HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Puerto Rico

$188+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Nov 25 — Dec 21
Tue 11/25
Tue 12/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Oregon to Puerto Rico with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 October 26, 2025.

This Southwest deal was found by Cheapflights users on 10/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/77:10 pmPDX - SJU
2 stops11h 15mSouthwest
Sat 12/135:40 amSJU - PDX
2 stops14h 05mSouthwest
Deal found 10/26$397
This Frontier deal was found by Cheapflights users on 10/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/37:29 pmPDX - SJU
2 stops18h 25mFrontier
Fri 11/72:11 amSJU - PDX
2 stops13h 45mFrontier
Deal found 10/26$413
This Frontier deal was found by Cheapflights users on 10/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/107:29 pmPDX - SJU
2 stops18h 25mFrontier
Thu 11/132:11 amSJU - PDX
2 stops13h 45mFrontier
Deal found 10/26$418
This American Airlines deal was found by Cheapflights users on 10/25. 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 12/610:15 pmPDX - SJU
1 stop19h 50mAmerican Airlines
Sat 12/1311:00 amSJU - PDX
1 stop16h 52mAmerican Airlines
Deal found 10/25$419
This Frontier deal was found by Cheapflights users on 10/24. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/112:52 pmPDX - SJU
2 stops22h 50mFrontier
Thu 11/62:11 amSJU - PDX
2 stops13h 45mFrontier
Deal found 10/24$421
This Frontier deal was found by Cheapflights users on 10/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/107:29 pmPDX - SJU
2 stops18h 25mFrontier
Sun 11/162:11 amSJU - PDX
2 stops13h 45mFrontier
Deal found 10/25$427
This Delta deal was found by Cheapflights users on 10/23. 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 stops15h 35mDelta
Wed 12/101:57 pmSJU - MFR
2 stops14h 02mDelta
Deal found 10/23$431
This Southwest deal was found by Cheapflights users on 10/24. 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 12/28:00 amPDX - SJU
2 stops12h 35mSouthwest
Wed 12/108:55 amSJU - PDX
2 stops14h 25mSouthwest
Deal found 10/24$444
This United Airlines deal was found by Cheapflights users on 10/25. 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 12/106:47 pmEUG - SJU
2 stops14h 30mUnited Airlines
Mon 1/128:10 amSJU - EUG
2 stops17h 00mUnited Airlines
Deal found 10/25$456
This Southwest deal was found by Cheapflights users on 10/24. 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 12/28:00 amPDX - SJU
2 stops12h 35mSouthwest
Sat 12/66:15 amSJU - PDX
2 stops14h 15mSouthwest
Deal found 10/24$457
This American Airlines deal was found by Cheapflights users on 10/24. 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.
Thu 11/1310:45 pmPDX - SJU
1 stop13h 21mAmerican Airlines
Thu 11/2011:00 amSJU - PDX
1 stop16h 31mAmerican Airlines
Deal found 10/24$473
This American Airlines deal was found by Cheapflights users on 10/24. 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 11/710:15 pmPDX - SJU
1 stop19h 09mAmerican Airlines
Fri 11/142:47 pmSJU - PDX
1 stop12h 44mAmerican Airlines
Deal found 10/24$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 October 26, 2025.

Round-trip from

$375
(Southwest)

One-way from

$188
(Southwest)

Popular in

December

Cheapest in

October

Average price

$476
From Oregon to Puerto Rico
Search Deals
One-way flight from Oregon to Puerto Rico
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($57 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 26, 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

Wed 1/21

6:00 am-11:59 pm

2 stops13h 59m

San Juan Luis Munoz Marin Intl

Wed 1/28

2:15 pm-12:17 am

2 stops14h 02m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 1/28

5:00 am-9:00 pm

2 stops12h 00m

San Juan Luis Munoz Marin Intl

Tue 2/10

2:15 pm-9:49 pm

1 stop11h 34m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 1/18

12:55 am-3:20 pm

1 stop10h 25m

San Juan Luis Munoz Marin Intl

Wed 1/28

3:55 pm-10:39 pm

1 stop10h 44m

$419

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Tue 2/24

4:47 pm-11:55 am

2 stops15h 08m

San Juan Luis Munoz Marin Intl

Thu 3/5

8:30 am-10:55 pm

2 stops18h 25m

$431

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Tue 2/24

5:55 am-8:30 pm

2 stops10h 35m

San Juan Luis Munoz Marin Intl

Thu 3/5

7:00 am-11:09 pm

2 stops20h 09m

$431

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Mon 12/8

5:23 pm-12:58 pm

2 stops15h 35m

San Juan Luis Munoz Marin Intl

Wed 12/10

1:57 pm-11:59 pm

2 stops14h 02m

$431

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 1/29

7:00 am-9:00 pm

1 stop10h 00m

San Juan Luis Munoz Marin Intl

Thu 2/5

2:05 am-2:46 pm

2 stops16h 41m

$448

EugeneSan Juan

EUG - SJU

EUGSJU

Eugene

Wed 12/10

6:47 pm-1:17 pm

2 stops14h 30m

San Juan Luis Munoz Marin Intl

Mon 1/12

8:10 am-9:10 pm

2 stops17h 00m

$456

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 12/2

8:00 am-12:35 am

2 stops12h 35m

San Juan Luis Munoz Marin Intl

Sat 12/6

6:15 am-4:30 pm

2 stops14h 15m

$457

BoiseSan Juan

BOI - SJU

BOISJU

Boise Air Term. Gowen Fld

Mon 3/2

7:30 pm-4:51 pm

2 stops18h 21m

San Juan Luis Munoz Marin Intl

Tue 3/10

1:10 pm-10:50 pm

1 stop11h 40m

$460

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/23

Showing 1-10 of 58 results
1
2
3
...
6

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 October 26, 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 13h 59m. Delta 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), American Airlines ($210), and Delta ($216).

  • 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
John F Kennedy Intl to Santiago de los Caballeros flights
Newark to Santo Domingo flights
Dulles Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santo Domingo flights
John F Kennedy Intl to Punta Cana flights
Newark to Punta Cana flights
LaGuardia to Luis Munoz Marin Intl flights
Philadelphia to Luis Munoz Marin Intl flights
Orlando to Luis Munoz Marin Intl flights
Newark to Santiago de los Caballeros flights
John F Kennedy Intl to Montego Bay flights
Reagan-National to Luis Munoz Marin Intl flights
Newark to Oranjestad flights
O'Hare Intl to Luis Munoz Marin Intl flights
Boston to Luis Munoz Marin Intl flights
Newark to Montego Bay flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
John F Kennedy Intl to Oranjestad flights
Atlanta to Luis Munoz Marin Intl flights
LaGuardia to Santo Domingo flights
Baltimore to Luis Munoz Marin Intl flights
LaGuardia to Punta Cana flights
Boston to Santo Domingo flights
Boston to Oranjestad flights
Hartford to Luis Munoz Marin Intl flights
Tampa to Luis Munoz Marin Intl flights
O'Hare Intl to Punta Cana flights
Newark to Simpson Bay flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Atlanta to Montego Bay flights
Boston to Punta Cana flights
John F Kennedy Intl to Port of Spain flights
John F Kennedy Intl to Kingston flights
John F Kennedy Intl to Simpson Bay flights
LaGuardia to Montego Bay flights
Newark to Nassau flights
Orlando to Punta Cana flights
John F Kennedy Intl to Nassau flights
Dulles Intl to Punta Cana flights
Newark to Saint Thomas Island flights
Detroit to Luis Munoz Marin Intl flights
Raleigh to Luis Munoz Marin Intl flights
Miami to Santo Domingo flights
Minneapolis to Luis Munoz Marin Intl flights
Miami to Luis Munoz Marin Intl flights
LaGuardia to Oranjestad flights
John F Kennedy Intl to Saint Thomas Island flights
Newark to Providenciales 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 October 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$185Average$540FlexibilityNo cancel feeOn-time62%
DeltaCheapest$202Average$563FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$248Average$415FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$342Average$653FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$394Average$639FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$444Average$636FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.