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Road Town

$929+ 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — EIS
Dec 17 — Dec 241
Wed 12/17
Wed 12/24
1 adult, Economy
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Find flight deals from Portland to Road Town

Best flights from Portland to Road Town
Discover carefully curated flight deals from Portland to Road Town that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 17, 2025.

This American Airlines deal was found by Cheapflights users on 11/17. 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.
Thu 1/15:33 amPDX - EIS
2 stops12h 41mAmerican Airlines
Thu 1/82:10 pmEIS - PDX
1 stop13h 36mAmerican Airlines
Deal found 11/17$929
This United Airlines deal was found by Cheapflights users on 11/17. 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.
Thu 1/110:52 pmPDX - EIS
2 stops13h 27mUnited Airlines
Thu 1/88:15 amEIS - PDX
3 stops38h 41mUnited Airlines
Deal found 11/17$1,178
This American Airlines deal was found by Cheapflights users on 11/15. 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.
Tue 3/310:55 pmPDX - EIS
1 stop19h 18mAmerican Airlines
Fri 3/68:00 amEIS - PDX
1 stop19h 59mAmerican Airlines
Deal found 11/15$1,024
This United Airlines deal was found by Cheapflights users on 11/16. 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 5/126:50 amPDX - EIS
2 stops30h 25mUnited Airlines
Tue 5/1911:21 amEIS - PDX
2 stops33h 44mUnited Airlines
Deal found 11/16$1,188
This American Airlines deal was found by Cheapflights users on 11/17. 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.
Sat 2/711:01 pmPDX - EIS
1 stop10h 26mAmerican Airlines
Sat 2/145:59 pmEIS - PDX
2 stops21h 10mAmerican Airlines
Deal found 11/17$1,124

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 November 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$924
(American Airlines)
Provider with most accurate pricing for Portland-Road Town Beef Island flight deals.
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Provider most trusted by Cheapflights users for Portland-Road Town Beef Island flights.
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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 November 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

Thu 1/1

5:33 am-10:14 pm

2 stops12h 41m

Road Town Beef Island

Thu 1/8

2:10 pm-11:46 pm

1 stop13h 36m

$929

PortlandRoad Town

PDX - EIS

PDXEIS

Portland

Tue 3/3

10:55 pm-10:13 pm

1 stop19h 18m

Road Town Beef Island

Fri 3/6

8:00 am-11:59 pm

1 stop19h 59m

$1,024

PortlandRoad Town

PDX - EIS

PDXEIS

Portland

Sat 2/7

11:01 pm-1:27 pm

1 stop10h 26m

Road Town Beef Island

Sat 2/14

5:59 pm-11:09 am

2 stops21h 10m

$1,124

PortlandRoad Town

PDX - EIS

PDXEIS

Portland

Thu 1/1

10:52 pm-4:19 pm

2 stops13h 27m

Road Town Beef Island

Thu 1/8

8:15 am-6:56 pm

3 stops38h 41m

$1,178

PortlandRoad Town

PDX - EIS

PDXEIS

Portland

Tue 5/12

6:50 am-4:15 pm

2 stops30h 25m

Road Town Beef Island

Tue 5/19

11:21 am-6:05 pm

2 stops33h 44m

$1,188

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

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 November.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland-Road Town flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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.

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 November 17, 2025.

It’s optimal to fly from Portland to Road Town in the afternoon. By choosing this option you can save up to 40% on the cost of your flight, compared to a flight in the evening.

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 November 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
9,014 reviews

Boarding

7.7

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,014 reviews
United Airlines
7.4
Good
9,014 reviews

Boarding

7.7

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,049 reviews
United Airlines
7.4
Good
9,014 reviews

Boarding

7.7

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 12h 41m. 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 ($823) 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

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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 November 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$771Average$1,182FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$823Average$1,388FlexibilityNo cancel feeOn-time71%

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