 He has played and recorded in the jazz and improvised music communities for over a quarter of a century.In Chicago he has been an active contributor to the music scene playing extensively with Ed Schuller (Bassist), Brian Smith (Bassist), Fredrick Jackson Jr. (Saxophonist), Samuel Hasting (guitarist), Jim Baker (piano), Mike W Harmon (bassist), Davi Priest (bassist), Steve Cohn (Pianist), Dustin Laurenzi (Saxophonist), Ben Schmidt-Swartz (Saxophonist), and Artie Black (Saxophonist) among many others.Most notably, Bennington was a featured performer at the 30th Annual Chicago Jazz Festival, Fred Anderson's Velvet Lounge, and the Tampon-Galerie in Paris (France, 2008).