First Round

Masry 1/0 Mareekh (Sudan)
Date: 12/3/1999
Scorer: Seif Daoud
Line Up: Emmauel / Mahmoud Aboul Dahab / Mohamed Omar El-Ako / Amr El-Desouki / Ahmed Nakhla (Ibrahim El-Masry) / Mowafak El-Basha / Hamad Ibrahim (Moa'men Abdel Ghafar) / Yasser El-Shanawani / Seif Daoud / Tamer El-Nahhas / Effat Nassar (Victor)

Mareekh (Sudan) 1/0 (3-4 P) Masry
Date: 27/3/1999
Mareekh Scorer: Faisan Agab 90+1"
Line Up: Hassan Gabr / Amr El-Desouki / Mahmoud Aboul Dahab / Mohamed Omar El-Ako (?) / Aql Gadallah / Hamad Ibrahim / Ashour Haroun / Mowaffak El-Basha / Tamer El-Nahhas / Effat Nassar / Seif Daoud (Ahmed Nakhla)  
Penalty Shootouts: Hamad Ibrahim, Mahmoud Aboul Dahab, Ashour Haroun & Aql Gadallah all scored 

Second Round

Kotoko (Ghana) 1/0 Masry
Date: 2/5/1999
Line Up: Hassan Nasr / Yasser El-Shanawani / Mahmoud Aboul Dahab / Gamal Omar / Hassan Mohamed / Ahmed Nakhla / ? / ? / ? / ? / Tamer El-Nahhas / Effat Nassar

Masry 1/0 (4-2 P) Kotoko (Ghana)
Date: 15/5/1999
Scorer: Seif Daoud 52" 
Line Up: Hassan Nasr / Yasser El-Shanawani / Mahmoud Aboul Dahab / Mohamed Omar El-Ako / Aql Gadallah (El-Hassan Mohamed) / Ahmed Nakhla / Hamad Ibrahim / Ashpur Haroun / Tamer El-Nahhas / Effat Nassar / Seif Daoud (Victor)

Quarter Final

AS Dragons (DR Congo) 1/0 Masry
Date: 5/9/1999
Line Up: Hassan Nasr / El-Hassan Mohamed / Amr El-Desouki (Ahmed Serag) / Mohamed Omar El-Ako / Mahmoud Aboul Dahab / Ahmed Nakhla (Mowafak El-Basha) / Hamad Ibrahim / Abdullah Ragab / Morlae Keita / Ashour Haroun / Tamer El-Nahass
 

Masry 3/0 AS Dragons (DR Congo)
Date: 19/9/1999
Scorers: El-Hassan Mohamed 16", 23" / Mahmoud Aboul Dahab 43" 
Line Up: Hassan Nasr / Amr El-Desouki / El-Hassan Mohamed / Mahmoud Aboul Dahab / Mohamed Omar El-Ako / Ahmed Nakhla / Abdullah Ragab / Hamad Ibrahim / ? / Tamer El-Nahhas / Morlae Keita  
 

Semi Final
Club Africain (Tunisia) 0/0 Masry
Date: 9/10/1999
Line Up: Hassan Nasr / Amr El-Desouki (Ashour Haroun) / Mahmoud Aboul Dahab / Mohamed Omar El-Ako / El-Hassan Mohamed / Seif Daoud (Ahmed Serag) / Mowafak El-Basha / Hamad Ibrahim / Abdullah Ragab / Tamer El-Nahhas / Morlae Keita (Ibrahim El-Masry)
 

Masry 0/4 Club Africain (Tunisia)
Date: 24/10/1999
Result: 0/4
Line Up: Hassan Nasr (Emmanuel) / Ahmed Serag / Amr El-Desouki / Mohamed Omar El-Ako / El-Hassan Mohamed / Ashour Haroun / Ahmed Nakhla (Shaker) / Mowafak El-Basha / Ibrahim El-Masry / Tamer El-Nahhas / Morlae Keita