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Jamaica

$274+ 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 3/7. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MBJ
Mar 31 — Apr 71
Tue 3/31
Tue 4/7
1 adult, Economy
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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 March 1, 2026.

This American Airlines deal was found by Cheapflights users on 2/28. 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 stop12h 29m
American Airlines
Wed 11/114:05 pm
MBJ
-
PDX
1 stop10h 46m
American Airlines
Deal found 2/28$380
This United Airlines deal was found by Cheapflights users on 3/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:05 pm
PDX
-
MBJ
2 stops18h 05m
United Airlines
Thu 4/161:52 pm
MBJ
-
PDX
1 stop10h 42m
United Airlines
Deal found 3/1$421
This Delta deal was found by Cheapflights users on 3/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/812:30 am
PDX
-
MBJ
1 stop10h 57m
Delta
Thu 4/162:10 pm
MBJ
-
PDX
1 stop9h 52m
Delta
Deal found 3/1$422
This United Airlines deal was found by Cheapflights users on 2/28. 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 11/210:59 pm
PDX
-
MBJ
2 stops12h 30m
United Airlines
Wed 11/112:48 pm
MBJ
-
PDX
2 stops21h 52m
United Airlines
Deal found 2/28$425
This United Airlines deal was found by Cheapflights users on 2/27. 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 4/1310:56 pm
PDX
-
MBJ
2 stops14h 14m
United Airlines
Mon 4/204:12 pm
MBJ
-
PDX
2 stops21h 34m
United Airlines
Deal found 2/27$426
This Delta deal was found by Cheapflights users on 2/27. 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 11/27:40 pm
PDX
-
MBJ
2 stops13h 45m
Delta
Wed 11/116:00 pm
MBJ
-
PDX
2 stops18h 31m
Delta
Deal found 2/27$427
This United Airlines deal was found by Cheapflights users on 2/26. 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 5/511:59 pm
PDX
-
MBJ
1 stop11h 31m
United Airlines
Sat 5/92:40 pm
MBJ
-
PDX
2 stops20h 58m
United Airlines
Deal found 2/26$430
This Delta deal was found by Cheapflights users on 2/26. 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.
Fri 9/1810:05 pm
PDX
-
MBJ
2 stops15h 29m
Delta
Fri 9/254:59 pm
MBJ
-
PDX
2 stops18h 26m
Delta
Deal found 2/26$431
This United Airlines deal was found by Cheapflights users on 2/26. 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 9/1510:56 pm
PDX
-
MBJ
1 stop10h 47m
United Airlines
Wed 9/2312:52 pm
MBJ
-
PDX
2 stops24h 43m
United Airlines
Deal found 2/26$487
This Air Canada deal was found by Cheapflights users on 2/26. 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 9/217:45 pm
PDX
-
KIN
2 stops16h 10m
Air Canada
Thu 9/243:05 pm
KIN
-
PDX
2 stops20h 26m
Air Canada
Deal found 2/26$766
This United Airlines deal was found by Cheapflights users on 2/28. 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.
Sun 4/2611:59 pm
PDX
-
KIN
2 stops35h 53m
United Airlines
Thu 4/302:59 pm
KIN
-
PDX
2 stops33h 55m
United Airlines
Deal found 2/28$775
This FlightHub deal was found by Cheapflights users on 3/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/411:18 pm
PDX
-
KIN
2 stops19h 14m
Multiple Airlines
Wed 9/93:05 pm
KIN
-
PDX
2 stops25h 46m
Multiple Airlines
Deal found 3/1$837

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 March 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$421
(United Airlines)

One-way from

$274
(Delta)

Popular in

October

Cheapest in

February

Average price

$691
Provider with most accurate pricing for Portland-Montego Bay Sangster Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Montego Bay Sangster Intl flights.
Search Deals
From Portland to Jamaica
Search Deals
One-way flight from Portland to Jamaica
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($105 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 March 1, 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

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Tue 5/5

11:59 pm-1:30 pm

1 stop11h 31m

Montego Bay Sangster Intl

Sat 5/9

2:40 pm-9:38 am

2 stops20h 58m

$430

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Thu 4/9

10:56 pm-3:10 pm

2 stops14h 14m

Montego Bay Sangster Intl

Thu 4/16

4:12 pm-9:48 am

2 stops19h 36m

$460

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Tue 4/14

8:05 am-3:10 pm

1 stop29h 05m

Montego Bay Sangster Intl

Tue 4/21

4:12 pm-6:34 pm

2 stops28h 22m

$547

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Fri 6/19

5:00 pm-1:30 pm

2 stops18h 30m

Montego Bay Sangster Intl

Fri 6/26

4:12 pm-9:39 am

2 stops19h 27m

$608

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Sun 7/5

10:40 pm-3:10 pm

2 stops14h 30m

Montego Bay Sangster Intl

Sat 7/11

12:52 pm-9:15 pm

1 stop10h 23m

$608

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Mon 8/17

9:45 pm-3:34 pm

1 stop15h 49m

Montego Bay Sangster Intl

Sat 8/22

1:14 pm-9:54 pm

1 stop10h 40m

$624

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Wed 7/29

8:50 am-3:10 pm

2 stops28h 20m

Montego Bay Sangster Intl

Mon 8/3

2:40 pm-12:08 pm

3 stops23h 28m

$662

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Fri 6/26

5:15 am-3:26 pm

3 stops32h 11m

Montego Bay Sangster Intl

Wed 7/1

12:52 pm-1:09 pm

2 stops26h 17m

$666

PortlandKingston

PDX - KIN

PDXKIN

Portland

Sun 4/26

11:59 pm-1:52 pm

2 stops35h 53m

Kingston Norman Manley

Thu 4/30

2:59 pm-10:54 pm

2 stops33h 55m

$775

PortlandKingston

PDX - KIN

PDXKIN

Portland

Sun 3/29

6:30 am-8:00 pm

1 stop11h 30m

Kingston Norman Manley

Sun 4/5

9:00 am-10:08 pm

1 stop15h 08m

$854

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/28

Showing 1-10 of 28 resultsSorted by cheapest first
1
2
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, 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 March 1, 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
4,306 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.
Southwest
8.0
Very good
4,306 reviews
Southwest
8.0
Very good
4,306 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.
Delta
7.9
Good
8,237 reviews
Southwest
8.0
Very good
4,306 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.
United Airlines
7.4
Good
9,375 reviews
Southwest
8.0
Very good
4,306 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.
American Airlines
7.1
Good
11,369 reviews
Southwest
8.0
Very good
4,306 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.

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 30m. Fly via United Airlines, Delta, 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.

  • What are the cheapest airlines to fly from Portland to Jamaica one-way?

    For one-way options, check prices for Hawaiian Airlines. According to our data, you can fly for as low as $150. Users have also found prices from $155 and $178 on Alaska Airlines and Delta, respectively.

  • 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

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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 March 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$252Average$626FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$607Average$807FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$638Average$848FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$645Average$797FlexibilityNo cancel feeOn-time63%

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