Jamaica

$224+ 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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MBJ
May 17 — May 241
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Cheap 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 April 17, 2026.

This American Airlines deal was found by Cheapflights users on 4/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/210:45 pm
PDX
-
MBJ
1 stop8h 30m
American Airlines
Wed 11/1111:09 am
MBJ
-
PDX
1 stop13h 06m
American Airlines
Deal found 4/14$392
This American Airlines deal was found by Cheapflights users on 4/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/410:28 pm
PDX
-
MBJ
1 stop15h 09m
American Airlines
Thu 5/144:37 pm
MBJ
-
PDX
2 stops20h 24m
American Airlines
Deal found 4/12$397
This American Airlines deal was found by Cheapflights users on 4/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/51:45 pm
PDX
-
MBJ
1 stop22h 10m
American Airlines
Wed 12/162:02 pm
MBJ
-
PDX
1 stop12h 50m
American Airlines
Deal found 4/13$401
This Delta deal was found by Cheapflights users on 4/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/25:45 pm
PDX
-
MBJ
2 stops15h 40m
Delta
Wed 11/116:00 pm
MBJ
-
PDX
2 stops18h 31m
Delta
Deal found 4/13$427
This United Airlines deal was found by Cheapflights users on 4/15. 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.
Mon 11/210:56 pm
PDX
-
MBJ
1 stop12h 33m
United Airlines
Wed 11/112:48 pm
MBJ
-
PDX
1 stop12h 14m
United Airlines
Deal found 4/15$446
This United Airlines deal was found by Cheapflights users on 4/16. 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.
Wed 7/2211:59 pm
PDX
-
MBJ
1 stop11h 31m
United Airlines
Wed 7/294:12 pm
MBJ
-
PDX
2 stops19h 22m
United Airlines
Deal found 4/16$451
This American Airlines deal was found by Cheapflights users on 4/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/611:58 pm
PDX
-
MBJ
1 stop10h 08m
American Airlines
Mon 10/123:20 pm
MBJ
-
PDX
2 stops31h 06m
American Airlines
Deal found 4/14$467
This United Airlines deal was found by Cheapflights users on 4/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/411:15 pm
PDX
-
MBJ
2 stops12h 15m
United Airlines
Fri 9/1812:52 pm
MBJ
-
PDX
2 stops22h 29m
United Airlines
Deal found 4/13$474
This American Airlines deal was found by Cheapflights users on 4/15. 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 11/31:28 pm
PDX
-
MBJ
1 stop22h 33m
American Airlines
Sat 11/74:05 pm
MBJ
-
PDX
2 stops21h 53m
American Airlines
Deal found 4/15$477
This American Airlines deal was found by Cheapflights users on 4/15. 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 11/31:28 pm
PDX
-
MBJ
1 stop22h 33m
American Airlines
Mon 11/92:19 pm
MBJ
-
PDX
1 stop25h 17m
American Airlines
Deal found 4/15$482
This United Airlines deal was found by Cheapflights users on 4/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1211:55 pm
PDX
-
KIN
2 stops35h 59m
United Airlines
Tue 5/192:59 pm
KIN
-
PDX
2 stops33h 55m
United Airlines
Deal found 4/14$772
This FlightHub deal was found by Cheapflights users on 4/16. 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 9/42:20 pm
PDX
-
KIN
2 stops27h 55m
Multiple Airlines
Wed 9/93:05 pm
KIN
-
PDX
2 stops20h 26m
Multiple Airlines
Deal found 4/16$817

Find flight deals from Portland to Jamaica

Keep the following information in mind while searching for Portland to Jamaica flight deals. Data was last updated April 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$392
(American Airlines)

One-way from

$224
(Delta)

Popular in

October

Cheapest in

May

Average price

$576
Provider with most accurate pricing for Portland-Montego Bay Sangster Intl flight deals.
Provider most trusted by Cheapflights users for Portland-Montego Bay Sangster Intl flights.
From Portland to Jamaica
One-way flight from Portland to Jamaica
Highest demand for flights based on searches. 14% potential increase in price ($120 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($24 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 April 17, 2026.
Use the filters below to find and compare flights from Portland to Jamaica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Wed 7/22

10:40 pm-1:30 pm

2 stops12h 50m

Montego Bay Sangster Intl

Wed 7/29

4:12 pm-9:34 am

2 stops19h 22m

$451

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Fri 9/4

11:15 pm-1:30 pm

2 stops12h 15m

Montego Bay Sangster Intl

Fri 9/18

12:52 pm-9:21 am

2 stops22h 29m

$474

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Mon 8/10

11:59 pm-3:10 pm

2 stops13h 11m

Montego Bay Sangster Intl

Mon 8/17

4:12 pm-9:21 am

2 stops19h 09m

$489

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Mon 4/27

11:59 pm-3:10 pm

2 stops13h 11m

Montego Bay Sangster Intl

Wed 5/6

2:40 pm-9:38 am

2 stops20h 58m

$489
Quickest round-trip

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Mon 5/4

10:15 pm-11:43 am

1 stop11h 28m

Montego Bay Sangster Intl

Thu 5/7

2:40 pm-10:59 pm

1 stop10h 19m

$512

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Tue 10/13

11:58 pm-1:05 pm

2 stops11h 07m

Montego Bay Sangster Intl

Tue 10/20

2:27 pm-9:14 am

1 stop20h 47m

$517

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Fri 5/1

11:59 pm-1:30 pm

1 stop11h 31m

Montego Bay Sangster Intl

Sat 5/9

12:52 pm-9:09 pm

1 stop10h 17m

$564

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Fri 7/10

9:20 pm-12:40 pm

1 stop13h 20m

Montego Bay Sangster Intl

Sat 7/25

11:55 am-10:45 pm

2 stops12h 50m

$581

PortlandKingston

PDX - KIN

PDXKIN

Portland

Tue 5/12

5:30 am-1:54 pm

3 stops30h 24m

Kingston Norman Manley

Tue 5/19

2:59 pm-10:54 pm

2 stops33h 55m

$786

PortlandKingston

PDX - KIN

PDXKIN

Portland

Sun 6/14

11:30 pm-1:54 pm

2 stops36h 24m

Kingston Norman Manley

Wed 6/17

2:59 pm-9:39 am

2 stops44h 40m

$863

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Showing 1-10 of 25 resultsSorted by cheapest first
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3

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, March is the cheapest month in which you can book a flight from Portland to Jamaica (average of $224). Flying from Portland to Jamaica in January is currently the most expensive (average of $638). 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 April 17, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited 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.

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 11h. Fly via United Airlines or Delta 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, March is the cheapest month in which you can book a flight from Portland to Jamaica (average of $224). Flying from Portland to Jamaica in January is currently the most expensive (average of $638). 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

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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 April 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$224Average$748FlexibilityNo cancel feeOn-time69%
DeltaCheapest$252Average$660FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$400Average$876FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$645Average$797FlexibilityNo cancel feeOn-time63%

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