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Caribbean to Portland Flight Information

Flights Arrive in Portland
Flights Depart from Caribbean
Flight Price $316
Airlines American Airlines, Delta, Spirit Airlines, United, Frontier

Book cheap flights from Caribbean to Portland (round-trip)

Airports
Origin
Aguadilla
$686
only
$686
Santo Domingo
$561
only
$561
San Juan
$316
only
$316
Destination
Portland
$316
only
$316
Fri, Oct 26
SJU
San Juan Luis Munoz Marin International
PDX
Portland
10h 44m
Mon, Oct 29
PDX
Portland
SJU
San Juan Luis Munoz Marin International
19h 22m
Trip: 4 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 33,728 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.8
Food
6.7
EWR
ORD
Okay 4.0

I like that I made it home alive.

Everything about Departing and arriving was a Poor experience. I might not be using this particular airline again. 4 Airlines now on my list of do not use.

CAK
CLT
Okay 5.3

Rude and disrespectful

ORD
LHR
Okay 4.6

What to like with AA?

Delayed by 2:38 hours at Chicago due to aircaft repair. Total layover 8:38 hours.

ORD
SFO
Mediocre 2.0

Never made it to Chicago, rerouted through Washington DC.

DFW
CLE
Excellent 10.0

It was a quick flight! The crew was nice & the landing went smothly!

It was a full plane!

Fri, Oct 5
SJU
San Juan Luis Munoz Marin International
PDX
Portland
11h 21m
Fri, Oct 12
PDX
Portland
SJU
San Juan Luis Munoz Marin International
18h 44m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,314 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
SJD
LAX
Excellent 8.3

Crews were nice

JFK
MXP
Good 7.6

There were actual meals served on the flight. They were pretty good. Free movies available.

There was one cranky flight attendant. The seats don’t recline quite enough to be able to sleep.

AMS
DTW
Excellent 8.0

Didn’t like the fact that online check in didn’t work on the Delta app.di

SLC
AMS
Excellent 9.6

You guys did an all around great job and my flight experience was the best I’ve ever had. The quality of the service was exceptional.

CLT
LGA
Mediocre 3.3

We were deplained twice from two different plains going to LGA. We are now booked on a third plain going to JFK. Hope we can get home. I have a surgical appointment tomorrow.

We bought First Class tickets. But we were downgraded How do you think we should feel ? We have been in Charlotte since 9:30 AM It is now 6:45 PM Should we use the train to go home?

Fri, Nov 30
SJU
San Juan Luis Munoz Marin International
PDX
Portland
15h 20m
Mon, Dec 10
PDX
Portland
SJU
San Juan Luis Munoz Marin International
18h 22m
Trip: 11 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 56,870 reviews
Overall
5.7
Boarding
6.1
Comfort
5.3
Crew
6.5
Entertainment
4.6
Food
4.7
IAH
DEN
Mediocre 2.0

trip was bad

Turbulence was bad and no complimentary water

PDX
LAS
Excellent 10.0

Online Check in is a bit overwhelming. Too many adds, seat selection charges, etc. Too confusing

DTW
MSY
Excellent 9.0

Arrival time was on time.

It was just so cold, but next time we will bring a blanket.

FLL
TPA
Mediocre 2.0

Didnt get to take flight. Had to change and find my own way back to Tampa.

DEN
IAH
Okay 5.0

Stewardesses were very nice and pleasant. We left timely and arrived on time.

My seat got randomly assigned and I was put on the back row window seat with no window. I wish I could have selected my seat from a list of free spots (w/o extra charge). I don’t like that you are charged for everything: seat change, water, and any snack. I would expect at least water as passengers get dehydrated from flying. Seats are uncomfortable, not much space from seat in front, and there is no recline. Feels crammed. Lacks hospitality majorly as I am charged for every little thing. I hope they don’t start charging for oxygen intake. I was not informed of entertainment options, but I’m sure they were not inexpensive. I will not be flying with Spirit Airlines again. There are other airline options that are less expensive (after you add all the additional fees up) and much more comfortable and hospitable.

Thu, Nov 15
SJU
San Juan Luis Munoz Marin International
PDX
Portland
25h 46m
Fri, Nov 30
PDX
Portland
SJU
San Juan Luis Munoz Marin International
21h 36m
Trip: 16 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 59,480 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
FRA
SFO
Good 6.3

Easy boarding and finding seat; good food and liked that wine was available, good movies to choose from

Seat was not comfortable, I am 5'1" and the head rest was too high, fortunately I had my own foam neck support. Bathrooms could use more cleaning during flight as one was grossly covered with urine right after turbulence was experienced. One crew member appeared to be having a bad day and seemed unhappy to be at work and was impatient with all.

PSP
SFO
Mediocre 2.0

Nothing

Flight to SFO landed 7 min late. Wouldn’t let us on connecting flight to MRY. We were put on a land shuttle to MRY and now I’m car sick. Horrible day!

ATL
ORD
Okay 4.3

It got us to London. My bags were quickly available.

The seats were SO. UNCOMFORTABLE. I didn't sleep at all and have a headache because of them. Absolutely atrocious. The food was meh. One of the flight attendants was so rude I dreaded every time she headed over. I'll be flying with Delta in the future.

EWR
ATH
Excellent 8.0

The United flight had a great entertainment package (movies, tv shows, etc). The flight attendant who sat in front of us was awesome,and fun to talk to. She gave us some great tips about things to do while in Athens. The food was good (for airline food).

The flight from Newark to Athens was interesting. The flight changed gates at the last minute. The plane was towed to the new gate, then we found out that it was going to be delayed an additional hour due to required maintenance checks. Actually, I don't mind the additional maintenance checks, I want to arrive alive! We arrived in Athens 90 minutes after our expected time. We got seats in the exit row, however, we couldn't really enjoy the extra legroom for 2 reasons: 1) The exit hatch was right in front of my girlfriend who was sitting near the window. She couldn't extend her feet without kicking the door (I big no-no at 35,000 feet). 2) Our row was right in front of the bathrooms, so I had constant traffic bumping me in left shoulder and lines of people literally standing in front of me for the majority of the flight while waiting for their turn to use the bathroom. They are stepping on my feet constantly or passing gas in my face (I wish I was kidding).

ZRH
IAD
Excellent 9.6

Very nice FLY and fantastic weather. No turbulence THAT all. UNITED CAPITAN AND CREW, nice. Thanks to GOD a nice fly in ALL aspects.

To be honest, everything was OK.

Tue, Nov 13
SJU
San Juan Luis Munoz Marin International
PDX
Portland
32h 16m
Tue, Nov 27
PDX
Portland
SJU
San Juan Luis Munoz Marin International
29h 46m
Trip: 15 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 35,402 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
PDX
DEN
Excellent 8.0

Airfare was $28 each way

No plug ins, hard seats, and an odd 20 minute delay to get a off the plane even though we were at the gate. They said it was because of the "balance". Really?

DEN
SEA
Mediocre 3.3

The crew was nice, boarding was easy

The seats and space are horrible, it is almost impossible to stay seated during the duration of the flight because the seats are so uncomfortable and if you are taller like I am you will have no leg room and no support past your shoulders

DEN
SJC
Excellent 10.0

Direct flight. Cheap. Easy on and easy off.

Seat and tray size. But u get what u pay for, so I’d rather save the money

DEN
ORD
Okay 5.3

Modern plane

You have to pay to choose a seat. You have to pay for carry-ons, regardless of size They only serve water, charge extra for a soft drink The seats are uncomfortable and very close together. You don't get an option to pay a lower price for carry-ons at time of purchase when booked through Kayak

SNA
SAT
Excellent 10.0

I have a walker and it was stowed with the strollers. Was available soon after I arrived. Flight left on time and arrived early. Price was great, even with a few add ons.

WIsh they had pillows. I need lower back support and had to use my son's sweatshirt. I will know next time.

Thu, Dec 27
SJU
San Juan Luis Munoz Marin International
PDX
Portland
20h 19m
Wed, Jan 23
PDX
Portland
SJU
San Juan Luis Munoz Marin International
12h 20m
Trip: 28 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 59,480 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
ATL
ORD
Okay 4.3

It got us to London. My bags were quickly available.

The seats were SO. UNCOMFORTABLE. I didn't sleep at all and have a headache because of them. Absolutely atrocious. The food was meh. One of the flight attendants was so rude I dreaded every time she headed over. I'll be flying with Delta in the future.

EWR
ATH
Excellent 8.0

The United flight had a great entertainment package (movies, tv shows, etc). The flight attendant who sat in front of us was awesome,and fun to talk to. She gave us some great tips about things to do while in Athens. The food was good (for airline food).

The flight from Newark to Athens was interesting. The flight changed gates at the last minute. The plane was towed to the new gate, then we found out that it was going to be delayed an additional hour due to required maintenance checks. Actually, I don't mind the additional maintenance checks, I want to arrive alive! We arrived in Athens 90 minutes after our expected time. We got seats in the exit row, however, we couldn't really enjoy the extra legroom for 2 reasons: 1) The exit hatch was right in front of my girlfriend who was sitting near the window. She couldn't extend her feet without kicking the door (I big no-no at 35,000 feet). 2) Our row was right in front of the bathrooms, so I had constant traffic bumping me in left shoulder and lines of people literally standing in front of me for the majority of the flight while waiting for their turn to use the bathroom. They are stepping on my feet constantly or passing gas in my face (I wish I was kidding).

ICT
ORD
Good 7.3

Aircrew great along with gate agents.

First class flying is gone. No lounge access in the US. No meal (boarding at 1720 and arriving 2100) Beverage service the same in front as in back. Need to go back to Asia to get what you pay for.

RIC
ORD
Good 6.0

delayed. missed my connector and had to rebook to a later flight

SEA
SFO
Mediocre 2.0

?

Delayed. Charged for my bag even tho i have the United explorer Visa. Skipped me with pretzels and when I asked for some, it was as if i was asking fir something extraordinary!

Fri, Sep 28
SJU
San Juan Luis Munoz Marin International
PDX
Portland
10h 32m
Mon, Oct 1
PDX
Portland
SJU
San Juan Luis Munoz Marin International
11h 26m
Trip: 4 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 33,728 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.8
Food
6.7
DFW
CLE
Excellent 10.0

It was a quick flight! The crew was nice & the landing went smothly!

It was a full plane!

SAT
ORD
Good 6.0

Nothing good to say about AA

AA screwed up reservations by rescheduling flights by 3 hours earlier (done not once but two times) causing 6 hour layover. This plus an additional 2:38 delay on next flight made the journey horrible. Will never book an AA/BA flight again for intrnational travel.

ORD
SFO
Mediocre 2.0

Never made it to Chicago, rerouted through Washington DC.

DUB
ORD
Mediocre 3.3

Customer service when my flight was delayed twice and then cancelled.

I hated that there were sudden updates of delays just moments before we were supposed to board, then delayed for a day, then cancelled. I was fortunate to be re-routed to San Francisco (I am on the way) now, through United airlines. All in all, it was a stressful inconvenience.

ORD
LHR
Excellent 8.3

Crew, food and boarding.

Limited entertainment selection. Tight setting with minimal leg room.

Sat, Dec 22
SJU
San Juan Luis Munoz Marin International
PDX
Portland
22h 23m
Fri, Jan 25
PDX
Portland
SJU
San Juan Luis Munoz Marin International
12h 20m
Trip: 35 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 59,480 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
ZRH
IAD
Excellent 9.6

Very nice FLY and fantastic weather. No turbulence THAT all. UNITED CAPITAN AND CREW, nice. Thanks to GOD a nice fly in ALL aspects.

To be honest, everything was OK.

RIC
ORD
Good 6.0

delayed. missed my connector and had to rebook to a later flight

ATL
ORD
Okay 4.3

It got us to London. My bags were quickly available.

The seats were SO. UNCOMFORTABLE. I didn't sleep at all and have a headache because of them. Absolutely atrocious. The food was meh. One of the flight attendants was so rude I dreaded every time she headed over. I'll be flying with Delta in the future.

CHO
IAD
Good 7.6

Crew flight attendant was nice the whole trip. Other places they aren't always so warm or nice when you leave. Flight was pretty.

Nobody was checking tickets for checked bags we deboarded.

FRA
SFO
Good 6.3

Easy boarding and finding seat; good food and liked that wine was available, good movies to choose from

Seat was not comfortable, I am 5'1" and the head rest was too high, fortunately I had my own foam neck support. Bathrooms could use more cleaning during flight as one was grossly covered with urine right after turbulence was experienced. One crew member appeared to be having a bad day and seemed unhappy to be at work and was impatient with all.

Fri, Oct 5
SDQ
Santo Domingo Las Americas
PDX
Portland
11h 31m
Wed, Oct 17
PDX
Portland
SDQ
Santo Domingo Las Americas
14h 31m
Trip: 13 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,314 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
DEN
JFK
Good 7.6

The flight attendants were all helpful and pleasant. The seats were comfortable. We were provided with plenty of liquids.

The landing was pretty tough and we took off almost a half hour late.

SJD
LAX
Excellent 8.3

Crews were nice

JFK
LAS
Excellent 8.0

The wait

The screen didn’t change in time

JFK
MXP
Good 7.6

There were actual meals served on the flight. They were pretty good. Free movies available.

There was one cranky flight attendant. The seats don’t recline quite enough to be able to sleep.

DTW
CLT
Excellent 8.0

Didn’t get our beverage and snack till we were almost ready to land at Charlotte

Fri, Dec 21
SDQ
Santo Domingo Las Americas
PDX
Portland
14h 04m
Sun, Jan 6
PDX
Portland
SDQ
Santo Domingo Las Americas
15h 25m
Trip: 17 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 33,728 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.8
Food
6.7
DUB
ORD
Mediocre 3.3

Customer service when my flight was delayed twice and then cancelled.

I hated that there were sudden updates of delays just moments before we were supposed to board, then delayed for a day, then cancelled. I was fortunate to be re-routed to San Francisco (I am on the way) now, through United airlines. All in all, it was a stressful inconvenience.

SAT
ORD
Good 6.0

Nothing good to say about AA

AA screwed up reservations by rescheduling flights by 3 hours earlier (done not once but two times) causing 6 hour layover. This plus an additional 2:38 delay on next flight made the journey horrible. Will never book an AA/BA flight again for intrnational travel.

BOS
MIA
Excellent 8.3

Early arrival, plane not crowded

Onboard wifi not working so no inflight entertainment

DFW
CLE
Excellent 10.0

It was a quick flight! The crew was nice & the landing went smothly!

It was a full plane!

ORD
LHR
Excellent 8.3

Crew, food and boarding.

Limited entertainment selection. Tight setting with minimal leg room.

Thu, Nov 22
BQN
Aguadilla Borinquen
PDX
Portland
14h 28m
Sun, Nov 25
PDX
Portland
BQN
Aguadilla Borinquen
31h 38m
Trip: 4 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 56,870 reviews
Overall
5.7
Boarding
6.1
Comfort
5.3
Crew
6.5
Entertainment
4.6
Food
4.7
LAX
MSP
Good 6.0

Price

Unfriendly staff

MCO
BOS
Mediocre 2.0

nothing

ATL
TPA
Excellent 10.0

Everything

PDX
LAS
Excellent 10.0

Online Check in is a bit overwhelming. Too many adds, seat selection charges, etc. Too confusing

DEN
IAH
Okay 5.0

Stewardesses were very nice and pleasant. We left timely and arrived on time.

My seat got randomly assigned and I was put on the back row window seat with no window. I wish I could have selected my seat from a list of free spots (w/o extra charge). I don’t like that you are charged for everything: seat change, water, and any snack. I would expect at least water as passengers get dehydrated from flying. Seats are uncomfortable, not much space from seat in front, and there is no recline. Feels crammed. Lacks hospitality majorly as I am charged for every little thing. I hope they don’t start charging for oxygen intake. I was not informed of entertainment options, but I’m sure they were not inexpensive. I will not be flying with Spirit Airlines again. There are other airline options that are less expensive (after you add all the additional fees up) and much more comfortable and hospitable.

Fri, Dec 21
BQN
Aguadilla Borinquen
PDX
Portland
25h 59m
Wed, Dec 26
PDX
Portland
BQN
Aguadilla Borinquen
14h 35m
Trip: 6 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 59,480 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
PSP
SFO
Mediocre 2.0

Nothing

Flight to SFO landed 7 min late. Wouldn’t let us on connecting flight to MRY. We were put on a land shuttle to MRY and now I’m car sick. Horrible day!

FRA
SFO
Good 6.3

Easy boarding and finding seat; good food and liked that wine was available, good movies to choose from

Seat was not comfortable, I am 5'1" and the head rest was too high, fortunately I had my own foam neck support. Bathrooms could use more cleaning during flight as one was grossly covered with urine right after turbulence was experienced. One crew member appeared to be having a bad day and seemed unhappy to be at work and was impatient with all.

EWR
ATH
Excellent 8.0

The United flight had a great entertainment package (movies, tv shows, etc). The flight attendant who sat in front of us was awesome,and fun to talk to. She gave us some great tips about things to do while in Athens. The food was good (for airline food).

The flight from Newark to Athens was interesting. The flight changed gates at the last minute. The plane was towed to the new gate, then we found out that it was going to be delayed an additional hour due to required maintenance checks. Actually, I don't mind the additional maintenance checks, I want to arrive alive! We arrived in Athens 90 minutes after our expected time. We got seats in the exit row, however, we couldn't really enjoy the extra legroom for 2 reasons: 1) The exit hatch was right in front of my girlfriend who was sitting near the window. She couldn't extend her feet without kicking the door (I big no-no at 35,000 feet). 2) Our row was right in front of the bathrooms, so I had constant traffic bumping me in left shoulder and lines of people literally standing in front of me for the majority of the flight while waiting for their turn to use the bathroom. They are stepping on my feet constantly or passing gas in my face (I wish I was kidding).

SEA
SFO
Mediocre 2.0

?

Delayed. Charged for my bag even tho i have the United explorer Visa. Skipped me with pretzels and when I asked for some, it was as if i was asking fir something extraordinary!

ZRH
IAD
Excellent 9.6

Very nice FLY and fantastic weather. No turbulence THAT all. UNITED CAPITAN AND CREW, nice. Thanks to GOD a nice fly in ALL aspects.

To be honest, everything was OK.

*
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