Finale
| Date | Match | Time/Results | League | Season | Ground |
|---|---|---|---|---|---|
  02-10-1999 Namibië vs Angola | 1 - 1 n.v. | COSAFA Cup, COSAFA Cup, Finale | 1999 | ||
| 26-09-1999 Angola vs Namibië | 1 - 0 | COSAFA Cup, COSAFA Cup, Finale | 1999 |
Halve Finale
| Date | Match | Time/Results | League | Season | Ground |
|---|---|---|---|---|---|
 28-08-1999 Namibië vs Swaziland | 1 w.n.s. - 1 | COSAFA Cup, COSAFA Cup, Halve Finale | 1999 | ||
 14-08-1999 Zambia vs Angola | 0 - 1 | COSAFA Cup, COSAFA Cup, Halve Finale | 1999 |
Kwartfinale
| Date | Match | Time/Results | League | Season | Ground |
|---|---|---|---|---|---|
 07-08-1999 Zambia vs Mozambique | 1 w.n.s. - 1 | COSAFA Cup, COSAFA Cup, Kwartfinale | 1999 | ||
 31-07-1999 Namibië vs Zuid-Afrika | 1 - 1 | COSAFA Cup, COSAFA Cup, Kwartfinale | 1999 | ||
 18-07-1999 Swaziland vs Zimbabwe | 1 w.n.s. - 1 | COSAFA Cup, COSAFA Cup, Kwartfinale | 1999 | ||
 04-07-1999 Lesotho vs Angola | 0 - 1 | COSAFA Cup, COSAFA Cup, Kwartfinale | 1999 |
Tweede Ronde
| Date | Match | Time/Results | League | Season | Ground |
|---|---|---|---|---|---|
 28-05-1999 Botswana vs Mozambique | 0 - 2 | COSAFA Cup, COSAFA Cup, Tweede Ronde | 1999 | ||
 22-05-1999 Malawi vs Namibië | 1 - 1 w.n.s. | COSAFA Cup, COSAFA Cup, Tweede Ronde | 1999 |
Eerste Ronde
| Date | Match | Time/Results | League | Season | Ground |
|---|---|---|---|---|---|
| 09-05-1999 Swaziland vs Mozambique | 3 - 1 | COSAFA Cup, COSAFA Cup, Eerste Ronde | 1999 | ||
| 24-04-1999 Malawi vs Angola | 1 - 2 | COSAFA Cup, COSAFA Cup, Eerste Ronde | 1999 | ||
| 20-02-1999 Botswana vs Zuid-Afrika | 1 - 2 | COSAFA Cup, COSAFA Cup, Eerste Ronde | 1999 | ||
| 04-02-1999 Lesotho vs Namibië | 1 - 0 | COSAFA Cup, COSAFA Cup, Eerste Ronde | 1999 |