIS
-
PWM
11h 10m2 stops
$3,692American Airlines
tors, feb 12 - tors, feb 19

American Airlines flights from Portland, Maine to Road Town

Our best American Airlines deals on Portland, Maine to Road Town flight tickets
American Airlines
Jan 12
PWM6:00 amPortland
15h 16m
2 stops
EIS10:16 pmRoad Town Beef Island
Jan 15
EIS8:00 amRoad Town Beef Island
16h 43m
2 stops
PWM11:43 pmPortland
$1,019
Find similar
American Airlines
Jan 12
PWM7:00 amPortland
14h 16m
3 stops
EIS10:16 pmRoad Town Beef Island
Jan 15
EIS2:10 pmRoad Town Beef Island
10h 33m
2 stops
PWM11:43 pmPortland
$3,546
Find similar
American Airlines
Feb 12
PWM7:00 amPortland
14h 15m
3 stops
EIS10:15 pmRoad Town Beef Island
Feb 19
EIS1:40 pmRoad Town Beef Island
11h 10m
2 stops
PWM11:50 pmPortland
$3,692
Find similar

United Airlines flights from Portland, Maine to Road Town

Our best United Airlines deals on Portland, Maine to Road Town flight tickets
United Airlines
Mar 31
PWM6:00 amPortland
10h 15m
2 stops
EIS4:15 pmRoad Town Beef Island
Apr 1
EIS3:00 pmRoad Town Beef Island
54h 40m
2 stops
PWM9:40 pmPortland
$1,063
Find similar
United Airlines
Feb 12
PWM6:00 amPortland
31h 28m
2 stops
EIS2:28 pmRoad Town Beef Island
Feb 19
EIS8:15 amRoad Town Beef Island
37h 54m
2 stops
PWM9:09 pmPortland
$1,131
Find similar

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 december 31, 2025.
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

PortlandRoad Town

PWM - EIS

PWMEIS

Portland

mån 1/12

6:00 am-10:16 pm

2 stops15h 16m

Road Town Beef Island

tors 1/15

8:00 am-11:43 pm

2 stops16h 43m

$1,019

PortlandRoad Town

PWM - EIS

PWMEIS

Portland

tis 3/31

6:00 am-4:15 pm

2 stops10h 15m

Road Town Beef Island

ons 4/1

3:00 pm-9:40 pm

2 stops54h 40m

$1,063

PortlandRoad Town

PWM - EIS

PWMEIS

Portland

tors 2/12

6:00 am-2:28 pm

2 stops31h 28m

Road Town Beef Island

tors 2/19

8:15 am-9:09 pm

2 stops37h 54m

$1,131

PortlandRoad Town

PWM - EIS

PWMEIS

Portland

mån 1/12

7:00 am-10:16 pm

3 stops14h 16m

Road Town Beef Island

tors 1/15

2:10 pm-11:43 pm

2 stops10h 33m

$3,546

PortlandRoad Town

PWM - EIS

PWMEIS

Portland

tors 2/12

7:00 am-10:15 pm

3 stops14h 15m

Road Town Beef Island

tors 2/19

1:40 pm-11:50 pm

2 stops11h 10m

$3,692

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

10h 15m

Direct flights

None
The fastest flight from Portland, Maine to Road Town takes 10h 15m
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

  • 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 10h 15m.

  • 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.

  • 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.

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