Pete Sampras defeated the defending champion

Patrick Rafter Patrick Michael Rafter (born 28 December 1972) is an Australian former world No. 1 tennis player. He reached the top Association of Tennis Professionals (ATP) singles ranking on 26 July 1999. His career highlights include consecutive US Open ...

in a rematch of the previous year's final, 7–6^(9–7), 6–3 to win the singles tennis title at the 1999 Cincinnati Masters.

Seeds

The top eight seeds received a bye to the second round. # Pete Sampras (champion) #

''(final)'' #

Andre Agassi Andre Kirk Agassi ( ; born April 29, 1970) is an American former world No. 1 tennis player. He is an eight-time major champion and an Olympic gold medalist, as well as a runner-up in seven other majors. Agassi is the second of five men to ac ...

''(semifinals)'' #

Yevgeny Kafelnikov Yevgeny Aleksandrovich Kafelnikov ( rus, Евгений Александрович Кафельников, , jɪvˈɡʲenʲɪj ˈkafʲɪlʲnʲɪkəf, a=Ru-Yevgeny-Kafelnikov.ogg; born 18 February 1974) is a Russian former world No. 1 tennis p ...

''(semifinals)'' #

Tim Henman Timothy Henry Henman (born 6 September 1974) is a British former professional tennis player. Henman played a serve-and-volley style of tennis. He was the first British man to reach the singles semifinals of Wimbledon since Roger Taylor in th ...

''(quarterfinals)'' #

Gustavo Kuerten Gustavo "Guga" Kuerten (; born 10 September 1976) is a Brazilian former world No. 1 tennis player. He won the French Open singles title three times (1997, 2000, and 2001), and was the Tennis Masters Cup champion in 2000. During his career he ...

''(quarterfinals)'' # Richard Krajicek ''(quarterfinals)'' # Álex Corretja ''(second round)'' #

Todd Martin Todd Martin (born July 8, 1970) is an American retired tennis player. He reached the men's singles final at the 1994 Australian Open and the 1999 US Open and achieved a career-high singles ranking of world No. 4. Playing career Martin was born ...

''(second round)'' # Carlos Moyà ''(first round)'' #

Tommy Haas Thomas Mario Haas (; born 3 April 1978) is a German former professional tennis player. He competed on the ATP Tour from 1996 to 2017. After breaking into the world top 100 in 1997, and reaching a career-high singles ranking of world No. 2 in May ...

''(third round)'' #

Nicolas Kiefer Nicolas Kiefer (; born 5 July 1977) is a German former professional tennis player. He reached the semifinals of the 2006 Australian Open and won a silver medal in men's doubles with partner Rainer Schüttler at the 2004 Athens Olympics. Kiefer ...

''(third round)'' #

Thomas Enqvist Thomas Karl Johan Enqvist (born 13 March 1974) is a Swedish former professional tennis player. He reached the final of the 1999 Australian Open and won a total of 19 singles titles, including three Masters titles. He has a career high ATP world ...

''(second round)'' # Álbert Costa ''(second round)'' #

Nicolás Lapentti Nicolás Alexander Lapentti Gómez (; born 13 August 1976) is a former professional tennis player from Ecuador. His brothers, Giovanni and Leonardo, uncle Andrés, and cousins Roberto and Emilio also are or were on the pro circuit. His fath ...

''(third round)'' #

Thomas Johansson Karl Thomas Conny Johansson (; born 24 March 1975) is a Swedish retired professional tennis player and coach. He reached a career-high Association of Tennis Professionals (ATP) world No. 7 singles ranking on 10 May 2002. His career highlights ...

''(first round, retired)''

Draw

Finals

Top half

Section 1

Section 2

Bottom half

Section 3

Section 4

External links

Main draw
{{DEFAULTSORT:1999 Great American Insurance ATP Championships - Singles

Singles Singles are people not in a committed relationship. Singles may also refer to: Film and television * ''Singles'' (miniseries), a 1984 Australian television series * ''Singles'' (1992 film), written and directed by Cameron Crowe * ''Singles'' ...