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Puerto Rico

$129+ Cheap flights from Oregon to Puerto Rico

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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Find flight deals from Oregon to Puerto Rico

Cheapest flights from Oregon to Puerto Rico
Explore the most affordable flight options available from Oregon to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 6, 2025.

This Delta deal was found by Cheapflights users on 11/6. 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 12/95:30 amPDX - SJU
2 stops14h 29mDelta
Wed 12/173:10 pmSJU - PDX
1 stop11h 00mDelta
Deal found 11/6$419
This United Airlines deal was found by Cheapflights users on 11/5. 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 12/76:20 amBOI - SJU
1 stop9h 05mUnited Airlines
Sat 12/138:30 amSJU - BOI
2 stops14h 13mUnited Airlines
Deal found 11/5$431
This Delta deal was found by Cheapflights users on 11/4. 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 12/85:23 pmMFR - SJU
2 stops16h 36mDelta
Wed 12/103:10 pmSJU - MFR
2 stops12h 49mDelta
Deal found 11/4$431
This Southwest deal was found by Cheapflights users on 11/4. 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.
Tue 12/26:15 amPDX - SJU
2 stops11h 50mSouthwest
Wed 12/1711:20 amSJU - PDX
2 stops15h 10mSouthwest
Deal found 11/4$435
This Southwest deal was found by Cheapflights users on 11/5. 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.
Mon 12/110:05 amPDX - SJU
2 stops11h 35mSouthwest
Tue 12/92:05 pmSJU - PDX
2 stops12h 30mSouthwest
Deal found 11/5$444
This Delta deal was found by Cheapflights users on 11/6. 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 12/911:20 pmPDX - SJU
1 stop10h 39mDelta
Tue 12/163:32 pmSJU - PDX
1 stop10h 47mDelta
Deal found 11/6$457
This Southwest deal was found by Cheapflights users on 11/3. 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.
Mon 11/175:00 amPDX - SJU
2 stops13h 05mSouthwest
Thu 12/42:05 pmSJU - PDX
2 stops12h 30mSouthwest
Deal found 11/3$460
This American Airlines deal was found by Cheapflights users on 11/6. 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 12/111:59 pmPDX - SJU
1 stop11h 01mAmerican Airlines
Fri 12/57:00 amSJU - PDX
2 stops14h 28mAmerican Airlines
Deal found 11/6$473
This Delta deal was found by Cheapflights users on 11/6. 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 12/135:15 pmPDX - SJU
2 stops15h 43mDelta
Wed 12/173:10 pmSJU - PDX
1 stop11h 00mDelta
Deal found 11/6$477
This Southwest deal was found by Cheapflights users on 11/4. 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.
Thu 12/46:55 pmPDX - SJU
2 stops11h 30mSouthwest
Thu 12/112:05 pmSJU - PDX
2 stops12h 30mSouthwest
Deal found 11/4$480
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/236:36 pmPDX - SJU
1 stop17h 38mMultiple Airlines
Tue 12/23:55 amSJU - PDX
2 stops36h 01mMultiple Airlines
Deal found 11/3$481
This United Airlines deal was found by Cheapflights users on 11/3. 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 11/177:38 pmPDX - SJU
2 stops13h 39mUnited Airlines
Thu 12/42:10 pmSJU - PDX
1 stop11h 35mUnited Airlines
Deal found 11/3$482

Cheap flight deals from Oregon to Puerto Rico

Keep the following information in mind while searching for Oregon to Puerto Rico flight deals. Data was last updated November 6, 2025.

Round-trip from

$395
(Southwest)

One-way from

$129
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$612
From Oregon to Puerto Rico
Search Deals
One-way flight from Oregon to Puerto Rico
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($57 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Oregon to Puerto Rico 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 6, 2025.
Use the filters below to find and compare flights from Oregon to Puerto Rico that are best for you.

Fly from

Oregon

Fly to

Puerto Rico

Route

Depart

Return

Price

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 1/18

6:20 am-11:10 pm

2 stops12h 50m

San Juan Luis Munoz Marin Intl

Fri 1/23

5:40 am-3:40 pm

2 stops14h 00m

$397

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 12/8

5:00 am-6:25 pm

1 stop9h 25m

San Juan Luis Munoz Marin Intl

Tue 12/16

8:30 am-9:15 pm

2 stops16h 45m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 12/9

5:15 pm-12:58 pm

2 stops15h 43m

San Juan Luis Munoz Marin Intl

Thu 12/18

3:10 pm-12:15 am

2 stops13h 05m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 1/29

5:23 am-11:59 pm

2 stops14h 36m

San Juan Luis Munoz Marin Intl

Tue 2/3

7:00 am-5:35 pm

2 stops14h 35m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 1/19

7:37 pm-2:10 pm

2 stops14h 33m

San Juan Luis Munoz Marin Intl

Wed 1/28

7:30 am-8:59 pm

2 stops17h 29m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 1/8

7:37 pm-4:49 pm

2 stops17h 12m

San Juan Luis Munoz Marin Intl

Wed 1/14

3:55 pm-10:15 pm

1 stop10h 20m

$419

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Mon 12/8

5:23 pm-1:59 pm

2 stops16h 36m

San Juan Luis Munoz Marin Intl

Wed 12/10

3:10 pm-11:59 pm

2 stops12h 49m

$431

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 12/1

8:50 am-1:40 am

2 stops12h 50m

San Juan Luis Munoz Marin Intl

Wed 12/17

11:20 am-9:25 pm

2 stops14h 05m

$444

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 12/1

10:05 am-1:40 am

2 stops11h 35m

San Juan Luis Munoz Marin Intl

Tue 12/9

2:05 pm-10:35 pm

2 stops12h 30m

$444

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 1/19

3:50 pm-4:36 pm

2 stops20h 46m

San Juan Luis Munoz Marin Intl

Tue 1/27

2:05 am-11:06 pm

2 stops25h 01m

$461

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 60 results
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Best time to book a flight from Oregon to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico 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 Puerto Rico

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

Currently, August is the cheapest month in which you can book a flight from Oregon to Puerto Rico (average of $187). Flying from Oregon to Puerto Rico in December is currently the most expensive (average of $419). 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 OR to PR?

Find hourly flight availability from Oregon to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 6, 2025.

A simple way to save on the total cost of your ticket is to fly from Oregon to Puerto Rico in the evening. If you’re flexible enough to do this you can expect to save up to 36% on your trip compared to booking a flight in the morning.

Related info for your journey

Find useful and relevant information for your journey from Oregon to Puerto Rico. 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 Puerto Rico?

    A quick flight from Oregon to Puerto Rico can take about 9h 25m. Southwest provides one of the quickest options available for as low as $419. The distance from Oregon to Puerto Rico is about 3710 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 Oregon to Puerto Rico one-way?

    The cheapest airlines for a one-way flight from Oregon to Puerto Rico are Southwest ($188), United Airlines ($210), and American Airlines ($210).

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

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

  • How can I find direct flights from Oregon to Puerto Rico?

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

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

    Yes. Cheapflights offers flight deals from Oregon to Puerto Rico 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 Puerto Rico?

    Currently, August is the cheapest month in which you can book a flight from Oregon to Puerto Rico (average of $187). Flying from Oregon to Puerto Rico in December is currently the most expensive (average of $419). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Oregon to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Luis Munoz Marin Intl flights
Newark to Luis Munoz Marin Intl flights
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Newark to Saint Thomas Island flights

Top 6 airlines flying from Oregon to Puerto Rico

Discover the top 6 airlines that operate flights from Oregon to Puerto Rico. 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 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$185Average$540FlexibilityNo cancel feeOn-time62%
DeltaCheapest$202Average$552FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$248Average$415FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$343Average$655FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$394Average$640FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$444Average$635FlexibilityNo cancel feeOn-time63%

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