 Chilavert had just won the Uruguayan league with Peñarol when he initially retired.He finally retired permanently in 2004, playing his last match, a farewell testimonial, on 11 November of that year – fittingly, he scored a goal.In 2005, Chilavert received a suspended six-month prison sentence in France for the use of false documents related to the compensation for the end of his contract with Strasbourg.