$185 Find Cheap Flights from Caribbean Islands to Oregon

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Low season

January

High season

July

Cheapest flight

$185
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly with an average 20% increase in price.
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 74% 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 December, when the average cost of round-trip tickets is $696 and $604 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 2 weeks before departure. 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 24h 38m, covering a distance of 3355 miles. The shortest route is San Juan Luis Munoz Marin Intl Airport (SJU) to Portland (PDX) with an average flight time of 10h 28m.

  • What are the most popular destinations in Oregon?

    Based on KAYAK flight searches, the most popular destination is Portland (86% of total searches to Oregon). The next most popular destinations are Boise (13%) and Redmond (1%).

See more FAQs

Top 3 airlines serving 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.
8.0
DeltaOverall score based on 7899 reviews
7.9Entertainment
7.3Food
8.2Boarding
8.0Comfort
8.5Crew
Airline reviews

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

10.0 ExcellentSunderesh, Mar 2025AUS - BOS
Read more Delta reviews

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

I love the free WiFi!! Crew was nice. Bathroom was decent. First time flying delta in a long time and I enjoyed it. Will definitely look into booking with Delta more but I think Delta is a little more expensive than the other airlines.

third trip overseas with delta recently where the TV did not work- not acceptable for a 8 hour flight! your food really has declined crew great and I am loyal to delta

Boarding in Amsterdam is always chaotic. KLM/ Delta has not streamlined or made it efficient as it was boarding in Detroit . The food was mediocre The crew was unfriendly and more focused on getting things done quickly rather than service with a smile .

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

Flights on time. .Ride was as comfortable as can be expected in steerage. Luggage arrived at destination. Attendants were fairly friendly.

Great staff. Wifi is terrible. Signing up for skylines is a painstaking process. Had to call customer service just to get my flight itinerary and confirmation sent to me. Consistent delays. A well staffed company that is run so poorly. Upper management needs to be renewed.

The WiFi didn't seem as fast as it normally is

The gate was too far away for the connecting flight

Plane temperature was comfortable (not to hot) when boarding and waiting for takeoff.

Compared with other carriers business class for an overnight was not worth the extra expense.

Generally good. The aisles have gotten narrower which can slow down boarding. Flight crew was great! Healthier complimentary snacks would be appreciated. Due to earthquake in San Francisco we had to circle in air space for a bit but then had a smooth landing. I laud the flight crew for their patience ;)

Easy to board. Flight was super crowded though so I didn't sleep well on that cross country red-eye flight. The aisles seem ot have gotten narrower and the seat smaller whn luggage and people are getting bigger so it would be AWESOME to have more space and breathing room in general ;)

Michael, our FA was very attentive, even finding me a chocolate brownie from economy class when the dessert selections were all dairy based. ( intolerant, not allergic so don’t usually need to order dairy free)

We tried to upgrade to economy premium but were told this was not possible as we had booked through United Airlines (and Air Canada was operating the flight). This seemed silly given there was ample space in economy premium. Additionally, we had to wait almost 1.5 hours upon arrival to taxi to the gate. Otherwise, the crew were very pleasant and passengers were friendly.

We boarded but then sat there waiting on some missed connection people to get on so we sat for about 15 minutes for that. Then we sat again because the passenger manifest was wrong and they had to figure it out before we could leave. That took about another 20 minutes or so. The crew was working hard to figure it out so it’s not their fault. It ended up being a system glitch where someone was upgraded to first class while another person was also in the same seat and it just created a mess that took a little while to figure out. They literally went to every person on the plane asking their names to see who was sitting in the wrong seat. I also hate the entertainment that must be watched on your phone or tablet. Just give us setback screens. It’s so much better. Almost every Delta flight has this now and it is so nice to have them. The crew did a great job. I have no complaints from them. They were very hard working, even with the mishap and a disgruntled passenger.

Mostly the experience was good except for the flight changes made by UA which meant longer layover in DC

We were Polaris passengers and found the service poor. The food was ok but the flight attendants were not attentive and rushed the service.

The flight was late and we missed this connecting flight. American Airlines refused to put us anywhere for the night for their snafu. We had to find our own accommodations in Miami, and it was expensive for a crappy hotel.

The trip was very smooth and they provided great customer service

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Wonderful as usual except for other guests that were unruly and not kept in check by the Crew.

The flight was initially delayed, then cancelled. American Airlines says the cancellation was weather related, though the actual weather was not bad in both Washington and Providence and between. There were very few cancellations that day. In fact, AA2120 from Washington, DC to Boston flew with a minor delay at about the same time. So, the weather somehow affected only this particular flight AA5230. The next available flight was the following morning. The American Airlines refused to reimburse accommodation (hotel at DCA)

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

One bottle of water and a package of cookies for comfort plus. We had to literally beg a flight attendant for an extra bottle of water later in the flight due to feeling dehydrated.

Fine. On time, cabin service was fine, bag arrived. All good. Flying into DCA so did not collide with any helicopters, which is also good. Horrid incident that could have and should have been prevented.

Free wifi was available, but only some time, being at least 30 minutes into the flight. it would have been better that an announcement had been made about the delay.

Cabin was roomy enough to easily slide my carry on under the seat in front of me!

Book cheap flights from Caribbean Islands to Oregon

Recent round-trip flight deals

4/29Tue
2 stopsSpirit Airlines
36h 03mSJU-PDX
5/7Wed
2 stopsSpirit Airlines
18h 54mPDX-SJU
$349
4/29Tue
3 stopsSpirit Airlines
36h 03mSJU-PDX
5/7Wed
2 stopsSpirit Airlines
14h 51mPDX-SJU
$365
5/7Wed
1 stopDelta
11h 06mSJU-PDX
5/12Mon
1 stopDelta
10h 34mPDX-SJU
$369
4/26Sat
1 stopAmerican Airlines
18h 37mSJU-PDX
5/3Sat
1 stopAmerican Airlines
10h 53mPDX-SJU
$378
5/28Wed
1 stopDelta
13h 03mSJU-PDX
6/11Wed
1 stopDelta
11h 12mPDX-SJU
$406
9/4Thu
1 stopUnited Airlines
10h 48mSJU-PDX
9/12Fri
1 stopUnited Airlines
11h 45mPDX-SJU
$459
5/2Fri
2 stops
23h 53mSDQ-PDX
5/13Tue
3 stops
23h 52mPDX-SDQ
$488
4/26Sat
2 stopsUnited Airlines
14h 20mSJU-PDX
5/3Sat
2 stopsUnited Airlines
13h 57mPDX-SJU
$507
5/21Wed
1 stopAmerican Airlines
17h 51mSJU-PDX
5/26Mon
1 stopAmerican Airlines
15h 12mPDX-SJU
$508
5/2Fri
3 stops
23h 53mSDQ-PDX
5/13Tue
3 stops
23h 52mPDX-SDQ
$524

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Recent one-way flight deals

5/24Sat
1 stopDelta
14h 29mSJU-PDX
$185
4/25Fri
2 stopsDelta
19h 12mSJU-BOI
$203
5/14Wed
2 stops
29h 23mSDQ-PDX
$227
6/6Fri
1 stopAmerican Airlines
15h 48mSJU-PDX
$233
5/6Tue
2 stopsUnited Airlines
14h 32mSJU-BOI
$248
5/24Sat
2 stops
18h 58mSJU-PDX
$272
5/19Mon
2 stopsSpirit Airlines
22h 52mSDQ-PDX
$290
5/16Fri
2 stopsSpirit Airlines
22h 52mSDQ-PDX
$301
4/24Thu
2 stopsUnited Airlines
17h 16mSJU-BOI
$303
6/5Thu
2 stopsAmerican Airlines
12h 44mSJU-PDX
$323

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Last minute flights from Caribbean Islands to Oregon

Last minute flight, train and bus deals

4/3Thu
multi-stopSpirit Airlines
34h 15mSJU-PDX
4/6Sun
multi-stopSpirit Airlines
16h 17mPDX-SJU
$608
4/3Thu
multi-stopSpirit Airlines
34h 15mSJU-PDX
4/6Sun
multi-stopSpirit Airlines
28h 02mPDX-SJU
$637
4/4Fri
multi-stopAmerican Airlines
18h 28mSJU-PDX
4/6Sun
multi-stopAmerican Airlines
10h 53mPDX-SJU
$715
4/3Thu
multi-stopSpirit Airlines
34h 15mSJU-PDX
4/6Sun
multi-stopSpirit Airlines
26h 52mPDX-SJU
$717
4/1Tue
multi-stopDelta
18h 44mSJU-BOI
4/9Wed
multi-stopDelta
15h 44mBOI-SJU
$725
4/4Fri
multi-stopSpirit Airlines
25h 09mSJU-PDX
4/6Sun
multi-stopSpirit Airlines
26h 52mPDX-SJU
$786
4/3Thu
multi-stopUnited Airlines
15h 01mSJU-PDX
4/6Sun
multi-stopUnited Airlines
11h 45mPDX-SJU
$1,002
4/1Tue
multi-stopAlaska Airlines
19h 54mSJU-BOI
4/9Wed
multi-stopAlaska Airlines
15h 28mBOI-SJU
$1,779

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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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