| Tourney Name: | Asian Cup Winners' Cup |
| Year: | 1999–2000 |
| Num Teams: | 22 |
| Champion Other: |  Shimizu S-Pulse |
| Count: | 1 |
| Second Other: |  Al-Zawraa |
| Third Other: |  Bangkok Bank |
| Fourth Other: |  Navbahor Namangan |
| Prevseason: | 1998–99 |
| Nextseason: | 2000–01 |
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.
|}1 Al Arabi withdrew
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|}1 Sembawang Rangers withdrew before 1st leg
|}1 Al Ahli withdrew for the semifinals, and were replaced by Navbahor Namangan; Al Ahli were banned for one year from Asian club competitions.
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