In 1984 he grouped with Berta Rojas and Carlos Noguera.
in 1985 he joined to “Síntesis” (Synthesis), a jazz-fusion and folkloric projection group, performing in many places of Asunción.
Between 1987 and 1991 worked with Ñamandu (the duet of Alejandrino “Chondi” Paredes and Ricardo Flecha), forming a folkloric tendency trio, touring and recording in many Latin American countries.
In 1991 joined back to Síntesis, this time with new people. Parallelly, he also joined the jazz-fusion and folkloric projection band of the saxophonist William "Palito" Miranda, performing in the international festivals of Posadas, Argentina; Viña del Mar, Chile and São Paulo, Brazil.
In May 1994 he performed with Síntesis in the Memorial of Latin America of São Paulo and in Buenos Aires. Later that year he definitively left Síntesis to form a new band “Krhizya”, with rock tendency.
With Krhizya he records an album in which could be found a classic in the Paraguayan folkloric music, "Reservista Purahéi", but in a blues version, something never done before. This way, Rolando Chaparro marked a hit referring to rock covers of Paraguayan folkloric music.
As a composer he's one of the most outstanding. His production is of about a thousand pieces including jazz-fusion, folkloric projection, music for theater plays, commercial jingles, music for TV shows, among others.
He also developed soloist projects, like “Guitarreros”, with Efrén Echeverría, Juan Cancio Barreto and Barni Chaparro, performing in various theaters of Paraguay.
He played in a concert with the harpist César Cataldo, obtaining very positive critics from the press.
He performed many times with the Symphonic Orchestra of the City of Asunción in very important concerts, recording two discs due to the amazing success of them.
He participated in the soundtrack of the Paraguayan film “Miramenometokéi” with a song of his own “Espinas del alma” and with a version of the Paraguayan popular music “Soy algo fácil de olvidar” (I'm something easy to forget).
He was awarded many times by the radio show The Lost Flare.