Mamelodi Sundowns will continue the defence of their Nedbank Cup title against GladAfrica Championship side Polokwane City in the last 16.
The Brazilians secured their spot in the second round after defeating Stellenbosch in a five-goal thriller last week.
Sundowns will now come up against second tier Rise and Shine, who they have only beaten twice in their last five meetings.
MTN8 winners Orlando Pirates scraped past Uthongathi in the previous round but they will come up against fellow DStv Premiership side Maritzburg United at the Harry Gwala Stadium.
The Premier Soccer League will confirm the time and dates for the Last 16 encounters in due course.
Full last 16 draw:
Tshakhuma Tsha Madzivhandila v Swallows FC
Chippa United v Cape Town City
Pretoria Callies v JDR Stars
Mamelodi Sundowns v Polokwane City
TS Sporting v Richards Bay
Cape Town All Stars v Cape Town Spurs
Maritzburg United v Orlando Pirates
Black Leopards v AmaZulu FC