 Caballado scored Sol de América's only goal in the 25th minute in their 4–1 home loss against Colegiales.In the following round, Caballero scored an 83rd-minute equalizer in a 2–2 away draw against Guaraní.In the following two matches, Caballero would score in a 3–1 home victory against Sportivo Luqueño and in a 2–1 away victory against former club Cerro Porteño, bringing his tally to four goals in four league appearances.