| 1924 Summer Olympics |
Cuba
|
Ramón Fonst |
Fencing |
|
|
| 1928 Summer Olympics |
Cuba
|
José Barrientos |
Athletics |
|
|
| 1948 Summer Olympics |
Cuba
|
Raúl García-Ordóñez |
Basketball |
|
|
| 1952 Summer Olympics |
Cuba
|
Fico López |
Basketball |
|
|
| 1956 Summer Olympics |
Cuba
|
Manuel Sanguily |
Swimming |
|
|
| 1960 Summer Olympics |
Cuba
|
José Yáñez |
Wrestling |
|
20 |
| 1964 Summer Olympics |
Cuba
|
Ernesto Varona |
Weightlifting |
|
|
| 1968 Summer Olympics |
Cuba
|
Héctor Ramírez |
Artistic Gymnastics |
|
|
| 1972 Summer Olympics |
Cuba
|
Teófilo Stevenson |
Boxing |
|
|
| 1976 Summer Olympics |
Cuba
|
Teófilo Stevenson |
Boxing |
|
|
| 1980 Summer Olympics |
Cuba
|
Teófilo Stevenson |
Boxing |
|
39 |
| 1992 Summer Olympics |
Cuba
|
Héctor Milián |
Wrestling |
|
|
| 1996 Summer Olympics |
Cuba
|
Rolando Tucker |
Fencing |
|
|
| 2000 Summer Olympics |
Cuba
|
Félix Savón |
Boxing |
|
48 |
| 2004 Summer Olympics |
Cuba
|
Iván Pedroso |
Athletics |
|
85 |
| 2008 Summer Olympics |
Cuba
|
Mijaín López |
Wrestling |
|
45 |
| 2010 Summer Youth Olympics |
Cuba
|
Wilfredo León |
Volleyball |
|
50 |
| 2012 Summer Olympics |
Cuba
|
Mijaín López |
Wrestling |
|
50 |
| 2014 Summer Youth Olympics |
Cuba
|
Javier Ibáñez |
Boxing |
|
52 |
| 2016 Summer Olympics |
Cuba
|
Mijaín López |
Wrestling |
|
56 |
| 2018 Summer Youth Olympics |
Cuba
|
Jordan Díaz |
Athletics |
|
54 |
| 2020 Summer Olympics |
Cuba
|
Yaimé Pérez |
Athletics |
|
54 |
| 2020 Summer Olympics |
Cuba
|
Mijaín López |
Wrestling |
|
54 |
| 2024 Summer Olympics |
Cuba
|
Idalys Ortiz |
Judo |
|
53 |
| 2024 Summer Olympics |
Cuba
|
Julio César la Cruz |
Boxing |
|
53 |