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$215 Find cheap flights from Portland to Jamaica

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Jamaica departing on 9/20. 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
Wed 7/17
Wed 7/24

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Best Jamaica Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Montego Bay
Montego Bay2 stops$359
Kingston
Kingston2 stops$542

Good to know

Low season

September

High season

February

Cheapest flight

$215
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 18% lower on average.
Flight from Portland to Montego Bay

FAQs - booking Jamaica flights

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

    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 Portland to Jamaica.

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

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

    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 Jamaica with an airline and back to Portland with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Portland to Jamaica?

    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 Jamaica from Portland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Jamaica

  • Morning departure is around 26% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Portland to Jamaica

Need help choosing which airline to fly with from Portland to Jamaica? 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
Alaska AirlinesOverall score based on 9278 reviews
8.2Boarding
7.3Entertainment
7.9Comfort
7.3Food
8.6Crew
Airline reviews

We brought our own food on board. Did not use entertainment. Airport agents knew my husband arrived in a wheelchair and they moved us forward in the cabin from assigned seats. Such a gift! We requested wheelchair assistance when we reserved the flights, but the request disappeared from all 4 legs of round trip. However, very easy to add at the airport.

10.0 ExcellentAnonymous, Jun 2024PDX - JFK
Read more about Alaska Airlines reviews

We brought our own food on board. Did not use entertainment. Airport agents knew my husband arrived in a wheelchair and they moved us forward in the cabin from assigned seats. Such a gift! We requested wheelchair assistance when we reserved the flights, but the request disappeared from all 4 legs of round trip. However, very easy to add at the airport.

We arrived almost 1/2 hour early at Burbank......we sat and waited for gate to open and then for stairs to arrive to deboard us. That took almost an hour. The flight was beautiful....the arrival at Burbank was frustrating.

Being seated next to the engine was awful! I was nauseous the entire trip from pre-take-off, flying to landing. The engine vibration was very strong!

When Alaska uses Sky west which it does on many flights in and out of PDX, The planes use " Gates" that are outside of the terminal and are a long walk to and from the planes. Also you must board and deplane using a ramp. I have difficulty walking so going into Portland was difficult. Going out was worse . We walked to nearly the emd of this "Tunnel " only to be told there was a problem with the plane so we had to take the long walk back to to the terminal and then back out again when the plane was fixed. I will look for a Southwest flight next time I go to Portland

Great! No issues at all. Friendly staff, on time flight, and smooth, comfortable flight.

The airline itself was extremely comfortable and the staff were wonderful. The communication was excellent amongst the pilots and flight attendants and the passengers. I was throughly impressed by the cleaning crew that came on the plane immediately to ready it for the next flight. I have flown a bunch of times post Covid pandemic and have never seen this! I gave the “okay” rating for the food and entertainment because I didn’t order food and there wasn’t entertainment offered through the plane (only your personal devices).

The flight both ways was pleasant and uneventful. The staff was friendly, accommodating, and overall very helpful.

The one stewardess was rude about helping me put my bag in overhead….she said “ Is it heavy ?” (I am 73 yrs old)

That flight was a terrible experience. Flying to Portland was not much better. I will not ever fly Alaska Airlines again. I have a temporary disability due to recent neurocervical surgery. I cannot lift heavy things, I cannot walk long distances without vertigo and fainting, and I required wheelchair assistance. I showed up an hour and a half before my flight. The wheelchair queue assistance person was rude and chastised me for showing up so late. An older couple showed up almost an half an hour AFTER me, and she was sweet as pie to them. There was a long wait for wheelchair assistance as they were backed up. When I got to the gate, the gate attendants were rude and again, I got chastised for being late, even though it was not my fault they were backed up. When I asked for help with my bags and boarding the plane, they told me it was my fault and they were not obligated to help me. I was treated like a big inconvenience because I had a wheelchair and I couldn't "just walk." One of them literally rolled her eyes at me. I kept silent, because I just wanted to get home and I felt like they would not let me on if I complained, but I was practically crying. When I got down to the door to board, the wheelchair person left, and I asked the flight attendants for help. They said, well, you'll have to stand there and wait, even though I said I couldn't stand very long, and another passenger said, "Oh just let me do it" and helped me down. I tried not to bother the inflight attendants, because everytime you did, they acted exasperated and stressed out. I paid $7.50 for a bag of Pirate Booty and a tiny turkey beef stick for dinner. I needed wifi to work during the flight, and it kept crashing on me repeatedly and resetting my online work, costing me valuable time. I had to pay twice to get it on my laptop and phone, but I did get a refund when I returned. When I got to NY, the Portland agents had not arranged for a wheelchair to meet me and I had to stand for fifteen minutes waiting for the very nice young man who found an empty chair and had to wheel me and another passenger with carry on luggage to the front of JFK all by himself. Never, ever again. You all should be ashamed of how you treat people with disabilities. The other people who needed assistance to get on this flight did not fare much better than me, from what I could see.

My experience for a sort flight was perfect and hassle free.

Flight was 3 hours late so only had an OK experience

It was very cold because the air conditioner was on high power, and my son got sick.

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

terrible. Because I felt very unwell during the flight. How do they leave a woman alone in the middle of 2 men? an obese man who was falling on top of me.

They put me on a chair in between two men, one overweight who was almost falling on top of me, and the other was even uncomfortable because I was half falling because of what the other was pushing me. I stayed with. my feet were swollen from fluid retention and from being unable to accommodate myself. it was very uncomfortable. I asked for help but they told me that the flight was full and they couldn't help me. I got off the plane almost unable to walk due to the inflammation. and then at FLL airport I asked for help because I couldn't go to my next flight, which was a connection.

The walk from baggage claim to the taxi is very difficult for older people I will never fly into JFK again. It is physically challenging

Overall fine but both ways for this trip was delayed.

Flight was delayed by almost 5 hours. Suitcase was not loaded despite the flight being near empty (my colleagues’ suitcases did reach JFK, unlike mine). Had to argue on phone to get JetBlue to deliver the case to my hotel. Never again

The flight was excellent. The crew was welcoming and attentive.

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

Run out of snack choices. Why are the seats not padded for your butt? Are we sitting on blocks of wood or metal for $250-300 a pop? This ain’t spirit. Let’s get it together people

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

Was 4 1/2 hours delayed. No food options, poor entertainment and cramped seats made worse by people in front reclining while we could not as in back row.

The baggage handlers broke the handle on my bag that they put under the plane that I checked on the jetway. They traded it out for a less quality bag in Tulsa. But, they said they would try to fix it. Bologna! There was no fixing that bag handle. Someone didn’t care how they treated the bag.

Frankfurt airport is the worst. Passengers are forced to use stairs to get to the terminal or catch a shuttle. Very inconvenient for passengers who are ambulatory challenged or have physical handicaps.

The entertainment wasn’t playing in the app or online.

Lady was a bit rude during boarding and I was being nice to her.

Why does it have to be painful to fly long distances?

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

Original plane sidelined. Had to wait an hour for replacement.

Crew was very cooperative and professional. Passenger's first checked in bag should be free.

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

From check-in staff to in-flight staff, everyone was wonderfully kind

What an idiot at the boarding gate. Even flying First she was mean and unpleasant.

I missed this flight due to delays on my previous flight.

This flight was awful all around. Delays on the tarmac at PHL before takeoff and at the tarmac in Chicago caused me to miss my final connection. This was completely avoidable, in my opinion.

The A321(?) model of the flight for 5+hrs has no seat back screens. Getting the american airlines wifi experience to watch movies on your own devices is not the same.

Crew never smiled, never helped , told me to make my own bed ( in Upper class), never offered a drink

For the money that I paid it was a good deal. I sat in the back of the plane and didn't pick a seat and my wife I sat together. Mission accomplished.

Seats are weirdly bent, I felt hunched the entire time.

Nothing exceptional. No drink of any type, even in first class was provided for the hour and half trip.

Paid for premium economy had no tv the whole time the crew tried to reset/reboot but would not work they said they would put a trouble ticket in for it. We had 3 seats my tv was the only one that didn't work. They cancelled our flight re worked us on another that left us at airport over night on the floor I have a ten year old and a 78 diabetic mother which also had shingles and suffers from nerve pain in legs and back. Requested wheelchair service at all airports after the re route NO wheelchair service was there to help. WORST experience we have ever had. Went to American airlines assistance it was closed. I AM FURIOUS!!! I expect some sort of compensation from this traumatic experience and no need for flying points we don't plan on using American airlines again!!!!

Book cheap flights from Portland to Jamaica

Recent round-trip flight deals

8/22Thu
2 stopsFrontier
52h 09mPDX-MBJ
8/27Tue
2 stopsFrontier
33h 47mMBJ-PDX
$359
8/23Fri
2 stopsFrontier
37h 17mPDX-MBJ
8/27Tue
2 stopsFrontier
41h 33mMBJ-PDX
$371
9/13Fri
1 stopDelta
20h 38mPDX-MBJ
9/21Sat
1 stopDelta
12h 11mMBJ-PDX
$508
10/15Tue
1 stopDelta
20h 22mPDX-MBJ
10/17Thu
2 stopsDelta
23h 07mMBJ-PDX
$512
7/30Tue
2 stopsSpirit Airlines
33h 14mPDX-KIN
8/10Sat
2 stopsSpirit Airlines
26h 11mKIN-PDX
$542
11/29Fri
2 stopsAmerican Airlines
22h 33mPDX-MBJ
12/7Sat
2 stopsAmerican Airlines
29h 28mMBJ-PDX
$549
11/29Fri
2 stopsAmerican Airlines
24h 18mPDX-MBJ
12/7Sat
2 stopsAmerican Airlines
23h 47mMBJ-PDX
$558
11/29Fri
2 stopsUnited Airlines
29h 00mPDX-MBJ
12/7Sat
2 stopsUnited Airlines
21h 51mMBJ-PDX
$576
11/29Fri
2 stopsUnited Airlines
23h 43mPDX-MBJ
12/7Sat
2 stopsUnited Airlines
21h 19mMBJ-PDX
$579
8/5Mon
2 stopsSpirit Airlines
19h 44mPDX-KIN
8/11Sun
2 stopsSpirit Airlines
26h 11mKIN-PDX
$624

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Recent one-way flight deals

9/20Fri
2 stopsSpirit Airlines
21h 03mPDX-MBJ
$215
9/20Fri
1 stopDelta
20h 38mPDX-MBJ
$231
9/19Thu
2 stopsDelta
12h 41mPDX-MBJ
$376
9/20Fri
3 stopsUnited Airlines
19h 24mPDX-MBJ
$522

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Last minute flights from Portland to Jamaica

Last minute flight, train and bus deals

6/21Fri
multi-stopAmerican Airlines
11h 54mPDX-MBJ
6/29Sat
multi-stopAmerican Airlines
16h 05mMBJ-PDX
$708
6/21Fri
multi-stopAmerican Airlines
12h 45mPDX-MBJ
6/29Sat
multi-stopAmerican Airlines
16h 05mMBJ-PDX
$712
6/21Fri
multi-stopSpirit Airlines
19h 41mPDX-MBJ
6/29Sat
multi-stopSpirit Airlines
24h 44mMBJ-PDX
$780
6/20Thu
multi-stopAmerican Airlines
34h 40mPDX-MBJ
6/24Mon
multi-stopAmerican Airlines
28h 00mMBJ-PDX
$871
6/19Wed
multi-stopUnited Airlines
10h 33mPDX-MBJ
6/25Tue
multi-stopUnited Airlines
22h 46mMBJ-PDX
$937
6/19Wed
multi-stopUnited Airlines
37h 21mPDX-MBJ
6/25Tue
multi-stopUnited Airlines
19h 04mMBJ-PDX
$966
6/20Thu
multi-stopUnited Airlines
10h 43mPDX-MBJ
6/24Mon
multi-stopUnited Airlines
20h 51mMBJ-PDX
$977
6/19Wed
multi-stopSpirit Airlines
35h 08mPDX-MBJ
6/25Tue
multi-stopSpirit Airlines
37h 22mMBJ-PDX
$986
6/19Wed
multi-stopAmerican Airlines
30h 41mPDX-MBJ
6/24Mon
multi-stopAmerican Airlines
21h 15mMBJ-PDX
$1,000
6/20Thu
multi-stopFrontier
33h 56mPDX-MBJ
6/29Sat
multi-stopFrontier
24h 14mMBJ-PDX
$1,124

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Portland - Jamaica Flights

Departure:

Portland (PDX)United States

Return flight deals:

Jamaica - Portland

Cabin classes: