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Find cheap flights from Caribbean Islands to Oregon from $139

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Caribbean Islands to Oregon departing on 6/6. 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
0 bags
Mon 6/24
Mon 7/1

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Good to know

Low season

January

High season

July

Cheapest flight

$139
Best time to beat the crowds with an average 3% drop 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 to Oregon from Caribbean Islands 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 to Oregon with an airline and back to Caribbean Islands 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 to Oregon from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 4 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.
7.9
Caribbean AirlinesOverall score based on 185 reviews
6.7Entertainment
6.7Food
8.2Boarding
8.3Crew
7.6Comfort
Airline reviews

There was no music on the flights unless you came with your headset.

10.0 Excellentsusan, Apr 2024MIA - POS
Read more about Caribbean Airlines reviews

There was no music on the flights unless you came with your headset.

Their bar selection could be greatly improved; they only had one spirit option

Music would have been great and information about the flight. Meaning how high and the weather conditions.

It was good but the food was small for the duration of the flight.

I wrote to the entertainment and food OK because it was non-applicable All excellent

Checking in online still requires going on the physical check in line

I enjoyed the smooth flow and well coordinated boarding and the very courteous attitude from the cabin crew We look forward to flying with ya’ll again

Pleasant experience checking in. Seating is way too tight, especially for persons who are not petite. I thought the pilot was excellent in terms of his commentary and information. Wrong gate information on boarding passes. If I was not alert I could have lined up to board the wrong plane.

The crew was excellent, check in was easy ,the food wasn't good, movies should be recent and more selections

The captain was great he made jokes and make thebflight very comfortable. Alerted us about the islands we flew over and Yolandra and her team took great care of us, very personable.

The flight was excellent. The crew was welcoming and attentive.

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

Run out of snack choices. Why are the seats not padded for your butt? Are we sitting on blocks of wood or metal for $250-300 a pop? This ain’t spirit. Let’s get it together people

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

Going through JFK’s security is a mess. The TSA security said no shoes on the bins. So, we place our shoes in the belt and they came out all over the belt. Boarding was delayed and Flight as well.

Safe and on time were the positives. The plane wasn't cleaned before boarding, there was garbage and food on the floor and in the seat pocket. The TV screen was small and the picture fuzzy, audio quality was poor. Seatbelt was fraying and seat did not recline properly. No charging ports near the seats,

Confusing. Delay updates were out of whack At one point it said my flight was 25 hours. Three gate changes and two delays only to change back to original departure time. Gate announcer and on board flight attendant (Alejandro) making the announcements was impossible to understand due to accent and speed of speech. After beverage service the rear flight attendants sat back there on their phones. No refills no checking in, one sweep through for trash collection. Very impersonal. Bring back Coke products

Delayed departure. Delayed after landing pulling into gate. Delay due to sky bridge malfunction

Great. Loved that there was WiFi on flight to keep in touch and excellent service of beverages and snacks.

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Check in online was easy. Seats aren’t very comfortable

Fecal matter in seat back pocket. Presumably from a kids diaper.

Worst airline to travel with. They treat you like a prisoner in a jailhouse barking out orders and threats. Nickle and dime you to the same price or higher than a respectable airline like one of the big 3 . Might as well fly with standard airlines

Well I mean u get what u pay for so 🤷‍♂️

Over an hour delay in departure but I was notified beforehand. Another delay on tarmac upon arrival at LGA. We ended up departing the plane almost 2 hours later than expected

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

If you take this airline, they WILL change the flight time, and make you miss your connection. It has happened every time I used it. It's so unreliable that I think it shouldn't be offered on Kayak. You will regret it!

In addition to the fact that Silver changed the flight time several days before the trip without offering any choices , I was sick with Covid and unable to go on the trip. I tried to ask Silver for a credit for a flight when I’d recooperated but they don’t do credits, even for illness. I will Never fly on Silver again

I canceled due to a 7 hour delay. Was forced to book another airline last minute , very expensive. Silver Aorways sucks

I spent hours with orbitz to get my tsa # on my ticket. They didn’t have a place to enter. I will never use orbitz again. No customer service. A number in which u press offered options and the message replays instead of getting customer to that area. Silver did not make the promised call back. Finally someone responded to my email and took care of it after I lost hours of my vacation arranging this. Staff on flight barked orders.

Our pilot and flight attendant, Desiree, were great. I always fly this route and this crew was better than most.

The worst flight ever; 1st and last flying to this airlines

Easy boarding and deplaning. Short flight. Water was given but that was it.

Flight was delayed a bit since booking but otherwise everything was very good.

While this is a VERY SMALL plane; take-off to landing was fine. It's the constant departure time changes that wore me out and I'll try to never use this inconsistent airway again. Four delays in one day. Done!!!!!!

This has been, by far, my worst experience with an airline company. I had a reservation for a Tuesday at 8:30 pm departure from Gainesville, FL (1.5 hours - direct flight) I received an email on Monday that my flight had been changed to Monday at night to depart from Jacksonville, FL (and it was an 11 .5 hours flight ). There was no way I would have had the time to gather my things, drive 1.5 hours to the Jacksonville airport, and make it on time to board the plane. Besides, I had a full day of work on Tuesday. The only good thing I xan say about Silver airlines is that they did give me a refund, but I had to wait about 4 hours for a call back

Book cheap flights from Caribbean Islands to Oregon

Recent round-trip flight deals

8/26Mon
1 stopSpirit Airlines
18h 47mSJU-PDX
9/9Mon
1 stopSpirit Airlines
14h 10mPDX-SJU
$263
7/6Sat
2 stopsFrontier
18h 17mSJU-PDX
7/9Tue
2 stopsFrontier
11h 04mPDX-SJU
$290
7/9Tue
2 stopsFrontier
17h 38mSJU-PDX
7/27Sat
2 stopsFrontier
11h 13mPDX-SJU
$322
9/16Mon
1 stopAmerican Airlines
18h 04mSJU-PDX
10/1Tue
2 stopsAmerican Airlines
13h 16mPDX-SJU
$323
8/26Mon
1 stopSpirit Airlines
18h 47mSJU-PDX
9/9Mon
2 stopsSpirit Airlines
16h 06mPDX-SJU
$328
8/30Fri
1 stopDelta
12h 35mSJU-PDX
9/3Tue
1 stopDelta
10h 24mPDX-SJU
$354
10/16Wed
2 stopsDelta
14h 02mSJU-PDX
10/23Wed
1 stopDelta
11h 44mPDX-SJU
$368
8/25Sun
1 stopAmerican Airlines
21h 15mSJU-PDX
8/31Sat
2 stopsAmerican Airlines
12h 02mPDX-SJU
$372
10/15Tue
1 stopUnited Airlines
11h 18mSJU-PDX
10/23Wed
1 stopUnited Airlines
10h 20mPDX-SJU
$427
10/15Tue
2 stopsUnited Airlines
19h 29mSTI-PDX
10/19Sat
1 stopUnited Airlines
11h 15mPDX-STI
$440

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Recent one-way flight deals

6/6Thu
2 stopsFrontier
17h 38mSJU-PDX
$139
7/20Sat
2 stopsFrontier
18h 17mSJU-PDX
$145
6/8Sat
2 stopsSpirit Airlines
12h 23mSJU-PDX
$147
6/6Thu
1 stopSpirit Airlines
19h 53mSJU-PDX
$172
7/6Sat
1 stopSpirit Airlines
19h 53mSJU-PDX
$189
6/5Wed
1 stopUnited Airlines
11h 16mSJU-PDX
$215
7/13Sat
1 stopAmerican Airlines
11h 50mSJU-PDX
$274
7/13Sat
2 stops
24h 17mSJU-PDX
$293
7/20Sat
1 stopUnited Airlines
15h 05mSJU-PDX
$323
9/18Wed
2 stopsAmerican Airlines
33h 55mMBJ-PDX
$606

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Last minute flights from Caribbean Islands to Oregon

Last minute flight, train and bus deals

5/28Tue
multi-stopSpirit Airlines
28h 23mSJU-PDX
5/30Thu
multi-stopSpirit Airlines
14h 33mPDX-SJU
$580
5/28Tue
multi-stopSpirit Airlines
28h 23mSJU-PDX
5/30Thu
multi-stopSpirit Airlines
16h 34mPDX-SJU
$609
5/28Tue
multi-stopSpirit Airlines
28h 23mSJU-PDX
5/30Thu
multi-stopSpirit Airlines
35h 25mPDX-SJU
$662
5/28Tue
multi-stopAmerican Airlines
10h 09mSJU-PDX
5/30Thu
multi-stopAmerican Airlines
19h 20mPDX-SJU
$671
5/28Tue
multi-stopSpirit Airlines
30h 00mSJU-PDX
5/30Thu
multi-stopSpirit Airlines
35h 25mPDX-SJU
$748
5/28Tue
multi-stopUnited Airlines
22h 59mSJU-PDX
5/29Wed
multi-stopUnited Airlines
20h 42mPDX-SJU
$769
5/28Tue
multi-stopUnited Airlines
10h 23mSJU-PDX
5/29Wed
multi-stopUnited Airlines
20h 42mPDX-SJU
$803
5/27Mon
multi-stopAmerican Airlines
21h 21mSJU-PDX
5/30Thu
multi-stopAmerican Airlines
14h 11mPDX-SJU
$807
5/27Mon
multi-stopUnited Airlines
11h 16mSJU-PDX
5/29Wed
multi-stopUnited Airlines
20h 42mPDX-SJU
$817
5/27Mon
multi-stopUnited Airlines
13h 44mSJU-PDX
5/30Thu
multi-stopUnited Airlines
13h 52mPDX-SJU
$1,158

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