All countries
| 27. Round | Midlands Wanderers | Venda | 1:0 (0:0, 1:0) | details | 26.04.2026 | |||
| 26. Round | Midlands Wanderers | Upington City | 2:1 (0:1, 2:0) | details | 21.04.2026 | |||
| 25. Round | Kruger United | Midlands Wanderers | 3:0 (2:0, 1:0) | details | 18.04.2026 | |||
| 24. Round | Midlands Wanderers | Casric Stars | 3:3 (1:2, 2:1) | details | 11.04.2026 | |||
| 23. Round | Midlands Wanderers | Baroka | 2:1 (1:0, 1:1) | details | 07.04.2026 | |||
| 22. Round | Hungry Lions | Midlands Wanderers | 2:1 (0:1, 2:0) | details | 22.03.2026 | |||
| 20. Round | Midlands Wanderers | Black Leopards | 1:1 (0:0, 1:1) | details | 07.03.2026 | |||
| 19. Round | Milford FC | Midlands Wanderers | 0:1 (0:0, 0:1) | details | 28.02.2026 | |||
| 18. Round | Cape Town City | Midlands Wanderers | 4:1 (2:1, 2:0) | details | 15.02.2026 | |||
| 17. Round | Midlands Wanderers | Leicesterford City | 1:0 | details | 31.01.2026 | |||
| 16. Round | Midlands Wanderers | The Bees | 0:0 (0:0, 0:0) | details | 28.01.2026 | |||
| 15. Round | Casric Stars | Midlands Wanderers | 0:0 (0:0, 0:0) | details | 21.01.2026 | |||
| 14. Round | Midlands Wanderers | Milford FC | 2:0 (1:0, 1:0) | details | 06.12.2025 | |||
| 1/32-finals | Lerumo Lions | Midlands Wanderers | 1:0 (1:0, 0:0) | details | 03.12.2025 | |||
| 13. Round | Leicesterford City | Midlands Wanderers | 2:0 (2:0, 0:0) | details | 29.11.2025 | |||
| 12. Round | Lerumo Lions | Midlands Wanderers | 2:1 (2:1, 0:0) | details | 23.11.2025 | |||
| 11. Round | Midlands Wanderers | Pretoria U. | 1:1 (0:0, 1:1) | details | 08.11.2025 | |||
| 10. Round | Midlands Wanderers | Kruger United | 0:1 (0:0, 0:1) | details | 01.11.2025 | |||
| 9. Round | Black Leopards | Midlands Wanderers | 1:1 (0:1, 1:0) | details | 29.10.2025 | |||
| 8. Round | Venda | Midlands Wanderers | 0:1 (0:1, 0:0) | details | 26.10.2025 | |||
| 7. Round | Midlands Wanderers | Cape Town City | 2:3 (0:2, 2:1) | details | 18.10.2025 | |||
| 6. Round | Midlands Wanderers | Gomora | 0:0 (0:0, 0:0) | details | 05.10.2025 | |||
| 5. Round | Upington City | Midlands Wanderers | 2:1 | details | 28.09.2025 | |||
| 4. Round | Midlands Wanderers | Highbury | 0:1 (0:0, 0:1) | details | 20.09.2025 | |||
| 3. Round | The Bees | Midlands Wanderers | 2:0 (1:0, 1:0) | details | 14.09.2025 | |||
| 2. Round | Baroka | Midlands Wanderers | 3:0 (2:0, 1:0) | details | 30.08.2025 | |||
| 1. Round | Midlands Wanderers | Hungry Lions | 1:0 (0:0, 1:0) | details | 24.08.2025 | |||