$189 Cheap American Airlines flights Portland (PWM) to Madison (MSN)

Scoring cheap one-way American Airlines flights from PWM to MSN from $189 on Expedia couldn't be simpler — just filter by "Price (lowest to highest)." Or check out our budget-friendly round-trip fares from $259 for your next exciting adventure.**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.

Start searching one to three months ahead of your departure date to score cheap fares on American Airlines flights from Portland Intl. Jetport Airport (PWM) to Dane County Regional Airport (MSN). 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 your timing spot on, and you can enjoy significant savings on domestic journeys.*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.

Browse American Airlines's earliest flights from PWM to MSN by using our "Early Morning" and "Morning" filters. Not only will you arrive at your destination 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.