| Thu17 Oct2019 |
|  | 14:30 | Football U14A | v Skinners Academy | H |
| | 15:30 | Football U12A | v St Aloysius' College | A |
|  | 16:30 | Water Polo U13A | v Alleyn's School | A |
|  | 16:45 | Basketball U18 | v Westcliff High School For Boys | A |
| | 17:00 | Water Polo U15A | v Highgate School | H |
| |
| Wed30 Oct2019 |
| | 14:30 | Football 1st XI, 2nd XI, 3rd XI, 4th XI, 5th XI | v Sutton Grammar School for Boys | H |
| |
| Mon4 Nov2019 |
| | 14:30 | Football U13A, U13B, U13C, U13D | v Royal Russell School | A |
| |
| Tue5 Nov2019 |
| | 14:30 | Football U15A, U15B, U15C | v Aldenham School | H |
| | 16:00 | Water Polo 1st | v King's College School (KCS), Wimbledon | H |
| | 16:30 | Water Polo 1st | v London Oratory School | H |
| | 17:00 | Basketball U18 | v DLD College London | H |
| | 17:00 | Water Polo 1st | v Alleyn's School | H |
| |
| Wed6 Nov2019 |
| | 14:30 | Football 1st XI, 2nd XI | v Brentwood School | H |
| | 16:00 | Water Polo U13A | v Dulwich College | A |
| | 16:00 | Water Polo U14A | v Eltham College | H |
| | 16:00 | Water Polo U14A | v Highgate School | H |
| | 17:00 | Basketball U15 | v Whitgift School | A |
| |
| Thu7 Nov2019 |
| | 14:30 | Football U14A, U14B | v Alleyn's School | A |
| | 16:00 | Water Polo U15A | v St Paul's School | H |
| | 17:00 | Basketball U16 | v King's College School (KCS), Wimbledon | A |
| |
| Fri8 Nov2019 |
| | 14:00 | Football | v Blackheath Nursery & Preparatory School | A |
| | 14:30 | Football | v Stoke Newington School & Sixth Form | H |
| |
| Mon11 Nov2019 |
| | 14:00 | Football U13A | v Aldenham School | A |
| | 17:00 | Basketball U16 | v Alleyn's School | A |
| |
| Tue12 Nov2019 |
| | 14:00 | Football U15A, U15A | v Charterhouse | A |
| | 16:00 | Water Polo 1st | v St Paul's School | H |
| | 16:00 | Water Polo 1st | v Queen Elizabeth's School, Barnet | H |
| | 17:00 | Basketball U14 | v King's College School (KCS), Wimbledon | A |
| | 17:00 | Water Polo 1st | v The Haberdashers' Aske's Boys' School | H |
| | 17:00 | Water Polo 1st | v London Oratory School | H |
| |
| Thu14 Nov2019 |
| | 14:00 | Football U15A, U14A | v Brentwood School | H |
| | 16:00 | Water Polo U13A, Mixed U13A | v Eltham College | A |
| |
| Fri15 Nov2019 |
| | 14:30 | Football U12A, U12B, U12C, U12D, U11A, U11B, U11C | v Alleyn's School | A |
| | 16:30 | Basketball U18 | v Greig City Academy | H |
