Flueger was born in Red Wing, Minnesota, the eldest of three siblings. He attended Red Wing High School. Flueger's first significant role was in the Disney film The Princess Diaries. Next followed several television appearances, including JAG, Law & Order: Special Victims Unit, and CSI: Miami. He then landed the role of Shawn Farrell in the USA Network series The 4400 (2004–07). While still working on The 4400, Flueger got the role of Rusty in the film The World's Fastest Indian, starring Anthony Hopkins. In The World's Fastest Indian, Flueger starred alongside Antony Starr. Flueger was later cast as the American version of the character Starr played in Outrageous Fortune, retitled in the U. S. version as Scoundrels, airing on ABC during the summer of 2010. He is slated to appear in several other movie roles, including Blowtorch Films' You Are Here, The Job based on the Shem Bitterman play, and Chris Moore's Kill Theory.