| 7 Nov 2026 DStv Diski Challenge |
 Stellenbosch U23 |
1–0 |
 Milford FC U23 |
| 9 May 2026 DStv Diski Challenge |
Stellenbosch U23 |
3–2 |
 Siwelele U23 |
| 2 May 2026 DStv Diski Challenge |
Stellenbosch U23 |
4–0 |
 Marumo Gallants U23 |
| 18 Apr 2026 DStv Diski Challenge |
Stellenbosch U23 |
1–2 |
 Sekhukhune United U23 |
| 4 Apr 2026 DStv Diski Challenge |
Stellenbosch U23 |
0–1 |
 Orlando Pirates U23 |
| 22 Mar 2026 DStv Diski Challenge |
Stellenbosch U23 |
1–0 |
 Chippa United U23 |
| 14 Mar 2026 DStv Diski Challenge |
Stellenbosch U23 |
4–4 |
 TS Galaxy U23 |
| 1 Mar 2026 DStv Diski Challenge |
Stellenbosch U23 |
1–1 |
 AmaZulu U23 |
| 31 Jan 2026 DStv Diski Challenge |
Stellenbosch U23 |
4–1 |
 Magesi U23 |
| 10 Jan 2026 DStv Diski Challenge |
Stellenbosch U23 |
3–0 |
 Polokwane City U23 |
| 15 Nov 2025 DStv Diski Challenge |
Stellenbosch U23 |
1–3 |
 Mamelodi Sundowns U23 |
| 9 Nov 2025 DStv Diski Challenge |
Stellenbosch U23 |
3–2 |
 Golden Arrows U23 |
| 26 Oct 2025 DStv Diski Challenge |
Stellenbosch U23 |
1–1 |
 Durban City U23 |
| 21 Sep 2025 DStv Diski Challenge |
Stellenbosch U23 |
2–0 |
 Richards Bay U23 |
| 14 Sep 2025 DStv Diski Challenge |
Stellenbosch U23 |
2–3 |
 Kaizer Chiefs U23 |