The 1999–2000 Asian Cup Winners' Cup was the tenth edition of association football competition run by the Asian Football Confederation specifically for its members cup holders.
First round
West Asia
1 Al Arabi withdrew
East Asia
Second round
West Asia
East Asia
1 Sembawang Rangers withdrew before 1st leg
Quarterfinals
West Asia
1 Al Ahli withdrew for the semifinals, and were replaced by Navbahor Namangan; Al Ahli were banned for one year from Asian club competitions.
East Asia
Semifinals
Third place match
Final
References Asian Cup Winners Cup 2000