$180 Find Cheap Flights from Caribbean Islands to Oregon

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Low seasonMarch
High seasonJuly
Cheapest flight$180
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly with an average 21% 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.

  • 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 August, when tickets cost $382 (return) on average. On the other hand, the most expensive months are November and June, when the average cost of round-trip tickets is $694 and $636 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. 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 22h 50m, 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 32m.

  • What are the most popular destinations in Oregon?

    Based on KAYAK flight searches, the most popular destination is Portland (79% of total searches to Oregon). The next most popular destinations are Boise (20%) and Redmond (1%).

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 7950 reviews
8.2Boarding
7.3Food
8.5Crew
7.9Comfort
7.9Entertainment
Airline reviews

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

10.0 ExcellentHartaj, Jun 2025EWR - RDU
Read more Delta reviews

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Boarding was tough as we had to take a bus out to the plane and walk up a lot of stairs. Difficult with heavy carry-ons that said I got an entire empty row of seats, which was excellent for an international flight. Food was very mediocre but happy with the comfort so not complaining.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

The check in and bag drop off for Sky Priority members is slow. The Clear security was also slow - a TSA issue.

Delta is better for short flights and very low need for customer service. Avoid for longer flights

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

Boarding was mayhem. Late boarding by 15 minutes because of lack of staff (missing 1 flight attendant. We had to wait for an arrival of another plane before we could board). Flight was a little rough, but cannot blame on airlines.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

Great experience…left a bit behind schedule but made up fir that in the air and landed 10 minutes early 😁

I was supposed to be on business class at first class from Denver back to Miami due to weather changes. I missed my connection and it’s put on a flight to Fort Lauderdale. Instead of honoring my business class/1st class ticket, they put me in coach, but there were two first class seats open. I think it’s absolutely disgusting that I paid for first class $1300 ticket and they put me in economy and they had to open seats available and I have still not been refunded the difference. I ended up having to eat a snack box instead of the meal I was supposed to get and did not get home till 2 AM so I think that’s a little pathetic that I had to live off crackers for dinner And my poor dog ate some cheese and salami. Oh yes, apparently when they switched me to the new flight they forgot to mention I had a service dog

Excellent service despite turbulence during the flight. Flight attendants were remarkable!

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious.

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious. this return flight not as tasty, but filling.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Weather delay for 2.5 hours followed by half hour crew delay, did not have ginger ale, uncomfortable seats

The pilots are always hauling in the sky. No issues with boarding only problem was layover was shortened too much by weather but luckily the next flight was still boarding and did not missit

So awful Unreliable Unfriendly Bad Mad Mean Smelly Hot Late Overbooked Understaffed Expensive Cramped Narcs If they were a fruit they’d be rotten durian

Book cheap flights from Caribbean Islands to Oregon

Recent round-trip flight deals

7/15Tue
2 stopsSpirit Airlines
24h 32mSJU-PDX
7/21Mon
3 stopsSpirit Airlines
20h 35mPDX-SJU
$367
7/24Thu
1 stopJetBlue
12h 20mSJU-PDX
7/28Mon
1 stopJetBlue
13h 24mPDX-SJU
$380
7/15Tue
2 stops
24h 32mSJU-PDX
7/21Mon
2 stops
27h 08mPDX-SJU
$383
9/20Sat
1 stopDelta
14h 38mSJU-PDX
10/3Fri
2 stopsDelta
13h 49mPDX-SJU
$399
7/11Fri
2 stops
25h 25mSJU-PDX
7/14Mon
3 stops
39h 55mPDX-SJU
$400
7/19Sat
1 stopAmerican Airlines
21h 28mSJU-PDX
8/16Sat
1 stopAmerican Airlines
20h 42mPDX-SJU
$440
8/22Fri
1 stopDelta
10h 29mSJU-PDX
8/28Thu
1 stopDelta
11h 00mPDX-SJU
$481
7/10Thu
1 stopAmerican Airlines
21h 26mSJU-PDX
8/12Tue
2 stopsAmerican Airlines
13h 19mPDX-SJU
$482
9/19Fri
2 stopsUnited Airlines
14h 58mSJU-PDX
10/3Fri
2 stopsUnited Airlines
15h 45mPDX-SJU
$489
9/26Fri
2 stopsUnited Airlines
21h 08mSJU-PDX
9/30Tue
1 stopUnited Airlines
9h 30mPDX-SJU
$501

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Recent one-way flight deals

7/15Tue
2 stopsSpirit Airlines
24h 32mSJU-PDX
$180
7/15Tue
2 stopsSpirit Airlines
24h 32mSJU-PDX
$185
8/29Fri
1 stopDelta
10h 38mSJU-PDX
$200
9/16Tue
2 stopsSouthwest
14h 05mSJU-PDX
$234
7/17Thu
1 stopUnited Airlines
11h 38mBQN-PDX
$240
9/16Tue
1 stopDelta
13h 16mSJU-PDX
$241
7/30Wed
1 stopUnited Airlines
11h 36mSJU-PDX
$245
8/28Thu
2 stopsAmerican Airlines
28h 37mSJU-PDX
$247
7/17Thu
2 stopsSouthwest
12h 25mSJU-PDX
$248
10/21Tue
1 stopAmerican Airlines
21h 15mMBJ-PDX
$268

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Last minute flights from Caribbean Islands to Oregon

Last minute flight, train and bus deals

6/17Tue
multi-stopAmerican Airlines
14h 09mSJU-PDX
6/24Tue
multi-stopAmerican Airlines
15h 05mPDX-SJU
$570
6/14Sat
multi-stopFrontier
23h 01mSJU-PDX
6/17Tue
multi-stopFrontier
14h 01mPDX-SJU
$614
6/14Sat
multi-stopFrontier
19h 32mSJU-PDX
6/18Wed
multi-stopFrontier
15h 09mPDX-SJU
$632
6/13Fri
multi-stopDelta
14h 32mSJU-PDX
6/19Thu
multi-stopDelta
13h 49mPDX-SJU
$720
6/14Sat
multi-stopSpirit Airlines
24h 33mSJU-PDX
6/17Tue
multi-stopSpirit Airlines
21h 40mPDX-SJU
$738
6/15Sun
multi-stop
22h 26mSJU-PDX
6/18Wed
multi-stop
28h 07mPDX-SJU
$758
6/13Fri
multi-stopDelta
14h 56mSJU-PDX
6/19Thu
multi-stopDelta
14h 01mPDX-SJU
$800
6/13Fri
multi-stopSpirit Airlines
19h 35mSJU-PDX
6/24Tue
multi-stopSpirit Airlines
14h 18mPDX-SJU
$802
6/16Mon
multi-stopUnited Airlines
13h 50mSJU-PDX
6/23Mon
multi-stopUnited Airlines
17h 15mPDX-SJU
$805
6/13Fri
multi-stopUnited Airlines
11h 24mSJU-PDX
6/19Thu
multi-stopUnited Airlines
12h 43mPDX-SJU
$845

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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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