| Wed22 May2019 |
|  | 14:30 | Cricket U15A, U12A | v King Edward VI Grammar School, Chelmsford | A |
| | 14:30 | Cricket U14A, U13A | v King Edward VI Grammar School, Chelmsford | H |
|  | 16:00 | Rounders U15A, U14A, U14B | v Hall Mead School | H |
|  | 16:15 | Tennis U15B | v Forest School | A |
| |
| Thu23 May2019 |
|  | 09:00 | Athletics | v Track & Field National Cup - 1st Round | A |
| | 10:00 | Athletics | v Track & Field National Cup - 1st Round | A |
| | 10:30 | Athletics U16A | v 1st Round ESAA Schools Cup | A |
| | 10:30 | Athletics U14A | v 1st Round of ESAA Schools Cup | A |
| |
| Mon3 Jun2019 |
| | 14:30 | Cricket U14A, U12A | v Saffron Walden County High School | A |
| | 14:30 | Cricket U15A, U13A | v Saffron Walden County High School | H |
| |
| Tue4 Jun2019 |
| | 14:30 | Cricket U12A | v The King John School | A |
| | 14:30 | Cricket U13A | v Barking Abbey School | H |
| | 16:00 | Tennis U15A, U13A | v Havering Schools' Tennis | A |
| |
| Wed5 Jun2019 |
| | 14:30 | Cricket U13A, U13A | v Mayfield School | A |
| | tbc | Athletics U13A | v Year 7 Lee Valley Cup | A |
| | tbc | Athletics U15A | v Year 8/9 Lee Valley Cup | A |
| |
| Thu6 Jun2019 |
| | 14:30 | Tennis U15A, U15B, U14A, U14B, U14B | v Harrow School | A |
| |
| Mon10 Jun2019 |
| | 16:00 | Athletics U16A, U15A, U14A, U13A | v Forest School | A |
| | 16:00 | Tennis U13A | v Havering Schools' Tennis | A |
| |
| Tue11 Jun2019 |
| | 16:00 | Rounders U13A, U12A | v Hall Mead School | A |
| | 16:00 | Tennis U15A | v Havering Schools' Tennis | A |
| |
| Wed12 Jun2019 |
| | 10:00 | Athletics U14A (Athletics aka U15), U12A | v Lee Valley Outdoor Cup | A |
| | 16:00 | Rounders U13A, U13B | v Redden Court School | A |
| |
| Thu13 Jun2019 |
| | 14:30 | Athletics U17A (Year 12), U15A (Year 9/10), U14A (Athletics aka U15) | v Radley College Multi-Events Match | A |
| | 14:30 | Cricket U12A, U12B | v Forest School | A |
| |
| Sat15 Jun2019 |
| | 09:00 | Athletics U15A (Year 9/10), U14A (Athletics aka U15), U13A (Year 8), U12A | v Brentwood School | A |
| |
| Mon17 Jun2019 |
| | 15:30 | Cricket U14A | v Bower Park Academy | H |
| | 16:00 | Rounders U14A | v Havering Rally | tbc |
| |
| Tue18 Jun2019 |
| | 16:00 | Rounders U13A, U12A | v Emerson Park Academy | H |
| | tbc | Athletics U16A, U14A | v Possible ESAA Schools Cup Regional A final | A |
| |
| Wed19 Jun2019 |
| | 14:30 | Cricket 1st XI | v Bishop's Stortford College | A |
| | 16:00 | Cricket U13B | v Emerson Park Academy | A |
| | 16:00 | Rounders U15A | v Havering Rally | tbc |
| |
| Thu20 Jun2019 |
| | 16:00 | Athletics U13A | v Havering Schools Track and Field Trials | H |
| | 16:00 | Athletics U12A | v Year 7 Havering District Trials @ CCCS | H |
