| Saturday 6 May | Windsor vs Royal Ascot | Match Cancelled between Windsor and Royal Ascot |
| Saturday 13 May | Kidmore End vs Windsor | Kidmore End beat Windsor by 107 runs |
| Saturday 20 May | Windsor vs Wargrave 2 | Windsor beat Wargrave 2 by 67 runs |
| Saturday 27 May | Windsor vs Aldershot | Windsor lost to Aldershot by 39 runs |
| Saturday 3 June | Bagshot vs Windsor | Bagshot lost to Windsor by 5 runs |
| Saturday 10 June | Windsor vs Theale & Tilehurst | Windsor beat Theale & Tilehurst by 6 wickets |
| Saturday 17 June | Falkland 2 vs Windsor | Falkland 2 lost to Windsor by 1 wicket |
| Saturday 24 June | Windsor vs Peppard Stoke Row | Windsor lost to Peppard Stoke Row by 2 runs |
| Saturday 1 July | Fleet vs Windsor | Windsor beat Fleet by 3 wickets |
| Saturday 8 July | Royal Ascot vs Windsor | Windsor beat Royal Ascot by 5 wickets |
| Saturday 15 July | Windsor vs Kidmore End | Match Abandoned between Kidmore End and Windsor |
| Saturday 22 July | Wargrave 2 vs Windsor | Match Cancelled between Wargrave 2 and Windsor |
| Saturday 29 July | Aldershot vs Windsor | Windsor beat Aldershot by 4 wickets |
| Saturday 5 August | Windsor vs Bagshot | Match Abandoned between Bagshot and Windsor |
| Saturday 12 August | Theale & Tilehurst vs Windsor | Theale & Tilehurst beat Windsor by 91 runs |
| Saturday 19 August | Windsor vs Falkland 2 | Falkland 2 beat Windsor by 2 wickets |
| Saturday 26 August | Peppard Stoke Row vs Windsor | Windsor beat Peppard Stoke Row by 9 wickets (ARR method) |
| Saturday 2 September | Windsor vs Fleet | Windsor beat Fleet by 7 wickets |
| Saturday 6 May | Bushy Park 2 vs Windsor 2 | Match Cancelled between Bushy Park 2 and Windsor 2 |
| Saturday 13 May | Windsor 2 vs Hillingdon Manor 2 | Hillingdon Manor 2 beat Windsor 2 by 5 wickets |
| Saturday 20 May | Amersham 3 vs Windsor 2 | Windsor 2 beat Amersham 3 by 8 wickets |
| Saturday 27 May | Taplow 2 vs Windsor 2 | Taplow 2 beat Windsor 2 by 2 wickets |
| Saturday 3 June | Windsor 2 vs Ickenham 3 | Windsor 2 beat Ickenham 3 by 7 wickets |
| Saturday 10 June | Hounslow & Whitton 2 vs Windsor 2 | Hounslow & Whitton 2 drew with Windsor 2 |
| Saturday 17 June | Windsor 2 vs OMT 2 | Windsor 2 drew with OMT 2 |
| Saturday 24 June | Chalfont St Peter vs Windsor 2 | Chalfont St Peter beat Windsor 2 by 167 runs |
| Saturday 1 July | Windsor 2 vs Hayes 3 | Windsor 2 beat Hayes 3 by 36 runs |
| Saturday 8 July | Windsor 2 vs Bushy Park 2 | Windsor 2 drew with Bushy Park 2 |
| Saturday 15 July | Hillingdon Manor 2 vs Windsor 2 | Hillingdon Manor 2 beat Windsor 2 by 3 wickets |
| Saturday 22 July | Windsor 2 vs Amersham 3 | Match Abandoned between Windsor 2 and Amersham 3 |
| Saturday 29 July | Windsor 2 vs Taplow 2 | Taplow 2 beat Windsor 2 by 5 wickets |
| Saturday 5 August | Ickenham 3 vs Windsor 2 | Match Cancelled between Ickenham 3 and Windsor 2 |
| Saturday 12 August | Windsor 2 vs Hounslow & Whitton 2 | Hounslow & Whitton 2 beat Windsor 2 by 3 wickets |
| Saturday 19 August | OMT 2 vs Windsor 2 | OMT 2 beat Windsor 2 by 4 wickets |
| Saturday 26 August | Windsor 2 vs Chalfont St Peter | Windsor 2 lost to Chalfont St Peter by 45 runs (ARR method) |
| Saturday 2 September | Hayes 3 vs Windsor 2 | Windsor 2 beat Hayes 3 by 6 wickets |
| Saturday 6 May | Wraysbury 3 vs Windsor 3 | Match Cancelled between Wraysbury 3 and Windsor 3 |
| Saturday 13 May | Windsor 3 vs Beaconsfield 4 | Windsor 3 beat Beaconsfield 4 by 27 runs |
| Saturday 20 May | Windsor 3 vs Hounslow & Whitton 4 | Hounslow & Whitton 4 beat Windsor 3 by 2 wickets |
| Saturday 27 May | Hillingdon Manor 3 vs Windsor 3 | Hillingdon Manor 3 beat Windsor 3 by 64 runs |
| Saturday 3 June | Windsor 3 vs Hayes 4 | Windsor 3 beat Hayes 4 by 95 runs |
| Saturday 10 June | Uxbridge 4 vs Windsor 3 | Uxbridge 4 lost to Windsor 3 by 24 runs |
| Saturday 17 June | Windsor 3 vs Chenies & Latimer 2 | Chenies & Latimer 2 beat Windsor 3 by 5 wickets |
| Saturday 24 June | Ickenham 4 vs Windsor 3 | Ickenham 4 beat Windsor 3 by 125 runs |
| Saturday 1 July | Windsor 3 vs Bushy Park 3 | Windsor 3 beat Bushy Park 3 by 80 runs |
| Saturday 8 July | Windsor 3 vs Wraysbury 3 | Wraysbury 3 beat Windsor 3 by 7 wickets |
| Saturday 15 July | Beaconsfield 4 vs Windsor 3 | Beaconsfield 4 beat Windsor 3 by 14 runs (ARR method) |
| Saturday 22 July | Hounslow & Whitton 4 vs Windsor 3 | Match Cancelled between Hounslow & Whitton 4 and Windsor 3 |
| Saturday 29 July | Windsor 3 vs Hillingdon Manor 3 | Windsor 3 beat Hillingdon Manor 3 by 24 runs |
| Saturday 5 August | Hayes 4 vs Windsor 3 | Match Cancelled between Hayes 4 and Windsor 3 |
| Saturday 12 August | Windsor 3 vs Uxbridge 4 | Uxbridge 4 beat Windsor 3 by 8 wickets |
| Saturday 19 August | Chenies & Latimer 2 vs Windsor 3 | Windsor 3 beat Chenies & Latimer 2 by 4 wickets |
| Saturday 26 August | Windsor 3 vs Ickenham 4 | Windsor 3 beat Ickenham 4 by 7 wickets |
| Saturday 2 September | Bushy Park 3 vs Windsor 3 | Bushy Park 3 beat Windsor 3 by 6 wickets |