| Year | Race Name | Course | Dist. | Winner | Sire | Dam |
|---|---|---|---|---|---|---|
| 2014 | St. Leger | Hipodrómo Chile | D2200m | Southern Cat (CHI) | Scat Daddy (USA) | Saturnal (CHI) |
| 2013 | St. Leger | Hipodrómo Chile | D2200m | Lovely Ocean (CHI) | Ocean Terrace (USA) | Tanto Carino (CHI) |
| 2012 | St. Leger | Hipodrómo Chile | D2200m | Hakassan (CHI) | Sir Cat (USA) | Fusaichi's Angel (USA) |
| 2011 | St. Leger | Hipodrómo Chile | D2200m | Amani (CHI) | Morning Raider (IRE) | Just Fine (CHI) |
| 2010 | St. Leger | Hipodrómo Chile | D2200m | Pedroso (CHI) | Indy Vidual (USA) | Marling (CHI) |
| 2009 | St. Leger | Hipodrómo Chile | D2200m | Cuan Linda (CHI) | Dynamix (USA) | Cuanta Bondad (CHI) |
| 2008 | St. Leger | Hipodrómo Chile | D2200m | Medici (CHI) | Sir Cat (USA) | Dhion (CHI) |
| 2007 | St. Leger | Hipodrómo Chile | D2200m | Kurbat (CHI) | Mon Pote le Gitan (USA) | Maria Estela (CHI) |
| 2006 | St. Leger | Hipodrómo Chile | D2200m | Don Dominguin (CHI) | Indy Vidual (USA) | Benhardina (CHI) |
| 2005 | St. Leger | Hipodrómo Chile | D2200m | Feliz de la Vida (CHI) | Election Day (IRE) | Anda Contenta (CHI) |
| 2004 | St. Leger | Hipodrómo Chile | D2200m | Trotamondo (CHI) | Hussonet (USA) | Movie Producer (CHI) |
| 2003 | St. Leger | Hipodrómo Chile | D2200m | Isola Piu Bella (CHI) | Rich Man's Gold (USA) | Sweet Music (CHI) |
| 2002 | St. Leger | Hipodrómo Chile | D2200m | Blue Sea (CHI) | Rainbow Dancer (FR) | Blushing Cielo (USA) |
| 2001 | St. Leger | Hipodrómo Chile | D2200m | Trompolino (CHI) | Stuka (USA) | Serenata de Amor (CHI) |
| 2000 | St. Leger | Hipodrómo Chile | D2200m | Lido Palace (CHI) | Richman's Gold (USA) | Sonada (CHI) |
| 1999 | St. Leger | Hipodrómo Chile | D2200m | Cremcaramel (CHI) | Roy (USA) | |
| 1998 | St. Leger | Hipodrómo Chile | D2200m | Vasca Furia (CHI) | The Great Shark (USA) | Vasca Tranquila (ARG) |
| 1997 | St. Leger | Hipodrómo Chile | D2200m | Fontanella Borghese (CHI) | Roy (USA) | Littlewick (IRE) |
| 1996 | St. Leger | Hipodrómo Chile | D2200m | Golden Tribute (CHI) | Crowning Tribute (USA) | Vestida de Fiesta (CHI) |
| 1995 | St. Leger | Hipodrómo Chile | D2200m | Auguri (CHI) | Iroko (GB) | Aleteada (ARG) |
| 1994 | St. Leger | Hipodrómo Chile | D2200m | Crisol (CHI) | Grooming (USA) | Cotizada (CHI) |
| 1993 | St. Leger | Hipodrómo Chile | D2200m | Early Gray (CHI) | Roy (USA) | Mon Charme (ARG) |
| 1992 | St. Leger | Hipodrómo Chile | D2200m | Barrio Chino (CHI) | China Libre (CHI) | |
| 1991 | St. Leger | Hipodrómo Chile | D2200m | Basico (CHI) | Set Fool (CHI) | Bail (CHI) |
| 1990 | St. Leger | Hipodrómo Chile | D2200m | Wolf (CHI) | Domineau (USA) | Luna Fria (CHI) |
| 1989 | St. Leger | Hipodrómo Chile | D2200m | Carpinello (ARG) | Saint Sever (FR) | Campiglia (ARG) |
| 1988 | St. Leger | Hipodrómo Chile | D2200m | Better Look (CHI) | Settlement Day (USA) | Tristar (CHI) |
| 1987 | St. Leger | Hipodrómo Chile | D2200m | Puro Toro (CHI) | Nijinsky Model (USA) | Comtess Fairway (FR) |
| 1986 | St. Leger | Hipodrómo Chile | D2200m | Set Fool (CHI) | Settlement Day (USA) | Trima (CHI) |