He made his professional debut for Club Atlético Lanús on October 13, 2013, against Godoy Cruz Antonio Tomba in Argentina.

He started very young in the Club Deportivo Norte city of Mar del Plata, which already insinuated his footballing virtues as a forward scorer .

On August 28 of the same year, he made his debut at Estudiantes de La Plata for the first date of the 2016–17 Primera Championship against Tigre Athletic Club as a visitor.

In the last play of the first half, Bailone converted his first goal to find a ball that leaked in an area and started in a free kick from the left run by Lucas Diarte.

He terminates the contract that linked him to Estudiantes de La Plata, and signs for 1 year, at Club Atlético Gimnasia y Esgrima (Jujuy), with a purchase option of 50% pass.

After a good time in American football, starting in 2021, he signs a contract with Šibenik of the Croatian First League with a period of one and a half years.