Defending champions TS Galaxy travel to Nelson Mandela Bay to face Chippa United at the Nelson Mandela Bay Stadium in a fixture that will set the tone of this season’s tournament on 5 February 2020.
On Thursday evening, 6 February 2020, Ajax Cape Town and TS Sporting will lock horns in an all GladAfrica Championship clash at the Athlone Stadium. Kick-off is at 7.30pm. Then on Friday, also at the Athlone Stadium, Stellenbosch FC will be at home to 2018 finalists Maritzburg United. Kick-off is at 8pm.
The following day (Saturday), there will be a total of seven fixtures which will include a clash between lower division sides, Amavarara FC (Eastern Cape) and Super Eagles (Free State) at the Sisa Dukashe Stadium in East London as well as the much-publicised Tshwane Derby between Mamelodi Sundowns and SuperSport United at the Loftus Versfeld Stadium.
On Sunday, 9 February 2020, Orlando Pirates, who won the competition in 2011 and 2014 will host 2010 champions Bidvest Wits at Orlando Stadium while 2011 finalists Black Leopards entertain newcomers North West University (North West) at Thohoyandou Stadium.
On the same day, Jomo Cosmos will be at home to ABC Motsepe side Hungry Lions while Mbombela United and Cape Town City clash at the Kanyamazane Stadium. Kick-off for all four matches is at 3pm.
The last two fixtures of the round of 32 will take place on Tuesday night, 11 February 2020. ABC Motsepe League sides, Zizwe United (Western Cape) and Happy Wanders (KwaZulu Natal) will lock horns at the Athlone Stadium while Polokwane City and Baroka FC will renew their rivalry in the Polokwane derby, this time for a place in the Nedbank Cup last 16.