The 1999 Mercedes-Benz Cup was a men's tennis tournament played on outdoor Hard at the Los Angeles Tennis Center in Los Angeles, United States that was part of the World Series of the 1999 ATP Tour.

It was the 72nd edition of the tournament and was held from 26 July through 1 August 1999.

Second-seeded Pete Sampras won the singles title, his second at the event after 1991, and earned $46,000 first-prize money.

[3][4] Pete Sampras defeated Andre Agassi, 7–6(7–3), 7–6(7–1) Byron Black / Wayne Ferreira defeated Goran Ivanišević / Brian MacPhie 6–2, 7–6(7–4)