PDX - EIS

$412 Find Cheap Flights from Portland to Road Town - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$858
Typical prices: $984-$1,272
American Airlines
Sat 12/15Fri 12/28
PDX - EIS • 1 stop
Cheapest one-way
$412
Typical prices: $556-$642
Multiple Airlines
Thu 10/11
PDX - EIS • 3 stops
When to travel
May
Cheapest • 19% price drop
December
Most popular
Good to know
+1
Good to know
+1
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Booking Insights
Flight Deals

Cheap Flights from Portland to Road Town (PDX-EIS)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portland to Road Town

Tue, Dec 15 - Mon, Dec 28
American Airlines Logo
11:03 pm - 4:58 pmPDX  Portland-EIS Road Town Beef Island
13h 55m1 stop Miami
American Airlines Logo
7:00 am - 11:59 pmEIS  Road Town Beef Island-PDX Portland
20h 59m1 stop Miami
$858American Airlines
Mon, Dec 14 - Mon, Dec 28
American Airlines Logo
11:03 pm - 4:58 pmPDX  Portland-EIS Road Town Beef Island
13h 55m1 stop Miami
American Airlines Logo
7:00 am - 11:59 pmEIS  Road Town Beef Island-PDX Portland
20h 59m1 stop Miami
$858American Airlines
Mon, Dec 14 - Mon, Dec 28
American Airlines Logo
9:50 pm - 6:20 pmPDX  Portland-EIS Road Town Beef Island
16h 30m2 stops Charlotte Douglas Miami
American Airlines Logo
7:00 am - 6:08 pmEIS  Road Town Beef Island-PDX Portland
15h 08m2 stops Miami Dallas/Fort Worth
$863American Airlines
Tue, Dec 15 - Mon, Dec 28
American Airlines Logo
11:09 pm - 6:20 pmPDX  Portland-EIS Road Town Beef Island
15h 11m2 stops Chicago O'Hare Intl Miami
American Airlines Logo
7:00 am - 9:52 pmEIS  Road Town Beef Island-PDX Portland
18h 52m2 stops Miami Dallas/Fort Worth
$863American Airlines
Mon, Dec 14 - Mon, Dec 28
American Airlines Logo
11:09 pm - 6:20 pmPDX  Portland-EIS Road Town Beef Island
15h 11m2 stops Chicago O'Hare Intl Miami
American Airlines Logo
7:00 am - 11:59 pmEIS  Road Town Beef Island-PDX Portland
20h 59m1 stop Miami
$863American Airlines
Tue, Dec 15 - Mon, Dec 28
American Airlines Logo
11:03 pm - 6:20 pmPDX  Portland-EIS Road Town Beef Island
15h 17m1 stop Miami
American Airlines Logo
6:55 pm - 11:13 amEIS  Road Town Beef Island-PDX Portland
20h 18m2 stops Miami Dallas/Fort Worth
$863American Airlines
Sat, Dec 12 - Fri, Dec 25
American Airlines Logo
11:03 pm - 6:20 pmPDX  Portland-EIS Road Town Beef Island
15h 17m1 stop Miami
American Airlines Logo
7:00 am - 11:59 pmEIS  Road Town Beef Island-PDX Portland
20h 59m1 stop Miami
$948American Airlines
Sat, Dec 12 - Fri, Dec 25
American Airlines Logo
11:49 pm - 6:20 pmPDX  Portland-EIS Road Town Beef Island
14h 31m2 stops Dallas/Fort Worth Miami
American Airlines Logo
7:00 am - 8:51 pmEIS  Road Town Beef Island-PDX Portland
17h 51m2 stops Miami Charlotte Douglas
$953American Airlines
Sun, Jan 31 - Sun, Feb 7
United Airlines Logo
4:05 pm - 4:17 pmPDX  Portland-EIS Road Town Beef Island
44h 12m3 stops Denver Intl Chicago O'Hare Intl Saint Thomas Island Cyril E King
United Airlines Logo
9:45 am - 8:49 pmEIS  Road Town Beef Island-PDX Portland
15h 04m2 stops San Juan Luis Munoz Marin Intl Denver Intl
$1,202United Airlines
Mon, Nov 30 - Fri, Dec 11
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 - 11:15 pmEIS  Road Town Beef Island-PDX Portland
35h 49m2 stops Saint Thomas Island Cyril E King Houston George Bush Intcntl
$1,220United Airlines
Booking Insights

Price, demand and travel trends for Portland to Road Town flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Portland to Road Town?

Round-trip flights from Portland to Road Town typically range from $984 to $1,272. The lowest price found in the past 5 days was $858, on American Airlines.

Find deals

Key details for Portland to Road Town flights

Low season

March

Cheapest flight

$412
One-way flight from Portland to Road Town

When to book flights from Portland to Road Town

Are your dates flexible? Find out the best times to travel from Portland to Road Town based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Portland to Road Town flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Portland to Road Town?

    Only Economy Class is available on flights from Portland to Road Town.

  • Do I need a passport to fly from Portland to Road Town?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Portland to Road Town flight?

    Round-trip flights from Portland to Road Town range from $984 to $1,272, with an average of $1,079 over the past 12 months. Anything below $984 counts as a good deal.

  • Have flight prices from Portland to Road Town changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $858 to $6,336. That means the highest observed fare was about 7x higher than the lowest one.

  • How are flight prices from Portland to Road Town looking right now?

    One-way fares from Portland to Road Town are currently lower than usual. Average one-way flight prices are about $439, which is 28% below the typical average for this route.

  • What car rental options are available at Road Town Beef Island Airport (EIS)?

    Road Town Beef Island Airport (EIS) hosts 5 major car rental companies, with daily rates starting from around $24 for economy cars. Top options include:

    • Alamo
    • Hertz
    • Avis
    • Enterprise Rent-A-Car
    • National

  • Which airports can I use when flying from Portland to Road Town?

    Flights from Portland to Road Town usually depart from Portland (PDX) and arrive at Road Town Beef Island (EIS).

  • Which airports do connecting flights from Portland to Road Town pass through?

    Most connecting flights from Portland to Road Town pass through Miami (MIA), which handles 100% of one-stop traffic on this route.

  • Can I save money by using flexible dates for flights from Portland to Road Town?

    Yes. Flexible dates can save you up to 67% on flights from Portland to Road Town. Monday is the cheapest departure day at $848 round-trip on average, while Saturday is the most expensive at $2,563, a difference of $1,715.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What is the time difference between Portland and Road Town?

    Road Town is 3 hours ahead of Portland (Atlantic Time vs Pacific Time). Plan for the time shift when scheduling connections or first-day activities.

Your guide to booking Portland to Road Town flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Monday departure and avoid flying on Saturday. On this route, Monday flights average $848, about $1,715 less than Saturday fares (67% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Portland to Road Town trip for May. Fares historically average $872 round-trip in that month - typically $581 less than the most expensive month, which is June (based on the last 12 months).

More options for your flight from Portland to Road Town

Complete your trip to Road Town with a hotel stay or car rental

Car rentals in Road Town
Hotels in Road Town