[1] Cuadra was promoted into Racing Club's senior squad in 2017, following eight years in the youth system.
[1] In that period, on 1 June 2017, Cuadra scored on his continental debut against Rionegro Águilas in the Copa Sudamericana.
[7] After playing for Cobreloa in the Primera B de Chile, on second half 2021 he returned to the Chilean football and joined Unión La Calera, being loaned to San Luis de Quillota.
[8] On 9 February 2022, Cuadra joined Banfield on a deal until the end of the year.
[9] In the second half of 2024, Cuadra returned to Chile from Greece and joined Magallanes.