Home History
| Zuid-Afrika - Diski Challenge | 2019/09/24 10:00 | Chippa United - Reserves v Orlando Pirates - Reserves | W | 0-2 |
| Zuid-Afrika - Diski Challenge | 2019/09/07 10:00 | Highlands Park Reserves v Orlando Pirates - Reserves | L | 1-0 |
| Zuid-Afrika - Diski Challenge | 2019/08/24 10:00 | Bidvest Wits Reserves v Orlando Pirates - Reserves | L | 1-0 |
| Zuid-Afrika - Diski Challenge | 2019/08/09 12:50 | Amazulu - Reserves v Orlando Pirates - Reserves | W | 0-1 |
| Zuid-Afrika - Diski Shield | 2019/05/12 08:00 | Supersport United - Reserves v Orlando Pirates - Reserves | L | 2-0 |
| Zuid-Afrika - Diski Challenge | 2019/04/14 10:02 | Orlando Pirates - Reserves v Kaizer Chiefs - Reserves | D | 1-1 |
| Zuid-Afrika - Diski Challenge | 2019/04/07 09:58 | Orlando Pirates - Reserves v Highlands Park Reserves | W | 2-1 |
| Zuid-Afrika - Diski Challenge | 2019/02/03 19:00 | Free State Stars Reserves v Orlando Pirates - Reserves | W | 0-2 |
Away History
| Zuid-Afrika - Diski Challenge | 2019/09/24 13:00 | Cape Town City FC - Reserves v Kaizer Chiefs - Reserves | L | 2-4 |
| Zuid-Afrika - Diski Challenge | 2019/09/14 08:00 | Maritzburg United - Reserves v Cape Town City FC - Reserves | W | 0-2 |
| Zuid-Afrika - Diski Challenge | 2019/09/07 07:57 | Polokwane City - Reserves v Cape Town City FC - Reserves | W | 2-3 |
| Zuid-Afrika - Diski Challenge | 2019/08/24 08:00 | Cape Town City FC - Reserves v Chippa United - Reserves | L | 0-3 |
| Zuid-Afrika - Diski Shield | 2019/04/13 08:00 | Cape Town City FC - Reserves v Bloem Celtic - Reserves | D | 1-1 |
| Zuid-Afrika - Diski Challenge | 2019/03/31 09:27 | Cape Town City FC - Reserves v Supersport United - Reserves | L | 1-2 |
| Zuid-Afrika - Diski Challenge | 2019/02/23 10:00 | Cape Town City FC - Reserves v Polokwane City - Reserves | D | 2-2 |
| Zuid-Afrika - Diski Challenge | 2019/02/02 19:00 | Cape Town City FC - Reserves v Kaizer Chiefs - Reserves | L | 0-3 |
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