PDX - VPS

$125 Find Cheap Flights from Portland to Valparaiso

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 Valparaiso departing on 9/30. 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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Valparaiso, 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 Valparaiso, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Portland to Valparaiso (PDX-VPS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to Valparaiso 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 Valparaiso

Fri, Nov 14 - Tue, Nov 18
American Airlines Logo
11:59 pm - 10:40 amPDX-VPS
8h 41m1 stop
American Airlines Logo
6:34 am - 1:08 pmVPS-PDX
8h 34m1 stop
$359American Airlines
Find Deal
Fri, Nov 14 - Tue, Nov 18
American Airlines Logo
11:59 pm - 12:14 pmPDX-VPS
10h 15m2 stops
American Airlines Logo
12:59 pm - 8:18 pmVPS-PDX
9h 19m1 stop
$365American Airlines
Find Deal
Thu, Nov 13 - Tue, Nov 18
Delta Logo
12:35 am - 12:01 pmPDX-VPS
9h 26m1 stop
Delta Logo
9:26 am - 6:59 pmVPS-PDX
11h 33m2 stops
$366Delta
Find Deal
Fri, Nov 14 - Tue, Nov 18
American Airlines Logo
11:59 pm - 10:40 amPDX-VPS
8h 41m1 stop
American Airlines Logo
11:12 am - 7:14 pmVPS-PDX
10h 02m1 stop
$367American Airlines
Find Deal
Fri, Nov 14 - Tue, Nov 18
Southwest Logo
7:50 am - 9:15 pmPDX-VPS
11h 25m2 stops
Southwest Logo
2:00 pm - 10:00 pmVPS-PDX
10h 00m2 stops
$370Southwest
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Fri, Nov 14 - Tue, Nov 18
Delta Logo
6:29 am - 8:25 pmPDX-VPS
11h 56m2 stops
Delta Logo
2:09 pm - 11:58 pmVPS-PDX
11h 49m2 stops
$371Delta
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Fri, Nov 14 - Tue, Nov 18
American Airlines Logo
11:59 pm - 12:14 pmPDX-VPS
10h 15m2 stops
American Airlines Logo
3:35 pm - 9:23 pmVPS-PDX
7h 48m1 stop
$373American Airlines
Find Deal
Fri, Oct 17 - Sun, Oct 19
Allegiant Air Logo
3:53 pm - 7:18 amPDX-VPS
13h 25m1 stop
Allegiant Air Logo
9:38 am - 3:03 pmVPS-PDX
31h 25m1 stop
$401Allegiant Air
Find Deal
Fri, Oct 17 - Sun, Oct 19
 Logo
3:53 pm - 7:18 amPDX-VPS
13h 25m1 stop
 Logo
9:38 am - 11:48 amVPS-PDX
28h 10m2 stops
Thu, Feb 12 - Thu, Feb 19
Southwest Logo
8:45 pm - 11:20 amPDX-VPS
12h 35m2 stops
Southwest Logo
2:30 pm - 10:45 pmVPS-PDX
10h 15m2 stops
$446Southwest
Find Deal

Everything you should know

Top airlines
American Airlines
Cheapest • from $359 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
October
Cheapest • 26% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$359
Overall average: $419
American Airlines
Fri 11/14Tue 11/18
PDX - VPS • 1 stop
Cheapest one-way
$125
American Airlines
Tue 9/30
PDX - VPS • 1 stop
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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 Valparaiso!
Booking Insights

KAYAK's insights & trends for Portland to Valparaiso flights

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

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

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

For Portland to Valparaiso, Tuesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Valparaiso back to Portland, the best deals are generally found on Thursday, with Sunday being the most expensive.

What is the cheapest month to fly from Portland to Valparaiso?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to Valparaiso, 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 Valparaiso is October, where tickets cost $371 (return) on average. On the other hand, the most expensive months are June and March, where the average cost of round-trip tickets is $651 and $625 respectively.

Good to know

Low seasonJanuary
Cheapest flight$125
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 25% increase in price.
Flight from Portland to Valparaiso

When to book flights from Portland to Valparaiso

Are your dates flexible? Find out the best times to travel from Portland to Valparaiso 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 Valparaiso

  • What is the cheapest flight from Portland to Valparaiso?

    In the last 3 days, the lowest price for a flight from Portland to Valparaiso was $125 for a one-way ticket and $359 for a round-trip.

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

    A passport is not required to fly from Portland to Valparaiso.

  • Which aircraft models fly most regularly from Portland to Valparaiso?

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

  • Which airline alliances offer flights from Portland to Valparaiso?

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

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

    The two airlines most popular with KAYAK users for flights from Portland to Valparaiso are Southwest and Delta. With an average price for the route of $566 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 $475 and an overall rating of 7.9.

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

    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 Valparaiso.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Valparaiso 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 Valparaiso?

    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 Valparaiso with an airline and back to Portland with another airline. Booking your flights between Portland and VPS 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 Valparaiso?

    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 Valparaiso 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 3 airlines serving from Portland to Valparaiso

 
See real verified KAYAK customer reviews for airlines flying from Portland to Valparaiso. 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 Valparaiso? 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 4242 reviews
8.0Comfort
7.0Food
8.1Boarding
8.6Crew
7.5Entertainment
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

this crew didn't care much. bumping carts into seats more times than i care to remember

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

I am very bothered by the events today. I can't believe the flight attendants allowed someone to take my seat and made me move. It was embarrassing. I was in the right. The lady just didn't want move. I can't believe delta would allow this to stand and disrespect my rights as a passenger. The lady complained about her leg and that she couldn't move. Firstly somehow she was able to make it to row 24. Not sure how much her leg could have hurt. Secondly, I'm in plenty of pain myself. I just finished chemotherapy a several weeks ago. My body is constantly sore. Yet deltas flight attendants didn't appropriately protect my rights. In the end they found me a seat on the plane but I want to understand how delta can operate this way. They in essence allowed a bully to get their way.

Crew was friendly Love the entertainment in the seat head rest.

Other then mechanical/ computer problem and 3.5 hours flight delay the flight was great. I guess that what happened when you fly an old airplane now a day.

This was a code share Latam Airlines flight - everything very good except there was no seatback entertainment

Flight was delayed not sure why no explanation given and no apologies either. Otherwise the flight was fine

While waiting to claim my checked luggage, I discovered the airline had lost it. After a long wait and inquiries, I discovered it was on another flight. Fortunately, the airline finally sent my luggage home.

As smooth as you can expect. Some issues with boarding because the previous plane took forever to deplane but overall, a good experience.

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

This flight never occurred because AA couldn’t get their act together.

During service there was a garbage/beverage spill near our seats that never was cleaned up. On a relatively short flight when we’re fortunate enough to actually have in flight movies available, the flight attendants pitching the AADVANTAGE credit card shouldn’t talk for the last 10 minutes of the flight so that we miss the end of the movie.

Waited on the runway for takeoff for 2.5 hours. Air traffic rerouted us. The plane didn't have enough fuel, so had to go back to the gate. Had to wait for a new pilot. Should have landed at 5:22. Didn't land until 9:10. Trash flight.

DFW-LHR Toilets not kept clean Too cramped. Aisles so narrow crew were constantly banging into people on the aisle seats. Even then, the carts used are reduced width. Other than that it was a decent flight on both legs

The boarding was pretty easy. However, the first class seats are not lay flat as other airlines (like JetBlue) has and therefore sleeping was a challenge.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

Everything you need to know for your flight from Portland to Valparaiso

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