The 1999 Greek Cup final was the 55th final of the Greek Cup. The match took place on 5 May 1999 at the Olympic Stadium. The contesting teams were Panathinaikos and Olympiacos. It was Panathinaikos' twenty fifth Greek Cup final and third consecutive in their 91 years of existence and Olympiacos' twenty-eighth Greek Cup final in their 74-year history. With their victory Olympiacos won the double after 18 years, while Panathinaikos became the first team to lose in a Greek Cup final three times in a row.