| Tournament details | |
|---|---|
| Dates | 31 January - 4 December 1999 |
| Teams | 38 (from 1 confederation) |
| Final positions | |
| Champions |  Africa Sports (2nd title) |
| Runners-up |  Club Africain |
| Tournament statistics | |
| Matches played | 70 |
| Goals scored | 191 (2.73 per match) |
← 1998 2000 → | |
The 1999 African Cup Winners' Cup was the twenty-fifth season of Africa's second oldest club football tournament organised by CAF.
Ivorian club Africa Sports appeared in and won their second African Cup Winners' Cup title after defeating former African champions Club Africain of Tunisia 2-1 over the two-legged final.