1996 Summer Olympics |
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| Cross-Country, Men | José Andrés Brenes | 6 | |
2000 Summer Olympics |
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| Cross-Country, Men | José Adrián Bonilla | 33 | |
2004 Summer Olympics |
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| Cross-Country, Men | José Adrián Bonilla | 26 | |
| Cross-Country, Women | Karen Matamoros | 21 | |
2008 Summer Olympics |
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| Cross-Country, Men | Federico Ramírez | 47 | |
2012 Summer Olympics |
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| Cross-Country, Men | Paolo Montoya | 36 | |
2016 Summer Olympics |
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| Cross-Country, Men | Andrey Fonseca | 33 |