Here is a list of Leonard's best fights. For a list of Leonard's losses, refer to "Sugar Ray Leonard Losses".
On December 7, 1989 Sugar Ray Leonard met Roberto Durán in a super-middleweight (WBC) world-title defense fight. Leonard was 33 years old and with a record of 36-1-1 (25), and Durán was 38 years old and with a record of 85-7 (61). Leonard won the fight via 12-round unanimous decision and successfully defended his title.
On November 25, 1980 Sugar Ray Leonard fought Roberto Durán in a welterweight world-title fight for Durán's WBC and The Ring titles. Leonard was 24 years old and with a record of 28-1 (19), and Durán was 29 years old and with a record of 72-1 (56). Leonard stopped Roberto Durán via 8th-round TKO and is crowned the new welterweight world champion.
On November 30, 1979 Sugar Ray Leonard fought Wilfred Benítez in a welterweight world-title fight for Benítez' WBC and The Ring titles. Leonard was 23 years old and with a record of 26-0 (17), and Benítez was 21 years old and with a record of 38-0-1 (25). Leonard stopped Wilfred Benítez via 15th-round TKO and is crowned the new welterweight world champion.
On June 25, 1981 Sugar Ray Leonard fought Ayub Kalule in a super-welterweight world-title fight for Kalule's WBA and The Ring titles. Leonard was 25 years old and with a record of 30-1 (21), and Kalule was 27 years old and with a record of 36-0 (18). Leonard stopped Ayub Kalule via 9th-round TKO and is crowned the new super-welterweight world champion.
On November 7, 1988 Sugar Ray Leonard fought Donny Lalonde in a super-middleweight world-title fight for Lalonde's WBC title. Leonard was 32 years old and with a record of 35-1 (25), and Lalonde was 28 years old and with a record of 31-2 (26). Leonard stopped Donny Lalonde via 9th-round TKO and is crowned the new super-middleweight world champion.
On April 6, 1987 Sugar Ray Leonard fought Marvelous Marvin Hagler in a middleweight world-title fight for Hagler's WBC and The Ring titles. Leonard was 30 years old and with a record of 34-1 (24), and Hagler was 32 years old and with a record of 62-2-2 (52). Leonard won the fight via 12-round split decision and is crowned the new middleweight world champion.
On September 16, 1981 Sugar Ray Leonard, the WBC and The Ring champion, met Thomas Hearns, the WBA champion, in a welterweight world-title unification fight. Leonard was 25 years old and with a record of 31-1 (22), and Hearns was 22 years old and with a record of 32-0 (30). Leonard stopped Thomas Hearns via 14th-round TKO and is crowned the unified WBC, The Ring and WBA champion.
On March 31, 1980 Sugar Ray Leonard met Dave Boy Green in a welterweight (WBC and The Ring) world-title defense fight. Leonard was 23 years old and with a record of 27-0 (18), and Green was 26 years old and with a record of 33-2 (26). Leonard stopped Dave Boy Green via 4th-round KO and successfully defended his titles.
On September 9, 1978 Sugar Ray Leonard faced off against Floyd Mayweather Sr. at age 22. He was coming in with a record of 14-0 (9), and Mayweather Sr. was 25 years old and with a record of 15-1 (7). Leonard stopped Floyd Mayweather Sr. via TKO.
On May 20, 1979 Sugar Ray Leonard faced off against Marcos Geraldo at age 23. He was coming in with a record of 22-0 (13), and Geraldo was 24 years old and with a record of 51-14 (30). Leonard won the fight via 10-round unanimous decision.
