Cichero was born in Venezuela[1] and grew up in Norman, Oklahoma from preschool age until third grade, where his father worked as a soccer coach.
[2] He then moved to Spain, where he played at soccer academies in Valencia,[3] before returning to the United States in 2011, following his mother's death.
[4] He attended Norman North High School[5] and in 2013, he was named as the Oklahoman All-City Player of the Year.
[14] After his sophomore year at SMU, Cichero joined the OKC Energy U-23 of the Premier Development League for the summer.
[19] After not playing in 2018 due to rehabbing his ACL injury,[20] he went on trial with FC Dallas's USL League One affiliate North Texas SC, in the third tier.
[citation needed] He is the son of Mauro Cichero, who was a professional soccer player and represented Venezuela in the 1980 Summer Olympics.
[35] His brothers, Alejandro and Gabriel, are also professional soccer players who have represented the Venezuela national team.