$152 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 5/12. 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
1 adult, Economy, 0 bags

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Cheap Flights from Portland to Jamaica

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Montego Bay
Montego Bay1 stop$352
Kingston
Kingston1 stop$434
Montego Bay
Montego Bay1 stop$352
Kingston
Kingston1 stop$434

Book Cheap Portland to Jamaica Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to Jamaica that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portland to Jamaica

土, 8月 22 - 土, 8月 29
American Airlines Logo
7:27 am - 1:34 pm
PWM
-
MBJ
7h 07m
1 stop
American Airlines Logo
12:38 pm - 10:44 pm
MBJ
-
PWM
9h 06m
1 stop
$352American Airlines
土, 8月 22 - 土, 8月 29
American Airlines Logo
6:46 pm - 11:42 am
PWM
-
MBJ
17h 56m
2 stops
American Airlines Logo
12:38 pm - 10:44 pm
MBJ
-
PWM
9h 06m
1 stop
$357American Airlines
木, 6月 11 - 木, 6月 18
American Airlines Logo
6:54 pm - 1:31 pm
PWM
-
MBJ
19h 37m
2 stops
American Airlines Logo
5:17 pm - 2:24 pm
MBJ
-
PWM
20h 07m
2 stops
$399American Airlines
木, 6月 11 - 木, 6月 18
American Airlines Logo
6:54 pm - 1:31 pm
PWM
-
MBJ
19h 37m
2 stops
American Airlines Logo
3:00 pm - 6:25 pm
MBJ
-
PWM
26h 25m
1 stop
$406American Airlines
土, 5月 23 - 月, 6月 1
American Airlines Logo
5:57 pm - 11:45 am
PWM
-
MBJ
18h 48m
2 stops
American Airlines Logo
2:31 pm - 10:32 am
MBJ
-
PWM
19h 01m
2 stops
$407American Airlines
土, 5月 23 - 月, 6月 1
American Airlines Logo
3:05 pm - 1:54 pm
PWM
-
MBJ
23h 49m
1 stop
American Airlines Logo
2:31 pm - 10:32 am
MBJ
-
PWM
19h 01m
2 stops
$414American Airlines
木, 6月 18 - 月, 6月 22
JetBlue Logo
2:30 pm - 11:20 pm
PWM
-
KIN
9h 50m
1 stop
JetBlue Logo
11:59 pm - 12:30 pm
KIN
-
PWM
11h 31m
1 stop
$434JetBlue
金, 6月 19 - 月, 6月 22
JetBlue Logo
2:30 pm - 11:21 pm
PWM
-
KIN
9h 51m
1 stop
JetBlue Logo
2:25 am - 12:30 pm
KIN
-
PWM
9h 05m
1 stop
$446JetBlue
水, 6月 17 - 火, 6月 23
JetBlue Logo
2:30 pm - 12:21 am
PWM
-
KIN
10h 51m
1 stop
JetBlue Logo
11:59 pm - 1:35 pm
KIN
-
PWM
12h 36m
1 stop
$460JetBlue
金, 7月 24 - 火, 7月 28
United Airlines Logo
5:15 am - 3:10 pm
PWM
-
MBJ
10h 55m
1 stop
United Airlines Logo
4:12 pm - 11:51 pm
MBJ
-
PWM
6h 39m
1 stop
$476United Airlines
Booking Insights

KAYAK's insights & trends for Portland to Jamaica flights

Get data-powered insights and trends into flights from Portland to Jamaica to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Portland to Jamaica?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to Jamaica, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Portland to Jamaica is September, when tickets cost $0 (return) on average. On the other hand, the most expensive months are August and March, when the average cost of round-trip tickets is $795 and $634 respectively.

Good to know

Low seasonApril
Cheapest flight$152
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 16% increase in price.
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 from Portland to Jamaica 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 from Portland to Jamaica with an airline and back 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 from Portland to Jamaica up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 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.
7.9
DeltaOverall score based on 8463 reviews
8.5Crew
7.9Comfort
8.1Boarding
7.2Food
7.8Entertainment
Airline reviews

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

4.0 OkayBradley, Apr 2026
RDU - ATL
Read more Delta reviews

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

Everything was great. The only issue is unfixable. Seats are too small. 😁🤪

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

United Airline crews were very friendly and very attentive. 12 hours flight was gone like in a shorter one.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

Food was surprisingly delicious. Space in the seat is horrible when the seating front is reclined. Movie offerings were terrible. Crew was friendly and helpful.

They told us yesterday APR21st that they were cleaning the plane and we got delayed. After that they said they didn't had any crew for the flight so they cancelled the flight till next day.

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

This was a hard flight. 3 delays out of OKC (1 on the Tarmac). Delay in Atlanta coming to Dallas. total travel time was the equivalent of driving from OKC to Atlanta.

Like: flights are on time, good boarding process Can improve: planes are old, improve entertainment and make space more comfortable

Had to wait for a gate for a long time, then waited on the run way for a long time before leaving. The actual flights part was good.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Flying in the United States with the major airlines has become so underwhelming. A 2-3hr flight in most other parts of the world with the major carriers of the area comes with newer, CLEANER aircraft and significantly better in flight service in terms of both staff attitude and a actual meal service.

On time departure and early arrival. Flight attendant very nice.

As we approached Denver, we encountered quite a bit of turbulence. I know this can sometimes be the case as I frequently fly this route but not on American. My gripe: Usually a pilot or co-pilot alerts passengers to the possibility of turbulance ahead of time. This did not occur nor did he communiucate during what was a pretty rough ride.

The staff was nice. I appreciated that I was able to take an earlier flight, even though it was last minute. The boarding process felt rather chaotic.

Everything you need to know for your flight from Portland to Jamaica

Information on your arrival and departure airports