| Wed24 Apr2019 |
|  | 14:15 | Rounders 1st IX | v King's College School (KCS), Wimbledon | A |
|  | 14:30 | Cricket 1st XI | v City of London Freemen's | A |
| | 14:30 | Rounders 1st IX | v King's College School (KCS), Wimbledon | A |
| |
| Fri26 Apr2019 |
| | 17:00 | Cricket 1st XI | v St George's College, Weybridge | A |
| |
| Sat27 Apr2019 |
| | 09:00 | Cricket U15A, U12A | v St George's College, Weybridge | A |
| | 09:00 | Cricket U14A, U13A | v St George's College, Weybridge | H |
| | 09:00 | Cricket U14A, U13A, U12A | v Downsend School | H |
| |
| Wed1 May2019 |
| | 14:00 | Rounders 1st IX, 2nd IX Mixed | v Glyn School | H |
| | 14:30 | Cricket U11A | v Homefield School, Surrey | A |
| | 14:30 | Cricket 1st XI | v Kingston Grammar School | A |
| | 14:30 | Rounders 1st IX | v Glyn School | H |
| |
| Thu2 May2019 |
| | 14:30 | Cricket U9A, U9B, U9C | v Micklefield School | A |
| | 14:30 | Cricket U8A | v Micklefield School | H |
|  | 16:30 | Athletics Mixed U15A, U14A | v Claremont Fan Court School | A |
| |
| Sat4 May2019 |
| | 09:00 | Cricket U14A, U13A, U12A | v Training Game | H |
| | 09:30 | Cricket U14A, U12A | v Wallington County Grammar School | A |
| | 09:30 | Cricket U15A, U13A | v Wallington County Grammar School | H |
| |
| Wed8 May2019 |
| | 14:00 | Cricket 1st XI | v Wilson's School | H |
| |
| Thu9 May2019 |
| | 09:00 | Athletics Mixed U15A | v District Athletics | tbc |
| |
| Fri10 May2019 |
| | 16:00 | Cricket U13A | v Surbiton High School | A |
| |
| Sat11 May2019 |
| | 09:30 | Cricket U14A, U13A, U12A | v Epsom College | A |
| | 09:30 | Cricket U12A | v St Thomas Clapham | A |
| | 09:30 | Cricket U13A | v St Thomas Clapham | H |
| |
| Mon13 May2019 |
| | 16:00 | Cricket U12A | v Surbiton High School | H |
| |
| Wed15 May2019 |
| | 14:00 | Cricket U10A | v Aberdour School | H |
| | 14:30 | Cricket 1st XI | v Emanuel School | A |
| |
| Thu16 May2019 |
| | 14:00 | Cricket U9A, U8A | v Aberdour School | H |
| | 14:30 | Athletics Mixed U13A | v Claremont Fan Court School | A |
| | 14:30 | Cricket U9A, U9B, U8A | v Homefield School, Surrey | A |
| | N/A | Athletics Mixed U12A | v Claremont Fan Court School | A |
| |
| Sat18 May2019 |
| | 09:30 | Cricket U14A, U13A | v Wilson's School | A |
| | 09:30 | Cricket U15A, U12A | v Wilson's School | H |
| | 09:30 | Cricket U12A | v Feltonfleet School | A |
| | 09:30 | Cricket U14A, U13A | v Feltonfleet School | H |
| |
| Mon20 May2019 |
| | 14:30 | Cricket U11D | v Aberdour School | H |
| |
| Wed22 May2019 |
| | 14:00 | Cricket U10A | v Rowan Preparatory School | H |
| | 14:30 | Cricket U11A, U11B, U11C | v Aberdour School | A |
| |
| Thu23 May2019 |
| | 14:00 | Athletics Mixed U15A, U14A | v Claremont Fan Court School | A |
| | 14:30 | Cricket U9C, U8A, U8B | v Aberdour School | A |
| | 14:30 | Cricket U9A, U9B | v Aberdour School | H |
