| Sat8 May2021 |
|  | 09:00 | Cricket U15A | v Gordon's School | H |
|  | 09:30 | Football U18A | v Whitgift School | A |
| | 09:30 | Football Boys U18B | v Whitgift School | H |
| |
| Sun9 May2021 |
| | 09:00 | Football U15A | v ISFA Tournament | A |
| |
| Mon10 May2021 |
| | 14:30 | Cricket U13A | v Wilson's School | H |
| |
| Tue11 May2021 |
| | 11:00 | Football U13A | v ISFA Tournament | A |
| | 14:15 | Cricket U15A | v Trinity School, Croydon | H |
| |
| Wed12 May2021 |
| | 14:00 | Cricket 1st XI | v Ewell Castle School | A |
|  | 14:00 | Netball 1st VII, 2nd VII | v Langley Park School for Girls | A |
| | 14:45 | Football U18A | v Gordon's School | A |
|  | 15:45 | Tennis U11A, U10A | v Bickley Park School | H |
| |
| Thu13 May2021 |
| | 14:30 | Cricket U11A | v Bickley Park School | A |
| |
| Fri14 May2021 |
| | 13:00 | Cricket U11A | v Cumnor House School for Boys | A |
| | 13:00 | Football U11A | v ISFA Qualifier | A |
| |
| Sat15 May2021 |
| | 09:30 | Cricket U15A, U13A | v Wallington County Grammar School | A |
| | 09:30 | Cricket U14A, U12A | v Wallington County Grammar School | H |
| | tbc | Cricket U11A | v bye | A |
| |
| Mon17 May2021 |
| | 16:00 | Cricket U9A, U9A, U8A, U8A | v Oakwood Independent School | H |
| |
| Tue18 May2021 |
| | 14:15 | Cricket U15A | v Reigate Grammar School | A |
| | 15:00 | Cricket U10A, U10B | v Cumnor House School for Boys | A |
| |
| Wed19 May2021 |
| | 14:00 | Football U18A | v Millfield School | H |
| |
| Sat22 May2021 |
| | 09:00 | Cricket U12B | v Sutton Grammar School for Boys | A |
| | 09:30 | Cricket U15A, U13A | v Sutton Grammar School for Boys | A |
| | 09:30 | Cricket U14A, U12A | v Sutton Grammar School for Boys | H |
| |
| Mon24 May2021 |
| | 15:45 | Cricket U9A, U8A | v Rosemead Preparatory School | H |
| |
| Tue25 May2021 |
| | 15:30 | Cricket U11A | v Starburst Festival | A |
| | 15:45 | Cricket U11A | v St Christopher's The Hall | H |
| |
| Wed26 May2021 |
| | 14:30 | Football U18A | v Hampton School | H |
| |
| Thu27 May2021 |
| | 14:15 | Cricket Mixed | v Alleyns | H |
| |
| Sat29 May2021 |
| | tbc | Cricket U11A | v Caterham School | tbc |
| | tbc | Cricket U11A | v Whitgift School | tbc |
