| Fri18 Oct2019 |
|  | 14:00 | Cricket Prep Griffins, Prep Tigers | v Mini Cricket - Hermitage House and BCS | H |
|  | 14:00 | Tennis U13B | v DSG | A |
| | 14:00 | Tennis U13A | v DSG | H |
| | 14:15 | Tennis U11A | v Port Alfred School | A |
|  | 16:15 | Water Polo U13A | v Pearson High School | A |
| | 16:30 | Water Polo U11A | v Pearson High School | A |
| |
| Sat19 Oct2019 |
|  | 09:00 | Basketball U13A | v Queens College | A |
| | 09:00 | Cricket Boys U13B, U13C, U11B | v Woodridge Prep | A |
| | 09:00 | Cricket 1st XI, U11A, U9A | v Woodridge Prep | H |
| | 09:00 | Cricket Boys U9B | v Woodridge Prep | tbc |
| | 14:00 | Cricket Prep Lions | v Mini Cricket - BCS | A |
| |
| Sun20 Oct2019 |
| | 09:00 | Cricket 1st XI, U11A | v Zambian Cricket Tour to Grahamstown | H |
| |
| Tue22 Oct2019 |
| | 14:00 | Tennis U13B | v Graeme Primary School | H |
| |
| Wed23 Oct2019 |
| | 14:00 | Cricket Boys U11B | v Shaw Park | H |
| |
| Fri25 Oct2019 |
| | 12:30 | Basketball U12A | v St Benedict's Junior School | A |
| | 12:30 | Basketball U13A | v St Benedict's College | A |
| | 14:00 | Tennis U13A, U12A, U11A, U10A | v Tennis Albany Trials | H |
| |
| Sat26 Oct2019 |
| | 07:30 | Basketball U12A | v AISJ U12 Basketball Invitational Tournament | A |
| | 08:00 | Tennis U13A, U12A, U11A, U10A | v Tennis Albany Trials | H |
| | 09:00 | Cricket 1st XI, U13B, U13C, U11A, U11B | v Grey Junior | A |
| |
| Sun27 Oct2019 |
| | 08:00 | Tennis U13A, U12A, U11A, U10A | v Tennis Albany Trials | tbc |
| |
| Tue29 Oct2019 |
| | 14:00 | Tennis U11A | v Graeme Primary School | A |
| | 14:00 | Tennis U11B | v Graeme Primary School | H |
| |
| Fri1 Nov2019 |
| | 09:00 | Tennis U13A | v Graaf-Reinet Invitational Tennis Tournament | A |
| | 14:00 | Tennis U13B | v PJ Olivier High School | H |
| |
| Sat2 Nov2019 |
| | 03:00 | Tennis U13A | v Graaf-Reinet Invitational Tennis Tournament | A |
| | 09:00 | Cricket Boys U13B, U11B | v Graeme Junior | A |
| | 09:00 | Cricket 1st XI, U13C, U11A, U9A | v Graeme Junior | H |
| | 09:00 | Cricket Boys U9B | v Graeme Junior | tbc |
| |
| Tue5 Nov2019 |
|  | 14:00 | Swimming U13A, U12A, U11A, U10A, Mixed U9A | v Dolphin Shield Gala | A |
| |
| Fri8 Nov2019 |
| | 14:00 | Tennis U11B | v Port Alfred School | H |
| | 14:00 | Tennis U11A | v Diocesan School for Girls (DSG) | A |
| | 14:00 | Tennis U11B | v Diocesan School for Girls (DSG) | H |
| |
| Sat9 Nov2019 |
| | 09:00 | Cricket Boys U13B, U13C, U9A | v Hudson Park | A |
| | 09:00 | Cricket 1st XI, U11A | v Hudson Park | H |
| | 09:00 | Cricket Boys U9B | v Hudson Park | tbc |
| |
| Mon11 Nov2019 |
| | 14:00 | Tennis U11A, U11B | v Kingswood College | tbc |
| |
| Fri15 Nov2019 |
| | 14:00 | Tennis U13B | v Kingswood College | A |
| | 14:00 | Tennis U13A | v Kingswood College | H |
| |
| Sat16 Nov2019 |
| | 09:00 | Cricket 1st XI, U11A, U9A | v Dale Junior | A |
| | 09:00 | Cricket Boys U13B, U13C, U11B | v Dale Junior | H |
| | 09:00 | Cricket Boys U9B | v Dale Junior | tbc |
