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Jamaica

$195+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MBJ
Nov 1 — Nov 81
Sat 11/1
Sat 11/8
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 October 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$554
(Southwest)

One-way from

$195
(Kiwi.com)

Popular in

November

Cheapest in

October

Average price

$665
Provider with most accurate pricing for Portland-Montego Bay Sangster Intl flight deals.
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Provider most trusted by Cheapflights users for Portland-Montego Bay Sangster Intl flights.
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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. 2% potential increase in price ($14 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 October 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 October 2, 2025.

This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/27:25 pmPDX - MBJ
2 stops16h 30mSouthwest
Tue 12/91:50 pmMBJ - PDX
2 stops11h 45mSouthwest
Deal found 10/1$554
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/137:05 amPDX - MBJ
1 stop29h 10mMultiple Airlines
Mon 11/174:30 pmMBJ - PDX
1 stop31h 03mMultiple Airlines
Deal found 10/1$567
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:29 amPDX - MBJ
1 stop29h 04mMultiple Airlines
Fri 12/121:12 pmMBJ - PDX
2 stops27h 38mMultiple Airlines
Deal found 10/1$578
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:29 amPDX - MBJ
1 stop29h 04mMultiple Airlines
Thu 12/111:12 pmMBJ - PDX
2 stops27h 38mMultiple Airlines
Deal found 10/1$582
This Air Canada deal was found by Cheapflights users on 9/30. 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.
Tue 12/29:50 amPDX - MBJ
2 stops24h 20mAir Canada
Mon 12/85:45 pmMBJ - PDX
2 stops27h 45mAir Canada
Deal found 9/30$601
This Southwest deal was found by Cheapflights users on 9/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/307:35 pmPDX - MBJ
2 stops15h 15mSouthwest
Thu 11/61:50 pmMBJ - PDX
2 stops13h 25mSouthwest
Deal found 9/30$623
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:55 pmPDX - MBJ
2 stops16h 30mSouthwest
Thu 12/111:50 pmMBJ - PDX
2 stops11h 45mSouthwest
Deal found 10/1$624
This United Airlines deal was found by Cheapflights users on 9/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/307:10 pmPDX - MBJ
2 stops13h 57mUnited Airlines
Thu 11/62:48 pmMBJ - PDX
1 stop10h 45mUnited Airlines
Deal found 9/30$639
This American Airlines deal was found by Cheapflights users on 9/30. 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 10/219:52 pmPDX - MBJ
2 stops12h 08mAmerican Airlines
Tue 10/281:50 pmMBJ - PDX
1 stop11h 16mAmerican Airlines
Deal found 9/30$643
This Expedia deal was found by Cheapflights users on 9/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/27:00 pmPDX - KIN
2 stops15h 45mAir Canada
Tue 12/92:55 pmKIN - PDX
2 stops26h 50mAir Canada
Deal found 9/29$666
This Mytrip deal was found by Cheapflights users on 9/29. 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 10/143:25 pmPDX - KIN
3 stops23h 45mMultiple Airlines
Tue 10/211:45 pmKIN - PDX
2 stops31h 01mMultiple Airlines
Deal found 9/29$670
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/27:00 pmPDX - KIN
2 stops15h 45mAir Canada
Thu 12/112:55 pmKIN - PDX
2 stops26h 45mAir Canada
Deal found 10/2$688

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 October 2, 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 12/2

7:25 pm-2:55 pm

2 stops16h 30m

Montego Bay Sangster Intl

Tue 12/9

1:50 pm-10:35 pm

2 stops11h 45m

$554

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Fri 12/5

7:25 pm-2:35 pm

2 stops16h 10m

Montego Bay Sangster Intl

Fri 12/12

1:00 pm-12:20 am

2 stops14h 20m

$623

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Sun 12/14

3:55 pm-1:46 pm

2 stops18h 51m

Montego Bay Sangster Intl

Thu 1/8

2:48 pm-10:32 pm

1 stop10h 44m

$639

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Tue 2/3

9:45 pm-11:10 am

1 stop10h 25m

Montego Bay Sangster Intl

Wed 2/11

12:35 pm-10:39 pm

1 stop13h 04m

$639

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Tue 11/11

10:45 pm-2:12 pm

1 stop12h 27m

Montego Bay Sangster Intl

Tue 11/18

1:40 pm-11:31 pm

1 stop12h 51m

$639

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Thu 1/22

1:24 pm-1:46 pm

2 stops21h 22m

Montego Bay Sangster Intl

Mon 2/9

2:48 pm-10:32 pm

1 stop10h 44m

$639

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Sun 12/14

10:45 pm-10:13 am

1 stop8h 28m

Montego Bay Sangster Intl

Thu 1/8

4:27 pm-11:32 pm

1 stop10h 05m

$639

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Thu 10/30

7:10 pm-11:07 am

2 stops13h 57m

Montego Bay Sangster Intl

Thu 11/6

2:48 pm-10:33 pm

1 stop10h 45m

$639

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Mon 3/9

12:55 am-1:40 pm

1 stop10h 45m

Montego Bay Sangster Intl

Wed 3/11

3:40 pm-10:34 am

2 stops20h 54m

$643

PortlandKingston

PDX - KIN

PDXKIN

Portland

Tue 12/2

7:00 pm-1:45 pm

2 stops15h 45m

Kingston Norman Manley

Thu 12/11

2:55 pm-2:40 pm

2 stops26h 45m

$688

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/30

Showing 1-10 of 27 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 $560). 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 October 2, 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 October 2, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United 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
4,248 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,962 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,933 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,033 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Portland to Jamaica?

    There are many flights that can get you from Portland to Jamaica in 10h 25m. Fly via Southwest, United Airlines, or Delta to get the fastest option. Portland and Jamaica are separated by a distance of 3155 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 $560). 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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Portland to Freeport flights

Top 4 airlines flying from Portland to Jamaica

Discover the top 4 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 October 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$550Average$786FlexibilityNo cancel feeOn-time71%
DeltaCheapest$576Average$865FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$589Average$748FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$645Average$797FlexibilityNo cancel feeOn-time63%

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