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Find cheap Southwest flights to Portland

RDU — PWM
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.
Mon 8/248:55 pm
BWI
-
PWM
Nonstop1h 30m
Southwest
Wed 8/265:45 am
PWM
-
BWI
Nonstop1h 40m
Southwest
Deal found 7/22$217
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.
Sat 8/227:30 pm
BWI
-
PWM
Nonstop1h 30m
Southwest
Sat 8/295:40 am
PWM
-
BWI
Nonstop1h 35m
Southwest
Deal found 7/22$228
This Southwest deal was found by Cheapflights users on 7/24. 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.
Sat 8/157:30 pm
BWI
-
PWM
Nonstop1h 30m
Southwest
Wed 8/195:45 am
PWM
-
BWI
Nonstop1h 40m
Southwest
Deal found 7/24$233

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

January

Average price

$429

Round-trip from

$217

One-way from

$109

Good one-way deal

$162 or less
Highest demand for flights to Portland with Southwest; 8% 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
  • 8/24-8/27
  • Nonstop
  • 3h 20m total
  • USA to Portland
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Southwest
  • Southwest
  • 8/15
  • Nonstop
  • 1h 30m 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 2 hours 11 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 (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (6 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 65 days before departure. On average, fares are higher if you book 10 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 Monday afternoons, when prices are typically cheapest. Budget-minded travellers will want to avoid Sunday 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 Frontier.

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

    American 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 $483; with a one-way flight around $277.

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

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Boarding

8.1

Popular Southwest flights

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