PDX - EIS

$775 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
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Everything you should know

Cheapest round-trip
$775
American Airlines
Tue 5/12Tue 5/19
PDX - EIS • 1 stop
Cheapest one-way
Multiple Airlines
Wed 1/7
PDX - EIS • multi-stop
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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

Tue, May 12 - Tue, May 19
American Airlines Logo
10:45 pm - 4:14 pm
PDX
-
EIS
14h 29m1 stop
American Airlines Logo
1:47 pm - 11:52 pm
EIS
-
PDX
13h 05m1 stop
$775American Airlines
Tue, May 12 - Tue, May 19
American Airlines Logo
10:45 pm - 4:14 pm
PDX
-
EIS
14h 29m1 stop
American Airlines Logo
9:00 am - 9:38 pm
EIS
-
PDX
15h 38m2 stops
$780American Airlines
Sun, May 10 - Fri, May 15
American Airlines Logo
10:45 pm - 11:22 am
PDX
-
EIS
9h 37m1 stop
American Airlines Logo
12:02 pm - 11:52 pm
EIS
-
PDX
14h 50m1 stop
$820American Airlines
Sun, May 10 - Fri, May 15
American Airlines Logo
11:59 pm - 4:14 pm
PDX
-
EIS
13h 15m2 stops
American Airlines Logo
9:00 am - 8:59 pm
EIS
-
PDX
14h 59m2 stops
$825American Airlines
Fri, Apr 24 - Sat, May 2
American Airlines Logo
10:45 pm - 1:07 pm
PDX
-
EIS
11h 22m1 stop
American Airlines Logo
9:00 am - 11:52 pm
EIS
-
PDX
17h 52m1 stop
$915American Airlines
Thu, Apr 23 - Sat, May 2
American Airlines Logo
12:59 am - 9:10 pm
PDX
-
EIS
17h 11m2 stops
American Airlines Logo
9:00 am - 9:38 pm
EIS
-
PDX
15h 38m2 stops
$920American Airlines
Thu, Feb 19 - Thu, Feb 26
American Airlines Logo
5:00 am - 10:15 pm
PDX
-
EIS
13h 15m2 stops
American Airlines Logo
1:40 pm - 11:50 pm
EIS
-
PDX
14h 10m1 stop
$930American Airlines
Thu, Feb 19 - Thu, Feb 26
American Airlines Logo
10:53 pm - 10:15 pm
PDX
-
EIS
19h 22m1 stop
American Airlines Logo
12:32 pm - 11:50 pm
EIS
-
PDX
15h 18m1 stop
$970American Airlines
Sun, Feb 1 - Thu, Feb 12
American Airlines Logo
11:01 pm - 10:16 pm
PDX
-
EIS
19h 15m1 stop
American Airlines Logo
12:32 pm - 11:50 pm
EIS
-
PDX
15h 18m1 stop
$975American Airlines
Sun, Feb 1 - Thu, Feb 12
American Airlines Logo
11:01 pm - 10:16 pm
PDX
-
EIS
19h 15m1 stop
American Airlines Logo
12:32 pm - 12:17 am
EIS
-
PDX
15h 45m2 stops
$980American 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 fly non-stop between Portland and Road Town?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Portland to Road Town.

There are 2 airlines that fly nonstop from Portland to Road Town. They are American Airlines and United Airlines. The cheapest airline for this route is American Airlines, with the best round-trip deal found costing $823. On average, the best prices for this route can be found at United Airlines.

Good to know

Cheapest flight$775
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 $775 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 9138 reviews
7.7Boarding
6.6Food
7.3Comfort
7.1Entertainment
8.1Crew
Airline reviews

It was great with United overall except for two things. 1) It was a 5-hour flight and we were with kids, so we were asking for extra snacks. They were extremely reticent to dole them out even though there wasn't any meal and the kids were starting to hit their limit towards the end. 2) Baggage didn't arrive until 80 minutes after we landed.

6.0 GoodTobin, Jan 2026
LAX - CUN
Read more United Airlines reviews

It was great with United overall except for two things. 1) It was a 5-hour flight and we were with kids, so we were asking for extra snacks. They were extremely reticent to dole them out even though there wasn't any meal and the kids were starting to hit their limit towards the end. 2) Baggage didn't arrive until 80 minutes after we landed.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

The staff was hospitable and professional. The seat had a bit of wear. The winner shade was stuck 1/4 open. I received the best of both worlds. The morning sun was able to come in and blind the screen i was trying to use while at the same time it was too low to look out and enjoy the view. Rather embarrassing for a 1st class ticket.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

I’m so sorry, I can’t remember her name, I believe it was Dimpti. She was stellar, also a mature Asian flight attendant, lots of flowers in her hair, just as amazing! But literally the crew was AWESOME . Only downside is there weren’t any charging outlets. Maybe I needed to ask a flight attendant , but it would’ve been nice to have one easily accessible.

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

Aircraft was noisy, old and never dimmed the lights on a night flight even on business class! I flew 17 times on United and probably another 40 on other airlines United USA /Europe flights were the worst to include luggage delayed once going to europe and once coming back

Check how old the airframe is, some older ones have inoperable seat back entertainment or power.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

The economy seats are very cramped and the food was bizarre. However, I did like the greek yogurt option for breakfast.

While I didn’t watch much tv I would have liked a few more options of TV series from Apple TV or hbo max ..

Everything about the flight was lovely. My only suggestion would be to offer a few more options of tv series from Apple TV or HBO.

Nothing to write home about, average flight experience. Seats were spacious enough, crew friendly enough. Loved the AA entertainment/wifi service.

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

They should have allowed for extra time to de-ice the plane before boarding passengers. This delayed us about 10-15 mins after we boarded. Overall experience was fine. Crew was friendly and on top of everything. We didn’t have any issues during the flight.

Experience was good. We were delayed in leaving by 15 mins because the flight was waiting on a family that was late in getting to the gate. Food and drink options were as expected. I highly recommend checking in ahead of time using the airline’s app so that it’s quicker to get your luggage tags as soon as you arrive at the terminal. No more waiting in long lines!

Overall experience was great. Flights were almost on time in departing and we arrived at our destination as scheduled. No issues with amenities or flight crew. Everything went well as as expected. Will fly again with American Airlines in the future!

We never made it due to delays on both ends. Gate attendant said it was mechanical but the system said otherwise, so no compensation. That’s not right.

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

Information on your arrival and departure airports