PDX - SJO

$168 Find Cheap Flights from Portland to San José

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to San José departing on 3/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to San José

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to San José, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to San José, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$375
Typical prices: $361-$565
Multiple Airlines
Thu 5/14Tue 5/19
PDX - SJO • 2 stops
Cheapest one-way
$168
Typical prices: $215-$270
American Airlines
Sun 3/29
PDX - SJO • 1 stop
Top airlines
Cheapest • from $378 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Nonstop flights
Not available
There are currently no direct flights between Portland and San José. You'll need at least 1 connection.
Insights
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Top layover airports
Cheapest • Avg $347 (round-trip)
Shortest trip • 9h 47m (one-way)
Insights
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When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 13% compared to booking last minute.
Insights
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Insights
When to travel
Cheapest • 30% price drop
Most popular
Good to know
Good to know
+1
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Good to know
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Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to San José!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Portland to San José (PDX-SJO)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to San José that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portland to San José

Thu, May 14 - Tue, May 19
Multiple Airlines Logo
10:30 am - 11:15 pm
PDX
-
SJO
11h 45m
2 stops
Multiple Airlines Logo
5:45 am - 10:15 pm
SJO
-
PDX
17h 30m
2 stops
$375Multiple Airlines
Tue, Apr 28 - Thu, May 7
American Airlines Logo
11:23 pm - 11:25 am
PDX
-
SJO
11h 02m
1 stop
American Airlines Logo
11:35 pm - 4:59 pm
SJO
-
PDX
18h 24m
1 stop
$378American Airlines
Tue, Apr 28 - Thu, May 7
American Airlines Logo
11:40 pm - 7:07 pm
PDX
-
SJO
18h 27m
2 stops
American Airlines Logo
12:10 pm - 11:53 pm
SJO
-
PDX
12h 43m
1 stop
$383American Airlines
Tue, May 12 - Tue, May 19
Multiple Airlines Logo
7:11 am - 11:15 pm
PDX
-
SJO
15h 04m
2 stops
Multiple Airlines Logo
5:45 am - 10:15 pm
SJO
-
PDX
17h 30m
2 stops
$384Multiple Airlines
Thu, May 14 - Mon, May 18
Alaska Airlines Logo
9:26 pm - 11:33 pm
PDX
-
SJO
25h 07m
1 stop
Alaska Airlines Logo
12:53 am - 4:38 pm
SJO
-
PDX
16h 45m
1 stop
$386Alaska Airlines
Thu, May 14 - Tue, May 19
Multiple Airlines Logo
7:15 am - 11:15 pm
PDX
-
SJO
15h 00m
2 stops
Multiple Airlines Logo
5:45 am - 10:15 pm
SJO
-
PDX
17h 30m
2 stops
$387Multiple Airlines
Fri, May 1 - Thu, May 7
American Airlines Logo
11:40 pm - 9:36 pm
PDX
-
SJO
20h 56m
1 stop
American Airlines Logo
11:35 pm - 4:59 pm
SJO
-
PDX
18h 24m
1 stop
$388American Airlines
Tue, Aug 4 - Sat, Aug 29
Multiple Airlines Logo
7:00 am - 11:15 pm
PDX
-
SJO
15h 15m
2 stops
Multiple Airlines Logo
5:45 am - 11:54 pm
SJO
-
PDX
19h 09m
2 stops
$394Multiple Airlines
Tue, Apr 21 - Tue, Apr 28
United Airlines Logo
7:00 am - 7:37 pm
PDX
-
SJO
11h 37m
1 stop
United Airlines Logo
8:45 am - 6:07 pm
SJO
-
PDX
10h 22m
1 stop
$398United Airlines
Tue, Apr 28 - Thu, May 7
Multiple Airlines Logo
7:10 am - 11:15 pm
PDX
-
SJO
15h 05m
2 stops
Multiple Airlines Logo
5:45 am - 8:52 pm
SJO
-
PDX
16h 07m
2 stops
$401Multiple Airlines
Booking Insights

KAYAK's insights & trends for Portland to San José flights

Get data-powered insights and trends into flights from Portland to San José to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Portland to San José?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Portland to San José departing in May.

What is the cheapest month to fly from Portland to San José?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to San José, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Portland to San José is September, where tickets cost $355 (return) on average. On the other hand, the most expensive months are June and March, where the average cost of round-trip tickets is $675 and $610 respectively.

How far in advance should I book a flight from Portland to San José?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Portland to San José, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Portland to San José, you should book around 2 weeks before departure, which saves you about 13% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$168
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Portland to San José

When to book flights from Portland to San José

Are your dates flexible? Find out the best times to travel from Portland to San José based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Portland to San José

  • Which eco-friendly airline should I consider for my flight from Portland to San Jose?

    When flying from Portland to San Jose, one environmentally friendly airline to consider is Delta. Delta has made several environmental-friendly moves, such as buying fuel-efficient aircraft, adopting carbon offset programs, and minimizing single-use plastics while flying.

  • Which family-friendly airline should I consider for my Portland to San Jose flight?

    American Airlines is one of the family-friendly airlines to consider when flying from Portland to San Jose. The airline provides complimentary drinks and snacks, including kid-friendly options. Your youngsters will enjoy the in-flight entertainment system's kid-friendly channels and films during the flight. They also offer spacious seating and a friendly crew that recognizes the needs of families, making it an ideal airline for family travel.

  • How convenient are the flights from Portland to San Jose for Persons with Reduced Mobility (PRMs)?

    PRMs are considered by the majority of airlines flying from Portland to San Jose. Nonetheless, Alaska Airlines is recognized as one of the best carriers for PRMs flying this route. Its features include priority boarding for PRMs, complimentary wheelchair assistance, and adequately equipped and strategically located lavatories.

  • Which cities can I connect to after deplaning from my Portland to San Jose flight at San José Juan Santamaria Intl (SJO)?

    Besides San Jose, SJO can also serve as the destination airport for several cities in its neighborhood. Among these cities are Santa Ana, Alajuela, and Heredia. To connect to some of these cities, you can take a taxi, a bus, or a car rental to some of these nearby cities.

  • What is the cheapest flight from Portland to San José?

    In the last 3 days, the lowest price for a flight from Portland to San José was $168 for a one-way ticket and $375 for a round-trip.

  • Do I need a passport to fly between Portland and San José?

    A passport is required to fly from Portland to San José.

  • Which airports will I be using when flying from Portland to San José?

    Portland and San José are both served by 1 main airport. You will leave Portland from Portland and will be arriving at San José Juan Santamaria Intl.

  • Which aircraft models fly most regularly from Portland to San José?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Portland to San José?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between Portland and San José, with SkyTeam being the most commonly used for this route.

  • What is the most popular layover when flying to San José from Portland?

    Dallas is the most popular layover city among KAYAK users traveling from Portland to San José.

  • Which is the best airline for flights from Portland to San José, Southwest or Alaska Airlines?

    The two airlines most popular with KAYAK users for flights from Portland to San José are Southwest and Alaska Airlines. With an average price for the route of $715 and an overall rating of 8.0, Southwest is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $506 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Portland to San José?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Portland to San José.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Portland to San José?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San José from Portland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Portland to San José?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San José with an airline and back to Portland with another airline. Booking your flights between Portland and SJO can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Portland to San José?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San José from Portland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Portland to San José

  • If you are flying from Portland to San José on a set schedule, prioritize booking your flight with Delta or American Airlines. These two airlines have the most single-stop flights between Portland (PDX) and San José Juan Santamaria International (SJO). Because of the larger frequency of single-stop flights, they are regarded as some of the faster airline options for flights from Portland to San José.
  • To connect from the city center to Portland International Airport (PDX) for your trip to San José, take public transit such as buses and light rail. The most practical and dependable option is the MAX Red Line, a light rail service connecting Downtown Portland to the PDX. The MAX Red Line departs every 15 minutes.
  • Consider booking your Portland to San José flight with American Airlines to take advantage of the ticket upgrade services. During your first layover, the airline may email you asking you to consider upgrading your Economy ticket to First Class for a significantly lower extra fee.
  • Since most airlines offering flights from Portland to San Jose have at least one, you are advised to incorporate your layovers in your planning or budgeting stages. Some of the common layovers to budget for this route may include Phoenix Sky Harbor Intl (PHX), Miami (MIA), and Dallas/Fort Worth (DFW).
  • After your flight from Portland, consider using "Tuasa" buses, a cab, or a ride-sharing service like Uber or Lyft from Juan Santamaria International Airport (SJO) to the city center. Buses departing from the airport terminals to the major bus terminal every 20 to 30 minutes are a more economical and dependable option.

Reviews of the top 5 airlines serving from Portland to San José

 
See real verified KAYAK customer reviews for airlines flying from Portland to San José. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Portland to San José? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4320 reviews
7.5Entertainment
8.0Comfort
8.6Crew
7.0Food
8.1Boarding
Airline reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

4.0 OkayKenny, Mar 2026
TPA - BWI
Read more Southwest reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

Never got on because first part of trip was cancelled and we have no idea when we will get rebooked…

Wonderful as always! Pleasant staff, smooth ride, and timely departure.

Everything ran like it should. Staff was professional. Looking forward to flying with them again.

Liked the attention and speed when getting wheelchair..........Was assured by phone that my needs would be taken care of and they were with my name.

The seats were spacious and comfortable. Even in basic economy. However, the flight boarded 30 minutes late.

Alaska used to be a top notch airline. With it's growth it is now in line with the big airlines. Not bad, not great.

Great. I did have a little issue getting into the Lounge, which is likely more an American Airlines issue. I did not carry my physical AAdvantage Executive credit card with me on this trip, which Admirals Club membership is a part of the benefits of having this card. The instructions on the AA website and the Citi cards website make it seem like you don't need the physical card, as both sites state you can enter with your boarding pass and driver's license. But both lounges said you were required to present the physical card (and not the digital version, via Apple Pay), as only the physical card says "Admirals Club" on the back.I also do not have a physical Admirals Club membership card, so while both lounges eventually let me in, both denied me entrance initially for this reason.

Everything from the time I booked my flight through to the end when I got home was smooth and wonderful. Service was great, the flight attendants were attentive and there were no outstanding delays.

Delayed and no entertainment? I also forgot my headphones and immediately reported it and have not heard back yet.

The crew was very friendly. Boarding was quick and efficient.

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

With Aeromexico it ended up good but with Delta it was bad because we did everything through Delta... Showed up at the Delta terminal... It was the wrong place! Nothing ever told us to go to the Aeromexico terminal. It said "in partnership with Aeromexico" but I was never instructed to check in with them or go to their terminal. We had to haul @$$ running through the airport and almost didn't make it thanks to this poor communication. 👎🏽

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

Both my flight where delayed Had 25min to make it to my transfer flight

Everything was on time and service on the flight was great!

Wifi Bluetooth features for watching in flight movie was horrible. Screen kept blacking out no connection of sound although it said connected. Other than that smooth trip .

The 777’s economy seat’s legroom was more tolerable than expected. I appreciate the reclining mechanism which slides the seat forward to minimize cannibalizing the space behind. The food was terrible: very salty.

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

Seats are uncomfortable. This has been a trend in the industry for decades. Trying to fit more seats on each plane to increase profits at the expense of the passenger.

The flight was delayed so we were dead tired, and after that the turbulence was horrible. I was very scared.

It’s always a great time flying with united airlines.

Good flight. Efficient boarding and competent flight crew. No problems until we arrived at our destination gate. We were early so there was an aircraft at the gate that had to move before we could pull in. Then, due to the type of aircraft we flew, the cabin door could not be opened until some luggage from the cargo bay was offloaded to preserve center of gravity characteristics. So, that further delayed deplaning. Despite being 20 minutes early on landing, we ended up being 5 to 10 minutes late after all the delays.

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

Aging planer and NO wifi on a 14 hour day flight. Unless you are retired or don't need to work or be in touch with the world... The lack of Wifif really ruined the flight. And the old plane - really showing it's age, wasn't great

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Our flight was delayed 3 times and this is why I am giving such low reviews. Everything else was okay but being in the airport at 4:30pm for my initial flight at 7pm to not leave until after 9:30pm is insane,

Flights were constantly delayed. CRW took 50 minutes to get bags

Everything you need to know for your flight from Portland to San José

Information on your arrival and departure airports