| Fri12 Jul2019 |
|  | 14:30 | Squash U15D | v Westerford High School | H |
| | 15:00 | Squash U15B | v Wynberg Boys High School | A |
| | 15:00 | Squash U15C | v Pinelands High School | A |
| |
| Sat13 Jul2019 |
|  | 08:00 | Rugby Union 1st XV, 2nd XV, 3rd XV, 4th XV, 5th XV, U16A, U16B, U16C, U15A, U15B, U15C, U14A, U14B, U14C | v Stellenberg High School | A |
| |
| Mon15 Jul2019 |
|  | 15:30 | Golf 2nd team | v Reddam House Constantia (Tokai) | A |
| |
| Thu18 Jul2019 |
|  | 17:30 | Hockey U16A | v Magdalen College School | H |
| |
| Fri19 Jul2019 |
| | 15:00 | Squash U15D | v Cannons Creek | H |
| | 15:00 | Squash U15C | v Tableview | H |
| | 15:00 | Squash U15B | v Fairmont High School | A |
| | 15:00 | Squash U19C | v Reddam House Constantia (Tokai) | H |
| |
| Sat20 Jul2019 |
| | 08:00 | Rugby Union 1st XV, 2nd XV, 3rd XV, 4th XV, U16A, U16B, U15A, U15B, U14A, U14B | v Parel Vallei High School | A |
| |
| Mon22 Jul2019 |
| | 15:30 | Golf 2nd team | v South African College High School (SACS) | A |
| |
| Thu25 Jul2019 |
| | 18:00 | Squash 1st A | v South African College High School (SACS) | H |
| |
| Fri26 Jul2019 |
| | 03:00 | Squash U19A, U19B | v SACS | H |
| | 15:00 | Squash U15D | v St Georges | A |
| | 15:00 | Squash U19D | v Villagers | A |
| | 15:00 | Squash U15B | v Rondebosch Boys' High School | A |
| | 15:00 | Squash U15A | v South African College High School (SACS) | A |
| | 15:00 | Squash U19C, U15C | v South African College High School (SACS) | H |
