Most singles matches won in a tennis career (male, open era)

Jimmy Connors (USA) won 1,274 of the 1,557 singles matches he played during his professional career (1972–96), including a record 109 titles in the open era. Among his most notable victories, Connors won the Australian Open in 1974 (at his first attempt), Wimbledon in 1974 and 1982 and the US Open in 1974, 1976, 1978 and 1982-83. The charismatic left-hander also won the ATP Finals (then the Masters Grand Prix) in 1977. Connors was the first male player to be ranked world No.1 for more than 200 weeks, and his 98 match wins at the US Open remains an all-time record for a male tennis player.

Most match wins by a man (singles): 1. Jimmy Connors (USA, 1972–96) - 1,274; 2. Roger Federer (Switzerland, 1998–present) - 1,242; 3. Ivan Lendl (Czechoslovakia/USA, 1978-94) - 1,068; 4. Rafael Nadal (Spain, 2001–present) - 1,004; 5. Guillermo Vilas (Argentina, 1969–92) - 951; 6. Novak Djokovic (Serbia, 2003–present) - 935; 7. Ilie Năstase (Romania, 1969–85) - 905; 8. John McEnroe (USA, 1978–92) - 883; 9. Andre Agassi (USA, 1986–2006) - 870; 10. Stefan Edberg (Sweden, 1983–96) – 801. Correct to 4 February 2021.

As of 4 February 2021, Federer was also chasing down a number of other open era records held by Connors in singles competition, including most titles won (109; Federer 103), most finals played (164; Federer 157) and most matches played (1,557; Federer 1,513). Connors’ open era record of five US Open titles was matched by Pete Sampras in 2002 and Federer in 2008.