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$108 Find cheap flights from Caribbean Islands to Portland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Portland departing on 5/14. 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
Tue 6/4
Tue 6/11

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Good to know

Low season

January

High season

June

Cheapest flight

$108
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 3% increase in price.
Flight from San Juan to Portland

FAQs for booking flights from Caribbean Islands to Portland

  • How does KAYAK find such low prices on flights from Caribbean Islands to Portland?

    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 Portland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Portland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland 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 Portland?

    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 Portland 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 Portland?

    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 Portland 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

Prefer to fly non-stop from Caribbean Islands to Portland?

Find which airlines fly direct from Caribbean Islands to Portland, which days they fly and book direct flights.

Nonstop departures

Caribbean Islands to Portland

Monday

ANA, Aer Lingus, Aeromexico, +52 more

ANA, Aer Lingus, +53 more

Tuesday

ANA, Aer Lingus, Aeromexico, +49 more

ANA, Aer Lingus, +50 more

Wednesday

ANA, Aer Lingus, Aeromexico, +52 more

ANA, Aer Lingus, +53 more

Thursday

ANA, Aer Lingus, Aeromexico, +51 more

ANA, Aer Lingus, +52 more

Friday

ANA, Aer Lingus, Aeromexico, +52 more

ANA, Aer Lingus, +53 more

Saturday

ANA, Aer Lingus, Aeromexico, +50 more

ANA, Aer Lingus, +51 more

Sunday

ANA, Aer Lingus, Aeromexico, +52 more

ANA, Aer Lingus, +53 more

See more direct flights

Nonstop returns

Portland to Caribbean Islands

Monday

ANA, Aer Lingus, Aeromexico, +52 more

ANA, Aer Lingus, +53 more

Tuesday

ANA, Aer Lingus, Aeromexico, +49 more

ANA, Aer Lingus, +50 more

Wednesday

ANA, Aer Lingus, Aeromexico, +52 more

ANA, Aer Lingus, +53 more

Thursday

ANA, Aer Lingus, Aeromexico, +51 more

ANA, Aer Lingus, +52 more

Friday

ANA, Aer Lingus, Aeromexico, +52 more

ANA, Aer Lingus, +53 more

Saturday

ANA, Aer Lingus, Aeromexico, +50 more

ANA, Aer Lingus, +51 more

Sunday

ANA, Aer Lingus, Aeromexico, +52 more

ANA, Aer Lingus, +53 more

See more direct flights
See more direct flights

Top 4 airlines serving from Caribbean Islands to Portland

 
Need help choosing which airline to fly with from Caribbean Islands to Portland? 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 10826 reviews
8.6Crew
8.0Entertainment
8.2Boarding
7.4Food
7.9Comfort
Airline reviews

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

8.0 ExcellentCynthia, May 2024ATL - TYS
Read more about Delta reviews

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

Everything was great. The big planes could still stand to have a bit more leg room. Crew was amazing!!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

The flight was excellent, I recommend people to fly with Delta

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

The crew were very welcoming and helpful. I just wish economy had a bit more leg room. My knees were constantly hitting the chair in front of me.

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

Should have video screens Plane audio was poor and without wired connection hard to understand crew. Should serve more than just cups of water and pretzels on six hour flight. Did not see crew rest of flight. Fix charging sockets to retain charging blocks.

Only water and pretzels served on six hour flight. Did not see crew rest of flight. No video screens and so no wired audio. Poor sound on plan so did not understand anything said by crew. This is a safety issue. Electrical socket did not retain charging block so could not charge phone. No video screen so could not watch movies. Phone is not a substitute.

It was fine. Flight was on time and arrived at destination with 15 min to spare.

My bag was lost with my medicine and I am very inconvenienced. I don’t know what happened, however I want you to do a better job on getting people’s bag back

I paid $380 for my one-way ticket from California to Minnesota. The fair did not include online check-in. I received instructions from their app to check in at a kiosk. At the kiosk, the boarding pass would not print until an actual person came to verify that I had a personal item and not a carry-on item, On the plane, the person next to me was drunk and allowed to continue to order alcohol. United is garbage I’d rather fly spirit.

The food that was offered based on class level of your ticket was absolutely ridiculous and disgusting. They didn't even hot tea to serve, the food was horrible. On our departure flight I was seated in premium plus economy and considering the cost of the flight the food was literally some of the worst I've ever eaten. On the return flight I sat in economy with extra leg room and was given a thin little throw "blanket" and a flimsy little pillow. The air condition was on artic and the seating arrangement wasn't really worth the money. The seat didn't recline good enough and the foot rest was laughable. Total waste.

The plane was dirty and the in seat air wasn't blowing as planes usually do.

Generally good but there wasn’t any staff available when my luggage didn’t appear at baggage claim in Fresno. It took about half an hour to locate a staff member to open up the locked room where it was being kept.

Generally good but there wasn’t any staff available when my luggage didn’t appear at baggage claim in Fresno. It took about half an hour to locate a staff member to open up the room where it was being kept.

The flight was delayed due to weather issue…WiFi did not work and even though I wanted to pay for WiFi I couldn’t buy it. Overall very disappointing even though I paid and reserved Business class

Again, multiple delays and I eventually just canceled and drove!

Great crew. We were delayed so that late passengers could get on the flight. Love the bedding in business class. Good food. Great experience.

The CX617 from HK to BKK was delayed more than 1.5 hours.

Horrible - they lied to me about baggage & boarding, even though I specifically spoke to their agents the day before my flight about my issue. When I showed up they did not let me board and stranded me at my airport until I bought a new flight with money I did not have to spend.

All four American Airlines flights I took in last seven days were delayed. Caused me loads of problems, missed meetings, loss of time and money.

American cancelled our flight home. Zero option for hotel, alternative transportation and took 3 hours to find our bags so we could take a 3 hour UBER ride home on our dime. Never flying AA again.

They gave my seat away although it was a connecting flight with them and the flight was a bit delayed.

They ocer booked the connecting flight. My bags took a long time to come out, nevertheless I got to the gate in time to board, but they have given my seat to another passenger. They were aware I was connecting from another flight that was a little late, but they did not care. The customer representatives were rude. A horrible experience.

Flight was cancelled had to move to another gate late again no internet paid for the month and never can use it waste of money

Not being able to purchase my check in baggage online was a negative.

Terrible… missed our flight due to ridiculously long time to go thru baggage check-in!

The crew was not great or professional. It seemed like they didn't really want to be there. A true lack of effort for accommodating customers.

Everything was really good but the seats are not very comfortable.

I paid for WiFi, but it (WiFi) was very very slow, will never take again! Impossible open Utube 😤😤😤

I had no legroom, although I paid for extra legroom. I could barely put my bag in front of my feet and under the seat. The Wi-Fi was horrible. In fact the flight attendant said that they had to reboot it and see if it was going to work and never did.

The guy with severe body odor sat next to me. For the whole duration of the flight it was a torture. The airline should have better policy on limiting people with bad body odor to board the flight. Passengers should not be the ones to endure bad odor for the whole duration of the flight. The airline should be e the one to ensure decent air quality for ever passenger.

Overall it was a miserable experience... I will never fly spirit for more than a 3 hour flight or overnight.

The boarding attendant was slightly rude when I asked about checking our stroller. Made me feel like I was bothering her.

My wife and I are both handicapped and at boarding they upgraded us to a seat closer to the front rather than all the way towards the back. Much appreciated.

Not much seat room, but that was unexpected. But the seat headrest was very uncomfortable.

Book cheap flights from Caribbean Islands to Portland

Recent round-trip flight deals

6/3Mon
2 stopsSpirit Airlines
18h 10mSJU-PDX
6/10Mon
1 stopSpirit Airlines
12h 06mPDX-SJU
$253
6/3Mon
2 stopsSpirit Airlines
18h 10mSJU-PDX
6/10Mon
2 stopsSpirit Airlines
32h 48mPDX-SJU
$260
6/3Mon
2 stops
32h 47mSJU-PDX
6/7Fri
2 stops
34h 10mPDX-SJU
$279
6/7Fri
1 stop
25h 01mSJU-PDX
6/11Tue
2 stops
34h 10mPDX-SJU
$286
8/24Sat
1 stopAmerican Airlines
10h 10mSJU-PDX
8/31Sat
2 stopsAmerican Airlines
12h 02mPDX-SJU
$376
8/24Sat
1 stopAmerican Airlines
14h 08mSJU-PDX
8/30Fri
1 stopAmerican Airlines
10h 50mPDX-SJU
$377
8/16Fri
1 stopDelta
12h 35mSJU-PDX
8/23Fri
1 stopDelta
11h 27mPDX-SJU
$391
7/1Mon
1 stopDelta
11h 41mMBJ-PDX
8/24Sat
2 stopsDelta
18h 21mPDX-MBJ
$463
9/18Wed
1 stopUnited Airlines
11h 18mSJU-PDX
9/30Mon
3 stopsUnited Airlines
15h 49mPDX-SJU
$497
6/29Sat
2 stopsUnited Airlines
18h 53mMBJ-PDX
8/27Tue
2 stopsUnited Airlines
17h 26mPDX-MBJ
$502

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Recent one-way flight deals

5/14Tue
3 stopsSpirit Airlines
28h 23mSJU-PDX
$108
6/3Mon
2 stopsSpirit Airlines
19h 37mSJU-PDX
$109
5/21Tue
2 stopsSpirit Airlines
18h 08mSJU-PDX
$125
6/6Thu
2 stopsFrontier
17h 38mSJU-PDX
$145
6/10Mon
1 stopUnited Airlines
11h 16mSJU-PDX
$175
6/7Fri
1 stopUnited Airlines
11h 16mSJU-PDX
$196
5/20Mon
1 stopAmerican Airlines
13h 14mSJU-PDX
$234
9/20Fri
2 stopsAmerican Airlines
21h 02mPUJ-PDX
$244
9/21Sat
1 stopDelta
21h 23mPUJ-PDX
$370
5/12Sun
1 stopDelta
18h 47mSDQ-PDX
$411

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Last minute flights from Caribbean Islands to Portland

Last minute flight, train and bus deals

5/10Fri
multi-stopFrontier
15h 12mPUJ-PDX
5/12Sun
multi-stopFrontier
12h 25mPDX-PUJ
$449
5/7Tue
multi-stopSpirit Airlines
29h 01mSJU-PDX
5/16Thu
multi-stopSpirit Airlines
17h 17mPDX-SJU
$521
5/8Wed
multi-stopAmerican Airlines
10h 48mMBJ-PDX
9/3Tue
multi-stopAmerican Airlines
10h 25mPDX-MBJ
$525
5/8Wed
multi-stopAmerican Airlines
22h 04mMBJ-PDX
9/3Tue
multi-stopAmerican Airlines
10h 25mPDX-MBJ
$528
5/7Tue
multi-stopDelta
10h 37mPLS-PDX
5/11Sat
multi-stopDelta
10h 47mPDX-PLS
$607
5/10Fri
multi-stopDelta
11h 48mSJU-PDX
5/13Mon
multi-stopDelta
12h 45mPDX-SJU
$666
5/9Thu
multi-stopUnited Airlines
10h 10mMBJ-PDX
5/12Sun
multi-stopUnited Airlines
12h 30mPDX-MBJ
$672
5/9Thu
multi-stopUnited Airlines
20h 57mMBJ-PDX
5/12Sun
multi-stopUnited Airlines
24h 57mPDX-MBJ
$676
5/6Mon
multi-stop
19h 25mSJU-PDX
5/16Thu
multi-stop
19h 29mPDX-SJU
$942
5/8Wed
multi-stop
24h 58mMBJ-PDX
9/3Tue
multi-stop
15h 05mPDX-MBJ
$3,246

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