| Sat19 Sep2020 |
|  | 09:30 | Football 1st XI, Sixth Form, U16A, U16B | v The Haberdashers' Aske's Boys' School | A |
| | 09:30 | Football U15A, U15B, U14A, U14B | v The Haberdashers' Aske's Boys' School | H |
| | 09:30 | Football U12A, U12B, U12C, U12D | v Highgate School | A |
| | 09:30 | Football U13A, U13B, U13C | v Highgate School | H |
| |
| Sat26 Sep2020 |
| | 14:30 | Football 1st XI, Sixth Form | v Harrow School | A |
| |
| Sat3 Oct2020 |
| | 10:00 | Football U13A, U13B, U13C, U13D, U12A, U12B, U12C, U12D | v Berkhamsted School | H |
| | 14:30 | Football 1st XI, Sixth Form, U15A, U15B | v Westminster School | A |
| | 14:30 | Football U16A, U14A, U14B | v Westminster School | H |
| |
| Wed7 Oct2020 |
|  | 16:00 | Tennis U16A, U15A | v Merchant Taylors' School, Northwood | A |
| |
| Sat10 Oct2020 |
| | 10:00 | Football U15A, U15B, U14A, U14B, U13A, U13B | v Chigwell School | A |
| | 10:00 | Football 1st XI, Sixth Form, U16A, U12A, U12B | v Chigwell School | H |
| |
| Mon12 Oct2020 |
| | 14:30 | Football U13A, U13B, U13C, U13D | v Wetherby Senior School | tbc |
| |
| Tue13 Oct2020 |
| | 14:30 | Football U14A, U14B, U14C | v Wetherby Senior School | tbc |
| |
| Wed14 Oct2020 |
| | 14:30 | Football 1st XI, Sixth Form, U16A, U16B | v Wetherby Senior School | tbc |
| |
| Thu15 Oct2020 |
| | 14:30 | Football U15A, U15B | v Wetherby Senior School | tbc |
