| Sat27 Apr2019 |
|  | 09:30 | Cricket U15A, U13A | v Wilson's School | A |
| | 09:30 | Cricket U14A, U12A | v Wilson's School | H |
| | 12:30 | Cricket 1st XI | v Wilson's School | H |
| |
| Fri3 May2019 |
| | 14:30 | Cricket U12B | v Alleyn's School | A |
| | 14:30 | Cricket U12A | v Alleyn's School | H |
| |
| Sat4 May2019 |
| | 14:00 | Cricket 1st XI, U18B, U15A, U15B, U13A, U13B, U12B | v Christ's Hospital | A |
| | 14:00 | Cricket U14A, U14B, U12A | v Christ's Hospital | H |
| |
| Tue7 May2019 |
| | 14:00 | Cricket U15B | v Hampton School | A |
| |
| Wed8 May2019 |
| | 14:30 | Cricket 1st XI | v Emanuel School | A |
| |
| Fri10 May2019 |
| | 14:30 | Cricket U12A, U12B | v Colfe's School | H |
| |
| Sat11 May2019 |
| | 09:30 | Cricket 1st XI, U14A | v Colfe's School | A |
| | 09:30 | Cricket U15A, U13A, U13B | v Colfe's School | H |
| |
| Mon13 May2019 |
| | 13:30 | Cricket U13A, U13B | v Kingston Grammar School | A |
| | 14:30 | Cricket U12A, U12B | v Epsom College | A |
| |
| Wed15 May2019 |
| | 14:30 | Cricket U13A, U13B | v Epsom College | A |
| |
| Thu16 May2019 |
| | 14:15 | Cricket U15A, U15B | v Epsom College | A |
| |
| Fri17 May2019 |
| | 14:15 | Cricket U12A, U12B | v Kingston Grammar School | A |
| | 14:30 | Cricket U12A, U12B | v Kingston Grammar School | tbc |
| |
| Sat18 May2019 |
| | 09:30 | Cricket U13A, U12A | v Glyn School | A |
| | 09:30 | Cricket U15A, U14A | v Glyn School | H |
| |
| Tue21 May2019 |
| | 14:00 | Cricket U15B | v Hampton School | A |
| |
| Wed22 May2019 |
| | 14:15 | Cricket 1st XI | v Alleyn's School | H |
