PDX - EIS

$795 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 5/12. 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
Travelers love KAYAK
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Everything you should know

Cheapest round-trip
$795
American Airlines
Tue 5/12Tue 5/19
PDX - EIS • 1 stop
Cheapest one-way
Multiple Airlines
Thu 1/22
PDX - EIS • multi-stop
Top airlines
American Airlines
Cheapest • from $795 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
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

Tue, May 12 - Tue, May 19
American Airlines Logo
10:45 pm - 4:14 pm
PDX
-
EIS
14h 29m
1 stop
American Airlines Logo
12:02 pm - 11:52 pm
EIS
-
PDX
14h 50m
1 stop
$795American Airlines
Tue, May 12 - Tue, May 19
American Airlines Logo
10:45 pm - 1:07 pm
PDX
-
EIS
11h 22m
1 stop
American Airlines Logo
9:00 am - 10:49 pm
EIS
-
PDX
16h 49m
2 stops
$800American Airlines
Sun, May 10 - Fri, May 15
American Airlines Logo
10:45 pm - 11:22 am
PDX
-
EIS
9h 37m
1 stop
American Airlines Logo
9:00 am - 11:52 pm
EIS
-
PDX
17h 52m
1 stop
$840American Airlines
Sun, May 10 - Fri, May 15
American Airlines Logo
11:59 pm - 4:14 pm
PDX
-
EIS
13h 15m
2 stops
American Airlines Logo
9:00 am - 11:52 pm
EIS
-
PDX
17h 52m
1 stop
$845American Airlines
Wed, Jun 3 - Wed, Jun 17
United Airlines Logo
8:15 am - 4:17 pm
PDX
-
EIS
29h 02m
2 stops
United Airlines Logo
11:52 am - 7:50 am
EIS
-
PDX
22h 58m
2 stops
$934United Airlines
Tue, Jun 16 - Wed, Jun 24
American Airlines Logo
5:59 pm - 1:42 pm
PDX
-
EIS
16h 43m
2 stops
American Airlines Logo
12:49 pm - 11:07 pm
EIS
-
PDX
13h 18m
2 stops
$950American Airlines
Wed, Jun 3 - Wed, Jun 17
United Airlines Logo
8:15 am - 4:17 pm
PDX
-
EIS
29h 02m
2 stops
United Airlines Logo
11:52 am - 6:41 pm
EIS
-
PDX
33h 49m
3 stops
$954United Airlines
Wed, Mar 4 - Tue, Mar 10
American Airlines Logo
10:53 pm - 1:00 pm
PDX
-
EIS
10h 07m
1 stop
American Airlines Logo
8:48 am - 11:44 pm
EIS
-
PDX
17h 56m
1 stop
$995American Airlines
Wed, Mar 4 - Tue, Mar 10
American Airlines Logo
10:53 pm - 1:00 pm
PDX
-
EIS
10h 07m
1 stop
American Airlines Logo
8:48 am - 12:20 am
EIS
-
PDX
18h 32m
2 stops
$1,000American Airlines
Fri, Apr 24 - Sat, May 2
American Airlines Logo
10:45 pm - 9:10 pm
PDX
-
EIS
19h 25m
1 stop
American Airlines Logo
9:00 am - 11:52 pm
EIS
-
PDX
17h 52m
1 stop
$1,090American 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 ($795) and United Airlines ($934).

Good to know

Cheapest flight$795
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 $795 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 $1,388 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 9190 reviews
7.3Comfort
8.1Crew
6.6Food
7.7Boarding
7.1Entertainment
Airline reviews

Unfortunately weather delayed our flight waiting for our plane to arrive and due to a little snow time was needed to deice the plane so departure was very delayed and I missed the connecting flight

4.0 OkayAnonymous, Jan 2026
ALB - IAD
Read more United Airlines reviews

Unfortunately weather delayed our flight waiting for our plane to arrive and due to a little snow time was needed to deice the plane so departure was very delayed and I missed the connecting flight

Very good. Because of the delays with my previous flight, I missed my connection, but I was able to book another flight through the United app easily.

I wish there were outlets to charge my iPhone. The crew was great; we had a female pilot who was great with explaining what was happening and delays,

The flight crew where really good. Better then the crew from BNE to SFO

Food should be changed in menu Many muslims travels in this airlime they need to add one Halal meal

Delayed, toilets did not flush, pilot parked to far away from Gate

Was happy we finally got upgraded in 1st class. The seat getting old. The cushiness need some improvement.

Yet another flight in which beverage and snack service was skipped. Other that that, firmly mediocre. Landed early, to gate late due to congestion at the gates. Airline's fault or airports fault: unknown.

Ineffective communication with United resulted in lost baggage. Their Baggage Tracing counter at MUC was shut down from 11:00-14:15 on my arrival. Undertrained, underinformed staff had me Running all over MUC to find someone to help me to no avail. Staff was rude, unhelpful, and unable to effectively use the systems they did have operational. They refused to contact United in any way or provide any accommodation or other resources while I waited for my luggage. This has destroyed my downstream itinerary. If they had even the slightest visibility I may have been able to reschedule/plan, but again, their staff provided nothing, and did nothing more than their website, which doesn’t even work on a standard phone browser. Miserable failure at all levels that weren’t associated with the operation of the aircraft.

Miserable. They moved my seat, but canceled the next leg of my flight. I resolved the issue at my transfer, but that resulted in lost luggage that has taken days off my schedule with no resolution. Worse, they fail to interface effectively with Lufthansa, forcing me to bounce between two equally useless help desks. The apps are unable to handle the situation, the bag dropped off the tracker, and while the call centers are polite, they do not provide written information to assist with cross-airline communication.

This flight captain and crew were amazing, started ahead of time of departure and reached 30 mins before arrival time. Amazing!

Long delays, lack of information about the status of the flight. The flight was delayed 4 times.

Could we please end the loud announcements about credit card offers on your flights? We are trying to sleep, work, watch videos, etc. and if we need a credit card, we will ask for one. Flying is already not what it used to be.

I would like the crew to talk LESS over the PA and specifically about credit card offers. I am trying to work, sleep, watch a movie and the PA was booming about a credit card offer. Could we go back to the days when the customer was more important than selling a credit card?

Enough space,crew was helpful,food was good.The gates are way far especially for travelers with health issues

No enough space plus only allowing one laggage instead of two like other airlines.

There were no TV screens - even in Business class. 5 delays, and only given $12 meal voucher! Terrible!

It was good. But the gate team made me check my carry on when there was plenty of space for my luggage on the plane. Otherwise our trip was fine.

The entertainment options were at best, fair. It was exactly the same as my outbound flight. It would have been more entertaining if there were some series from Apple TV, HBO, Showtime or other carriers for me to catch up with.

Concern Regarding Significant Gate Delay and Jet Bridge Issue Dear Customer Relations Team, I am writing to express my disappointment with the experience I had on my recent flight AA 2414 on Sunday January 18, 2026. What should have been a routine departure turned into a frustrating and avoidable delay due to an issue with the jet bridge at the gate. As a result, the flight was delayed by approximately 90 minutes while multiple gate changes were attempted. The lack of clear communication during this period made the situation even more challenging. Passengers were left uncertain about the cause of the delay, the expected timeline, and the next steps. This not only disrupted travel plans but also created unnecessary stress for everyone on board. I understand that operational issues can arise, but a malfunctioning jet bridge and the resulting extended delay suggest an area where procedures or equipment maintenance may need attention. I hope you will review this incident to prevent similar disruptions in the future. I would appreciate acknowledgment of this concern and consideration of appropriate compensation for the inconvenience and lost time caused by this delay. Thank you for taking the time to review my experience. I look forward to hearing from you. Sincerely, Dion Dillard

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

Information on your arrival and departure airports