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Jamaica

$253+ 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 12/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MBJ
Dec 18 — Dec 251
Thu 12/18
Thu 12/25
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 November 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$522
(Kiwi.com)

One-way from

$253
(Delta)

Popular in

October

Cheapest in

March

Average price

$824
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. 13% potential increase in price ($125 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Wed 12/317:16 amPDX - MBJ
1 stop28h 13mMultiple Airlines
Wed 1/73:05 pmMBJ - PDX
2 stops31h 07mMultiple Airlines
Deal found 11/18$522
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Wed 12/317:16 amPDX - MBJ
1 stop28h 13mMultiple Airlines
Mon 1/510:14 amMBJ - PDX
1 stop13h 36mMultiple Airlines
Deal found 11/18$539
This American Airlines deal was found by Cheapflights users on 11/17. 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.
Fri 12/510:15 pmPDX - MBJ
1 stop11h 40mAmerican Airlines
Sat 12/132:02 pmMBJ - PDX
1 stop12h 50mAmerican Airlines
Deal found 11/17$553
This Delta deal was found by Cheapflights users on 11/18. 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.
Sat 12/131:45 pmPDX - MBJ
2 stops19h 45mDelta
Sun 12/212:12 pmMBJ - PDX
2 stops12h 43mDelta
Deal found 11/18$558
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Wed 12/317:16 amPDX - MBJ
1 stop28h 13mMultiple Airlines
Thu 1/812:57 pmMBJ - PDX
2 stops14h 12mMultiple Airlines
Deal found 11/18$563
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 12/2911:00 pmPDX - MBJ
2 stops34h 05mMultiple Airlines
Mon 1/510:14 amMBJ - PDX
1 stop13h 36mMultiple Airlines
Deal found 11/18$590
This Delta deal was found by Cheapflights users on 11/18. 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.
Sun 12/2810:05 pmPDX - MBJ
1 stop13h 08mDelta
Thu 1/812:38 pmMBJ - PDX
1 stop12h 37mDelta
Deal found 11/18$596
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 12/305:10 amPDX - MBJ
2 stops27h 55mMultiple Airlines
Mon 1/510:14 amMBJ - PDX
1 stop13h 36mMultiple Airlines
Deal found 11/18$598
This Delta deal was found by Cheapflights users on 11/18. 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.
Sun 12/2810:05 pmPDX - MBJ
1 stop10h 00mDelta
Wed 1/74:45 pmMBJ - PDX
2 stops19h 18mDelta
Deal found 11/18$601
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Sun 12/2811:20 pmPDX - MBJ
2 stops33h 45mMultiple Airlines
Mon 1/510:14 amMBJ - PDX
1 stop13h 36mMultiple Airlines
Deal found 11/18$610
This Mytrip deal was found by Cheapflights users on 11/18. 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.
Sat 11/223:15 pmPDX - KIN
3 stops20h 15mMultiple Airlines
Mon 11/244:30 pmKIN - PDX
3 stops25h 10mMultiple Airlines
Deal found 11/18$983
This American Airlines deal was found by Cheapflights users on 11/18. 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 11/2210:45 pmPDX - KIN
1 stop10h 54mAmerican Airlines
Mon 11/243:20 pmKIN - PDX
1 stop11h 11mAmerican Airlines
Deal found 11/18$1,107

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 November 18, 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

Wed 12/10

10:10 pm-1:04 pm

1 stop11h 54m

Montego Bay Sangster Intl

Wed 12/17

2:29 pm-10:19 pm

1 stop10h 50m

$553

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Thu 12/25

5:30 am-8:41 pm

2 stops12h 11m

Montego Bay Sangster Intl

Wed 12/31

8:00 am-8:38 am

2 stops27h 38m

$558

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Sat 4/11

12:55 am-2:15 pm

2 stops11h 20m

Montego Bay Sangster Intl

Tue 4/21

4:55 pm-9:25 am

2 stops18h 30m

$558

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Tue 2/3

5:25 pm-12:34 pm

2 stops16h 09m

Montego Bay Sangster Intl

Wed 2/11

12:38 pm-10:15 pm

1 stop12h 37m

$558

PortlandKingston

PDX - KIN

PDXKIN

Portland

Mon 1/26

3:15 pm-1:45 pm

2 stops43h 30m

Kingston Norman Manley

Sat 1/31

3:30 pm-9:15 am

2 stops20h 45m

$753

PortlandKingston

PDX - KIN

PDXKIN

Portland

Sun 4/12

7:00 pm-12:35 pm

2 stops39h 35m

Kingston Norman Manley

Tue 4/21

1:55 pm-2:40 pm

2 stops26h 45m

$780

PortlandKingston

PDX - KIN

PDXKIN

Portland

Mon 1/26

11:01 pm-12:47 pm

1 stop10h 46m

Kingston Norman Manley

Sat 1/31

3:32 pm-11:46 pm

1 stop11h 14m

$803

PortlandKingston

PDX - KIN

PDXKIN

Portland

Mon 1/26

6:50 am-8:00 pm

1 stop10h 10m

Kingston Norman Manley

Sat 1/31

9:00 am-10:15 pm

1 stop16h 15m

$803

PortlandKingston

PDX - KIN

PDXKIN

Portland

Sun 4/12

6:04 am-8:00 pm

1 stop11h 56m

Kingston Norman Manley

Tue 4/21

9:00 am-7:02 pm

1 stop12h 02m

$803

PortlandKingston

PDX - KIN

PDXKIN

Portland

Mon 3/2

6:56 am-8:00 pm

1 stop10h 04m

Kingston Norman Manley

Wed 3/4

9:00 am-10:10 pm

1 stop16h 10m

$803

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

Showing 1-10 of 16 results
1
2

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, April is the cheapest month in which you can book a flight from Portland to Jamaica (average of $437). Flying from Portland to Jamaica in February is currently the most expensive (average of $653). 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 November 18, 2025.

One of the essential ways to save on airfare from Portland to Jamaica is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 18% on airfare.

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 November 18, 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

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

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

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

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
7.9
Good
8,003 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

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
9,019 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

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
11,045 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

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 46m. Fly via Delta, Air Canada, or American Airlines to get the fastest option. Portland and Jamaica are separated by a distance of 3234 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, April is the cheapest month in which you can book a flight from Portland to Jamaica (average of $437). Flying from Portland to Jamaica in February is currently the most expensive (average of $653). 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.
Portland to Luis Munoz Marin Intl flights
Portland to Saint Thomas Island flights
Boise to Luis Munoz Marin Intl flights
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Portland to George Town flights
Portland to Road Town flights
Boise to Saint Thomas Island flights
Portland to St. George's flights
Portland to Willemstad flights
Portland to Simpson Bay flights
Portland to Kralendijk flights
Eugene to Luis Munoz Marin Intl flights
Redmond to Nassau flights
Portland to Georgetown flights
Portland to St. John's flights
Boise to George Town flights
Portland to Castries flights
Boise to Kralendijk flights
Portland to Basseterre flights
Boise to Montego Bay flights
Portland to Kingston flights
Medford to Luis Munoz Marin Intl flights
Portland to Port of Spain flights
Redmond to Santo Domingo flights
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Boise to Santo Domingo flights
Portland to Havana flights
Portland to Freeport flights
Boise to Oranjestad flights
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Redmond to Montego Bay flights
Portland to Rock Sound flights
Redmond to Havana 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 November 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$576Average$877FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$609Average$824FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$638Average$798FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$645Average$790FlexibilityNo cancel feeOn-time63%

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