| Wed15 Apr2020 |
|  | 11:00 | Cricket 1st XI | v Marylebone Cricket Club (MCC) | H |
| |
| Sat18 Apr2020 |
| | 10:00 | Cricket 1st XI | v Dulwich College | H |
| | 10:00 | Cricket 1st XI | v King's College School (KCS), Wimbledon | H |
| | 10:00 | Cricket 1st XI | v Trinity School, Croydon | H |
| | 11:00 | Cricket U14A | v Reed's School | A |
| | 11:00 | Cricket U15A | v Reed's School | H |
| |
| Thu23 Apr2020 |
| | 11:00 | Cricket 1st XI | v Harrow School | A |
| | 14:00 | Cricket U15A, U15B, U15C | v Harrow School | A |
| | 14:00 | Cricket 2nd XI, 3rd XI, U14A, U14B, U14C | v Harrow School | H |
| |
| Sat25 Apr2020 |
| | 09:30 | Cricket U12A, U12B, U12C | v Merchant Taylors' School, Northwood | A |
| | 09:30 | Cricket 4th XI, U13A, U13B, U13C | v Merchant Taylors' School, Northwood | H |
| | 11:00 | Cricket 1st XI | v Merchant Taylors' School, Northwood | H |
| | 13:00 | Cricket 3rd XI | v Merchant Taylors' School, Northwood | H |
| | 14:00 | Cricket 2nd XI, U15A, U15B, U15C | v Merchant Taylors' School, Northwood | A |
| | 14:00 | Cricket U14A, U14B, U14C | v Merchant Taylors' School, Northwood | H |
|  | 14:00 | Tennis U18A | v Charterhouse | A |
|  | 14:30 | Athletics Squad | v Harrow (U15/U17/U20) | A |
| | 15:00 | Louis Brothers (OH) Football match - TBC | Hampton School (F1 - 3G. Reception at Old Boys) |
| |
| Wed29 Apr2020 |
| | 11:00 | Cricket 1st XI | v Tiffin School | H |
| | 14:00 | Cricket 3rd XI, 4th XI | v King's College School (KCS), Wimbledon | H |
| | 14:00 | Cricket 2nd XI | v Tiffin School | A |
| |
| Thu30 Apr2020 |
| | 13:30 | Athletics Squad | v Achilles Relays (U15/U17/U20) | A |
| | 14:30 | Cricket U14D | v Reed's School | H |
| | 14:30 | Cricket U14A | v The Heathland School, Hounslow | H |
| |
| Fri1 May2020 |
| | 15:30 | Tennis U12A | v Tiffin School | H |
| |
| Sat2 May2020 |
| | 09:30 | Cricket 4th XI | v Reed's School | H |
| | 09:30 | Cricket U13A, U13B | v Tiffin School | A |
| | 09:30 | Cricket U12A, U12B | v Tiffin School | H |
| | 11:30 | Cricket 1st XI | v Eton College | A |
| | 13:00 | Cricket 2nd XI, U15A, U15B, U15C | v Eton College | H |
| | 14:00 | Cricket 3rd XI, U14A, U14B, U14C | v Eton College | A |
