$163 Find Cheap Flights from Caribbean Islands to Oregon

1 adult
1 adult, Economy, 0 bags

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Useful Info

Good to know

Low seasonSeptember
Cheapest flight$163
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from San Juan to Portland

FAQs for booking flights from Caribbean Islands to Oregon

  • How does KAYAK find such low prices on flights from Caribbean Islands to Oregon?

    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 Caribbean Islands to Oregon.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Oregon?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Caribbean Islands to Oregon 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 Caribbean Islands to Oregon?

    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 from Caribbean Islands to Oregon with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Oregon?

    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 from Caribbean Islands to Oregon up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many airports are there in Oregon?

    There are 6 airports in Oregon. The busiest airport is Portland Airport (PDX), with 72% of all flights arriving there.

  • What is the cheapest month to fly from Caribbean Islands to Oregon?

    The cheapest month for flights from Caribbean Islands to Oregon is September, when tickets cost $461 (return) on average. On the other hand, the most expensive months are June and January, when the average cost of round-trip tickets is $648 and $569 respectively.

  • How far in advance should I book a flight from Caribbean Islands to Oregon?

    To get a below average price on the flight from Caribbean Islands to Oregon, you should book around 4 weeks before departure, which saves you about 18% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

  • How long is the flight to Oregon?

    An average nonstop flight from Caribbean Islands to Oregon takes 17h 13m, covering a distance of 3355 miles. The shortest route is San Juan Luis Munoz Marin Intl Airport (SJU) to Boise (BOI) with an average flight time of 9h 42m.

  • What are the most popular destinations in Oregon?

    Based on KAYAK flight searches, the most popular destination is Portland (90% of total searches to Oregon). The next most popular destinations are Boise (9%) and Redmond (1%).

Reviews of the top airline flying from Caribbean Islands to Oregon

 
Need help choosing which airline to fly with from Caribbean Islands to Oregon? 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.
7.1
American AirlinesOverall score based on 11446 reviews
7.2Comfort
7.5Boarding
7.9Crew
6.9Entertainment
6.4Food
Airline reviews

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

2.0 MediocreScott, Mar 2026
HSV - DCA
Read more American Airlines reviews

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.

Where do I start!! I was delayed with my flight from Dallas to Tampa. On the way back from Tampa to Dallas the flight was delayed over 4 hours+. I was put on another flight that was also delayed but not as long. Traveling on American Airlines is becoming exhausing.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

The gate got changed several times and the flight was delayed over an hour. Awful experience

Poor communication ahead of time about flight delays and old planes/other equipment.

The flight was delayed multiple times. I was autobooted and placed in the center seat in the last row of the plane.

My flight was delayed. We left at midnight. I got to Greensboro (GSO) at 1am. All of AA's flights in/out of Charlotte always seem to be delayed or canceled. It took me all day on Sunday to get to my destination of Cincinnati from Greensboro. I had to be rerouted through Chicago because my original flight was canceled as the door to plane was closing in GSO. The saddest part is I could have driven and arrived sooner. . . I recognize there is a lot going on that impacts travel. This week it was weather. Yesterday in Cincinnati it was President Trump. But as a frequent flyer, the flight from South Bend to Charlotte always runs late. The subsequent flight to Greensboro is always midnight to 2am. . . I do want to give props the Charlotte boarding crew. They had four flights going out of the same area at the same time. They turned it quickly and mitigated the grumbling from the crowd.

Never going to fly your airline again if it can be avoided.

Dloght delayed by 2.5 hrs . Common theme in my last four american floghts

Everything you need to know for your flight to Oregon

Cabin class types available on flights to Caribbean Islands

Cabin classes available on flights to Caribbean Islands. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Oregonfrom $217
Business Class flights to Oregonfrom $325
Premium Economy Class flights to Oregonfrom $179
Economy Class flights to Oregonfrom $49