Every meeting

5 Apr 2025 DStv Diski Challenge	Cape Town City U23	2–2	Orlando Pirates U23	D
7 Sep 2024 DStv Diski Challenge	Orlando Pirates U23	2–2	Cape Town City U23	D
5 May 2024 DStv Diski Challenge	Orlando Pirates U23	3–2	Cape Town City U23	L
8 Oct 2023 DStv Diski Challenge	Cape Town City U23	1–0	Orlando Pirates U23	W
12 Mar 2023 DStv Diski Challenge	Cape Town City U23	1–1	Orlando Pirates U23	D
24 Sep 2022 DStv Diski Challenge	Orlando Pirates U23	0–2	Cape Town City U23	W
26 Feb 2022 DStv Diski Challenge	Orlando Pirates U23	2–0	Cape Town City U23	L
13 Feb 2022 DStv Diski Challenge	Cape Town City U23	0–0	Orlando Pirates U23	D

This record covers meetings from 13 February 2022 onwards. Earlier games between these teams aren't on the site yet, so the all-time totals may be higher.
W / D / L from Cape Town City U23's side. Penalty shootouts count as draws.