PWM - SJO

$110 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 11/8. 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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Flight Deals

Cheap Flights from Portland to San José (PWM-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

Mon, Nov 10 - Mon, Nov 17
United Airlines Logo
7:22 pm - 11:25 amPWM-SJO
17h 03m2 stops
United Airlines Logo
11:28 pm - 9:19 amSJO-PWM
8h 51m1 stop
$252United Airlines
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Sun, Feb 1 - Sat, Feb 7
American Airlines Logo
5:22 am - 10:25 pmPWM-SJO
18h 03m2 stops
American Airlines Logo
4:01 pm - 12:06 pmSJO-PWM
19h 05m2 stops
$264American Airlines
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Mon, Nov 10 - Mon, Nov 17
United Airlines Logo
10:45 am - 7:53 pmPWM-SJO
10h 08m1 stop
United Airlines Logo
11:28 pm - 9:19 amSJO-PWM
8h 51m1 stop
$268United Airlines
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Mon, Nov 10 - Mon, Nov 17
American Airlines Logo
5:43 am - 10:13 pmPWM-SJO
17h 30m2 stops
American Airlines Logo
6:00 am - 11:59 pmSJO-PWM
16h 59m2 stops
$272American Airlines
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Tue, Apr 14 - Tue, Apr 28
American Airlines Logo
4:12 pm - 11:10 amPWM-SJO
20h 58m2 stops
American Airlines Logo
11:59 pm - 10:25 pmSJO-PWM
20h 26m2 stops
$316American Airlines
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Thu, Dec 4 - Fri, Dec 12
Delta Logo
6:08 am - 10:20 pmPWM-SJO
17h 12m1 stop
Delta Logo
7:00 am - 10:23 pmSJO-PWM
14h 23m1 stop
$402Delta
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Thu, Dec 4 - Wed, Dec 10
Delta Logo
6:08 am - 10:20 pmPWM-SJO
17h 12m1 stop
Delta Logo
7:00 am - 10:47 amSJO-PWM
26h 47m2 stops
$406Delta
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Wed, Apr 15 - Wed, Apr 29
JetBlue Logo
2:20 pm - 9:54 pmPWM-SJO
9h 34m1 stop
JetBlue Logo
9:00 am - 11:36 pmSJO-PWM
12h 36m2 stops
$413JetBlue
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Tue, Apr 14 - Tue, Apr 28
JetBlue Logo
2:20 pm - 9:54 pmPWM-SJO
9h 34m1 stop
JetBlue Logo
10:59 pm - 1:23 pmSJO-PWM
12h 24m1 stop
$483JetBlue
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Sun, Feb 1 - Sat, Feb 7
Southwest Logo
5:35 am - 7:30 pmPWM-SJO
14h 55m2 stops
Southwest Logo
1:15 pm - 10:00 pmSJO-PWM
7h 45m1 stop
$555Southwest
Find Deal

Everything you should know

Top airlines
United Airlines
Cheapest • from $252 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
September
Cheapest • 45% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$252
Typical prices: $558-$611
United Airlines
Mon 11/10Mon 11/17
PWM - SJO • 2 stops
Cheapest one-way
$110
Typical prices: $285-$322
American Airlines
Sat 11/8
PWM - SJO • 2 stops
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to San José!
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, Maine 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, Maine to San José departing in November.

What’s the cheapest day of the week to fly from Portland to San José?

The average price of all round-trip flights from Portland to San José clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Portland to San José, look for departures on Thursdays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from San José, Tuesday is the cheapest day to fly and Wednesday is the most expensive.

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 $431 (return) on average. On the other hand, the most expensive months are December and April, where the average cost of round-trip tickets is $1,778 and $1,084 respectively.

Good to know

Low seasonAugust
Cheapest flight$110
Best time to beat the crowds with an average 39% drop in price.
Most popular time to fly and prices are also 0% 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

  • 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 $110 for a one-way ticket and $252 for a round-trip.

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

    Yes, you'll most likely have to show a valid passport before boarding the plane in Portland and on arrival in San José.

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

    When flying out of Portland you will be using Portland. You will be landing at San José, also known as 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.

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

    The two airlines most popular with KAYAK users for flights from Portland to San José are Southwest and Delta. With an average price for the route of $1,120 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $787 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.

Reviews of the top 4 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 4236 reviews
8.1Boarding
7.5Entertainment
8.6Crew
8.0Comfort
7.0Food
Airline reviews

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

10.0 ExcellentAnonymous, Oct 2025MDW - BWI
Read more Southwest reviews

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

mandatory demand customer to check their carry on because not enough people check bags.

Connecting flight is on time and boarding was a breeze!

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Old plane and old configuration/seats but still comfortable for a morning flight

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

The person I bought the ticket for didn’t make the flight.

Lately I like the planes have been exceptionally filthy. There’s lines of dust and dirt all across the ceiling in the vents, and the cracks in between the seats are literally full of food. It’s definitely not the quality of service that I was used to with United. I’m also very disappointed with the Wi-Fi! All I wanna do is knock out a few work jobs while I’m trapped in my seat And it spools so bad. They did provide me with a refund, but the process of getting that refund is so complicated. It’s unfortunate.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Same as last comment. Food sucks. Quality. Not surprising most people have no clue about nourishment Clearly

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

Friendly and professional flight crew. Aside from departure delay after boarding, easy flight and smooth landing.

Great smooth flight. Had a seating change, but that was an improvement. Thanks United Airways Crew.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

The only thing to like was that we eventually got to our destination

Delayed delayed delayed and no offer for food or vouchers

Disliked having to wait a little longer to disembark from the plan when we landed in London

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

Information on your arrival and departure airports

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