Find Cheap Flights from Caribbean to Portland

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

Airports
Origin
Port Au Prince
$507
only
$507
Santo Domingo
$809
only
$809
San Juan
$338
only
$338
Montego Bay
$467
only
$467
Destination
Portland
$338
only
$338
Wed, Mar 21
SJU
PDX
10h 58m
Mon, Mar 26
PDX
SJU
22h 00m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Tue, May 8
SJU
PDX
24h 57m
Mon, May 14
PDX
SJU
18h 01m
Trip: 7 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 54764 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
DEL
EWR
Okay 4.3

The flight was about 9 hours delayed and I didn’t feel like anyone was trying to make up for it

AMS
IAD
Mediocre 2.0

United's flight was delayed by 6 hours, couldn't make the connecting flight from Washington DC to Denver so they routed me to san francisco, spend the night at the airport there and then travel to Denver in the morning. Fortunately there was a very helpful crew in Schiphol that was able to get us on a flight with american airlines to philadelphia and then on to Denver.

DEN
DRO
Okay 5.2

They were able to get us on an earlier flight to shorten the 5 hour layover

SFO
FRA
Excellent 9.0

Entertainment system good. Nice new aircraft 777-300 ER. On-time departure and early arrival.

Vegetarian food choices very limited.

IAD
MUC
Excellent 9.3

United was flexible when I had to change my reservation at the last minute. Good service on board.

Wed, Jul 18
MBJ
PDX
10h 31m
Mon, Jul 23
PDX
MBJ
13h 10m
Trip: 6 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28416 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DFW
GRR
Excellent 9.0

Everything worked the way it was supposed to. Bag transfer through customs and transfer to domestic was easy.

Snacks and food in general on US operated airlines is generally sad. American Airlines should learn from Qantas about food quality and service.

MKE
PHX
Okay 5.6

The crew was lovely. Really nice, and did a wonderful job with the cart service.

We ended up being deleyed about 30 minutes, in damp weather. It's not like it was snowing. Not sure why it took so long. B/c of baggage charges now everyone brings a carry on. This seems to slow the process of boarding as know passengers are asked multiple times to check baggage (for free, which is the one nice thing) before boarding b/c the overheads will be too full. Group 6 which I was in seemed like it was just the rest of the plane. Super busy, took me forever to get to my seat all the way in the back. Why don't airlines reverse board? People sitting in the back should board first. I feel like this would save so much time.

LAX
AKL
Okay 4.0

American wins tge coach torture contest!

ORD
LAX
Okay 4.0

Packed like sardines; the seats are getting narrower and the seat pockets are ridiculously small.

LAX
CLT
Mediocre 2.6

I got there safely.

I will never fly American Airlines again. From the moment I checked in with the ticket agent to getting off the plane it was a disaster. The ticket agent was rude, hostile, and dismissive. Employees walked through the line at security forcing everyone to consolidate their belongings to one bag. I had a large wallet in my hand and was told I had to step out of line to put it in my backpack. They only allow you one bag to carry on without paying extra. At the time of boarding they announced that the overhead storage was full so even those that paid extra were still forced to check their bags. The plane was dirty, the service was slow, overall just gross. They don’t have WiFi or in flight entertainment so I paid the $20 to purchase the WiFi. It was worthless. I couldn’t stream anything, even music kept stopping to buffer. I understand it will be slower then on ground WiFi, but it was impossible to watch anything and a complete waste of money.

Mon, Jul 23
SJU
PDX
23h 45m
Tue, Aug 21
PDX
SJU
20h 20m
Trip: 30 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 54764 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
IAD
MUC
Excellent 9.3

United was flexible when I had to change my reservation at the last minute. Good service on board.

ICN
SFO
Excellent 10.0

Food drinks and movies

The seats were comfortable and the plane clean. Take off and landing smooth .

SFO
FRA
Excellent 9.0

Entertainment system good. Nice new aircraft 777-300 ER. On-time departure and early arrival.

Vegetarian food choices very limited.

LAX
NRT
Good 7.6

Staff was ind and friendly. Generous

Wish there was better food. It was okay.

DEL
EWR
Okay 4.3

The flight was about 9 hours delayed and I didn’t feel like anyone was trying to make up for it

Fri, Mar 23
SDQ
PDX
32h 53m
Mon, Apr 2
PDX
SDQ
32h 25m
Trip: 11 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 5565 reviews
Overall
7.4
Boarding
7.3
Comfort
7.3
Crew
7.7
Entertainment
7.1
Food
6.9
CUN
MEX
Excellent 8.0

The crew

The front desk staff

ORD
MEX
Mediocre 2.0

I never took the flight since Kayak’s blames me for not in putting the correct name of the passenger. Your policy on name change is ridiculous. I never input my name as the passenger. The ticket was for my aunt. Kayak has been the worst experience I have received.

MEX
GRU
Excellent 8.3

over booked flight

MEX
CUN
Mediocre 2.0

Nothing!!!!

A horrible flight!!! We arrived at 5:04pm then we sat on the tamarac for 40 minutes before they could find a gate for us!!!! What a horrible lack of management!’ Who runs this airport/airline!? At the end they moved us to completly different terminal!!! Had to find a new transportation to the hotel!!! Again, what a horrible display of management skills!!

GDL
LAX
Excellent 10.0

The staff was friendly and helpful. They gave us food which I was not expecting. They had an in-flight movie as well which was unexpected.

Thu, Mar 1
SJU
PDX
11h 00m
Wed, Mar 7
PDX
SJU
11h 02m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Jun 14
SJU
PDX
19h 36m
Mon, Jun 18
PDX
SJU
18h 20m
Trip: 5 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 54764 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
AMS
IAD
Mediocre 2.0

United's flight was delayed by 6 hours, couldn't make the connecting flight from Washington DC to Denver so they routed me to san francisco, spend the night at the airport there and then travel to Denver in the morning. Fortunately there was a very helpful crew in Schiphol that was able to get us on a flight with american airlines to philadelphia and then on to Denver.

EWR
SJU
Excellent 10.0

EWR gate personnel tried to move things along. Seat was roomie and the flight attendants were pleasant. Flight was on time and landed early. No complaints.

Long TSA lines at EWR, but they moved.

LAX
HNL
Good 6.6

One crew is rude while I was ordering food while she is delivering the beverage after the order time. She simply told me they don't have what I want to order and leave. After 5 mins, I pushed the service button and nobody responded. After half hour, I ordered the food from another crew passed by. After I landed, they suppose to return my stroller set at the airplane gate. But they said it is not there, ask us to wait at the airport gate. We walked outside and they broadcasted again, I didn't hear very clearly but followed most parents to walk out. We wait at the baggage claim for almost 1 hour and finally, the baggage crew came back to the gate and found our stroller.

MUC
IAD
Excellent 9.6

Flexibility in changing reservation at the last minute. Excellent service on board, good food.

IAD
MUC
Excellent 9.3

United was flexible when I had to change my reservation at the last minute. Good service on board.

Wed, Jul 18
SJU
PDX
26h 30m
Sat, Jul 28
PDX
SJU
23h 40m
Trip: 11 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 54764 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
ICN
SFO
Excellent 10.0

Food drinks and movies

The seats were comfortable and the plane clean. Take off and landing smooth .

DEL
EWR
Okay 4.3

The flight was about 9 hours delayed and I didn’t feel like anyone was trying to make up for it

EWR
SJU
Excellent 10.0

EWR gate personnel tried to move things along. Seat was roomie and the flight attendants were pleasant. Flight was on time and landed early. No complaints.

Long TSA lines at EWR, but they moved.

SEA
DEN
Okay 4.4

Lost bags and every time I called to find out where they were I would get a different story. I was told it would be on the next flight for the next 5 flights.

MUC
IAD
Excellent 9.6

Flexibility in changing reservation at the last minute. Excellent service on board, good food.

Tue, May 8
PAP
PDX
13h 42m
Sun, May 20
PDX
PAP
16h 40m
Trip: 13 days
Overall 0.0 Poor
Based on 0 reviews

Caribbean to Portland Flight Information

Flights Arrive in Portland
Flights Depart from Caribbean
Flight Price $338
Airlines United, American Airlines, Aeromexico
*
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