Cheap flights from Portland to Madison from $291

Travelers frequently search for route combinations, such as Portland and Guadalajara, Mexico City, Los Angeles, Las Vegas, Phoenix, San Francisco, Oaxaca, Denver, Kailua, San Diego, Ontario, Chicago, Puerto Escondido, Oaxaca, New York, Calgary, San José del Cabo, London, Dallas, Puerto Vallarta, Tokyo.

Travelers frequently search for route combinations, such as Madison and Orlando, Tampa, Phoenix, Columbus, Denver, Chadron, Greensboro, Los Angeles, Dallas, Santa Ana, Destin, Great Falls, Des Moines, Atlantic City, Myrtle Beach, Barcelona, Punta Gorda, Lexington, Syracuse, Missoula.

The main airport in Portland is Portland International. It is also served by Seattle–Tacoma International, Portland International, Eugene, Roberts Field, Kenmore Air Harbor Seaplane Base, Boeing Field.

The main airport in Madison is Dane County Regional. It is also served by O Hare International, Chicago Midway International, Appleton International, Chicago Rockford International, The Eastern Iowa, Dane County Regional, La Crosse Regional, General Mitchell International, Quad City International, Green Bay–Austin Straubel International.

Currently, you can fly between Portland and Madison with United Airlines, Alaska Airlines, BREEZE, Frontier Airlines, Allegiant Air.

If you don’t have specific dates for your trip between Portland and Madison, you can enter a date range into the departure and return fields. Most carriers on the Kiwi.com website allow you to search and book up to six months from the day of your search. Order the search results by the best, cheapest, or fastest route, or find the cheapest outbound and return combination in the pricing table.

Traveling between Portland and Madison, you can choose between direct (nonstop) flights or flights with one or more stops. You can select the number of stops on your journey, including an overnight stopover, and the duration of the stopover. What’s more, you can also select where you want to have your stopover. Want to say "Hi" to a friend in another city en route to your destination? Or fancy a quick round of shopping? Go Multi-City or Nomad and add places to your search that you wish to visit.

There are a number of airports in and around Portland. The main one is Portland International and other nearby airports include Seattle–Tacoma International, Portland International, Eugene, Roberts Field, Kenmore Air Harbor Seaplane Base, Boeing Field

There are a number of airports in and around Madison. The main one is Dane County Regional and other nearby airports include O Hare International, Chicago Midway International, Appleton International, Chicago Rockford International, The Eastern Iowa, Dane County Regional, La Crosse Regional, General Mitchell International, Quad City International, Green Bay–Austin Straubel International.