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Jamaica

$199+ 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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MBJ
Feb 10 — Feb 171
Tue 2/10
Tue 2/17
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 January 11, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$584
(American Airlines)

One-way from

$199
(Kiwi.com)

Popular in

October

Cheapest in

March

Average price

$825
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. 16% potential increase in price ($151 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($29 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 11, 2026.

This Travelocity deal was found by Cheapflights users on 1/10. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:40 pmPDX - MBJ
2 stops13h 40mAir Canada
Fri 10/212:30 pmMBJ - PDX
2 stops28h 15mAir Canada
Deal found 1/10$564
This American Airlines deal was found by Cheapflights users on 1/10. 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 2/610:15 pmPDX - MBJ
1 stop10h 03mAmerican Airlines
Tue 2/1012:33 pmMBJ - PDX
1 stop10h 51mAmerican Airlines
Deal found 1/10$584
This Southwest deal was found by Cheapflights users on 1/10. 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.
Fri 2/208:45 pmPDX - MBJ
2 stops14h 35mSouthwest
Fri 2/272:00 pmMBJ - PDX
2 stops13h 45mSouthwest
Deal found 1/10$588
This American Airlines deal was found by Cheapflights users on 1/11. 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.
Sun 2/810:15 pmPDX - MBJ
1 stop10h 18mAmerican Airlines
Sun 2/151:22 pmMBJ - PDX
2 stops13h 55mAmerican Airlines
Deal found 1/11$594
This Delta deal was found by Cheapflights users on 1/11. 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 2/259:45 pmPDX - MBJ
1 stop12h 08mDelta
Wed 3/42:19 pmMBJ - PDX
1 stop10h 49mDelta
Deal found 1/11$597
This American Airlines deal was found by Cheapflights users on 1/10. 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 2/2011:40 pmPDX - MBJ
1 stop12h 13mAmerican Airlines
Fri 2/272:33 pmMBJ - PDX
1 stop12h 17mAmerican Airlines
Deal found 1/10$627
This United Airlines deal was found by Cheapflights users on 1/10. 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.
Fri 2/2010:38 pmPDX - MBJ
1 stop10h 29mUnited Airlines
Fri 2/273:20 pmMBJ - PDX
2 stops21h 22mUnited Airlines
Deal found 1/10$632
This Delta deal was found by Cheapflights users on 1/11. 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.
Tue 3/39:45 pmPDX - MBJ
1 stop10h 25mDelta
Wed 3/111:38 pmMBJ - PDX
1 stop10h 31mDelta
Deal found 1/11$640
This United Airlines deal was found by Cheapflights users on 1/11. 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 2/2610:38 pmPDX - MBJ
1 stop12h 22mUnited Airlines
Sun 3/81:48 pmMBJ - PDX
1 stop10h 57mUnited Airlines
Deal found 1/11$652
This Air Canada deal was found by Cheapflights users on 1/9. 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 9/213:25 pmPDX - KIN
2 stops18h 40mAir Canada
Thu 9/241:05 pmKIN - PDX
2 stops31h 41mAir Canada
Deal found 1/9$665
This Air Canada deal was found by Cheapflights users on 1/11. 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 6/153:25 pmPDX - KIN
2 stops20h 30mAir Canada
Thu 6/183:05 pmKIN - PDX
2 stops30h 01mAir Canada
Deal found 1/11$689
This Air Canada deal was found by Cheapflights users on 1/11. 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 6/167:45 pmPDX - KIN
2 stops16h 10mAir Canada
Thu 6/183:05 pmKIN - PDX
2 stops20h 26mAir Canada
Deal found 1/11$720

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 January 11, 2026.
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

Fri 2/20

8:45 pm-2:20 pm

2 stops14h 35m

Montego Bay Sangster Intl

Fri 2/27

2:00 pm-12:45 am

2 stops13h 45m

$588

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Wed 2/25

9:45 pm-12:53 pm

1 stop12h 08m

Montego Bay Sangster Intl

Wed 3/4

2:19 pm-10:08 pm

1 stop10h 49m

$597

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Fri 2/20

11:40 pm-2:53 pm

1 stop12h 13m

Montego Bay Sangster Intl

Fri 2/27

2:33 pm-11:50 pm

1 stop12h 17m

$627

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Fri 2/20

10:38 pm-12:07 pm

1 stop10h 29m

Montego Bay Sangster Intl

Fri 2/27

3:20 pm-9:42 am

2 stops21h 22m

$632

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Tue 3/3

9:45 pm-12:53 pm

1 stop12h 08m

Montego Bay Sangster Intl

Wed 3/11

11:15 am-7:00 pm

1 stop9h 45m

$640

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Tue 3/31

12:30 am-1:27 pm

1 stop10h 57m

Montego Bay Sangster Intl

Wed 4/8

11:15 am-10:09 pm

1 stop12h 54m

$640

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Thu 2/26

10:38 pm-2:00 pm

1 stop12h 22m

Montego Bay Sangster Intl

Sun 3/8

1:48 pm-10:45 pm

1 stop10h 57m

$652

PortlandKingston

PDX - KIN

PDXKIN

Portland

Sun 2/22

11:54 am-12:15 pm

2 stops21h 21m

Kingston Norman Manley

Sat 2/28

7:30 am-8:33 pm

1 stop16h 03m

$747

PortlandKingston

PDX - KIN

PDXKIN

Portland

Fri 6/12

2:00 pm-2:30 pm

2 stops22h 30m

Kingston Norman Manley

Fri 6/19

3:30 pm-1:20 pm

2 stops23h 50m

$777

PortlandKingston

PDX - KIN

PDXKIN

Portland

Mon 6/15

2:00 pm-2:30 pm

2 stops46h 30m

Kingston Norman Manley

Mon 6/22

3:30 pm-1:20 pm

2 stops23h 50m

$777

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/10

Showing 1-10 of 22 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, December is the cheapest month in which you can book a flight from Portland to Jamaica (average of $296). Flying from Portland to Jamaica in January is currently the most expensive (average of $663). 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.

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 January 11, 2026.
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
4,254 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,034 reviews
Southwest
8.0
Very good
4,254 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,143 reviews
Southwest
8.0
Very good
4,254 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,106 reviews
Southwest
8.0
Very good
4,254 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 12h 08m. Fly via Southwest, Delta, or American Airlines 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, December is the cheapest month in which you can book a flight from Portland to Jamaica (average of $296). Flying from Portland to Jamaica in January is currently the most expensive (average of $663). 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
Portland to Nassau flights
Boise to Luis Munoz Marin Intl flights
Portland to Punta Cana flights
Portland to Simpson Bay flights
Portland to Road Town flights
Portland to Santo Domingo flights
Portland to Oranjestad flights
Eugene to Luis Munoz Marin Intl flights
Portland to Providenciales flights
Portland to Willemstad flights
Boise to Nassau flights
Portland to Montego Bay flights
Portland to George Town flights
Boise to Montego Bay flights
Portland to Christiansted flights
Portland to Santiago de los Caballeros flights
Portland to Basseterre flights
Boise to Punta Cana flights
Boise to Saint Thomas Island flights
Portland to Castries flights
Portland to Puerto Plata flights
Medford to Luis Munoz Marin Intl flights
Portland to St. John's flights
Portland to Bridgetown flights
Boise to Santo Domingo flights
Boise to George Town flights
Redmond to Nassau flights
Boise to Castries flights
Boise to Bridgetown flights
Portland to Georgetown flights
Portland to St. George's flights
Portland to Kingston flights
Portland to Havana flights
Redmond to Santo Domingo flights
Eugene to Punta Cana flights
Eugene to George Town flights
Redmond to Montego Bay flights
Portland to Kralendijk flights
Boise to Havana flights
Redmond to Castries flights
Portland to Rock Sound flights
Redmond to Saint Thomas Island flights
Redmond to Havana flights
Portland to Fort-de-France flights
Portland to Gregory Town flights
Boise to Kralendijk flights
Medford to George Town 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 January 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$296Average$904FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$609Average$805FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$617Average$790FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$638Average$798FlexibilityNo cancel feeOn-time69%

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