Past Winners | Preps and PPs | Final Times | Triple Crown History | Owners/Trainers/Jockeys TRAINERS - Most Kentucky Derby wins Name (Years) Starters 1st 2nd 3rd Unplaced Ben A. Jones (1938-52) 11 6 2 1 2 D. Wayne Lukas (1981-2000) 39 4 1 5 29 H.J. "Dick" Thompson (1920-37) 24 4 2 1 17 "Sunny Jim" Fitzsimmons (1930-57) 11 3 1 0 7 Max Hirsch (1915-51) 14 3 0 2 9 Bob Baffert (1996-2000) 10 3 1 1 5 Lazaro Barrera (1976-90) 5 2 0 0 3 Henry Forest (1966-68) 2 2 0 0 0 LeRoy Jolley (1962-92) 13 2 2 1 8 H.A. "Jimmy" Jones (1956-58) 4 2 1 0 1 Lucien Laurin (1966-73) 5 2 0 1 2 Horatio Luro (1960-81) 4 2 0 1 1 John McGinty (N/A) N/A 2 - - - James Rowe, Sr. (N/A-1925) 18 2 1 1 14 Woodford C. Stephens (1949-88) 14 2 3 3 6 Charlie Whittingham (1958-96) 7 2 1 0 4 Nicholas P. Zito (1990-99) 11 2 0 0 9   JOCKEYS - Most Kentucky Derby wins Name (Years) Starters 1st 2nd 3rd Unplaced Eddie Arcaro (1935-61) 21 5 3 2 11 Bill Hartack (1956-74) 12 5 1 0 6 Bill Shoemaker (1952-88) 26 4 3 4 15 Angel Cordero, Jr. (1968-91) 17 3 1 0 13 Gary Stevens (1985-99) 15 3 2 1 9 Isaac Murphy (1877-93) 11 3 1 2 5 Earle Sande (1918-32) 8 3 2 0 3 Chris Antley (1988-99) 8 2 0 1 5 Jerry Bailey (1982-2000) 14 2 1 1 10 Eddie Delahoussaye (1975-99) 12 2 2 2 6 Kent Desormeaux (1988-2000) 10 3 0 1 6 Albert Johnson (1922-28) 7 2 1 0 4 Charles Kurtsinger (1931-37) 4 2 0 1 1 Johnny Loftus (1912-19) 6 2 0 1 3 Linus McAtee (1920-29) 7 2 0 0 5 Chris McCarron (1976-2000) 18 2 3 0 13 Conn McCreary (1941-58) 10 2 0 2 6 Willie Simms (1896-98) 2 2 0 0 0 Ron Turcotte (1965-77) 5 2 0 1 2 Ismael Valenzuela (1958-74) 8 2 1 0 5 Jacinto Vasquez (1964-93) 9 2 0 0 7 Jimmy Winkfield (1900-03) 4 2 1 1 0   OWNERS - Most Kentucky Derby wins Name (Years) Starters 1st 2nd 3rd Unplaced Calumet Farm 20 8 4 1 7 Col. E.R. Bradley 28 4 4 1 19 Belair Stud 8 3 1 0 4 Wm.Condren-Jos.Cornacchia 3 2 0 0 1 Darby Dan Farm 7 2 0 1 4 Greentree Stable 19 2 2 1 14 Mrs. John D. Hertz 3 2 0 0 1 King Ranch 5 2 0 0 3 Bashford Manor 11 2 2 1 6 Meadow Stable 3 2 0 1 0 Harry Payne Whitney 19 2 1 1 15 Robert & Beverly Lewis 5 2 0 1 2