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Find cheap flights from Portland to Jamaica from $216

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
Sat 6/29
Sat 7/6

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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 Bay1 stop$508
Kingston
Kingston2 stops$479

Good to know

Low season

September

High season

February

Cheapest flight

$216
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 19% 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 15% 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 9192 reviews
7.9Comfort
8.6Crew
7.3Food
8.2Boarding
7.3Entertainment
Airline reviews

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

8.0 ExcellentAnonymous, May 2024PDX - SAN
Read more about Alaska Airlines reviews

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.

I didn’t like not knowing my seat till I got to the airport - and my boarding group was F (last).

My boarding pass birthdate was printed incorrectly causing me to spend an extra hour in a check-in and then again TSA line and to miss a chance to have dinner pre-flight. My window seat was given away and was replaced with a middle seat. I would have liked an opportunity to charge my phone and take advantage of movies but many of the departure gate chargers weren’t operational and I don’t know of an in-flight charging option, The flight left 45 late after trouble with unruly passengers, and I was glad staff removed them.

Horrible. I likely will have to spend several thousand dollars to rebook my international flights, due to their delays, plus a hotel in SF. I can’t wait to never fly them again!

Quick easy boarding. Airport was unprepared for early landing and we were waiting in the plane for 20 minutes before getting a gate.

It was so easy to board using my boarding pass on my iPhone, and I liked what I was given on the plane for food and drink, and everyone was very friendly.

We had an hour delay Probably couldn’t be haloed Very friendly staff

dont re-route to San Jose. Re-route to closer airport. Provide shuttle bus to go to SFO, not just LYFT vouchers.

I've flown many many times on Northwest and then Delta. The crew on this flight were absolutely the best I've had the pleasure of being looked after by.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Half the bathrooms assigned to economy were out of action

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

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.

Going through JFK’s security is a mess. The TSA security said no shoes on the bins. So, we place our shoes in the belt and they came out all over the belt. Boarding was delayed and Flight as well.

Safe and on time were the positives. The plane wasn't cleaned before boarding, there was garbage and food on the floor and in the seat pocket. The TV screen was small and the picture fuzzy, audio quality was poor. Seatbelt was fraying and seat did not recline properly. No charging ports near the seats,

Confusing. Delay updates were out of whack At one point it said my flight was 25 hours. Three gate changes and two delays only to change back to original departure time. Gate announcer and on board flight attendant (Alejandro) making the announcements was impossible to understand due to accent and speed of speech. After beverage service the rear flight attendants sat back there on their phones. No refills no checking in, one sweep through for trash collection. Very impersonal. Bring back Coke products

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

We liked the fully reclinable seats. Had center seats, so it was difficult to talk to spouse. Crew was great

Aisle chair was good and liked the foot bar preventing you from putting your foot in the isle, The breakfast on this international flight to Zurich was horrible (Europeans, specially, used to good food) may make this a dealbreaker for booking with United Airlines again. I agreed with my Spanish fellow passenger.

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

The Wi-Fi was unavailable on this flight for some reason.

The flight was delayed almost 2 hours. Bad customer service etc. I will never fly Luthansa. Ever!!!

On time take off…US cabins look tired and need of refresh!

Fine. Though no food or entertainment so the survey needs to be updated with those options.

Backpack should NOT allowed put in the flight bin , only put it under the seat. I can't find space put my carry on luggage!!! and I pay for it ! that was very bad experience

The boarding process and flight were great. However, I waited about 40 minutes for my luggage. It did not come up on the designated belt. Instead, everyone’s bags were on a cart. Not sure what the issue was, but we were not informed until another passenger went looking for her bags and found them.

There were delays on both ends. It made it less than excellent. This plane was great though

AA1537 the AC was not working properly. It was very hot and uncomfortable.

So uncomfortable to sit in the tiny space on a long, international. Food was rough. Please, less white flour and processed food.

Worst experience flying American Airlines. I fly with them often, so I was super disappointed in the service I received at gate 30 in LGA on May 24, mid-day. The flight was delayed twice. I was patiently waiting in the American Airlines lounge when I received the notice on my app that the plane was boarding 45 minutes before its newly re-scheduled take off of 4 pm (from the orginal 1:45 pm then 3:00 pm). It took me 5 min to travel from the lounge to the gate and when I arrived there at 3:20 flight gate attendant told me the flight had closed and that they announced for passengers multiple times. I showed them the notification on my app and they were really rude and unempathetic. The person who rescheduled my flight at customer service wasn't any happier but was at least helpful in getting me on the next flight.

Flight was 1/2 hour delayed leaving Phoenix. Otherwise it was an average flight. Flight crew on this trip was very nice.

Our flight was delayed 2.5 hrs due to plane being too hot! After 1.5 hrs, airline decided to use another plane but had to wait for gate, baggage transfer & beverage transfer. Anyone could tell after first half hour that another plane was required and although did not affect us many would miss connecting flights at Heathrow. I have found the stewards are not the friendliest in the industry and the food is questionable, even as I like airplane food normally, the best of the 2 flights was the yogurt & granola for breakfast.

Everything was great except for the wifi was junk. Crew was super friendly and helpful

Was lucky to have a employee at the AA checkin counter that had compassion and understood they ordeal that we went through with our original flight being diverted, needing to stay in the aircraft and then flying to the original destination; adding hours to the trip and forcing us to miss our connection and our rebooked connection. She was able to get up on standby on the highest priority on the next flight to the closest airport we need to be at and it all worked out despite being many hours late.

Delayed so that missed connecting flight. Connecting flight was also delayed on the tarmac but they closed the gate before the rescheduled time.

Book cheap flights from Portland to Jamaica

Recent round-trip flight deals

7/10Wed
2 stopsSpirit Airlines
19h 44mPDX-KIN
7/15Mon
2 stopsSpirit Airlines
12h 46mKIN-PDX
$479
9/12Thu
2 stopsSpirit Airlines
33h 34mPDX-KIN
9/17Tue
2 stopsSpirit Airlines
36h 30mKIN-PDX
$489
8/31Sat
1 stopAmerican Airlines
13h 19mPDX-MBJ
9/6Fri
1 stopAmerican Airlines
10h 26mMBJ-PDX
$508
9/23Mon
1 stopAmerican Airlines
12h 01mPDX-MBJ
9/28Sat
2 stopsAmerican Airlines
22h 54mMBJ-PDX
$511
9/20Fri
2 stopsDelta
17h 06mPDX-MBJ
9/27Fri
1 stopDelta
11h 59mMBJ-PDX
$512
8/23Fri
2 stopsFrontier
28h 09mPDX-MBJ
9/3Tue
2 stopsFrontier
33h 47mMBJ-PDX
$530
8/24Sat
2 stopsFrontier
36h 27mPDX-MBJ
9/3Tue
2 stopsFrontier
32h 43mMBJ-PDX
$539
9/10Tue
2 stopsDelta
12h 12mPDX-KIN
9/20Fri
2 stopsDelta
26h 10mKIN-PDX
$543
9/23Mon
2 stopsUnited Airlines
14h 42mPDX-MBJ
9/28Sat
3 stopsUnited Airlines
24h 28mMBJ-PDX
$592
11/7Thu
2 stopsUnited Airlines
40h 01mPDX-MBJ
11/15Fri
2 stopsUnited Airlines
24h 44mMBJ-PDX
$611

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Recent one-way flight deals

9/20Fri
2 stopsSpirit Airlines
33h 50mPDX-MBJ
$216
9/20Fri
1 stopJetBlue
10h 48mPDX-MBJ
$228
9/12Thu
1 stopDelta
11h 52mPDX-MBJ
$231
6/5Wed
1 stopAmerican Airlines
19h 58mPDX-KIN
$265
9/20Fri
3 stopsSpirit Airlines
27h 41mPDX-MBJ
$274
6/5Wed
2 stopsAir Canada
18h 00mPDX-KIN
$275
6/5Wed
3 stops
58h 40mPDX-KIN
$304
9/19Thu
2 stopsDelta
12h 15mPDX-MBJ
$339
9/12Thu
3 stopsUnited Airlines
43h 24mPDX-MBJ
$372
9/11Wed
2 stopsDelta
12h 15mPDX-MBJ
$965

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Last minute flights from Portland to Jamaica

Last minute flight, train and bus deals

6/3Mon
multi-stopAir Canada
14h 30mPDX-KIN
6/10Mon
multi-stopAir Canada
12h 09mKIN-PDX
$606
6/3Mon
multi-stop
14h 30mPDX-KIN
6/10Mon
multi-stop
24h 42mKIN-PDX
$655
6/3Mon
multi-stop
27h 25mPDX-KIN
6/10Mon
multi-stop
27h 59mKIN-PDX
$671
6/1Sat
multi-stopAmerican Airlines
11h 16mPDX-MBJ
6/3Mon
multi-stopAmerican Airlines
11h 44mMBJ-PDX
$708
6/1Sat
multi-stopAmerican Airlines
14h 16mPDX-MBJ
6/3Mon
multi-stopAmerican Airlines
22h 04mMBJ-PDX
$711
6/4Tue
multi-stopUnited Airlines
12h 51mPDX-MBJ
6/12Wed
multi-stopUnited Airlines
17h 31mMBJ-PDX
$765
6/3Mon
multi-stopAmerican Airlines
13h 26mPDX-KIN
6/10Mon
multi-stopAmerican Airlines
20h 20mKIN-PDX
$792
5/31Fri
multi-stopUnited Airlines
12h 51mPDX-MBJ
6/3Mon
multi-stopUnited Airlines
23h 32mMBJ-PDX
$832
6/2Sun
multi-stopDelta
17h 16mPDX-KIN
6/10Mon
multi-stopDelta
17h 04mKIN-PDX
$1,083
6/2Sun
multi-stopDelta
17h 16mPDX-KIN
6/10Mon
multi-stopDelta
15h 53mKIN-PDX
$1,296

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Portland - Jamaica Flights

Departure:

Portland (PDX)United States

Return flight deals:

Jamaica - Portland

Cabin classes: