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Cheap flights from Portland to Road Town from $433

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Road Town departing on 10/23. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Portland to Road Town

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
11:48 am - 1:52 pmPDX  Portland-EIS Road Town Beef Island
23h 04m2 stops Chicago O'Hare Intl Miami
American Airlines Logo
2:32 pm - 1:17 pmEIS  Road Town Beef Island-PDX Portland
25h 45m2 stops Miami Dallas/Fort Worth
$915American Airlines
Fri, Sep 18 - Fri, Sep 25
United Airlines Logo
7:10 am - 10:24 amPDX  Portland-EIS Road Town Beef Island
24h 14m2 stops Houston George Bush Intcntl San Juan Luis Munoz Marin Intl
United Airlines Logo
12:20 pm - 9:50 amEIS  Road Town Beef Island-PDX Portland
24h 30m2 stops San Juan Luis Munoz Marin Intl Newark
$955United Airlines
Sat, Aug 29 - Wed, Sep 2
United Airlines Logo
5:00 am - 10:24 amPDX  Portland-EIS Road Town Beef Island
26h 24m2 stops Denver Intl San Juan Luis Munoz Marin Intl
United Airlines Logo
8:00 am - 3:05 pmEIS  Road Town Beef Island-PDX Portland
34h 05m3 stops San Juan Luis Munoz Marin Intl Newark Denver Intl
$955United Airlines
Sat, Aug 29 - Wed, Sep 2
American Airlines Logo
11:03 pm - 12:27 pmPDX  Portland-EIS Road Town Beef Island
9h 24m1 stop Miami
American Airlines Logo
4:52 pm - 11:05 amEIS  Road Town Beef Island-PDX Portland
22h 13m2 stops Miami Dallas/Fort Worth
$967American Airlines
Sun, Nov 29 - Tue, Dec 8
American Airlines Logo
11:03 pm - 6:18 pmPDX  Portland-EIS Road Town Beef Island
15h 15m1 stop Miami
American Airlines Logo
5:48 pm - 10:57 amEIS  Road Town Beef Island-PDX Portland
21h 09m2 stops Miami Phoenix Sky Harbor Intl
$967American Airlines
Mon, Nov 30 - Tue, Dec 8
American Airlines Logo
11:03 pm - 12:27 pmPDX  Portland-EIS Road Town Beef Island
9h 24m1 stop Miami
American Airlines Logo
5:48 pm - 11:05 amEIS  Road Town Beef Island-PDX Portland
21h 17m2 stops Miami Dallas/Fort Worth
$978American Airlines
Sun, Nov 29 - Fri, Dec 11
American Airlines Logo
9:50 pm - 6:18 pmPDX  Portland-EIS Road Town Beef Island
16h 28m2 stops Charlotte Douglas Miami
American Airlines Logo
5:48 pm - 10:57 amEIS  Road Town Beef Island-PDX Portland
21h 09m2 stops Miami Phoenix Sky Harbor Intl
$1,009American Airlines
Mon, Nov 30 - Tue, Dec 8
United Airlines Logo
11:09 pm - 4:17 pmPDX  Portland-EIS Road Town Beef Island
38h 08m2 stops Newark Saint Thomas Island Cyril E King
United Airlines Logo
9:45 am - 3:05 pmEIS  Road Town Beef Island-PDX Portland
32h 20m3 stops San Juan Luis Munoz Marin Intl Newark Denver Intl
$1,010United Airlines
Fri, Sep 18 - Fri, Sep 25
United Airlines Logo
11:10 pm - 2:58 pmPDX  Portland-EIS Road Town Beef Island
35h 48m2 stops Newark Saint Thomas Island Cyril E King
United Airlines Logo
8:00 am - 11:12 pmEIS  Road Town Beef Island-PDX Portland
43h 12m2 stops San Juan Luis Munoz Marin Intl Chicago O'Hare Intl
$1,220United Airlines
Sun, Nov 29 - Tue, Dec 8
United Airlines Logo
11:10 pm - 2:58 pmPDX  Portland-EIS Road Town Beef Island
35h 48m2 stops Newark Saint Thomas Island Cyril E King
United Airlines Logo
3:26 pm - 8:25 pmEIS  Road Town Beef Island-PDX Portland
32h 59m2 stops Saint Thomas Island Cyril E King Washington, D.C. Dulles Intl
$1,220United Airlines
Sun, Nov 29 - Fri, Dec 11

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United Airlines flights from Portland to Road Town

Our best United Airlines deals on Portland to Road Town flight tickets
United Airlines
Aug 29
PDX7:10 amPortland
24h 14m
2 stops
EIS10:24 amRoad Town Beef Island
Sep 2
EIS12:20 pmRoad Town Beef Island
24h 30m
2 stops
PDX9:50 amPortland
$955
United Airlines
Sep 18
PDX11:09 pmPortland
38h 08m
2 stops
EIS4:17 pmRoad Town Beef Island
Sep 25
EIS9:45 amRoad Town Beef Island
32h 20m
3 stops
PDX3:05 pmPortland
$1,010
United Airlines
Nov 29
PDX11:10 pmPortland
35h 48m
2 stops
EIS2:58 pmRoad Town Beef Island
Dec 8
EIS8:00 amRoad Town Beef Island
43h 12m
2 stops
PDX11:12 pmPortland
$1,220

American Airlines flights from Portland to Road Town

Our best American Airlines deals on Portland to Road Town flight tickets
American Airlines
Sep 18
PDX11:48 amPortland
23h 04m
2 stops
EIS1:52 pmRoad Town Beef Island
Sep 25
EIS2:32 pmRoad Town Beef Island
25h 45m
2 stops
PDX1:17 pmPortland
$915
American Airlines
Nov 29
PDX11:03 pmPortland
9h 24m
1 stop
EIS12:27 pmRoad Town Beef Island
Dec 8
EIS4:52 pmRoad Town Beef Island
22h 13m
2 stops
PDX11:05 amPortland
$967
American Airlines
Nov 29
PDX11:03 pmPortland
9h 24m
1 stop
EIS12:27 pmRoad Town Beef Island
Dec 11
EIS5:48 pmRoad Town Beef Island
21h 17m
2 stops
PDX11:05 amPortland
$978

momondo 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, momondo users made 832,500 searches. Data last updated August 9, 2026.
Use the filters below to find and compare flights from Portland to Road Town that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandRoad Town

PDX Portland - EIS Road Town Beef Island

PDXEIS

Portland

Fri 9/18

11:48 am-1:52 pm

2 stops23h 04m

Road Town Beef Island

Fri 9/25

2:32 pm-1:17 pm

2 stops25h 45m

$915

PortlandRoad Town

PDX Portland - EIS Road Town Beef Island

PDXEIS

Portland

Sat 8/29

7:10 am-10:24 am

2 stops24h 14m

Road Town Beef Island

Wed 9/2

12:20 pm-9:50 am

2 stops24h 30m

$955

PortlandRoad Town

PDX Portland - EIS Road Town Beef Island

PDXEIS

Portland

Sat 8/29

5:00 am-10:24 am

2 stops26h 24m

Road Town Beef Island

Wed 9/2

8:00 am-3:05 pm

3 stops34h 05m

$955

PortlandRoad Town

PDX Portland - EIS Road Town Beef Island

PDXEIS

Portland

Sun 11/29

11:03 pm-12:27 pm

1 stop9h 24m

Road Town Beef Island

Tue 12/8

4:52 pm-11:05 am

2 stops22h 13m

$967

PortlandRoad Town

PDX Portland - EIS Road Town Beef Island

PDXEIS

Portland

Mon 11/30

11:03 pm-6:18 pm

1 stop15h 15m

Road Town Beef Island

Tue 12/8

5:48 pm-10:57 am

2 stops21h 09m

$967
Quickest round-trip

PortlandRoad Town

PDX Portland - EIS Road Town Beef Island

PDXEIS

Portland

Sun 11/29

11:03 pm-12:27 pm

1 stop9h 24m

Road Town Beef Island

Fri 12/11

5:48 pm-11:05 am

2 stops21h 17m

$978

PortlandRoad Town

PDX Portland - EIS Road Town Beef Island

PDXEIS

Portland

Mon 11/30

9:50 pm-6:18 pm

2 stops16h 28m

Road Town Beef Island

Tue 12/8

5:48 pm-10:57 am

2 stops21h 09m

$1,009

PortlandRoad Town

PDX Portland - EIS Road Town Beef Island

PDXEIS

Portland

Fri 9/18

11:09 pm-4:17 pm

2 stops38h 08m

Road Town Beef Island

Fri 9/25

9:45 am-3:05 pm

3 stops32h 20m

$1,010

PortlandRoad Town

PDX Portland - EIS Road Town Beef Island

PDXEIS

Portland

Sun 11/29

11:10 pm-2:58 pm

2 stops35h 48m

Road Town Beef Island

Tue 12/8

8:00 am-11:12 pm

2 stops43h 12m

$1,220

PortlandRoad Town

PDX Portland - EIS Road Town Beef Island

PDXEIS

Portland

Sun 11/29

11:10 pm-2:58 pm

2 stops35h 48m

Road Town Beef Island

Fri 12/11

3:26 pm-8:25 pm

2 stops32h 59m

$1,220

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Portland to Road Town

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Can stopping save me money on Portland to Road Town flights?

You could potentially save up to 9% on your flight if you consider stops on a Portland to Road Town flight.

When to book flights from Portland to Road Town

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

Cheap Portland to Road Town (PDX to EIS) flight deals and tips

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

Fastest flight time

16h 51m

Direct flights

None
The fastest flight from Portland to Road Town takes 16h 51m
There are no direct flights from Portland to Road Town. There are no popular flight routes from Portland to Road Town.
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Frequently asked questions about flying from Portland to Road Town

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

    The distance between Portland and Road Town Beef Island is about 3779.8 mi. Typically, this will take 16h 51m by plane in normal conditions.

  • 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 refreshed on a daily basis.

  • How many operators does momondo search for flights from Portland Airport to Road Town Beef Island Airport?

  • 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 travel and health documents you'll need for your trip to Road Town Beef Island Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Road Town Beef Island Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Portland to Road Town?

Best airlines flying from Portland to Road Town

Compare and see reviews for airlines that fly from Portland to Road Town with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $823Free CancellationRating
7.1
11,895 reviews
Search American Airlines flights

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?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Road Town from Portland.

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?

Once you have performed a search for Portland to Road Town flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are simply researching potential flights to Road Town, momondo offers a useful price alert feature which will track prices for flights to Road Town from Portland and alert you when they change.

An easier way to manage your Road Town trip

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