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$310+ Cheap flights from Jamaica to Portland (PDX)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — PDX
Nov 1 — Nov 81
Sat 11/1
Sat 11/8
1 adult, Economy
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Cheap flight deals from Jamaica to Portland

Keep the following information in mind while searching for Jamaica to Portland flight deals. Data was last updated October 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$522
(Kiwi.com)

One-way from

$310
(Air Canada)
Provider with most accurate pricing for Montego Bay Sangster Intl-Portland flight deals.
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Provider most trusted by Cheapflights users for Montego Bay Sangster Intl-Portland flights.
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From Jamaica to Portland
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One-way flight from Jamaica to Portland
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Find flight deals from Jamaica to Portland

Cheapest flights from Jamaica to Portland
Explore the most affordable flight options available from Jamaica to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 2, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/54:53 pmMBJ - PDX
1 stop30h 57mMultiple Airlines
Mon 12/87:44 pmPDX - MBJ
2 stops13h 21mMultiple Airlines
Deal found 10/2$522
This Kiwi.com deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/44:53 pmMBJ - PDX
1 stop30h 57mMultiple Airlines
Mon 12/87:44 pmPDX - MBJ
2 stops13h 21mMultiple Airlines
Deal found 10/2$533
This Delta deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/35:58 pmMBJ - PDX
1 stop19h 46mDelta
Sat 12/610:10 pmPDX - MBJ
1 stop15h 23mDelta
Deal found 10/2$542
This Air Canada deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/32:40 pmMBJ - PDX
2 stops27h 00mAir Canada
Thu 12/47:00 pmPDX - MBJ
2 stops18h 35mAir Canada
Deal found 10/2$558
This Air Canada deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/15:45 pmMBJ - PDX
2 stops27h 45mAir Canada
Thu 12/47:00 pmPDX - MBJ
2 stops18h 35mAir Canada
Deal found 10/2$580
This Air Canada deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/15:45 pmMBJ - PDX
2 stops27h 45mAir Canada
Sat 12/69:50 amPDX - MBJ
2 stops27h 45mAir Canada
Deal found 10/2$590
This American Airlines deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/21:40 pmMBJ - PDX
1 stop12h 51mAmerican Airlines
Fri 12/510:15 pmPDX - MBJ
1 stop15h 06mAmerican Airlines
Deal found 10/2$593
This Air Canada deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/15:45 pmMBJ - PDX
2 stops42h 30mAir Canada
Wed 12/37:00 pmPDX - MBJ
2 stops44h 05mAir Canada
Deal found 10/2$629
This Kiwi.com deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/411:17 amMBJ - PDX
1 stop12h 33mMultiple Airlines
Fri 12/57:29 amPDX - MBJ
1 stop29h 04mMultiple Airlines
Deal found 10/2$643
This Kiwi.com deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/14:30 pmMBJ - PDX
1 stop31h 20mMultiple Airlines
Mon 12/87:44 pmPDX - MBJ
2 stops13h 21mMultiple Airlines
Deal found 10/2$660
This Kiwi.com deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/21:07 pmMBJ - PDX
2 stops14h 12mMultiple Airlines
Thu 12/47:29 amPDX - MBJ
1 stop29h 04mMultiple Airlines
Deal found 10/2$662
This American Airlines deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/17:00 amKIN - PDX
2 stops14h 26mAmerican Airlines
Fri 2/1311:11 pmPDX - KIN
1 stop9h 34mAmerican Airlines
Deal found 10/1$710

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jamaica to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 2, 2025.
Use the filters below to find and compare flights from Jamaica to Portland that are best for you.

Fly from

Jamaica

Fly to

Portland

Route

Depart

Return

Price

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Thu 12/4

4:53 pm-8:50 pm

1 stop30h 57m

Portland

Mon 12/8

7:44 pm-12:05 pm

2 stops13h 21m

$533

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Thu 12/4

5:58 pm-10:44 am

1 stop19h 46m

Portland

Sun 12/7

7:30 pm-1:04 pm

2 stops14h 34m

$542

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Fri 12/5

2:29 pm-9:10 am

2 stops21h 41m

Portland

Sun 12/7

7:30 pm-12:30 pm

2 stops14h 00m

$542

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Wed 12/3

5:58 pm-10:44 am

1 stop19h 46m

Portland

Sun 12/7

10:10 pm-4:33 pm

1 stop15h 23m

$542

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Thu 12/4

2:29 pm-10:19 pm

1 stop10h 50m

Portland

Mon 12/8

10:10 pm-4:33 pm

1 stop15h 23m

$542

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Thu 12/4

2:29 pm-8:29 am

2 stops21h 00m

Portland

Sat 12/6

11:20 pm-4:33 pm

2 stops14h 13m

$542

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Wed 12/3

2:29 pm-8:29 am

2 stops21h 00m

Portland

Sat 12/6

10:10 pm-1:04 pm

1 stop11h 54m

$542

KingstonPortland

KIN - PDX

KINPDX

Kingston Norman Manley

Sat 11/1

7:00 am-11:06 pm

2 stops18h 06m

Portland

Fri 2/13

11:59 pm-7:10 pm

2 stops16h 11m

$710

KingstonPortland

KIN - PDX

KINPDX

Kingston Norman Manley

Sat 11/1

9:00 am-10:40 pm

2 stops15h 40m

Portland

Thu 2/12

12:55 am-8:00 pm

2 stops16h 05m

$976

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Tue 10/21

12:10 pm-6:46 pm

2 stops32h 36m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/30

Showing 1-10 of 15 results
1
2

Best time to book a flight from Jamaica to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Jamaica with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Jamaica to Portland
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated October 2, 2025.
Get a feel of what it's like to fly with American Airlines from Jamaica to Portland by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,033 reviews

Comfort

7.2

Entertainment

6.9

Crew

8.0

Overall

7.2

Boarding

7.5

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
American Airlines
7.2
Good
11,033 reviews
American Airlines
7.2
Good
11,033 reviews

Comfort

7.2

Entertainment

6.9

Crew

8.0

Overall

7.2

Boarding

7.5

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.

Related info for your journey

Find useful and relevant information for your journey from Jamaica to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Portland from Jamaica?

    If you book a flight to Portland from Jamaica, you will be flying to Portland, which is the city’s only airport. Portland (PDX) is located 6.0 mi from the center of Portland.

  • How long is the flight from Jamaica to Portland?

    For as low as $710, Delta can have you in Portland from Jamaica in 18h 06m. Airlines will cover a distance of 3234 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Jamaica to Portland that include hotel bookings?

    Yes. In addition to deals on Jamaica to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jamaica to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jamaica to Portland.

  • Can I find deals for business class flights from Jamaica to Portland?

    Yes. Cheapflights offers flight deals from Jamaica to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Jamaica to Portland?

    Currently, November is the cheapest month in which you can book a flight from Jamaica to Portland (average of $277). Flying from Jamaica to Portland in March is currently the most expensive (average of $368). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Beaverton
Clackamas
Lincoln City
Lake Oswego
Hillsboro
McMinnville
Cannon Beach
Long Beach
Longview
Tigard
The Dalles
Depoe Bay
Stevenson
Wilsonville
Pacific City
Tillamook
Troutdale
Gresham

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Jamaica to Portland

Discover the top airline that operate flights from Jamaica to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$601Average$659FlexibilityNo cancel feeOn-time71%

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