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

View $235 flight on Tue, Aug 5, 2025Opens in a new window

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

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
Sun, Aug 24 - Fri, Sep 5
PDX
Portland
MSN
Madison
$379 Roundtrip, found 4 days ago
$379
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Sun, Aug 24 from Portland to Madison, returning Fri, Sep 5, priced at $379 found 4 days ago
Alaska Airlines
Wed, Jul 16 - Wed, Jul 23
PDX
Portland
MSN
Madison
$562 Roundtrip, just found
$562
Roundtrip
just found
Select Alaska Airlines flight, departing Wed, Jul 16 from Portland to Madison, returning Wed, Jul 23, priced at $562 just found
Flights from Portland (PDX) to Madison (MSN)
Origin airport
Portland Intl.
Destination airport
Dane County Regional
Airlines serving
Alaska Airlines, American Airlines, Delta, Frontier Airlines, United
Popular airline
Delta
Distance
1638 mi

Frequently asked questions

How much is an Alaska Airlines flight from Portland Intl. Airport (PDX) to Dane County Regional Airport (MSN)?
Scoring cheap one-way Alaska Airlines flights from PDX to MSN from $235 on Expedia is simple --- just filter by "Price (lowest to highest)." Or check out our budget-friendly return fares from $379 for your next break.**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 PDX to MSN with Alaska Airlines?
Look for one-way or round-trip flights to Madison in January or December. You could find an affordable fare with Alaska Airlines during these off-peak travel months.
What is the cheapest time to book flights from Portland Intl. Airport (PDX) to Dane County Regional Airport (MSN) with Alaska Airlines?
Look for affordable Alaska Airlines flights from Portland Intl. Airport (PDX) to Dane County Regional Airport (MSN) one to three months ahead of your day of departure. Travelers who book domestic flights 34 to 86 days in advance can save 25% compared to those who book just 6 to 12 days ahead. Regardless of fare class and journey, the ideal day to book a domestic flight is usually Sunday and the most expensive is typically Monday. Passengers who book on a Sunday can save 6% on average compared to those who book on a Monday.**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 Portland Intl. Airport (PDX) to Dane County Regional Airport (MSN)?
Enter your dates, hit search and use the "Nonstop" filter on Expedia to browse any direct flights from PDX to MSN with Alaska Airlines or another airline.
What is the earliest Alaska Airlines flight from PDX to MSN?
Find Alaska Airlines's earliest flights from PDX to MSN by using the "Early Morning" and "Morning" filters. Not only will you arrive sooner, early departures are also 20% less likely to be canceled.**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 Madison?
Alaska Airlines flights from Portland Intl. Airport (PDX) to Madison come in to land at Dane County Regional Airport (MSN). This is the main gateway to this city.
Why fly with Alaska Airlines from PDX to MSN?
Flying from PDX to MSN with Alaska Airlines means enjoying a range of perks, including a rewarding loyalty program and top-tier customer service. Plus, when booking through Expedia, One Key™ members can earn OneKeyCash™* to use 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 Portland Intl. Airport (PDX) to Dane County Regional Airport (MSN)?
You can usually reschedule or cancel your flight, although there may be additional charges if you booked over 24 hours ago. Need flexible options? Apply the "No cancel fee" or "Changes included" filter to find flights that won't charge you extra if you have to adjust your plans. To modify your itinerary, visit "Trips," select your flight and click on "Manage Booking" for more information.

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*Available to One Key members.