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Kentucky Derby winningest jockeys

A look at the 10 winningest jockeys in Kentucky Derby history.

Eddie Arcaro

Kentucky Derby wins: 5 Horses ridden: Lawrin (1938),
Photo Credit: AP

Kentucky Derby wins: 5

Horses ridden: Lawrin (1938), Whirlaway (1941), Hoop Jr. (1945), Citation (1948), Hill Gail (1952)

Bill Hartack

Kentucky Derby wins: 5 Horses ridden: Iron Leige
Photo Credit: AP

Kentucky Derby wins: 5

Horses ridden: Iron Leige (1957), Venetian Way (1960), Decidedly (1962), Northern Dancer (1964), Majestic Prince (1969)

Bill Shoemaker

Kentucky Derby wins: 4 Horses ridden: Swaps (1955),
Photo Credit: ASSOCIATED PRESS / Mark Duncan

Kentucky Derby wins: 4

Horses ridden: Swaps (1955), Tommy Lee (1959), Lucky Debonair (1965), Ferdinand (1986)

Calvin Borel

Kentucky Derby wins: 3 Horses ridden: Street Sense
Photo Credit: ASSOCIATED PRESS / Charlie Riedel

Kentucky Derby wins: 3

Horses ridden: Street Sense (2007), Mine That Bird (2009), Super Saver (2010)

Angel Cordero, Jr.

Kentucky Derby winners: 3 Horses ridden: Cannonade (1974),
Photo Credit: ASSOCIATED PRESS

Kentucky Derby winners: 3

Horses ridden: Cannonade (1974), Bold Forbes (1976), Spend a Buck (1985)

Kent Desormeaux

Kentucky Derby wins: 3 Horses ridden: Real Quiet
Photo Credit: ASSOCIATED PRESS / Ed Reinke

Kentucky Derby wins: 3

Horses ridden: Real Quiet (1998), Fusaichi Pegasus (2000), Big Brown (2008)

Victor Espinoza

Kentucky Derby wins: 3 Horses ridden: War Emblem
Photo Credit: AP / Brynn Anderson

Kentucky Derby wins: 3

Horses ridden: War Emblem (2002), California Chrome (2014), American Pharoah (2015)

Isaac Burns Murphy

Kentucky Derby wins: 3 Horses ridden: Buchanan (1884),
Photo Credit: Library of Congress

Kentucky Derby wins: 3

Horses ridden: Buchanan (1884), Riley (1890), Kingman (1891)

Earl Sande

Kentucky Derby wins: 5 Horses ridden: Zev (1923),
Photo Credit: ASSOCIATED PRESS

Kentucky Derby wins: 5

Horses ridden: Zev (1923), Flying Ebony (1925), Gallant Fox (1930)

Gary Stevens

Kentucky Derby wins: 3 Horses ridden: Winning Colors
Photo Credit: Associated Press / AL BEHRMAN

Kentucky Derby wins: 3

Horses ridden: Winning Colors (1988), Thunder Gulch (1995), Silver Charm (1997)

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