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Road Town

$473+ 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 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — EIS
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
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 August 20, 2025.

Round-trip from

$824
(American Airlines)

One-way from

$473
(United 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 August 20, 2025.

This American Airlines deal was found by Cheapflights users on 8/19. 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 12/1611:08 pmPDX - EIS
1 stop10h 52mAmerican Airlines
Thu 12/252:45 pmEIS - PDX
1 stop12h 24mAmerican Airlines
Deal found 8/19$824
This United Airlines deal was found by Cheapflights users on 8/18. 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 10/310:17 pmPDX - EIS
2 stops12h 30mUnited Airlines
Fri 10/107:55 amEIS - PDX
2 stops16h 11mUnited Airlines
Deal found 8/18$950
This United deal was found by Cheapflights users on 8/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/17:00 amPDX - EIS
2 stops31h 55mMultiple Airlines
Wed 12/104:30 pmEIS - PDX
2 stops34h 27mMultiple Airlines
Deal found 8/19$1,046
This American Airlines deal was found by Cheapflights users on 8/19. 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 12/1611:08 pmPDX - EIS
1 stop10h 52mAmerican Airlines
Fri 12/268:00 amEIS - PDX
2 stops17h 01mAmerican Airlines
Deal found 8/19$1,078
This United Airlines deal was found by Cheapflights users on 8/19. 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 12/165:00 amPDX - EIS
2 stops33h 55mUnited Airlines
Fri 12/268:00 amEIS - PDX
2 stops42h 45mUnited Airlines
Deal found 8/19$1,089
This United Airlines deal was found by Cheapflights users on 8/20. 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 11/2111:59 pmPDX - EIS
2 stops38h 56mUnited Airlines
Tue 12/21:08 pmEIS - PDX
3 stops33h 37mUnited Airlines
Deal found 8/20$1,122
This United Airlines deal was found by Cheapflights users on 8/19. 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.
Mon 12/11:00 pmPDX - EIS
3 stops25h 55mUnited Airlines
Wed 12/107:55 amEIS - PDX
3 stops31h 08mUnited Airlines
Deal found 8/19$1,140

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 August 20, 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

Tue 12/16

11:08 pm-2:00 pm

1 stop10h 52m

Road Town Beef Island

Thu 12/25

2:45 pm-11:09 pm

1 stop12h 24m

$824

PortlandRoad Town

PDX - EIS

PDXEIS

Portland

Fri 10/3

1:44 pm-1:47 pm

3 stops45h 03m

Road Town Beef Island

Fri 10/10

10:05 am-10:27 pm

2 stops39h 22m

$950

PortlandRoad Town

PDX - EIS

PDXEIS

Portland

Mon 12/1

7:00 am-6:55 pm

2 stops31h 55m

Road Town Beef Island

Wed 12/10

4:30 pm-10:57 pm

2 stops34h 27m

$1,046

PortlandRoad Town

PDX - EIS

PDXEIS

Portland

Tue 12/16

11:08 pm-2:00 pm

1 stop10h 52m

Road Town Beef Island

Fri 12/26

8:00 am-9:01 pm

2 stops17h 01m

$1,078

PortlandRoad Town

PDX - EIS

PDXEIS

Portland

Tue 12/16

10:10 am-6:55 pm

3 stops28h 45m

Road Town Beef Island

Thu 12/25

11:52 am-10:39 pm

2 stops14h 47m

$1,089

PortlandRoad Town

PDX - EIS

PDXEIS

Portland

Fri 10/24

10:17 pm-1:47 pm

2 stops12h 30m

$473

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

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 August 20, 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 August 20, 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
8,928 reviews

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,928 reviews
United Airlines
7.4
Good
8,928 reviews

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,928 reviews

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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 10h 52m. 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 ($772) 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 April is currently the most expensive (average of $959). 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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$771Average$1,117FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$772Average$1,322FlexibilityNo cancel feeOn-time71%

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