| Tue22 Jun2021 |
|  | 14:00 | Cricket U14A | v Claremont Senior School | H |
| | 14:30 | Cricket U12A | v Simon Langton Grammar School for Boys | A |
| | 14:30 | Cricket U14B | v Claremont Senior School | H |
| |
| Wed23 Jun2021 |
| | 14:00 | Cricket 1st XI | v Sir Joseph Williamson's Mathematical School | A |
| | 14:00 | Cricket 1st XI | v Claremont Senior School | A |
| |
| Thu24 Jun2021 |
| | 14:00 | Cricket U15A | v Claremont Senior School | H |
| | 14:30 | Cricket U15C | v Claremont Senior School | H |
| |
| Fri25 Jun2021 |
| | 14:00 | Cricket U12A, U12B | v Cranbrook School | A |
| |
| Sat26 Jun2021 |
| | 09:30 | Cricket U15B | v Brentwood School | H |
| | 10:00 | Cricket 1st XI, U15A, U13A | v Cranbrook School | A |
| |
| Mon28 Jun2021 |
|  | 11:00 | Cricket Sixes U12A | v St Benedict's School | A |
| | 11:45 | Cricket Sixes U12A | v John Fisher School | H |
| | 14:00 | Cricket U13A | v Eltham College | A |
| |
| Tue29 Jun2021 |
| | 14:00 | Cricket U14A | v Cranbrook School | A |
| | 14:00 | Cricket U14A | v Cranbrook School | tbc |
| |
| Sat3 Jul2021 |
| | 12:15 | Cricket 1st XI | v Sutton Valence School | H |
| | 13:00 | Cricket 2nd XI, U15A, U14B, U13B | v Sutton Valence School | A |
| | 14:00 | Cricket U15B, U14A, U13A | v Sutton Valence School | H |
| |
| Mon5 Jul2021 |
| | 11:30 | Cricket 1st XI | v Skinners' School | A |
| | 14:00 | Cricket U13B | v St Olave's Grammar School, Kent | H |
| |
| Tue6 Jul2021 |
| | 14:00 | Cricket U14B | v St Olave's Grammar School, Kent | A |
| |
| Thu8 Jul2021 |
| | 14:00 | Cricket U15B | v St Olave's Grammar School, Kent | H |
| |
| Fri9 Jul2021 |
| | 14:00 | Cricket U12A, U12B, U12C | v St Olave's Grammar School, Kent | A |
| |
| Sat10 Jul2021 |
| | 09:30 | Cricket U13A | v St Olave's Grammar School, Kent | A |
| | 09:30 | Cricket U15A, U14A | v St Olave's Grammar School, Kent | H |
