| Tournament details | |
|---|---|
| Teams | 22 | 
| Final positions | |
| Champions | .svg.png.webp) Shimizu S-Pulse (1st title) | 
| Runners-up | .svg.png.webp) Al-Zawraa | 
| Third place |  Bangkok Bank | 
| Fourth place |  Navbahor Namangan | 
The winners of the 1999–2000 Asian Cup Winners' Cup, the association football competition run by the Asian Football Confederation, are listed below.
First round
West Asia
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg | 
|---|---|---|---|---|
| Esteghlal  | 15–0 |  Homenmen | 7–0 | 8–0 | 
| Al Arabi  | (w/o)1 | .svg.png.webp) Al-Zawraa | ||
| Al Ittihad  | 1–4 |  Al Rayyan | 0–2 | 1–2 | 
| Al Jaish  | 2–2 (a) |  Al Ain | 0–1 | 2–1 | 
| Kaisar Hurricane  | 3–3 (4–3 p) |  Khujand | 3–0 | 0–3 | 
| Al Ahli  | bye | |||
| Al Ittihad  | bye | |||
| Navbahor Namangan  | bye | 
1 Al Arabi withdrew
East Asia
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg | 
|---|---|---|---|---|
| New Radiant  | 1–4 |  Công An Thành Phố Hồ Chí Minh | 1–3 | 0–1 | 
Second round
West Asia
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg | 
|---|---|---|---|---|
| Al Ittihad  | 2–1 |  Esteghlal | 1–0 | 1–1 | 
| Al-Zawraa .svg.png.webp) | 5–4 |  Al Rayyan | 5–2 | 0–2 | 
| Al Ahli  | 3–0 |  Al-Jaish | 1–0 | 2–0 | 
| Kaisar Hurricane  | 2–3 |  Navbahor Namangan | 2–2 | 0–1 | 
East Asia
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg | 
|---|---|---|---|---|
| Shanghai Shenhua  | 0–2 |  Shimizu S-Pulse | 0–0 | 0–2 | 
| Sembawang Rangers  | (w/o)1 |  Anyang LG Cheetahs | ||
| Công An Thành Phố Hồ Chí Minh  | 1–4 |  South China | 1–1 | 0–3 | 
| Bangkok Bank  | 6–0 |  Persebaya Surabaya | 5–0 | 1–0 | 
1 Sembawang Rangers withdrew before 1st leg
Quarterfinals
West Asia
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg | 
|---|---|---|---|---|
| Al Ittihad  | 1–2 | .svg.png.webp) Al-Zawraa | 1–2 | 0–0 | 
| Al Ahli  | 6–31 |  Navbahor Namangan | 6–1 | 0–2 | 
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
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg | 
|---|---|---|---|---|
| Shimizu S-Pulse  | 5–2 |  Anyang LG Cheetahs | 3–1 | 2–1 | 
| South China  | 3–5 |  Bangkok Bank | 3–2 | 0–3 | 
Semifinals
| Shimizu S-Pulse .svg.png.webp) | 0–0 (a.e.t.) |  Bangkok Bank | 
|---|---|---|
| Penalties | ||
| 4–2 | ||
| Al-Zawraa .svg.png.webp) | 2–1 |  Navbahor Namangan | 
|---|---|---|
| Ahmed Sabie  45' Mohammed  102' | Sherzod Nazarov  36' | 
Third place match
| Bangkok Bank  | 3–1 |  Navbahor Namangan | 
|---|---|---|
| Apichart Thaweechalermdit  4' (pen.) Apiruck Sriaroon  36' Nawee Hatihakreangkrai  38' | 
Final
References
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