1999–2000 Hong Kong FA Cup
| Tournament details | |
|---|---|
| Country |  Hong Kong |
| Final positions | |
| Champions | Happy Valley (1st title) |
| Runner-up | Orient & Yee Hope Union |
1999–2000 Hong Kong FA Cup was the 25th staging of the Hong Kong FA Cup.
It was competed by all of the 8 teams from Hong Kong First Division League. The competition kicked off on 30 March 2000 and finished on 9 April with the final.
Happy Valley won the cup for the first time after beating Orient & Yee Hope Union by 7-2 in the final, the highest scoring final in the cup history.
Fixtures and results
Bracket
| Quarter-finals | Semi-finals | Final | ||||||||||||
| Happy Valley | 4 | |||||||||||||
| Rangers | 1 | |||||||||||||
| Happy Valley | 4 | |||||||||||||
| Instant-Dict | 2 | |||||||||||||
| Instant-Dict | 3 | |||||||||||||
| Kitchee | 0 | |||||||||||||
| Happy Valley | 7 | |||||||||||||
| Orient & Yee Hope Union | 2 | |||||||||||||
| Sai Kung Friends (AET) | 2 (2) | |||||||||||||
| South China | 2 (3) | |||||||||||||
| South China (AET) | 2 (2) | |||||||||||||
| Orient & Yee Hope Union | 2 (3) | |||||||||||||
| Orient & Yee Hope Union | 2 | |||||||||||||
| Sun Hei | 0 | |||||||||||||