| Year | Race Name | Course | Dist. | Winner | Sire | Dam |
| 2014 | Gran Premio del Jockey Club | San Siro | T2400m | Dylan Mouth (IRE) | Dylan Thomas (IRE) | Cottonmouth (IRE) |
| 2013 | Gran Premio del Jockey Club | San Siro | T2400m | Earl of Tinsdal (GER) | Black Sam Bellamy (IRE) | Earthly Paradise (GER) |
| 2012 | Gran Premio del Jockey Club | San Siro | T2400m | Novellist (IRE) | Monsun (GER) | Night Lagoon (GER) |
| 2011 | Gran Premio del Jockey Club | San Siro | T2400m | Campanologist (USA) | Kingmambo (USA) | Ring of Music (GB) |
| 2010 | Gran Premio del Jockey Club | San Siro | T2400m | Rainbow Peak (IRE) | Hernando (FR) | Celtic Fling (GB) |
| 2009 | Gran Premio del Jockey Club | San Siro | T2400m | Schiaparelli (GER) | Monsun (GER) | Sacarina (GB) |
| 2008 | (Race Not Run) |
| 2007 | Gran Premio del Jockey Club | San Siro | T2400m | Schiaparelli (GER) | Monsun (GER) | Sacarina (GB) |
| 2006 | Gran Premio del Jockey Club | San Siro | T2400m | Laverock (IRE) | Octagonal (NZ) | Sky Song (IRE) |
| 2005 | Gran Premio del Jockey Club | San Siro | T2400m | Cherry Mix (FR) | Linamix (FR) | Cherry Moon (USA) |
| 2004 | Gran Premio del Jockey Club | San Siro | T2400m | Shirocco (GER) | Monsun (GER) | So Sedulous (USA) |
| 2003 | Gran Premio del Jockey Club | San Siro | T2400m | Ekraar (USA) | Red Ransom (USA) | Sacahuista (USA) |
| 2002 | Gran Premio del Jockey Club | San Siro | T2400m | Black Sam Bellamy (IRE) | Sadler's Wells (USA) | Urban Sea (USA) |
| 2001 | Gran Premio del Jockey Club | San Siro | T2400m | Kutub (IRE) | In the Wings (GB) | Minnie Habit (GB) |
| 2000 | Gran Premio del Jockey Club | San Siro | T2400m | Golden Snake (USA) | Danzig (USA) | Dubian (GB) |
| 1999 | Gran Premio del Jockey Club | San Siro | T2400m | Sumati (GB) | Warning (GB) | Swell Time (IRE) |
| 1998 | Gran Premio del Jockey Club | San Siro | T2400m | Silver Patriarch (IRE) | Saddlers' Hall (IRE) | Early Rising (USA) |
| 1997 | Gran Premio del Jockey Club | San Siro | T2400m | Caitano (GB) | Niniski (USA) | Eversince (USA) |
| 1996 | Gran Premio del Jockey Club | San Siro | T2400m | Shantou (USA) | Alleged (USA) | Shaima (USA) |
| 1995 | Gran Premio del Jockey Club | San Siro | T2400m | Court of Honour (IRE) | Law Society (USA) | Captive Island (IRE) |
| 1994 | Gran Premio del Jockey Club | San Siro | T2400m | Lando (GER) | Acatenango (GER) | Laurea (IRE) |
| 1993 | Gran Premio del Jockey Club | San Siro | T2400m | Misil (USA) | Miswaki (USA) | April Edge (USA) |
| 1992 | Gran Premio del Jockey Club | San Siro | T2400m | Silvernesian (USA) | Alleged (USA) | Loot (USA) |
| 1991 | Gran Premio del Jockey Club | San Siro | T2400m | Passing Sale (FR) | No Pass No Sale (IRE) | Reachout and Touch (USA) |
| 1990 | Gran Premio del Jockey Club | San Siro | T2400m | Erdelistan (GB) | Lashkari (GB) | Eunomia (FR) |
| 1989 | Gran Premio del Jockey Club | San Siro | T2400m | Assatis (USA) | Topsider (USA) | Secret Asset (USA) |
| 1988 | Gran Premio del Jockey Club | San Siro | T2400m | Roakarad (FR) | Akarad (FR) | Roncaglia (FR) |
| 1987 | Gran Premio del Jockey Club | San Siro | T2400m | Tony Bin (IRE) | Kampala (GB) | Severn Bridge (GB) |
| 1986 | Gran Premio del Jockey Club | San Siro | T2400m | Antheus (USA) | Northern Dancer (CAN) | Apachee (FR) |
| 1985 | Gran Premio del Jockey Club | San Siro | T2400m | St. Hilarion (USA) | Sir Ivor (USA) | Fabulous Native (USA) |
| 1984 | Gran Premio del Jockey Club | San Siro | T2400m | Gold and Ivory (USA) | Kee to the Mint (USA) | Ivory Wand (USA) |
| 1983 | Gran Premio del Jockey Club | San Siro | T2400m | Awaasif (CAN) | Snow Knight (GB) | Royal Statute (CAN) |
| 1982 | Gran Premio del Jockey Club | San Siro | T2400m | Friendswood (USA) | Vaguely Noble (GB) | Summer Point (USA) |
| 1981 | Gran Premio del Jockey Club | San Siro | T2400m | Konigsstuhl (GER) | Dschings Khan (GER) | Konigskronung (GER) |
| 1980 | Gran Premio del Jockey Club | San Siro | T2400m | Pawiment (POL) | Mehari (FR) | Pytia (POL) |
| 1979 | Gran Premio del Jockey Club | San Siro | T2400m | Scorpio (FR) | Sir Gaylord (USA) | Zambara (GB) |
| 1978 | Gran Premio del Jockey Club | San Siro | T2400m | Stone (GB) | Moulton (GB) | Scala Diseta (GB) |
| 1977 | Gran Premio del Jockey Club | San Siro | T2400m | Stateff (GB) | Pieces of Eight (IRE) | Green Velvet (GB) |
| 1976 | Gran Premio del Jockey Club | San Siro | T2400m | Infra Green (IRE) | Laser Light (GB) | Greenback (FR) |
| 1975 | Gran Premio del Jockey Club | San Siro | T2400m | Laomedonte (USA) | Raise a Native (USA) | Lost Message (USA) |
| 1974 | Gran Premio del Jockey Club | San Siro | T2400m | Authi (IRE) | Aureole (GB) | Virtuous (GB) |
| 1973 | Gran Premio del Jockey Club | San Siro | T2400m | Sang Bleu (FR) | Right Royal (FR) | Royal Girl (FR) |
| 1972 | Gran Premio del Jockey Club | San Siro | T2400m | Tierceron (ITY) | Relko (GB) | Tadolina (ITY) |
