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Cheap flights from Portland to Puerto Rico from $144

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Puerto Rico departing on 1/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Portland to Puerto Rico

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
5:05 am - 8:55 pm
PDX
-
SJU
11h 50m2 stops
Southwest Logo
5:35 am - 1:45 pm
SJU
-
PDX
12h 10m2 stops
$369Southwest
Mon, Feb 2 - Thu, Feb 5
Southwest Logo
5:50 am - 12:40 am
PDX
-
SJU
14h 50m2 stops
Southwest Logo
5:40 am - 3:40 pm
SJU
-
PDX
14h 00m2 stops
$394Southwest
Sun, Jan 25 - Tue, Feb 3
Multiple Airlines Logo
7:10 am - 11:59 pm
PDX
-
SJU
36h 49m3 stops
Multiple Airlines Logo
3:55 am - 8:26 pm
SJU
-
PDX
20h 31m2 stops
$403Multiple Airlines
Tue, Feb 3 - Mon, Feb 9
Southwest Logo
6:45 am - 12:40 am
PDX
-
SJU
13h 55m2 stops
Southwest Logo
5:40 am - 3:40 pm
SJU
-
PDX
14h 00m2 stops
$404Southwest
Sun, Jan 25 - Tue, Feb 3
American Airlines Logo
10:15 pm - 8:50 pm
PDX
-
SJU
18h 35m1 stop
American Airlines Logo
7:07 am - 10:11 pm
SJU
-
PDX
19h 04m1 stop
$414American Airlines
Tue, Jan 20 - Thu, Jan 22
United Airlines Logo
5:00 am - 5:38 pm
PDX
-
SJU
9h 38m1 stop
United Airlines Logo
7:40 am - 6:05 pm
SJU
-
PDX
13h 25m1 stop
$415United Airlines
Sat, Apr 25 - Thu, Apr 30
Delta Logo
9:45 pm - 2:31 pm
PDX
-
SJU
12h 46m1 stop
Delta Logo
7:00 am - 5:35 pm
SJU
-
PDX
14h 35m2 stops
$419Delta
Sun, Feb 1 - Tue, Feb 10
Southwest Logo
6:45 am - 12:40 am
PDX
-
SJU
13h 55m2 stops
Southwest Logo
6:10 am - 3:40 pm
SJU
-
PDX
13h 30m2 stops
$425Southwest
Thu, Feb 5 - Wed, Feb 11
American Airlines Logo
11:01 pm - 12:30 pm
PDX
-
SJU
9h 29m1 stop
American Airlines Logo
8:20 am - 8:27 pm
SJU
-
PDX
16h 07m2 stops
$427American Airlines
Tue, Feb 3 - Tue, Feb 10
United Airlines Logo
11:59 pm - 11:09 pm
PDX
-
BQN
20h 10m2 stops
United Airlines Logo
12:15 am - 1:15 pm
BQN
-
PDX
16h 00m2 stops
$703United Airlines
Sun, Apr 26 - Wed, Apr 29

Southwest flights from Portland to Puerto Rico

Our best Southwest deals on Portland to Puerto Rico flight tickets
Southwest
Feb 2
PDX5:05 amPortland
11h 50m
2 stops
SJU8:55 pmSan Juan Luis Munoz Marin Intl
Feb 5
SJU5:35 amSan Juan Luis Munoz Marin Intl
12h 10m
2 stops
PDX1:45 pmPortland
$369
Find similar
Southwest
Jan 25
PDX5:50 amPortland
14h 50m
2 stops
SJU12:40 amSan Juan Luis Munoz Marin Intl
Feb 3
SJU5:40 amSan Juan Luis Munoz Marin Intl
14h 05m
2 stops
PDX3:45 pmPortland
$404
Find similar
Southwest
Jan 9
PDX6:20 amPortland
12h 50m
2 stops
SJU11:10 pmSan Juan Luis Munoz Marin Intl
Jan 16
SJU5:35 amSan Juan Luis Munoz Marin Intl
12h 10m
2 stops
PDX1:45 pmPortland
$467
Find similar

American Airlines flights from Portland to Puerto Rico

Our best American Airlines deals on Portland to Puerto Rico flight tickets
American Airlines
Feb 3
PDX5:25 amPortland
12h 14m
2 stops
SJU9:39 pmSan Juan Luis Munoz Marin Intl
Feb 10
SJU8:20 amSan Juan Luis Munoz Marin Intl
15h 34m
2 stops
PDX7:54 pmPortland
$427
Find similar
American Airlines
Jan 9
PDX6:00 amPortland
11h 39m
1 stop
SJU9:39 pmSan Juan Luis Munoz Marin Intl
Jan 13
SJU8:20 amSan Juan Luis Munoz Marin Intl
16h 07m
2 stops
PDX8:27 pmPortland
$457
Find similar
American Airlines
Apr 1
PDX11:46 amPortland
13h 35m
1 stop
SJU4:21 amSan Juan Luis Munoz Marin Intl
Apr 15
SJU3:15 pmSan Juan Luis Munoz Marin Intl
11h 22m
1 stop
PDX11:37 pmPortland
$466
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Portland 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, momondo users made 832,500 searches. Data last updated December 11, 2025.
Use the filters below to find and compare flights from Portland to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 2/2

5:05 am-8:55 pm

2 stops11h 50m

San Juan Luis Munoz Marin Intl

Thu 2/5

5:35 am-1:45 pm

2 stops12h 10m

$369

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 1/25

5:50 am-12:40 am

2 stops14h 50m

San Juan Luis Munoz Marin Intl

Tue 2/3

5:40 am-3:40 pm

2 stops14h 00m

$394

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 2/3

7:10 am-11:59 pm

3 stops36h 49m

San Juan Luis Munoz Marin Intl

Mon 2/9

3:55 am-8:26 pm

2 stops20h 31m

$403

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 1/25

6:45 am-12:40 am

2 stops13h 55m

San Juan Luis Munoz Marin Intl

Tue 2/3

5:40 am-3:40 pm

2 stops14h 00m

$404

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 1/20

10:15 pm-8:50 pm

1 stop18h 35m

San Juan Luis Munoz Marin Intl

Thu 1/22

7:07 am-10:11 pm

1 stop19h 04m

$414

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 4/25

5:00 am-5:38 pm

1 stop9h 38m

San Juan Luis Munoz Marin Intl

Thu 4/30

7:40 am-6:05 pm

1 stop13h 25m

$415

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 2/1

9:45 pm-2:31 pm

1 stop12h 46m

San Juan Luis Munoz Marin Intl

Tue 2/10

7:00 am-5:35 pm

2 stops14h 35m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 2/5

6:45 am-12:40 am

2 stops13h 55m

San Juan Luis Munoz Marin Intl

Wed 2/11

6:10 am-3:40 pm

2 stops13h 30m

$425

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 2/3

11:01 pm-12:30 pm

1 stop9h 29m

San Juan Luis Munoz Marin Intl

Tue 2/10

8:20 am-8:27 pm

2 stops16h 07m

$427

PortlandAguadilla

PDX - BQN

PDXBQN

Portland

Sun 4/26

11:59 pm-11:09 pm

2 stops20h 10m

Aguadilla Borinquen

Wed 4/29

12:15 am-1:15 pm

2 stops16h 00m

$703

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Puerto Rico from

How to get the cheapest flight ticket from Portland to Puerto Rico

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Puerto Rico?

If you don’t want to visit Puerto Rico in October, then you should wait until September to fly from Portland, when ticket prices are also cheap, with an average price of $489.

What is the cheapest day to depart on your flight to Puerto Rico?

On average, the least expensive day to fly to Puerto Rico from Portland is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $454. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Puerto Rico is Thursday, with ticket prices averaging around $655.

What is the cheapest time of day to depart on your flight to Puerto Rico?

Our most recent data shows that the best time of day to fly to Puerto Rico is in the afternoon. Flights from Portland to Puerto Rico during this time can be as low as $428. In contrast, the most expensive time of day to depart to Puerto Rico is in the morning when prices are around $602.

How far in advance should I book a flight to Puerto Rico?

You are more likely to see cheaper flights to Puerto Rico from Portland when booking weeks ahead of your departure date. In general, you can expect to find flights to Puerto Rico for around $578 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Puerto Rico from Portland for as low as $494 on momondo.

Cheap Portland to Puerto Rico flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland to Puerto Rico

Fastest flight time

9h 25m

Direct flights

None
The fastest flight from Portland to Puerto Rico takes 9h 25m
There are no direct flights from Portland to Puerto Rico. There are no popular flight routes from Portland to Puerto Rico.
Search flight deals

  • When did momondo last update prices for flights from Portland Airport to Puerto Rico?

    Prices for flights from Portland Airport to Puerto Rico are refreshed on a daily basis.

  • How many operators does momondo search for flights from Portland Airport to Puerto Rico?

  • How old do you have to be to fly from Portland Airport to Puerto Rico?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Portland Airport to Puerto Rico.

  • What documentation or ID do you need to fly to Puerto Rico?

    The travel and health documents required for your trip to Puerto Rico can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Puerto Rico. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Portland to Puerto Rico

Compare and see reviews for airlines that fly from Portland to Puerto Rico with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $185Free CancellationRating
7.2
2,899 reviews
Search JetBlue flights
Spirit AirlinesPriceFrom $243Free CancellationRating
6.3
8,177 reviews
Search Spirit Airlines flights
DeltaPriceFrom $329Free CancellationRating
7.9
8,005 reviews
Search Delta flights
American AirlinesPriceFrom $347Free CancellationRating
7.2
11,049 reviews
Search American Airlines flights
United AirlinesPriceFrom $399Free CancellationRating
7.4
9,095 reviews
Search United Airlines flights
SouthwestPriceFrom $444Free CancellationRating
7.9
4,253 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Puerto Rico?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Portland to Puerto Rico. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Portland to Puerto Rico with flexible booking policies on momondo?

Yes. All flights to Puerto Rico from Portland on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Portland to Puerto Rico?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Portland to Puerto Rico.

I’m not ready to book a flight from Portland to Puerto Rico right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Portland to Puerto Rico flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Puerto Rico trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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Find better results for your trip to Puerto Rico

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