1999–2000 Asian Cup Winners' Cup
The winners of the 1999–2000 Asian Cup Winners' Cup, the association football competition run by the Asian Football Confederation, are listed below.
| Tournament details | |
|---|---|
| Teams | 22 |
| Final positions | |
| Champions |  Shimizu S-Pulse (1st title) |
| Runners-up | .svg.png.webp){kind=small} Al-Zawraa |
| Third place |  Bangkok Bank |
| Fourth place |  Navbahor Namangan |
First round
West Asia
| Team 1 | Agg.Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
Esteghlal  |
15–0 |  Homenmen |
7–0 | 8–0 |
Al Arabi  |
(w/o)1 | 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.Tooltip Aggregate score | 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.Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Al Ittihad |
2–1 | Esteghlal |
1–0 | 1–1 |
| Al-Zawraa |
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.Tooltip Aggregate score | 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 Phô 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.Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Al Ittihad |
1–2 | 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.Tooltip Aggregate score | 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 | 0–0 (AET, 4 PK 2) | Bangkok Bank |
|---|---|---|
| Al-Zawraa | 2–1 | Navbahor Namangan |
|---|---|---|
Ahmed Sabie  45' Mohammed 102' |
Sherzod Nazarov 36' |
Third place match
| Bangkok Bank | 3–1 | Navbahor Namangan |
|---|---|---|
| Apichart Thaweechalermdit 4' (p) Apiruck Sriaroon 36' Nawee Hatihakreangkrai 38' |
Final
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