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Road Town

$795+ Cheap flights from Portland (PDX) 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — EIS
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap 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 January 27, 2026.

This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1210:45 pm
PDX
-
EIS
1 stop19h 25m
American Airlines
Tue 5/1912:02 pm
EIS
-
PDX
1 stop14h 50m
American Airlines
Deal found 1/27$795
This American Airlines deal was found by Cheapflights users on 1/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1010:45 pm
PDX
-
EIS
1 stop9h 37m
American Airlines
Fri 5/151:47 pm
EIS
-
PDX
1 stop13h 05m
American Airlines
Deal found 1/26$840
This American Airlines deal was found by Cheapflights users on 1/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1210:45 pm
PDX
-
EIS
1 stop14h 29m
American Airlines
Tue 4/211:47 pm
EIS
-
PDX
1 stop13h 05m
American Airlines
Deal found 1/26$895
This American Airlines deal was found by Cheapflights users on 1/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2910:45 pm
PDX
-
EIS
1 stop14h 29m
American Airlines
Thu 5/71:47 pm
EIS
-
PDX
1 stop13h 05m
American Airlines
Deal found 1/26$905
This American Airlines deal was found by Cheapflights users on 1/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 am
PDX
-
EIS
2 stops12h 10m
American Airlines
Tue 5/59:00 am
EIS
-
PDX
2 stops15h 38m
American Airlines
Deal found 1/26$910
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/165:59 pm
PDX
-
EIS
2 stops16h 43m
American Airlines
Wed 6/249:00 am
EIS
-
PDX
2 stops17h 47m
American Airlines
Deal found 1/27$950
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Fri 3/611:59 pm
PDX
-
EIS
2 stops29h 16m
United Airlines
Tue 3/173:00 pm
EIS
-
PDX
2 stops35h 11m
United Airlines
Deal found 1/27$1,038
This American Airlines deal was found by Cheapflights users on 1/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/35:19 am
PDX
-
EIS
2 stops12h 40m
American Airlines
Wed 6/179:00 am
EIS
-
PDX
2 stops16h 50m
American Airlines
Deal found 1/26$1,115

Find flight deals from Portland to Road Town

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) 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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$795
(American Airlines)
Provider with most accurate pricing for Portland-Road Town Beef Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Road Town Beef Island flights.
Search Deals
From Portland to Road Town Beef Island
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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 January 27, 2026.
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

PDX - EIS

PDXEIS

Portland

Wed 4/29

10:45 pm-1:07 pm

1 stop11h 22m

Road Town Beef Island

Wed 5/6

1:47 pm-11:52 pm

1 stop13h 05m

$795

PortlandRoad Town

PDX - EIS

PDXEIS

Portland

Tue 5/12

10:45 pm-4:14 pm

1 stop14h 29m

Road Town Beef Island

Tue 5/19

12:02 pm-11:52 pm

1 stop14h 50m

$795

PortlandRoad Town

PDX - EIS

PDXEIS

Portland

Sun 5/10

10:45 pm-1:07 pm

1 stop11h 22m

Road Town Beef Island

Fri 5/15

9:00 am-11:52 pm

1 stop17h 52m

$840

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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 January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 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-Road Town flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Road Town flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Road Town flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland-Road Town flights, Cheapflights users trust FlightHub the most. FlightHub 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-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.

Reviews of airlines servicing Road Town

Get insights into the airlines that provide service to Road Town. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Road Town. Reviews last updated January 27, 2026.
Peruse reviews from past customers who have flown with United Airlines and American Airlines from Portland to Road Town to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,205 reviews

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,205 reviews
United Airlines
7.4
Good
9,205 reviews

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
American Airlines
7.2
Good
11,197 reviews
United Airlines
7.4
Good
9,205 reviews

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 to Road Town?

    There are many flights that can get you from Portland to Road Town in 11h 22m. Fly via American Airlines to get the fastest option. There are 3779 mi between Portland and Road Town.

  • What are the cheapest airlines flying from Portland to Road Town round-trip?

    According to our current data, United Airlines ($760), and American Airlines ($818) offers the cheapest pricing from Portland to 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Complete your trip

Complete your trip to Road Town by adding a car rental and/or hotel reservation to your travel itinerary.
Road Town Beef Island Airport car rentals

Top 2 airlines flying from Portland to Road Town

Discover the top 2 airlines that operate flights from Portland to Road Town. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$760Average$1,182FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$818Average$1,388FlexibilityNo cancel feeOn-time71%

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