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Road Town

$467+ Cheap flights from Portland (PDX) to Road Town (EIS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — EIS
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 (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 September 17, 2025.

Round-trip from

$864
(American Airlines)

One-way from

$467
(American Airlines)
From Portland to Road Town Beef Island
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One-way flight 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 September 17, 2025.

This United Airlines deal was found by Cheapflights users on 9/15. 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 9/198:15 amPDX - EIS
2 stops29h 52mUnited Airlines
Sun 9/2110:05 amEIS - PDX
2 stops39h 20mUnited Airlines
Deal found 9/15$1,045
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/311:00 pmPDX - EIS
3 stops41h 15mUnited Airlines
Fri 11/78:15 amEIS - PDX
3 stops32h 02mUnited Airlines
Deal found 9/16$1,207
This American Airlines deal was found by Cheapflights users on 9/16. 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 12/2310:35 pmPDX - EIS
1 stop14h 13mAmerican Airlines
Tue 12/308:00 amEIS - PDX
1 stop20h 59mAmerican Airlines
Deal found 9/16$2,199
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Fri 10/3111:59 pmPDX - EIS
2 stops12h 18mAmerican Airlines
Fri 11/73:41 pmEIS - PDX
1 stop11h 50mAmerican Airlines
Deal found 9/15$2,613
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 12/2311:05 pmPDX - EIS
2 stops37h 10mUnited Airlines
Tue 12/3011:21 amEIS - PDX
3 stops35h 27mUnited Airlines
Deal found 9/16$7,550

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 September 17, 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

PDX - EIS

PDXEIS

Portland

Sat 2/28

11:11 pm-9:55 pm

1 stop18h 44m

Road Town Beef Island

Sat 3/7

8:00 am-11:45 pm

1 stop19h 45m

$864

PortlandRoad Town

PDX - EIS

PDXEIS

Portland

Sun 1/18

2:16 pm-2:45 pm

2 stops20h 29m

Road Town Beef Island

Thu 1/29

5:35 pm-3:06 pm

2 stops25h 31m

$888

PortlandRoad Town

PDX - EIS

PDXEIS

Portland

Tue 1/20

10:15 pm-4:00 pm

2 stops13h 45m

Road Town Beef Island

Fri 1/30

3:35 pm-11:29 pm

1 stop11h 54m

$983

PortlandRoad Town

PDX - EIS

PDXEIS

Portland

Mon 1/19

11:05 pm-6:57 pm

2 stops15h 52m

Road Town Beef Island

Fri 1/30

8:15 am-9:12 pm

2 stops16h 57m

$1,009

PortlandRoad Town

PDX - EIS

PDXEIS

Portland

Tue 3/3

11:11 pm-9:55 pm

1 stop18h 44m

Road Town Beef Island

Fri 3/6

8:00 am-11:45 pm

1 stop19h 45m

$1,024

PortlandRoad Town

PDX - EIS

PDXEIS

Portland

Wed 12/10

10:45 pm-4:12 pm

1 stop13h 27m

$467

PortlandRoad Town

PDX - EIS

PDXEIS

Portland

Fri 10/24

11:55 pm-6:55 pm

2 stops40h 00m

$502

PortlandRoad Town

PDX - EIS

PDXEIS

Portland

Wed 12/10

1:00 pm-6:30 pm

3 stops25h 30m

$529

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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 time of day to fly from PDX to EIS?

Find hourly flight availability from Portland to Road Town. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

It’s optimal to fly from Portland to Road Town in the morning. By choosing this option you can save up to 14% on the cost of your flight, compared to a flight at noon.

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 September 17, 2025.
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
8,926 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.
United Airlines
7.4
Good
8,926 reviews
United Airlines
7.4
Good
8,926 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,926 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.

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 18h 44m. 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 ($771), 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.

  • What is the cheapest month to book a flight from Portland to Road Town?

    Currently, August is the cheapest month in which you can book a flight from Portland to Road Town (average of $702). Flying from Portland to Road Town in March is currently the most expensive (average of $966). 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.

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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$771Average$1,182FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$818Average$1,322FlexibilityNo cancel feeOn-time71%

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