The Eclipse Award for Outstanding Jockey is an American thoroughbred horse racing honor for jockeys first awarded in 1971. Part of the Eclipse Awards program, it is awarded annually. Panamanian jockey Laffit Pincay Jr. won the inaugural award in 1971 and was the first jockey to win consecutively (1973 and 1974). His subsequent wins in 1979 and 1985 brought his total wins to five, a number only surpassed by American jockey Jerry Bailey, who holds the record with seven. Bailey won his first three consecutively from 1995 to 1997, before winning another four consecutively from 2000 to 2003. His latter four consecutive wins are a record, only matched by Venezuelan jockey Javier Castellano's four wins from 2013 to 2016. The most recent winner, Irad Ortiz Jr. also has five wins, tied with Pincay Jr. for second all-time behind Bailey.
| Inducted into the National Museum of Racing and Hall of Fame |
| Year | Jockey | Nationality | |
|---|---|---|---|
| 1971 |  Panama | ||
| 1972 | Panama | ||
| 1973 |
| Panama | |
| 1974 |
| Panama | |
| 1975 |
| Panama | |
| 1976 |  Canada | ||
| 1977 |  United States | ||
| 1978 | United States | ||
| 1979 |
| Panama | |
| 1980 | United States | ||
| 1981 | United States | ||
| 1982 |  Puerto Rico | ||
| 1983 |
| Puerto Rico | |
| 1984 | United States | ||
| 1985 |
| Panama | |
| 1986 |
| United States | |
| 1987 |
| United States | |
| 1988 |  Chile | ||
| 1989 | United States | ||
| 1990 | United States | ||
| 1991 |
| United States | |
| 1992 |
| United States | |
| 1993 | United States | ||
| 1994 |
| United States | |
| 1995 | United States | ||
| 1996 |
| United States | |
| 1997 |
| United States | |
| 1998 | United States | ||
| 1999 |  Peru | ||
| 2000 |
| United States | |
| 2001 |
| United States | |
| 2002 |
| United States | |
| 2003 |
| United States | |
| 2004 | Puerto Rico | ||
| 2005 |
| Puerto Rico | |
| 2006 | Peru | ||
| 2007 | United States | ||
| 2008 |
| United States | |
| 2009 | ^ |  France | |
| 2010 | |||
| 2011 |
| ||
| 2012 |
| ||
| 2013 | |||
| 2014 |
| ||
| 2015 |
| ||
| 2016 |
| ||
| 2017 | Puerto Rico | ||
| 2018 | Puerto Rico | ||
| 2019 |
| Puerto Rico | |
| 2020 |
| Puerto Rico | |
| 2021 |  Dominican Republic | ||
| 2022 |
| Puerto Rico | |
| 2023 |
| Puerto Rico |
Most wins: