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Find cheap Southwest flights to Portland

RDU — PDX
Aug 26 — Sep 21
Wed 8/26
Wed 9/2
1 adult, Economy
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Find Southwest flight deals to Portland

Cheapest Southwest flights from USA to Portland
Explore the most affordable Southwest flight options available from USA to Portland. Find the lowest fares with prices last updated on July 27, 2026.

This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/203:20 pm
SFO
-
PDX
1 stop8h 20m
Southwest
Mon 8/245:35 am
PDX
-
SFO
2 stops7h 35m
Southwest
Deal found 7/22$172
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:30 am
SFO
-
PDX
2 stops10h 05m
Southwest
Wed 9/211:25 am
PDX
-
SFO
2 stops7h 40m
Southwest
Deal found 7/23$173
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:55 am
SFO
-
PDX
1 stop7h 20m
Southwest
Fri 8/283:25 pm
PDX
-
SFO
1 stop7h 40m
Southwest
Deal found 7/25$179

Flights to Portland with Southwest at a glance

Find detailed information about Southwest flights from USA to Portland. Explore the options provided by Southwest to plan your journey from USA to Portland. Data last updated July 27, 2026.

Popular in

July

Cheapest in

October

Average price

$342

Round-trip from

$169

One-way from

$76

Good one-way deal

$108 or less
Highest demand for flights to Portland with Southwest; 10% potential price increase.
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Best time to find cheap flights to Portland with Southwest; 2% potential price drop.
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Average price for flights to Portland with Southwest (round-trip).
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Southwest
  • Southwest
  • 10/30-11/2
  • 3 total stops
  • 12h 10m total
  • USA to Portland
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Southwest
  • Southwest
  • 8/15
  • 1 total stop
  • 6h 50m total
  • USA to Portland
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Price to beat on a one-way flight from the United States to Portland with Southwest.
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Cheapflights Insights

Find cheap Southwest flights to Portland

How long is the flight to Portland with Southwest?

On average, Southwest flights from the United States to Portland take 4 hours 20 minutes. Flights to Portland from other popular cities in the United States will vary in length. Below are a few examples of popular routes and their flight times.

Southwest weekly flight availability to Portland

The most flights to Portland operated by Southwest are scheduled on a Monday (31 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (24 on average).

When is the best time to book a flight to Portland with Southwest?

The best time to book a flight to Portland with Southwest is 27 days before departure. On average, fares are higher if you book 3 days before departure.

When is the cheapest time to fly to Portland with Southwest?

Users looking for the cheapest Southwest fares to Portland should consider flying on Tuesday at noon, when prices are typically cheapest. Budget-minded travellers will want to avoid Monday at noon, when prices are usually at their highest.

FAQs about flights to Portland with Southwest

  • Which airport do Southwest flights arrive at when travelling to Portland?

    Southwest flights on this route tend to land at Portland Airport.

  • Is Southwest the cheapest airline for a flight to Portland?

    Flight prices will depend on many factors like date, time and cabin class so it is worth comparing flights before booking. Based on Cheapflights data the cheapest average return price for flights to Portland tends to be with Boutique Air.

  • Are there alternative airlines other than Southwest that fly to Portland?

    Alaska Airlines, United Airlines and Delta all fly to Portland and offer an alternative to Southwest.

  • How much is a flight to Portland with Southwest?

    The average price for a return flight with Southwest is $433; with a one-way flight around $256.

See more FAQs

Reviews of Southwest

See what Cheapflights users have to say about their Southwest experience.
Southwest
8.0
Very good
4,229 reviews
Overview

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Popular Southwest flights

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