$180 Find Cheap Flights from Caribbean Islands to Oregon

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Good to know

Low season

March

High season

July

Cheapest flight

$180
Best time to beat the crowds but there is an average 10% increase in price.
Most popular time to fly with an average 17% 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 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 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 18h 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 34m.

  • What are the most popular destinations in Oregon?

    Based on KAYAK flight searches, the most popular destination is Portland (85% of total searches to Oregon). The next most popular destinations are Boise (14%) 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 7929 reviews
7.9Entertainment
7.9Comfort
7.3Food
8.2Boarding
8.5Crew
Airline reviews

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

8.0 ExcellentFredrick, Apr 2025GSO - DTW
Read more Delta reviews

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

Delta is a cut above the others in customer service.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

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.

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

A bit rush for transit. Food and entertainment are not available

So far so good but food and entertainment are not available for this flight

Multiple delays and not straight answer from the United team

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

Paid $35 and not able to access the internet at all.

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Flight was delayed bc of mechanical issue. New plane had different configuration so some seats had to be switched. They called all passengers who needed new boarding cards. They did not call us so we thought our seats were the same and fine. When we boarded they informed us our receipts had changed and we are now all sitting separate and in the back row. Both my daughters had meltdowns and started to cry and once we got on the flight, we figured out how we could sit closer to each other, but this was very upsetting.

Took off on time and successfully avoided weather that looked to be a problem along the way

Book cheap flights from Caribbean Islands to Oregon

Recent round-trip flight deals

9/5Fri
1 stopDelta
10h 29mSJU-PDX
9/12Fri
1 stopDelta
11h 15mPDX-SJU
$369
5/28Wed
1 stopDelta
13h 03mSJU-PDX
6/1Sun
2 stopsDelta
15h 07mPDX-SJU
$406
6/10Tue
3 stopsSpirit Airlines
33h 33mSJU-PDX
6/17Tue
3 stopsSpirit Airlines
23h 25mPDX-SJU
$428
5/19Mon
1 stopAmerican Airlines
19h 57mSJU-PDX
5/26Mon
1 stopAmerican Airlines
15h 12mPDX-SJU
$432
6/13Fri
2 stopsSpirit Airlines
27h 02mMBJ-PDX
6/20Fri
2 stopsSpirit Airlines
20h 50mPDX-MBJ
$432
7/17Thu
1 stopJetBlue
12h 35mSJU-PDX
7/21Mon
1 stopJetBlue
14h 05mPDX-SJU
$456
9/19Fri
2 stopsUnited Airlines
14h 58mSJU-PDX
10/3Fri
2 stopsUnited Airlines
17h 05mPDX-SJU
$459
6/17Tue
1 stopJetBlue
12h 20mSJU-PDX
6/24Tue
1 stopJetBlue
13h 14mPDX-SJU
$464
6/10Tue
1 stopUnited Airlines
11h 24mSJU-PDX
6/17Tue
1 stopUnited Airlines
11h 50mPDX-SJU
$466
5/19Mon
2 stopsAmerican Airlines
13h 27mSJU-PDX
5/26Mon
2 stopsAmerican Airlines
12h 11mPDX-SJU
$497

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Recent one-way flight deals

6/14Sat
1 stopJetBlue
12h 20mSJU-PDX
$180
6/6Fri
1 stopAmerican Airlines
12h 48mSJU-PDX
$185
6/10Tue
3 stopsSpirit Airlines
33h 33mSJU-PDX
$206
6/10Tue
1 stopUnited Airlines
11h 24mSJU-PDX
$215
7/17Thu
2 stopsDelta
13h 54mSJU-PDX
$222
6/10Tue
2 stopsDelta
13h 58mSJU-PDX
$227
7/8Tue
2 stopsSpirit Airlines
15h 20mSJU-PDX
$241
7/19Sat
1 stopSun Country Air
18h 56mSJU-PDX
$247
5/16Fri
2 stopsSouthwest
13h 50mSJU-PDX
$248
8/25Mon
1 stopUnited Airlines
11h 38mBQN-PDX
$278

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Last minute flights from Caribbean Islands to Oregon

Last minute flight, train and bus deals

5/2Fri
multi-stopSpirit Airlines
35h 40mSJU-PDX
5/9Fri
multi-stopSpirit Airlines
21h 53mPDX-SJU
$506
5/2Fri
multi-stopSpirit Airlines
31h 12mSJU-PDX
5/9Fri
multi-stopSpirit Airlines
30h 01mPDX-SJU
$510
5/1Thu
multi-stopSpirit Airlines
19h 52mSJU-PDX
5/8Thu
multi-stopSpirit Airlines
14h 51mPDX-SJU
$529
5/2Fri
multi-stopDelta
13h 25mSJU-PDX
5/9Fri
multi-stopDelta
10h 34mPDX-SJU
$605
5/2Fri
multi-stopSouthwest
15h 10mSJU-BOI
5/4Sun
multi-stopSouthwest
12h 45mBOI-SJU
$675
4/30Wed
multi-stopUnited Airlines
16h 49mSJU-PDX
5/8Thu
multi-stopUnited Airlines
9h 30mPDX-SJU
$695
5/3Sat
multi-stopDelta
17h 48mSDQ-PDX
5/16Fri
multi-stopDelta
14h 05mPDX-SDQ
$698
5/2Fri
multi-stopAmerican Airlines
18h 06mSJU-BOI
5/4Sun
multi-stopAmerican Airlines
13h 37mBOI-SJU
$715
5/1Thu
multi-stopUnited Airlines
14h 32mSJU-BOI
5/4Sun
multi-stopUnited Airlines
20h 15mBOI-SJU
$760
5/1Thu
multi-stopAmerican Airlines
19h 38mSDQ-PDX
5/10Sat
multi-stopAmerican Airlines
19h 23mPDX-SDQ
$948

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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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