$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 seasonJanuary
Cheapest flight$163
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly and prices are also 12% 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 73% of all flights arriving there.

  • What is the cheapest day to fly to Oregon?

    Based on KAYAK data, the cheapest day to fly to Oregon is Thursday where round-trip tickets can be as cheap as $477. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $595 on average.

  • What is the cheapest time of day to fly to Oregon?

    The cheapest time of day to fly to Oregon is generally at night, when round-trip flights cost $430 on average. Morning departures are around 6% more expensive than evening flights, on average. The most expensive time of day to fly to Oregon is generally in the morning, which is peak travel time and where the average cost of a ticket is $537.

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

    The cheapest month for flights from Caribbean Islands to Oregon is February, when tickets cost $386 (return) on average. On the other hand, the most expensive months are November and June, when the average cost of round-trip tickets is $685 and $655 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 11% 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 45m, 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 56m.

  • What are the most popular destinations in Oregon?

    Based on KAYAK flight searches, the most popular destination is Portland (91% of total searches to Oregon). The next most popular destinations are Boise (7%) 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.
7.2
American AirlinesOverall score based on 11030 reviews
7.5Boarding
6.9Entertainment
8.0Crew
7.2Comfort
6.4Food
Airline reviews

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

8.0 ExcellentKohMeng, Oct 2025DFW - LAX
Read more American Airlines reviews

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Nice comfortable flight from Barcelona back to the states. The premium economy offers the extra room we need for my husband. The food was good and our flight attendants were excellent.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

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.

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