Stellenbosch FC vs Kaizer Chiefs A repeat of last years quarterfinal that was won 3-1 by defending Nedbank Cup champions Kaizer Chiefs, and the Carling Knockout clash earlier this campaign that Stellenbosch claimed on penalties after a 0-0 draw. Chiefs have also beaten Stellenbosch 2-0 away from home in the league this season, meaning this will be the sixth meeting between the sides in a little over a calendar year. That certainly makes them familiar foes, though the arrival of former Chiefs tactician Gavin Hunt as Stellenbosch coach to replace Steve Barker adds a twist to the mix.
The teams have met in the Nedbank Cup on three previous occasions and Chiefs have won all three of those ties. The sides have clashed 17 times before in all competitions, with Chiefs leading the head-to-head 11-3 with four draws. Chiefs have won eight of their 11 visits to the Cape Winelands. Just when this tie will be staged remains to be seen, with both clubs in the CAF Confederation Cup group stages, which will be played over the window for the Nedbank Cup Last 32.
Army Rockets FC vs Casric Stars Army Rockets FC will be making their debut in the Nedbank Cup, having earned their place in the Last 32 via the North West province qualifiers. They sit top of the ABC Motsepe League Stream A in the province at the start of 2026 and have been prolific in front of goal this season, having finished third in the previous campaign.