| Games | Athlete/Team | Placement | |
|---|---|---|---|
| 1968 Summer Olympics | Raúl Marrero | =9 | |
| 1972 Summer Olympics | Alejandro Montoya | =5 | |
| 1976 Summer Olympics | Luis Felipe Martínez | =3 | Bronze |
| 1980 Summer Olympics | José Gómez | 1 | Gold |
| 1992 Summer Olympics | Ariel Hernández | 1 | Gold |
| 1996 Summer Olympics | Ariel Hernández | 1 | Gold |
| 2000 Summer Olympics | Jorge Gutiérrez | 1 | Gold |
| 2004 Summer Olympics | Yordanis Despaigne | =5 | |
| 2008 Summer Olympics | Emilio Correa, Jr. | 2 | Silver |
| 2016 Summer Olympics | Arlen López | 1 | Gold |
