| Thu25 Apr2019 |
|  | 14:15 | Cricket 1st XI | v Clifton College | A |
| |
| Sat27 Apr2019 |
|  | | Rowing | Junior Inter Regional Regatta | Peterborough City RC |
| | 11:30 | Cricket 1st XI | v Radley College | A |
| | 13:45 | Rowing House Pots Regatta | Tewkesbury |
| | 14:00 | Cricket Colts A, Yearlings A, Yearlings B, Yearlings C | v Radley College | A |
| | 14:00 | Cricket 2nd XI, 3rd XI, Junior Colts A, Junior Colts B, Junior Colts C | v Radley College | H |
|  | 14:00 | Tennis Boys 1st VI, Girls 1st VI, Boys 2nd VI, Girls 2nd VI, 3rd VI, 4th VI, 5th VI | v St Edward's School, Oxford | A |
| | 14:00 | Tennis U15A, U15B, U15C, U14A, U14B, U14C, U14D | v St Edward's School, Oxford | H |
| | 14:30 | Cricket Junior Colts C | v Radley College | H |
| |
| Sun28 Apr2019 |
| | 14:30 | Cricket 'A' XI | v Old Cheltonians | H |
| |
| Tue30 Apr2019 |
| | 17:00 | Cricket U15A | v Dumbleton CC | H |
| |
| Thu2 May2019 |
| | 11:00 | Cricket 1st XI | v Free Foresters | H |
|  | 13:30 | Athletics | Achilles Relays | Ifley Road,Oxford |
| | 14:00 | Cricket Yearlings A, Yearlings B, Yearlings C | v Clifton College | A |
| | 14:00 | Cricket Junior Colts A, Junior Colts B | v Clifton College | H |
| | 14:30 | Cricket U15A | v Clifton College | A |
|  | 16:00 | Basketball U18A | v The Crypt School | H |
| |
| Tue7 May2019 |
| | 15:45 | Athletics | Radley Relays | Radley College, Oxfordshire, OX14 2HR |
| |
| Thu9 May2019 |
|  | 14:00 | Clay Pigeon Shooting Mixed U18A | v Millfield School | H |
| | 14:00 | Cricket Junior Colts A | v Millfield School | H |
| | 14:00 | Tennis Boys 1st VI, 2nd VI | v Dean Close School | H |
| |
| Fri10 May2019 |
| | 17:30 | Cricket 1st XI | v The King's School, Gloucester | H |
| |
| Sat11 May2019 |
| | 11:30 | Cricket 1st XI | v Abingdon School | H |
| | 11:35 | Athletics | Rugby Athletics | Rugby School, Warwickshire, CV22 5EH |
| | 14:00 | Cricket 2nd XI, Junior Colts A, Junior Colts B, Junior Colts C | v Abingdon School | A |
| | 14:00 | Cricket 3rd XI, Yearlings A, Yearlings B, Yearlings C | v Abingdon School | H |
| | 14:00 | Cricket U15A | v The King's School, Gloucester | H |
| | 14:00 | Tennis Boys 1st VI, 2nd VI, U15A | v Bromsgrove School | H |
| | 14:00 | Tennis U15A, U15B, U15C, U14A, U14B, U14C | v Dean Close School | A |
| | 14:00 | Tennis Girls 1st VI, 2nd VI, 3rd VI, 4th VI | v Dean Close School | H |
| |
| Sun12 May2019 |
| | 13:00 | Cricket Yearlings A | v Gloucestershire CCC | H |
| |
| Mon13 May2019 |
| | 13:45 | Athletics | English Schools T&F Cup | Prince of Wales Stadium, Cheltenham |
| |
| Tue14 May2019 |
| | 14:30 | Tennis Girls 3rd VI, 3rd VI, 4th VI, 4th VI | v Cheltenham Ladies' College | A |
| | 14:30 | Tennis Girls 1st VI, 1st VI, 2nd VI, 2nd VI | v Cheltenham Ladies' College | H |
| | 15:00 | Cricket 1st XI | v Marlborough College | H |
| |
| Thu16 May2019 |
| | 14:00 | Tennis Girls 1st VI, 2nd VI, 3rd VI, 4th VI, 5th VI | v Senior House Pots | H |
|  | 14:30 | Shooting 1st | v Marlborough College | A |
| | 14:30 | Tennis U15A, U15B, U15C | v Cheltenham Ladies' College | A |
| |
| Sat18 May2019 |
| | 11:30 | Cricket 1st XI | v Rugby School | A |
| | 12:30 | Athletics | Bromsgrove Athletics | Bromsgrove School, Worcestershire, B61 7DU |
| | 14:15 | Cricket 3rd XI, Junior Colts A, Junior Colts B, Junior Colts C | v Rugby School | A |
| | 14:15 | Cricket 2nd XI, 4th XI, Yearlings A, Yearlings B, Yearlings C | v Rugby School | H |
| | 14:30 | Tennis U15A, U15B, U15C, U14A, U14B, U14C | v Wellington College | A |
| | 14:30 | Tennis Girls 1st VI, 2nd VI, 3rd VI | v Wellington College | H |
| | tbc | Cricket U15A, U14A | v Bristol Grammar School | tbc |
| |
| Sun19 May2019 |
| | 13:00 | Cricket Junior Colts A | v Gloucestershire CCC U15 | H |
| |
| Tue21 May2019 |
| | 14:00 | Tennis U15A, U15B, U15C, U14A, U14B, U14C | v Junior House Pots | H |
| |
| Thu23 May2019 |
| | 14:30 | Tennis U15A, U15B, U15C, U14A, U14B, U14C | v Clifton College | A |
| | 14:30 | Tennis Boys 1st VI, Girls 1st VI, Boys 2nd VI, Girls 2nd VI, 3rd VI | v Clifton College | H |
| |
| Fri24 May2019 |
| | 17:30 | Cricket 1st XI | v University of Bristol | H |
