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Jamaica

$205+ Cheap flights from Portland (PDX) to Jamaica

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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MBJ
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Portland to Jamaica

Keep the following information in mind while searching for Portland to Jamaica flight deals. Data was last updated August 14, 2025.

Round-trip from

$531
(FlightHub)

One-way from

$205
(Priceline)

Popular in

November

Cheapest in

October

Average price

$665
From Portland to Jamaica
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One-way flight from Portland to Jamaica
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Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Portland to Jamaica

Cheapest flights from Portland to Jamaica
Explore the most affordable flight options available from Portland to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This FlightHub deal was found by Cheapflights users on 8/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/48:04 pmPDX - MBJ
2 stops13h 01mSpirit Airlines
Wed 11/121:12 pmMBJ - PDX
2 stops24h 37mSpirit Airlines
Deal found 8/12$480
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/511:23 amPDX - MBJ
2 stops23h 22mFrontier
Sat 9/132:05 pmMBJ - PDX
2 stops36h 07mFrontier
Deal found 8/14$531
This Mytrip deal was found by Cheapflights users on 8/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1112:07 pmPDX - MBJ
2 stops19h 40mSpirit Airlines
Mon 9/1510:52 amMBJ - PDX
2 stops26h 19mSpirit Airlines
Deal found 8/13$533
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Sat 9/277:00 amPDX - MBJ
1 stop27h 41mMultiple Airlines
Tue 9/3012:10 pmMBJ - PDX
2 stops14h 05mMultiple Airlines
Deal found 8/12$547
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/267:00 amPDX - MBJ
1 stop27h 45mMultiple Airlines
Fri 10/312:10 pmMBJ - PDX
2 stops14h 05mMultiple Airlines
Deal found 8/12$552
This Priceline deal was found by Cheapflights users on 8/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1112:07 pmPDX - MBJ
2 stops19h 40mMultiple Airlines
Thu 9/1812:10 pmMBJ - PDX
2 stops23h 11mMultiple Airlines
Deal found 8/12$556
This FlightHub deal was found by Cheapflights users on 8/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1212:07 pmPDX - KIN
2 stops20h 55mSpirit Airlines
Fri 9/1912:08 pmKIN - PDX
2 stops33h 15mSpirit Airlines
Deal found 8/13$556
This Mytrip deal was found by Cheapflights users on 8/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2612:07 pmPDX - MBJ
3 stops20h 58mSpirit Airlines
Fri 10/312:10 pmMBJ - PDX
3 stops33h 13mSpirit Airlines
Deal found 8/12$561
This Mytrip deal was found by Cheapflights users on 8/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1212:07 pmPDX - MBJ
2 stops20h 10mSpirit Airlines
Fri 9/1912:10 pmMBJ - PDX
3 stops33h 13mSpirit Airlines
Deal found 8/12$566
This FlightHub deal was found by Cheapflights users on 8/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1112:07 pmPDX - KIN
2 stops20h 55mMultiple Airlines
Thu 9/181:45 pmKIN - PDX
2 stops21h 36mMultiple Airlines
Deal found 8/12$628
This Mytrip deal was found by Cheapflights users on 8/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/267:52 pmPDX - KIN
3 stops22h 13mMultiple Airlines
Fri 8/299:47 amKIN - PDX
3 stops35h 10mMultiple Airlines
Deal found 8/12$677
This Gotogate deal was found by Cheapflights users on 8/13. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/191:45 pmPDX - KIN
2 stops22h 43mMultiple Airlines
Thu 9/251:45 pmKIN - PDX
2 stops27h 01mMultiple Airlines
Deal found 8/13$702

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Jamaica 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 August 14, 2025.
Use the filters below to find and compare flights from Portland to Jamaica that are best for you.

Fly from

Portland

Fly to

Jamaica

Route

Depart

Return

Price

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Tue 11/4

8:04 pm-12:05 pm

2 stops13h 01m

Montego Bay Sangster Intl

Wed 11/12

1:12 pm-10:49 am

2 stops24h 37m

$480

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Fri 9/5

11:23 am-12:45 pm

2 stops23h 22m

Montego Bay Sangster Intl

Sat 9/13

2:05 pm-12:12 am

2 stops36h 07m

$531

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Thu 9/11

12:07 pm-9:47 am

2 stops19h 40m

Montego Bay Sangster Intl

Mon 9/15

10:52 am-11:11 am

2 stops26h 19m

$533

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Sat 9/27

7:00 am-12:41 pm

1 stop27h 41m

Montego Bay Sangster Intl

Tue 9/30

12:10 pm-12:15 am

2 stops14h 05m

$547

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Fri 9/26

7:00 am-12:45 pm

1 stop27h 45m

Montego Bay Sangster Intl

Fri 10/3

12:10 pm-12:15 am

2 stops14h 05m

$552

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Thu 9/11

12:07 pm-9:47 am

2 stops19h 40m

Montego Bay Sangster Intl

Thu 9/18

12:10 pm-9:21 am

2 stops23h 11m

$556

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Fri 9/26

12:07 pm-10:17 am

2 stops20h 10m

Montego Bay Sangster Intl

Fri 10/3

12:10 pm-7:23 pm

3 stops33h 13m

$556

PortlandKingston

PDX - KIN

PDXKIN

Portland

Fri 9/12

12:07 pm-11:02 am

2 stops20h 55m

Kingston Norman Manley

Fri 9/19

12:08 pm-7:23 pm

2 stops33h 15m

$556

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Fri 9/12

12:07 pm-10:17 am

2 stops20h 10m

Montego Bay Sangster Intl

Fri 9/19

12:10 pm-7:23 pm

3 stops33h 13m

$566

PortlandKingston

PDX - KIN

PDXKIN

Portland

Thu 9/11

12:07 pm-11:02 am

2 stops20h 55m

Kingston Norman Manley

Thu 9/18

1:45 pm-9:21 am

2 stops21h 36m

$628

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/11

Showing 1-10 of 35 results
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Best time to book a flight from Portland to Jamaica

Have a flexible travel schedule? Discover the best time to fly to Jamaica from Portland 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 Portland to Jamaica

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

Currently, January is the cheapest month in which you can book a flight from Portland to Jamaica (average of $403). Flying from Portland to Jamaica in July is currently the most expensive (average of $561). 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.

What is the cheapest time of day to fly from PDX to JM?

Find hourly flight availability from Portland to Jamaica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

When flying from Portland to Jamaica, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Jamaica

Get insights into the airlines that provide service to Jamaica. 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 Jamaica. Reviews last updated August 14, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Portland to Jamaica by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Portland to Jamaica. 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 from for flights from Portland to Jamaica?

    For a flight from Portland to Jamaica, you will be flying from Portland. Portland (PDX) is just 6.0 mi from the center of the city.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Jamaica 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 Portland to Jamaica?

    Currently, January is the cheapest month in which you can book a flight from Portland to Jamaica (average of $403). Flying from Portland to Jamaica in July is currently the most expensive (average of $561). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Portland to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Portland to Jamaica

Discover the top 3 airlines that operate flights from Portland to Jamaica. 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$550Average$775FlexibilityNo cancel feeOn-time71%
DeltaCheapest$557Average$776FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$645Average$790FlexibilityNo cancel feeOn-time63%

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