| 31 May 2020 | Preliminary Round | Lancing Rovers v Old Eastbournians | Lancing College Ground, Lancing | Results |
| 14 Jun 2020 | First Round | Repton Pilgrims v Old Wykehamists | Repton School Ground, Repton | Results |
| 14 Jun 2020 | First Round | Old Malvernians v Old Merchant Taylors | Malvern College Ground, Malvern | Results |
| 14 Jun 2020 | First Round | Old Alleynians v Radley Rangers | Dulwich College Ground, Dulwich | Results |
| 14 Jun 2020 | First Round | Old Bedfordians v Rugby Meteors | Bedford School Ground, Bedford | Results |
| 14 Jun 2020 | First Round | Old Hurst Johnians v Downside Wanderers | Hurstpierpoint College Ground, Hurstpierpoint | Results |
| 14 Jun 2020 | First Round | Oundle Rovers v Old Brightonians | Oundle School Ground, Oundle | Results |
| 14 Jun 2020 | First Round | not known v Harrow Wanderers | not arranged | Results |
| 14 Jun 2020 | First Round | Shrewsbury Saracens v Felsted Robins | Shrewsbury School, Shrewsbury | Results |
| 14 Jun 2020 | First Round | Old Cheltonians v Bradfield Waifs | College Ground, Cheltenham | Results |
| 14 Jun 2020 | First Round | Stowe Templars v Old Cranleighans | Stowe School Ground, Stowe | Results |
| 14 Jun 2020 | First Round | Sherborne Pilgrims v Charterhouse Friars | Charterhouse School, Godalming | Results |
| 14 Jun 2020 | First Round | Marlborough Blues v Old Millfieldians | Marlborough College Ground, Marlborough | Results |
| 14 Jun 2020 | First Round | Eton Ramblers v St Edward's Martyrs | Upper Club, Eton College | Results |
| 14 Jun 2020 | First Round | Old Amplefordians v Uppingham Rovers | Ampleforth College, Ampleforth | Results |
| 14 Jun 2020 | First Round | Old Cholmeleians v Haileybury Hermits | Highgate School Ground, Highgate | Results |
| 14 Jun 2020 | First Round | Old Tonbridgians v Old Wellingtonians | Tonbridge School Ground, Tonbridge | Results |
| 12 Jul 2020 | Quarter-Final | not known v not known | not arranged | Results |
| 12 Jul 2020 | Quarter-Final | not known v not known | not arranged | Results |
| 12 Jul 2020 | Quarter-Final | not known v not known | not arranged | Results |
| 12 Jul 2020 | Quarter-Final | not known v not known | not arranged | Results |
| 26 Jul 2020 | Semi-Final | not known v not known | not arranged | Results |
| 26 Jul 2020 | Semi-Final | not known v not known | not arranged | Results |
| 09 Aug 2020 | Final | not known v not known | Arundel Castle Cricket Club Ground, Arundel | Results |
| 28 Jun 2020 | Second Round | not known v not known | not known | Results |
| 28 Jun 2020 | Second Round | not known v not known | not known | Results |
| 28 Jun 2020 | Second Round | not known v not known | not known | Results |
| 28 Jun 2020 | Second Round | not known v not known | not known | Results |
| 28 Jun 2020 | Second Round | not known v not known | not known | Results |
| 28 Jun 2020 | Second Round | not known v not known | not known | Results |
| 28 Jun 2020 | Second Round | not known v not known | not known | Results |
| 28 Jun 2020 | Second Round | not known v not known | not known | Results |
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