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Jamaica

$172+ Cheap flights from Oregon 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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MBJ
Apr 22 — Apr 291
Wed 4/22
Wed 4/29
1 adult, Economy
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Cheap flight deals from Oregon to Jamaica

Cheapest flights from Oregon to Jamaica
Explore the most affordable flight options available from Oregon to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 23, 2026.

This American Airlines deal was found by Cheapflights users on 3/20. 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 11/1111:15 am
MBJ
-
PDX
1 stop15h 36m
American Airlines
Deal found 3/20$392
This American Airlines deal was found by Cheapflights users on 3/20. 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 11/25:42 pm
PDX
-
MBJ
2 stops13h 26m
American Airlines
Tue 11/101:55 pm
MBJ
-
PDX
1 stop12h 56m
American Airlines
Deal found 3/20$397
This American Airlines deal was found by Cheapflights users on 3/19. 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 8/175:14 pm
BOI
-
MBJ
2 stops15h 11m
American Airlines
Mon 8/242:30 pm
MBJ
-
BOI
2 stops21h 56m
American Airlines
Deal found 3/19$397
This American Airlines deal was found by Cheapflights users on 3/19. 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 5/32:50 pm
RDM
-
MBJ
2 stops19h 23m
American Airlines
Sun 5/1012:25 pm
MBJ
-
RDM
2 stops23h 35m
American Airlines
Deal found 3/19$402
This United Airlines deal was found by Cheapflights users on 3/19. 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 5/311:59 pm
PDX
-
MBJ
1 stop11h 31m
United Airlines
Sun 5/102:40 pm
MBJ
-
PDX
1 stop10h 19m
United Airlines
Deal found 3/19$407
This Delta deal was found by Cheapflights users on 3/20. 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
Tue 11/106:00 pm
MBJ
-
PDX
2 stops18h 31m
Delta
Deal found 3/20$427
This United Airlines deal was found by Cheapflights users on 3/19. 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 5/46:55 pm
RDM
-
MBJ
2 stops16h 35m
United Airlines
Sat 5/94:12 pm
MBJ
-
RDM
2 stops21h 41m
United Airlines
Deal found 3/19$442
This United Airlines deal was found by Cheapflights users on 3/21. 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 5/111:55 pm
PDX
-
MBJ
1 stop10h 55m
United Airlines
Mon 5/42:40 pm
MBJ
-
PDX
1 stop10h 19m
United Airlines
Deal found 3/21$451
This United Airlines deal was found by Cheapflights users on 3/21. 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 9/1110:50 pm
PDX
-
MBJ
1 stop10h 53m
United Airlines
Sat 9/192:40 pm
MBJ
-
PDX
2 stops20h 49m
United Airlines
Deal found 3/21$478
This United Airlines deal was found by Cheapflights users on 3/19. 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 7/3110:40 pm
PDX
-
MBJ
2 stops12h 50m
United Airlines
Sat 8/812:52 pm
MBJ
-
PDX
1 stop10h 23m
United Airlines
Deal found 3/19$486
This United Airlines deal was found by Cheapflights users on 3/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/811:59 pm
PDX
-
MBJ
2 stops13h 11m
United Airlines
Sun 5/244:33 pm
MBJ
-
PDX
2 stops19h 14m
United Airlines
Deal found 3/18$499
This United Airlines deal was found by Cheapflights users on 3/22. 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.
Sat 5/25:00 am
PDX
-
MBJ
1 stop8h 45m
United Airlines
Wed 5/62:40 pm
MBJ
-
PDX
1 stop10h 19m
United Airlines
Deal found 3/22$502

Find flight deals from Oregon to Jamaica

Keep the following information in mind while searching for Oregon to Jamaica flight deals. Data was last updated March 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$397
(American Airlines)

One-way from

$172
(American Airlines)

Popular in

October

Cheapest in

February

Average price

$745
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.
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From Oregon to Jamaica
Search Deals
One-way flight from Oregon to Jamaica
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($94 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($22 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 Oregon 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 23, 2026.
Use the filters below to find and compare flights from Oregon to Jamaica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

RedmondMontego Bay

RDM - MBJ

RDMMBJ

Bend/Redmond

Mon 5/4

6:55 pm-1:30 pm

2 stops16h 35m

Montego Bay Sangster Intl

Sat 5/9

4:12 pm-11:53 am

2 stops21h 41m

$442

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Mon 5/4

11:59 pm-1:30 pm

1 stop11h 31m

Montego Bay Sangster Intl

Tue 5/19

2:40 pm-9:38 am

2 stops20h 58m

$499

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Fri 5/8

10:55 pm-12:50 pm

1 stop11h 55m

Montego Bay Sangster Intl

Sun 5/24

4:33 pm-9:47 am

2 stops19h 14m

$499
Quickest round-trip

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Sat 5/2

5:00 am-3:45 pm

1 stop8h 45m

Montego Bay Sangster Intl

Wed 5/6

2:40 pm-10:59 pm

1 stop10h 19m

$502

BoiseMontego Bay

BOI - MBJ

BOIMBJ

Boise Air Term. Gowen Fld

Fri 5/1

4:20 pm-12:50 pm

2 stops19h 30m

Montego Bay Sangster Intl

Sat 5/9

4:12 pm-9:54 am

2 stops18h 42m

$507

RedmondMontego Bay

RDM - MBJ

RDMMBJ

Bend/Redmond

Sun 5/3

5:00 am-1:30 pm

2 stops30h 30m

Montego Bay Sangster Intl

Sun 5/10

4:12 pm-12:38 pm

2 stops22h 26m

$507

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Thu 4/30

10:55 pm-3:10 pm

2 stops14h 15m

Montego Bay Sangster Intl

Mon 5/4

2:40 pm-12:43 pm

1 stop24h 03m

$518

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Sat 4/25

5:00 am-3:45 pm

1 stop8h 45m

Montego Bay Sangster Intl

Tue 4/28

4:12 pm-2:30 pm

2 stops24h 18m

$522

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Tue 6/23

10:40 pm-3:10 pm

2 stops14h 30m

Montego Bay Sangster Intl

Wed 7/1

4:12 pm-9:34 am

2 stops19h 22m

$522

PortlandMontego Bay

PDX - MBJ

PDXMBJ

Portland

Fri 4/24

11:59 pm-3:10 pm

2 stops13h 11m

Montego Bay Sangster Intl

Sun 5/3

2:40 pm-9:38 am

2 stops20h 58m

$529

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/19

Showing 1-10 of 42 resultsSorted by cheapest first
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Best time to book a flight from Oregon to Jamaica

Have a flexible travel schedule? Discover the best time to fly to Jamaica from Oregon 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 Oregon to Jamaica

What is the cheapest month to book a flight from Oregon to Jamaica?

Currently, December is the cheapest month in which you can book a flight from Oregon to Jamaica (average of $296). Flying from Oregon 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.

Related info for your journey

Find useful and relevant information for your journey from Oregon to Jamaica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Oregon to Jamaica?

    For as low as $442, United Airlines can have you in Jamaica from Oregon in 16h 35m. Oregon and Jamaica are separated by a distance of 3055 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Oregon to Jamaica that include hotel bookings?

    Yes. In addition to deals on Oregon to Jamaica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oregon to Jamaica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oregon to Jamaica.

  • Can I find deals for business class flights from Oregon to Jamaica?

    Yes. Cheapflights offers flight deals from Oregon 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 Oregon to Jamaica?

    Currently, December is the cheapest month in which you can book a flight from Oregon to Jamaica (average of $296). Flying from Oregon 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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Alternative routes for Oregon to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Oregon to Jamaica

Discover the top 4 airlines that operate flights from Oregon 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 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$224Average$798FlexibilityNo cancel feeOn-time69%
DeltaCheapest$252Average$626FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$513Average$796FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$645Average$797FlexibilityNo cancel feeOn-time63%

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