| Wed22 May2019 |
|  | 14:00 | Cricket U13B | v Sevenoaks Preparatory School | A |
| | 14:00 | Cricket U13A | v Sevenoaks Preparatory School | H |
| | 14:00 | Cricket U11A, U11B, U11C | v Ashford School | A |
| | 14:30 | Cricket U13C | v Sevenoaks Preparatory School | A |
| | 14:30 | Cricket U11A, U11B | v Spring Grove School | H |
|  | 14:30 | Kwik Cricket U11A, U10B, U10C | v Ashford School | A |
| |
| Thu23 May2019 |
| | 10:15 | Cricket U15A | v Kent Schools' Hardball Tournament | A |
| | 14:30 | Cricket 1st XI | v St Edmund's School, Canterbury | A |
| |
| Fri24 May2019 |
| | 15:45 | Cricket U15A | v Norton Knathbull | H |
| |
| Sun26 May2019 |
| | 11:00 | Cricket 1st XI | v Marylebone Cricket Club (MCC) | H |
| |
| Tue4 Jun2019 |
| | 14:15 | Cricket U15A | v Claremont Senior School | H |
| | 14:30 | Cricket U15A, U15B, U15B, U14A | v Ashford School | A |
| | 14:30 | Cricket U14A | v Ashford School | H |
| |
| Sat8 Jun2019 |
| | 13:30 | Cricket U15A, U14A, U14B | v The King's School, Canterbury | A |
| | 13:30 | Cricket U15A, U15B, U14A | v The King's School Canterbury | A |
| | 14:00 | Cricket U15A | v Duke of York's Royal Military School | A |
| | 14:00 | Cricket 1st XI, U14B | v Duke of York's Royal Military School | H |
| |
| Tue11 Jun2019 |
| | 14:30 | Cricket U15A, U14A | v Tonbridge School | H |
| | 14:30 | Cricket U15B | v Ashford School | A |
| |
| Wed12 Jun2019 |
| | 14:30 | Cricket U13C, U11A, U11B | v Marlborough House School | A |
| | 14:30 | Cricket U13A, U13B, U10A, U10B | v Marlborough House School | H |
| |
| Thu13 Jun2019 |
| | 14:30 | Cricket U17A | v Colfe's School | A |
| | 14:30 | Cricket 1st XI | v St Lawrence College | tbc |
| |
| Sat15 Jun2019 |
| | 13:00 | Cricket 1st XI | v Lancing College | A |
| | 13:30 | Cricket 2nd XI, U15A, U15B | v Lancing College | A |
| | 14:00 | Cricket U15A | v Lancing College | H |
| |
| Tue18 Jun2019 |
| | 14:30 | Cricket U15B | v Gad's Hill School | H |
| | 14:30 | Cricket U15A, U14A | v Claremont Senior School | H |
| |
| Wed19 Jun2019 |
| | 14:30 | Cricket U13B | v Bickley Park School | A |
| | 14:30 | Cricket U11A | v Bickley Park School | H |
| |
| Thu20 Jun2019 |
| | 14:30 | Cricket 1st XI | v Ashford School | H |
