1998–99 Greek Football Cup

In total, 60 teams participated: 18 from Alpha Ethniki, 18 from Beta, and 24 from Gamma. The competition was held over six rounds, included the final.

The first three rounds were single elimination matches. AEK Athens and PAOK, both of the Alpha Ethniki, were eliminated by lower division teams Poseidon Michaniona and Panserraikos respectively. As is typically seen in this tournament, half of the eight quarter-final teams came from Beta Ethniki. They were Kalamata, Panserraikos, Athinaikos and ILTEX Lykoi.

The final was contested in Athens at Olympic Stadium on May 5, 1999, by the eternal enemies, Olympiacos and Panathinaikos. They had last met in the Greek Cup Final in 1992-93. Panathinaikos had earlier eliminated Cup holders Panionios in the first round while Olympiacos had eliminated Ionikos by an impressive 4–7 score in the third round. Olympiacos won 2–0,[1] their 20th Cup win. With the victory, Olympiacos achieved the Double for the first time in 18 years. With the Cup final loss, Panathinaikos became the first team to lose the Cup final three times in a row.

The matches were held on November 8–12, 1998.

The matches were held on December 16–17, 1998.

The matches were held on January 12–13-14th 1999.

First legs were held on January 27, February 10–11, 1999 and second legs on February 17–18.

First legs were held on April 6–7, 1999, while second were held on 13th-14th.

The 55th Greek Cup Final was played at the Athens Olympic Stadium "Spyridon Louis".

5 May 1999

Olympiacos	2 – 0	Panathinaikos
Mavrogenidis  54' Ofori-Quaye  90'

Athens Olympic Stadium "Spyridon Louis"

Attendance: 57,783

Referee: Giorgos Douros (Corinthia)

Olympiacos

Panathinaikos

OLYMPIACOS GK 31 Dimitris Eleftheropoulos DF 14 Dimitris Mavrogenidis DF  3 Kyriakos Karataidis (c) DF 32 Giorgos Anatolakis DF  5 Giorgos Amanatidis  32' MF 21 Grigoris Georgatos MF  6 Ilias Poursanidis MF 11 Predrag Đorđević FW  9 Siniša Gogić  86' MF 18 Vassilis Karapialis  ??'  82' FW 30 Alekos Alexandris  72' Substitutes: GK  1 Kyriakos Tochouroglou DF 19 Savvas Poursaitidis DF 25 Paraskevas Antzas  82' MF  4 Andreas Niniadis  86' MF 15 Petros Passalis MF  8 Luciano de Souza FW 24 Peter Ofori-Quaye  72' Manager: Dušan Bajević

PANATHINAIKOS: GK 20 Antonis Nikopolidis DF 15 Angelos Basinas DF 18 Kostas Konstantinidis DF  8 Giannis Goumas DF 14 Leonidas Vokolos MF 26 Giorgos Karagounis MF  7 Aljoša Asanović  ??'  71' MF 11 Andreas Lagonikakis  ??'  66' FW  9 Krzysztof Warzycha (c) MF 12 Erik Mykland  ??' FW 21 Nikos Liberopoulos  81' Substitutes: GK 25 Stefanos Kotsolis DF  2 Stratos Apostolakis DF  5 Vladan Milojević MF 23 Kostas Kiassos  66' MF 19 Bledar Kola  81' FW 10 Alexis Alexoudis  71' FW 13 Igor Sypniewski Manager: Juan Ramón Rocha

• Greek Cup 1998-99 at RSSSF