From NKAA, Notable Kentucky African Americans Database (main entry)

Winkfield, Jimmy

(born: 1882  -  died: 1974) 

Born in Chilesburg [later Uttingertown] in Fayette County, KY, Jimmy Winkfield was the youngest of 17 children. He was the last African American jockey to win the Kentucky Derby, in 1901 and 1902.

Winkfield left the U.S. after a contract dispute and became a national riding champion in Russia and a trainer in France. He retired from racing in 1930 and died in France in 1974. In 2004 he was inducted into the National Museum of Racing and Hall of Fame.

For more see The Great Black Jockeys and Wink: the incredible life and epic journey of Jimmy Winkfield, both by E. Hotaling; and "The Epic Journey of James "Wink" Winkfield," 4/23/2020, on America's Best Racing website, by Terry Conway (includes photographs and a video).

Kentucky County & Region

Read about Fayette County, Kentucky in Wikipedia.

Kentucky Place (Town or City)

Read about Chilesburg, Kentucky in Wikipedia.
Read about Uttingertown, Kentucky in Wikipedia.

Outside Kentucky Place Name


Cited in this Entry

NKAA Entry: Uttingertown-Columbus (Lexington, KY)
NKAA Source: Great black jockeys : the lives and times of the men who dominated America's first national sport
NKAA Source: Wink : the incredible life and epic journey of Jimmy Winkfield

Related Entries Citing this Entry

NKAA Entry:  African American Horsemen, Articles in Kentucky Newspapers

Cite This NKAA Entry:

“Winkfield, Jimmy,” Notable Kentucky African Americans Database, accessed January 29, 2022,

Last modified: 2021-07-26 16:49:23