| Wed19 Jun2019 |
|  | 11:30 | Cricket 1st XI | v Marylebone Cricket Club (MCC) | H |
|  | 16:00 | Golf U18A | v Foursomes Practice | H |
|  | 17:00 | Water Polo U13A | v Dulwich Prep London | H |
| |
| Thu20 Jun2019 |
|  | 10:00 | Athletics U15A, U13A | v ESAA Regional A Final @ Julie Rose | A |
| | 14:30 | Golf U13A | v Langley Park School for Boys | H |
| | 16:00 | Cricket U12D, U12E | v Whitgift School | H |
| | 17:30 | Cricket Domini XI | v CTCCC | H |
| | tbc | Golf U13A | v ISGA Junior League Finals | A |
| |
| Fri21 Jun2019 |
| | 09:30 | Athletics U15A, U14A, U13A, U12A | v London Schools Simmonds Cup@Mile End | A |
| | 14:30 | Cricket U11A | v King's College School (KCS), Wimbledon | A |
| | 16:15 | Cricket 1st XI | v Merchant Taylors' School, Northwood | A |
| |
| Sat22 Jun2019 |
|  | | Rowing | Marlow Regatta | |
| | 09:30 | Cricket U12A | v Cranmore School | A |
| | 09:30 | Cricket U13A | v Cranmore School | H |
| | 11:00 | Fencing: Whitgift v Brentwood (A) | |
| | 11:00 | Cricket 1st XI | v Cranleigh School | A |
| | 14:00 | Cricket 3rd XI, U15A, U15B, U15C | v Cranleigh School | A |
| | 14:00 | Cricket 2nd XI, U14A, U14B, U14C | v Cranleigh School | H |
| |
| Sun23 Jun2019 |
| | | Rowing | Thames Valley Park Regatta | |
| |
| Mon24 Jun2019 |
| | 16:00 | Cricket Domini XI | v Whitgift Common Room Allstars | H |
| | tbc | Golf U18A | v ISGA HG Trophy | A |
| |
| Tue25 Jun2019 |
| | 11:00 | Cricket 1st XI | v Crusaders Australia | H |
| | 14:15 | Cricket U15A | v Epsom College | A |
| | 16:00 | Cricket U13A | v Hampton School | H |
| |
| Wed26 Jun2019 |
| | 11:00 | Cricket 1st XI | v Bede's School | H |
| | 16:00 | Golf U18A | v Foursomes Practice | H |
| |
| Thu27 Jun2019 |
| | 11:00 | Cricket 1st XI | v Grey High School SA | H |
| | 14:00 | Cricket U13D, U13E | v Whitgift School | H |
| |
| Fri28 Jun2019 |
| | | Rowing | Henley Royal Regatta Qualifying Races | |
| | 14:15 | Cricket U11A, U11B | v Alleyn's School | A |
| |
| Sat29 Jun2019 |
| | 09:00 | Cricket U13A | v Cornwall House SA | H |
| | 09:00 | Cricket U13B, U13D | v Kingston Grammar School | A |
| | 09:00 | Cricket U12D | v Kingston Grammar School | H |
|  | 09:00 | Tennis U15A | v ISTA National Championships | A |
| | 09:30 | Cricket U14A, U14C | v Glyn School | A |
| | 09:30 | Cricket U12A | v London Schools CA | A |
| | 09:30 | Cricket U12B | v Kingston Grammar School | H |
| | 11:00 | Cricket 1st XI | v Parramatta Australia | H |
| | 11:00 | Cricket 2nd XI | v Kingston Grammar School | A |
| | 13:00 | Cricket 3rd XI, U15A | v Parramatta Australia | H |
| | 14:00 | Cricket U15B, U15C | v Kingston Grammar School | A |
| | 14:00 | Cricket U14B, U14D | v Kingston Grammar School | H |
| | 14:00 | Tennis U18A | v ISTA National Championships | A |
| | tbc | Rowing | Richmond Regatta | Richmond |
| |
| Sun30 Jun2019 |
| | 07:30 | Tennis U18A | v ISTA National Championships | A |
| | 09:00 | Tennis U15A | v ISTA National Championships | A |
| | 11:00 | Cricket Domini XI | v CTCCCC | H |
| | tbc | Golf U18A | v HMC Foursomes Finals Practice day | A |
| |
| Mon1 Jul2019 |
| | 08:30 | Golf U18A | v HMC Foursomes FInals | A |
| | 09:00 | Tennis U18A, U15A, U13A | v ISTA National Championships | A |
| | 13:30 | Cricket U14A, U12A | v TBC | H |
| | tbc | Golf U18A | v SSGA Championships | A |
| |
| Tue2 Jul2019 |
| | 08:30 | Golf U18A | v HMC Foursomes FInals | A |
| | 09:00 | Tennis U18A, U15A, U13A | v ISTA National Championships | A |
| | 11:00 | Cricket 1st XI | v Kent Street Perth Australia | H |
| |
| Wed3 Jul2019 |
| | | Rowing | Henley Royal Regatta | |
