$235 Cheap Alaska Airlines flights Madison (MSN) to Portland (PDX)

View $235 flight on Wed, Sep 24, 2025Opens in a new window

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$235 Cheap Alaska Airlines flights Madison (MSN) to Portland (PDX)

Prices were available within the past 7 days and start at $235 for one-way flights and $379 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Thu, Oct 2 - Sun, Oct 5
MSN
Madison
PDX
Portland
$379 Roundtrip, found 1 hour ago
$379
Roundtrip
found 1 hour ago
Select Alaska Airlines flight, departing Thu, Oct 2 from Madison to Portland, returning Sun, Oct 5, priced at $379 found 1 hour ago
Flights from Madison (MSN) to Portland (PDX)
Origin airport
Dane County Regional
Destination airport
Portland Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Frontier Airlines, United
Popular airline
Alaska Airlines
Distance
1638 mi

Frequently asked questions

How much is an Alaska Airlines flight from Dane County Regional Airport (MSN) to Portland Intl. Airport (PDX)?
Grab affordable return Alaska Airlines flights from $379 from MSN to PDX by organizing your results from "Price (lowest to highest)" on Expedia. Or look for deals from $235 for a one-way trip.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from MSN to PDX with Alaska Airlines?
Alaska Airlines flights to Portland are typically more affordable in the low-season months of January and December. Whether you're searching for a round-trip or one-way ticket, you could score a better deal then.
What is the cheapest time to book flights from Dane County Regional Airport (MSN) to Portland Intl. Airport (PDX) with Alaska Airlines?
Start searching one to three months ahead of your travel date to find cheaper fares on Alaska Airlines flights from Dane County Regional Airport (MSN) to Portland Intl. Airport (PDX). You can save 25% by booking your domestic flight 34 to 86 days in advance compared to last-minute reservations made 6 to 12 days out. You could also cut costs by buying your fare on a Sunday, as it's 6% cheaper on average than a Monday, the most expensive day to book.* Get the timing right, and you can enjoy significant savings on domestic flights.*Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.
Does Alaska Airlines fly nonstop from Dane County Regional Airport (MSN) to Portland Intl. Airport (PDX)?
Click on the "Nonstop" filter when searching for direct Alaska Airlines flights from MSN to PDX. It's also a good way to compare other airlines offering the same nonstop trip.
What is the earliest Alaska Airlines flight from MSN to PDX?
Filter your results by "Morning" and "Early Morning" to see the earliest departures from MSN to PDX. Setting off early means you're 20% less likely to experience cancellations.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports does Alaska Airlines fly into in Portland?
Portland Intl. Airport (PDX) is the primary Portland gateway for Alaska Airlines flights from Dane County Regional Airport (MSN).
Why fly with Alaska Airlines from MSN to PDX?
Traveling from MSN to PDX with Alaska Airlines comes with plenty of perks, including top-tier customer service and a rewarding loyalty program. Plus, when booking through Expedia, One Key™ members can collect OneKeyCash™* to spend on select future travel purchases. That's on top of the Mileage Plan points you can earn with Alaska Airlines.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
Can I change or cancel my Alaska Airlines flight from Dane County Regional Airport (MSN) to Portland Intl. Airport (PDX)?
It's generally possible to change or cancel your flight, although there may be additional fees if your booking was made over 24 hours ago. Need flexible options? Make use of Expedia's "No cancel fee" or "Changes included" filter to find flights that won't penalize you if you have to alter your plans. To update your itinerary, visit "Trips," select your flight and click on "Manage Booking" for further information.

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*Available to One Key members.