PDX - EIS

$823 Find Cheap Flights from Portland to Road Town

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Road Town departing on 6/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Road Town

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Road Town, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Road Town, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$823
American Airlines
Wed 6/3Wed 6/17
PDX - EIS • 2 stops
Top airlines
American Airlines
Cheapest • from $823 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Portland and Road Town. You'll need at least 1 connection.
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We hope you love your trip to Road Town!
Flight Deals
Booking Insights
Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to Road Town that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portland to Road Town

Wed, Jun 3 - Wed, Jun 17
American Airlines Logo
3:27 pm - 12:11 pm
PDX
-
EIS
17h 44m
2 stops
American Airlines Logo
8:19 am - 11:59 pm
EIS
-
PDX
18h 40m
2 stops
$823American Airlines
Tue, Jun 16 - Wed, Jun 24
American Airlines Logo
10:59 pm - 4:32 pm
PDX
-
EIS
14h 33m
2 stops
American Airlines Logo
8:19 am - 11:59 pm
EIS
-
PDX
18h 40m
2 stops
$873American Airlines
Tue, Apr 28 - Mon, May 4
American Airlines Logo
10:28 pm - 11:18 am
PDX
-
EIS
9h 50m
1 stop
American Airlines Logo
9:00 am - 11:53 pm
EIS
-
PDX
17h 53m
1 stop
$918American Airlines
Tue, Apr 28 - Mon, May 4
American Airlines Logo
10:28 pm - 11:18 am
PDX
-
EIS
9h 50m
1 stop
American Airlines Logo
9:00 am - 11:03 pm
EIS
-
PDX
17h 03m
2 stops
$923American Airlines
Sun, May 10 - Fri, May 15
American Airlines Logo
10:28 pm - 11:18 am
PDX
-
EIS
9h 50m
1 stop
American Airlines Logo
1:47 pm - 11:53 pm
EIS
-
PDX
13h 06m
1 stop
$963American Airlines
Sun, May 10 - Fri, May 15
American Airlines Logo
10:28 pm - 11:18 am
PDX
-
EIS
9h 50m
1 stop
American Airlines Logo
9:00 am - 10:50 pm
EIS
-
PDX
16h 50m
2 stops
$968American Airlines
Tue, Jun 16 - Wed, Jun 24
American Airlines Logo
3:27 pm - 12:11 pm
PDX
-
EIS
17h 44m
2 stops
American Airlines Logo
8:19 am - 9:51 pm
EIS
-
PDX
16h 32m
2 stops
$973American Airlines
Mon, Mar 16 - Mon, Mar 23
United Airlines Logo
1:00 pm - 6:30 pm
PDX
-
EIS
26h 30m
3 stops
United Airlines Logo
3:00 pm - 10:45 pm
EIS
-
PDX
34h 45m
2 stops
$978United Airlines
Mon, Apr 27 - Tue, May 5
American Airlines Logo
10:28 pm - 4:14 pm
PDX
-
EIS
14h 46m
1 stop
American Airlines Logo
1:47 pm - 11:53 pm
EIS
-
PDX
13h 06m
1 stop
$1,028American Airlines
Mon, Apr 27 - Mon, May 4
American Airlines Logo
10:28 pm - 11:18 am
PDX
-
EIS
9h 50m
1 stop
American Airlines Logo
9:00 am - 9:35 pm
EIS
-
PDX
15h 35m
2 stops
$1,033American Airlines
Booking Insights

KAYAK's insights & trends for Portland to Road Town flights

Get data-powered insights and trends into flights from Portland to Road Town to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Portland to Road Town?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Portland to Road Town were found on American Airlines ($823) and United Airlines ($978).

Good to know

Cheapest flight$823
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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Portland to Road Town

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

    In the last 3 days, the lowest price for a flight from Portland to Road Town was $823 for a round-trip ticket.

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

    Yes

  • Which aircraft models fly most regularly from Portland to Road Town?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Portland to Road Town?

    oneworld, and Star Alliance are the airline alliances operating flights between Portland and Road Town, with oneworld being the most commonly used for this route.

  • Which is the best airline for flights from Portland to Road Town, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Portland to Road Town are United Airlines and American Airlines. With an average price for the route of $1,182 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $1,464 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from Portland to Road Town?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Portland to Road Town.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Portland to Road Town?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Road Town from Portland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Portland to Road Town?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Road Town with an airline and back to Portland with another airline. Booking your flights between Portland and EIS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Portland to Road Town?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Road Town from Portland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Portland to Road Town

 
See real verified KAYAK customer reviews for airlines flying from Portland to Road Town. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Portland to Road Town? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9342 reviews
8.1Crew
7.3Comfort
7.7Boarding
6.6Food
7.1Entertainment
Airline reviews

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

10.0 ExcellentDr. Joseph, Feb 2026
DCA - ORD
Read more United Airlines reviews

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Flight on time. Excellent service in Premium Economy. Great food served and cleaned up promptly. Unfortunately the climate control was malfunctioning and it was very cold and felt a bit like camping. Cold helps with sleep though so not complaining too much. Slept well. It asks to rate "entertainment". I do not like any IFE, don't shove a big screen in my face—I have my own phone if I want it. So this will always get low ratings.

We had turbulence ever 1/2 hr or so and the captains announcements were SOOOO LOUD

Everything was great except for the boarding process. Everyone is lining up all at the same time and it’s hard to tell between the groups as they are way too large.

Women boarding passengers at the gate was absolutely rude and disrespectful of passengers. The flight attendant was absolutely delightful! Smiling and connected with the passengers. So happy. The seats are cramped and uncomfortable but I guess that’s just the way it is Communication regarding flight was excellent

Overall we had a good experience during our flight from San Francisco to Houston.

Airport terminal was outdated, flight was on a small jet with no wifi

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

it was a very short flight so my expectations were low.

As great a red-eye flight as red-eye flights can be.

Never ontime and always delays. Long waits for customer service and often app doesn’t work

Arriving plane went to wrong gate. Flight Attendant was late. Was in no Hurry when he arrived. Flight was fine. Plane had to wait 20 minutes to get assigned a gate due to designated gate tied up. barely connected.. Boarded extremely late on final leg of trip.

We arrived 25 minutes early only to be told our gate was occupied and so we sat for close to 30 minutes to pull into a gate. That’s not an early arrival!

Experience was great. The best part is the free Wi-Fi connection which helps me to work on the flight

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

The TSA check in took 1.5 hours to get through in Austin and I missed my flights back to DC

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

There was free WiFi (definitely a plus), but the flight was delayed 45 minutes waiting on a catering truck that never arrived. The pilot said there would be food vouchers given out at the end of the gangway to make up for the inconvenience, but there was no one offering those. Delay made me late for work!

Waiting for gate in RDU for more than 20mins is crazy.

Everything you need to know for your flight from Portland to Road Town

Information on your arrival and departure airports