Kaizer Chiefs host archrivals Ajax Cape Town in the pick of the second round Absa Cup matches after the draw was done in Johannesburg on Monday afternoon.
Defending champions Santos tackle cup specialists Jomo Cosmos in one of the four games featuring two Castle Premiership teams.
The other all-Premiership games feature Zulu Royals up-against Supersport United in Pretoria and Golden Arrows travelling to Giyani to play Silver Stars.
The dates of the matches will be announced after a Cup committee meeting on Wednesday
The winners will walk away with a whopping R1,5-million while R900,000 is guaranteed for the second prize.
Losers in the last 32 took home R50,000 each while R75,000 will be a consolation to those clubs which will not see the quarter-finals.
Full Absa Cup draw:
Roses United v Wits University
Moroka Swallows v Tonardo FC
Orlando Pirates v Classic
Santos v Jomo Cosmos
Manning Rangers v Durban Stars
Kaizer Chiefs v Ajax Cape Town
Supersport United v Zulu Royals
Silver Stars v Golden Arrows