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317 € Cheap Flights from Portland to Montego Bay

Compare Portland to Montego Bay flight deals

Find the cheapest month or even day of the year to fly to Montego Bay

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Flight deals from Portland to Montego Bay

Looking for a cheap last-minute deal or the best return flight from Portland Airport to Montego Bay Airport? If you want to travel next month, return fares start from 430 €. Find the lowest prices on one-way and return tickets right here.
Montego Bay.317 € per passenger.Departing Wed, 30 Sep, returning Mon, 12 Oct.Return flight with United.Outbound indirect flight with United, departs from Portland on Wed, 30 Sep, arriving in Montego Bay.Inbound indirect flight with United, departs from Montego Bay on Mon, 12 Oct, arriving in Portland.Price includes taxes and charges.From 317 €, select.
Montego Bay.355 € per passenger.Departing Sun, 25 Oct, returning Sun, 25 Oct.Return flight with Delta.Outbound indirect flight with Delta, departs from Portland on Sun, 25 Oct, arriving in Montego Bay.Inbound indirect flight with Delta, departs from Montego Bay on Sun, 25 Oct, arriving in Portland.Price includes taxes and charges.From 355 €, select.
Montego Bay.383 € per passenger.Departing Fri, 4 Sep, returning Fri, 11 Sep.Return flight with United.Outbound indirect flight with United, departs from Portland on Fri, 4 Sep, arriving in Montego Bay.Inbound indirect flight with United, departs from Montego Bay on Fri, 11 Sep, arriving in Portland.Price includes taxes and charges.From 383 €, select.
Montego Bay.396 € per passenger.Departing Mon, 31 Aug, returning Mon, 7 Sep.Return flight with Delta.Outbound indirect flight with Delta, departs from Portland on Mon, 31 Aug, arriving in Montego Bay.Inbound indirect flight with Delta, departs from Montego Bay on Mon, 7 Sep, arriving in Portland.Price includes taxes and charges.From 396 €, select.
Montego Bay.430 € per passenger.Departing Fri, 21 Aug, returning Thu, 27 Aug.Return flight with Delta.Outbound indirect flight with Delta, departs from Portland on Fri, 21 Aug, arriving in Montego Bay.Inbound indirect flight with Delta, departs from Montego Bay on Thu, 27 Aug, arriving in Portland.Price includes taxes and charges.From 430 €, select.
Montego Bay.445 € per passenger.Departing Sat, 15 May, returning Sat, 22 May.Return flight with United.Outbound indirect flight with United, departs from Portland on Sat, 15 May, arriving in Montego Bay.Inbound indirect flight with United, departs from Montego Bay on Sat, 22 May, arriving in Portland.Price includes taxes and charges.From 445 €, select.

Find the cheapest month to fly from Portland to Montego Bay

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Portland to Montego Bay flights are currently cheapest in October.
Jul
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Aug
from 430 €
Sep
from 383 €
Oct
from 355 €
Nov
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Dec
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Jan
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Feb
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Mar
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Apr
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May
from 445 €
Jun
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Portland to Montego Bay: Alternative routes

Compare routes from Portland to Montego Bay below. You may find an airport to fly into that's cheaper, faster, or easier than Montego Bay.

Montego Bay

3km from central Montego Bay
ClosestCheapest
from 317 €
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Portland to Montego Bay: Flight information

The things to know before you go.
Cheapest flight found317 €
Cheapest month to flySeptember

Finding cheap flights from Portland to Montego Bay: Frequently asked questions

The best price we found for a return flight from Portland to Montego Bay is 317 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Portland to Montego Bay. But we found flights with one or more stops from 317 €.
As of July 2026, there are no flights flying from Portland to Montego Bay.
The cheapest month to fly from Portland to Montego Bay is usually September.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Portland Airport to Montego Bay Airport on Wednesday, 30 September 2026.
No airlines currently offer direct flights between Portland Airport and Montego Bay Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Montego Bay but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Montego Bay is around 40 days in advance, so don’t leave your flight to the last minute.

Currently, United offers the cheapest flight tickets to Montego Bay.

Travelling from Portland Airport (PWM) to Montego Bay Airport (MBJ): what you need to know

  • Montego Bay's timezone is UTC-5, which is the same as Portland.

  • Your PWM to MBJ flight won't wait if you're running late, so be at the airport on time. Arrive up to one hour in advance for domestic flights and two hours ahead for international travel.

  • Delays at check-in and security are likely if you're heading away during high season, so allow even more breathing space. A good rule of thumb for peak times? Get there up to four hours early for international flights and at least two hours for domestic departures.

  • We make it simple to book a flight with a stopover. To see your options for tickets from Portland Airport to Montego Bay Airport, uncheck 'Direct flights only.' Then, choose a flight with a stop long enough to explore your chosen city. Worthwhile stopovers between PWM and MBJ include:

    • Charlotte Douglas Airport

    • New York John F. Kennedy Airport

    • Baltimore Washington International Airport

How to find the cheapest flights from Portland Airport (PWM) to Montego Bay Airport (MBJ)

  • The lowest price we've seen for a one-way Portland Airport to Montego Bay Airport flight is 129 €. A return fare is currently 317 €. Depending on the availability and when you book, these fares may change.

  • To find cheap tickets from PWM to MBJ, book ahead. Airlines usually offer their most competitively priced fares when flights are first released.

  • The 'Whole month' search function shows you the cheapest flights from Portland Airport to Montego Bay Airport throughout the entire month. It's an easy way to snap up a bargain if your trip dates aren't set in stone.

  • Finding cheap flights from PWM to MBJ is a breeze with Price Alerts. All you need to do is set up one of these automatic alerts and we'll let you know when a lower fare pops up.

  • Select your ideal arrival and departure times, airlines and number of stops with the filters. Alternatively, sort your results by 'Cheapest' to get the best deals on flights from Portland Airport to Montego Bay Airport.

Handy information about Portland Airport (PWM)

  • You'll find PWM at 1001 Westbrook Street.

  • When it comes to the on-time performance of Portland Airport, 79% of flights complete their journey on time.

  • To reach Portland Airport from central Portland, it takes about 15 minutes if you're planning to drive. This depends on traffic though. It's approximately 8 kilometres from the airport to the city centre.

  • Planning to take public transport? You can expect a journey time of around 30 minutes.

  • Get your journey off to a relaxed start by staying near PWM. Whether you're boarding an early flight from Portland Airport to Montego Bay Airport or just don't want to be rushed, these stays are perfect:

Arriving at Montego Bay Airport (MBJ)

  • If you're getting in on a late Portland Airport to Montego Bay Airport flight, nothing beats the convenience of staying close to the terminal. Grab your bags from the carousel and then be showered and sleeping soon after at one of these hotels near MBJ:

  • Say yes to new adventures by picking up a Montego Bay Airport rental car. Grab a set of wheels from Classique, Island Car Rentals or FlexWays and experience the lesser-explored corners of Montego Bay and beyond.

  • Lock in the best possible rate by booking your ride from Montego Bay Airport about three weeks before your departure date.

When to fly to Montego Bay Airport (MBJ)

  • It's time to pick your dates for your flight from Portland Airport to Montego Bay Airport. December is the most popular month to head to Montego Bay. If you'd like a more laid-back vibe, go in September.

  • Book your flight from Portland Airport to Montego Bay Airport for August if you'd like to visit Montego Bay during its warmest month. You can expect temperatures of between 25ºC (77ºF) and 31ºC (88ºF).

  • February has average temperatures of between 22ºC (72ºF) and 28ºC (82ºF). Search for cheap tickets from PWM to MBJ sometime around then if you want to travel in cooler conditions.

Explore more of Jamaica

  • You've visited Montego Bay, now it's time to discover other parts of Jamaica. Journey about 129 kilometres south-east to Kingston to tick off its popular sights. From Bob Marley museum to Bob Marley Statue and Blue Mountains, there's plenty to keep you on the go.

  • Around 113 kilometres south-east of Montego Bay, Spanish Town is another favourite stop in Jamaica. Get a taste of what this destination has to offer at First Iron Bridge In The Caribbean, St. Jago De La Vega Cathedral and People's Museum of Craft & Technology.

Plan the rest of your trip from Portland to Montego Bay

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.