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Cheap flights from Portland to San Jose Juan Santamaria

Compare Portland to San Jose Juan Santamaria flight deals

Find the cheapest month or even day of the year to fly to San Jose Juan Santamaria

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Flight deals from Portland to San Jose Juan Santamaria

Looking for a cheap last-minute deal or the best round-trip flight from Portland to San Jose Juan Santamaria? Find the lowest prices on one-way and round-trip tickets right here.
San Jose.$295 per passenger.Departing Sun, Sep 21, returning Fri, Sep 26.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Portland on Sun, Sep 21, arriving in San Jose Juan Santamaria.Inbound indirect flight with Delta, departing from San Jose Juan Santamaria on Fri, Sep 26, arriving in Portland.Price includes taxes and charges.From $295, select.
San Jose.$429 per passenger.Departing Thu, Aug 28, returning Thu, Sep 4.Round-trip flight with United.Outbound indirect flight with United, departing from Portland on Thu, Aug 28, arriving in San Jose Juan Santamaria.Inbound indirect flight with United, departing from San Jose Juan Santamaria on Thu, Sep 4, arriving in Portland.Price includes taxes and charges.From $429, select.
San Jose.$549 per passenger.Departing Mon, Aug 4, returning Mon, Aug 18.Round-trip flight with Breeze Airways and Copa.Outbound indirect flight with Breeze Airways, departing from Portland on Mon, Aug 4, arriving in San Jose Juan Santamaria.Inbound indirect flight with Copa, departing from San Jose Juan Santamaria on Mon, Aug 18, arriving in Portland.Price includes taxes and charges.From $549, select.
San Jose.$679 per passenger.Departing Thu, Jul 17, returning Wed, Jul 30.Round-trip flight with United.Outbound indirect flight with United, departing from Portland on Thu, Jul 17, arriving in San Jose Juan Santamaria.Inbound indirect flight with United, departing from San Jose Juan Santamaria on Wed, Jul 30, arriving in Portland.Price includes taxes and charges.From $679, select.
San Jose.$722 per passenger.Departing Wed, Feb 18, returning Mon, Feb 23.Round-trip flight with United.Outbound indirect flight with United, departing from Portland on Wed, Feb 18, arriving in San Jose Juan Santamaria.Inbound indirect flight with United, departing from San Jose Juan Santamaria on Mon, Feb 23, arriving in Portland.Price includes taxes and charges.From $722, select.
San Jose.$1,471 per passenger.Departing Sat, Dec 20, returning Sat, Jan 17.Round-trip flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departing from Portland on Sat, Dec 20, arriving in San Jose Juan Santamaria.Inbound indirect flight with Southwest Airlines, departing from San Jose Juan Santamaria on Sat, Jan 17, arriving in Portland.Price includes taxes and charges.From $1,471, select.

Find the cheapest month to fly from Portland to San Jose Juan Santamaria

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Portland to San Jose Juan Santamaria flights are currently cheapest in September.
Jul
from $679
Aug
from $549
Sep
from $295
Oct
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Nov
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Dec
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Jan
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Feb
from $722
Mar
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Apr
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May
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Jun
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Portland to San Jose Juan Santamaria: Alternative routes

Compare routes from Portland to San Jose below. You may find an airport to fly into that's cheaper, faster, or easier than San Jose Juan Santamaria.

Portland to San Jose: Flight information

The things to know before you go.
Cheapest flight found$295
Cheapest month to flySeptember

Finding cheap flights from Portland to San Jose Juan Santamaria: Frequently asked questions

The best price we found for a round-trip flight from Portland to San Jose Juan Santamaria is $295. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Portland to San Jose Juan Santamaria. But we found flights with one or more stops from $295.
There are no flights flying from Portland to San Jose Juan Santamaria, as of July 2025.
The cheapest month to fly from Portland to San Jose Juan Santamaria is usually September.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Portland Airport to San Jose Juan Santamaria Airport on Sunday, September 21, 2025.
No airlines currently offer direct flights between Portland Airport and San Jose Juan Santamaria Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to San Jose Juan Santamaria but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to San Jose is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Delta offers the cheapest flight tickets to San Jose Juan Santamaria.

Flying from Portland International Jetport Airport (PWM) to Juan Santamaria International Airport (SJO): what you need to know

  • San Jose is two hours behind Portland and is in the UTC-6 timezone.

  • For a smooth journey, arrive at the airport two hours ahead of international flights and an hour before domestic departures. This will give you plenty of time to board your PWM to SJO flight.

  • Traveling during a peak month such as August? School holidays and other popular periods can lead to longer lines at check-in and security. Be extra cautious and arrive up to four hours before an international flight and two hours before a domestic departure.

  • Think about adding a stopover when booking your ticket from Portland International Jetport Airport to Juan Santamaria International Airport. Just uncheck 'Direct flights only' to break up your trip, or visit a new city along the way. Here's where you can stop between PWM and SJO:

    • Baltimore/Wash International Thurgood Marshall Airport

    • Orlando International Airport

    • Charlotte Douglas International Airport

How to find the cheapest flights from Portland International Jetport Airport (PWM) to Juan Santamaria International Airport (SJO)

  • At the moment, $280 is the lowest price we've found for a one-way Portland International Jetport Airport to Juan Santamaria International Airport flight. The best price for a return ticket is $295. Bear in mind that fares can change due to availability when booking.

  • Don't leave things to the last moment. You're more likely to get cheap tickets from PWM to SJO if you book early. Airlines often offer some excellent early bird deals.

  • If you can be flexible with your trip dates, try using the 'Whole month' search function. It'll show you the cheapest price across the month when searching for your flight from Portland International Jetport Airport to Juan Santamaria International Airport.

  • You won't have to check back in every day to see if fares have dropped when you create a Price Alert. We'll update you as soon as there's a new deal on cheap flights from PWM to SJO.

  • Tailor your trip with filters. Choose your arrival and departure times, total journey duration and airlines. You can also sort the results by 'Best,' 'Cheapest' or 'Fastest' flights from Portland International Jetport Airport to Juan Santamaria International Airport.

Handy information about Portland International Jetport Airport (PWM)

  • The address for PWM is 1001 Westbrook Street.

  • Portland International Jetport Airport scores top marks for on-time performance. 82.15% of flights that take off from PWM arrive at their destination without delay.

  • Central Portland to Portland International Jetport Airport is around 8 kilometers. Depending on traffic, it'll take you about 15 minutes to get there if you're ride-sharing, catching a cab or driving.

  • The trip when using public transport typically takes 40 minutes.

  • Need a convenient hotel close to PWM? If you've booked an early flight from Portland International Jetport Airport to Juan Santamaria International Airport, these stays will have you sleeping moments from your departure lounge:

Arriving at Juan Santamaria International Airport (SJO)

  • The last thing you need is a long journey to your hotel if you're getting in late on a Portland International Jetport Airport to Juan Santamaria International Airport flight. Check in to one of these accommodation options near SJO instead:

  • Grab a Juan Santamaria International Airport rental car and explore San Jose and beyond with your own set of wheels. NextCar, Europcar and Dollar are top providers to choose from here.

  • For the lowest price, reserve your ride from Juan Santamaria International Airport about three weeks before your trip.

Getting from Juan Santamaria International Airport (SJO) to central San Jose

  • Juan Santamaria International Airport is roughly 18 kilometers from central San Jose. The drive time takes around 20 minutes.

  • It takes around 2 hours 20 minutes when traveling by public transport.

When to fly to Juan Santamaria International Airport (SJO)

  • July is the most popular month for flights from Portland International Jetport Airport to Juan Santamaria International Airport. To skip the crowds, travel to San Jose in May.

  • The warmest month in San Jose is March, with temperatures ranging between 12ºC (54ºF) and 29ºC (84ºF). Book your flights from Portland International Jetport Airport to Juan Santamaria International Airport in this month if this is the type of weather you like.

  • January sees average temperatures of between 12ºC (54ºF) and 26ºC (79ºF). Search for cheap tickets from PWM to SJO sometime then if you want to travel when it's cooler.

Explore more of Costa Rica

  • San Jose is always a good idea, but there are so many other corners of Costa Rica just waiting to be discovered. Around 113 kilometers east of San Jose, a trip to Limon will keep you on the go. Don't miss top attractions like Veragua Rainforest Park, Playa Bonita and Cruise Pier Puerto Limon.

  • Alajuela is another favorite destination in Costa Rica and is around 18 kilometers north-west of San Jose. No trip is complete without experiencing La Perla Park, Los Duendes Park and Finca El Soto.

Plan the rest of your trip from Portland to San Jose

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.