Written by Shihaam IsaacsSouth Africa sports betting writer
Published 27 October 2026
The Premier Soccer League’s Carling Knockout Cup round of 16 enters its decisive phase this week as South Africa’s heavyweight clubs look to book their places in the quarter-final draw.
Following an action-packed opening weekend across the country, attention turns to a blockbuster Tuesday evening programme featuring three simultaneous encounters. Defending champions Orlando Pirates begin their title defence against top-flight newcomers Milford FC in Soweto.
In Pretoria, Mamelodi Sundowns welcome Marumo Gallants to Loftus Versfeld Stadium. Sundowns head coach Miguel Cardoso will be demanding a ruthless display from his charges as the Chloorkop outfit aim to bounce back from recent continental setbacks and reassert their domestic dominance in cup competitions.
Meanwhile, Kaizer Chiefs lock horns with TS Galaxy at FNB Stadium in Johannesburg. Amakhosi face a stern tactical test against caretaker coach Esau Mtsweni’s disciplined Galaxy unit, who have proven to be troublesome knockout opponents in recent seasons.
The last 16 round will officially conclude on Wednesday night when Durban City FC host inaugural Carling Knockout champions Stellenbosch FC at Chatsworth Stadium, with all eight quarter-finalists confirmed ahead of the upcoming draw.
