$209 Cheap American Airlines flights Portland (PDX) to Madison (MSN)

View $209 flight on Wed, Feb 25, 2026Opens in a new window
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$209 Cheap American Airlines flights Portland (PDX) to Madison (MSN)

Prices were available within the past 7 days and start at $209 for one-way flights and $283 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, Apr 24 - Sat, Apr 25
PDX
Portland
MSN
Madison
$283 Roundtrip, found 2 hours ago
$283
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Fri, Apr 24 from Portland to Madison, returning Sat, Apr 25, priced at $283 found 2 hours ago
American Airlines
Thu, Apr 23 - Sat, May 2
PDX
Portland
MSN
Madison
$339 Roundtrip, found 2 hours ago
$339
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Thu, Apr 23 from Portland to Madison, returning Sat, May 2, priced at $339 found 2 hours ago
American Airlines
Mon, Jan 12 - Sat, Jan 17
PDX
Portland
MSN
Madison
$352 Roundtrip, found 1 day ago
$352
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Jan 12 from Portland to Madison, returning Sat, Jan 17, priced at $352 found 1 day ago
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
Alaska Airlines
Distance
1638 mi

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Frequently asked questions

How much is an American Airlines flight from Portland Intl. Airport (PDX) to Dane County Regional Airport (MSN)?
You can discover affordable return American Airlines flights from $283 from PDX to MSN by organizing your results from "Price (lowest to highest)" on Expedia. Or look for deals from $209 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 PDX to MSN with American Airlines?
January is one of the cheapest months to travel to Madison with American Airlines. You could also find great deals on one-way and round-trip tickets in December.
What is the cheapest time to book flights from Portland Intl. Airport (PDX) to Dane County Regional Airport (MSN) with American Airlines?
For cheap American Airlines fares from Portland Intl. Airport (PDX) to Dane County Regional Airport (MSN), start searching one to three months before your intended departure. Reserving domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also impact how much you pay. Sunday tends to be the cheapest, while Monday is often the most expensive for domestic flights. You can save 6% on average by booking your trip on a Sunday.**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 American Airlines fly nonstop from Portland Intl. Airport (PDX) to Dane County Regional Airport (MSN)?
Enter your dates, click search and tick the "Nonstop" filter on Expedia to find any direct flights from PDX to MSN with American Airlines or another carrier.
What is the earliest American Airlines flight from PDX to MSN?
Browse American Airlines's earliest flights from PDX to MSN by using our "Morning" and "Early Morning" filters. Not only will you get to where you're going sooner, early departures also have a 20% less chance of being 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 American Airlines fly into in Madison?
American Airlines flights from Portland Intl. Airport (PDX) to Madison touch down at Dane County Regional Airport (MSN). This is the main entry point to this destination.
Can I change or cancel my American Airlines flight from Portland Intl. Airport (PDX) to Dane County Regional Airport (MSN)?
It's generally possible to cancel or change your flight, although there may be additional fees if your booking was made over 24 hours ago. Need flexible options? Use our "No cancel fee" and "Changes included" filters to find flights that won't penalize you if you need to adjust your plans. To update your itinerary, visit "Trips," select your flight and click on "Manage Booking" for more details.

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