Every meeting

23 Oct 2026 Motsepe Foundation Championship	Midlands Wanderers	0–1	Upington City	L
21 Apr 2026 Motsepe Foundation Championship	Midlands Wanderers	2–1	Upington City	W
28 Sep 2025 Motsepe Foundation Championship	Upington City	2–1	Midlands Wanderers	L

This record covers meetings from 28 September 2025 onwards. Earlier games between these teams aren't on the site yet, so the all-time totals may be higher.
W / D / L from Midlands Wanderers's side. Penalty shootouts count as draws.