| 19 May 1985 | First Round | Long Crendon v West Wycombe | The Recreation Ground, Long Crendon | Results |
| 19 May 1985 | First Round | Henton v Wing | Hill Top Ground, Chinnor | Results |
| 19 May 1985 | First Round | Royal Air Force Institute of Pathology and Tropical Medicine v Aylesbury Town | Royal Air Force Halton Cricket Ground, Aylesbury | Results |
| 19 May 1985 | First Round | Waddesdon v Dinton | Waddesdon Manor, Waddesdon | Results |
| 19 May 1985 | First Round | Ivinghoe Aston v Northchurch | Ivinghoe Aston | Results |
| 19 May 1985 | First Round | Wingrave v Hazells | Wingrave Park, Wingrave | Results |
| 19 May 1985 | First Round | Marsh Gibbon v Longwick | The Recreation Ground, Marsh Gibbon | Results |
| 19 May 1985 | First Round | Tring Park v Molins | London Road, Tring | Results |
| 19 May 1985 | First Round | Ivinghoe and Pitstone v Whitchurch | Pitstone Recreation Ground, Pitstone | Results |
| 19 May 1985 | First Round | Great Missenden v Turner Wright and Partners | Nag's Head Meadow, Great Missenden | Results |
| 19 May 1985 | First Round | Chesterton and Wendlebury v Equitable Life | Chesterton Playing Fields, Chesterton | Results |
| 19 May 1985 | First Round | Walton v Royal Air Force Halton | Rivet Sports and Social Club Ground, Aylesbury | Results |
| 19 May 1985 | First Round | Potten End v Berkhamsted Town | Homefield, Potten End | Results |
| 19 May 1985 | First Round | Thame Town v Stewkley Second XI | Church Meadow, Thame | Results |
| 19 May 1985 | First Round | Target Life v Buckinghamshire County Council | Marsh Road, Little Kimble | Results |
| 19 May 1985 | First Round | Thame Town Second XI v Bourne End | Church Meadow, Thame | Results |
| 19 May 1985 | First Round | Brill v Westcott | Church Close, Brill | Results |
| 19 May 1985 | First Round | Aston Clinton v Princes Risborough | Church Lane, Aston Clinton | Results |
| 19 May 1985 | First Round | Long Marston v Chinnor | Marlins, Long Marston | Results |
| 19 May 1985 | First Round | Kimble v Bledlow | Marsh Road, Little Kimble | Results |
| 19 May 1985 | First Round | Aylesbury West Indians v Grendon Prison Officers | Alfred Rose Park, Aylesbury | Results |
| 19 May 1985 | First Round | Little Kingshill v CBS | Little Kingshill Cricket Club Ground, Great Kingshill | Results |
| 02 Jun 1985 | Second Round | Great Missenden v Cuddington | not known | Results |
| 02 Jun 1985 | Second Round | not known v not known | not known | Results |
| 02 Jun 1985 | Second Round | not known v not known | not known | Results |
| 02 Jun 1985 | Second Round | Boxmoor v Chilton | The Oval, Boxmoor | Results |
| 02 Jun 1985 | Second Round | Mentmore v Wing | Crafton Road, Mentmore | Results |
| 02 Jun 1985 | Second Round | not known v not known | not known | Results |
| 02 Jun 1985 | Second Round | Radnage v not known | Radnage | Results |
| 02 Jun 1985 | Second Round | not known v not known | not known | Results |
| 02 Jun 1985 | Second Round | Thame Town v Grendon Underwood | not known | Results |
| 02 Jun 1985 | Second Round | not known v not known | not known | Results |
| 02 Jun 1985 | Second Round | not known v Bicester Town | not known | Results |
| 02 Jun 1985 | Second Round | not known v not known | not known | Results |
| 02 Jun 1985 | Second Round | Vale Foresters v not known | Edinburgh Court, Aylesbury | Results |
| 02 Jun 1985 | Second Round | Hazells v Oakley | not known | Results |
| 02 Jun 1985 | Second Round | not known v not known | not known | Results |
| 02 Jun 1985 | Second Round | Equitable Life v Bucks Herald | not known | Results |
| 23 Jun 1985 | Third Round | not known v not known | not known | Results |
| 23 Jun 1985 | Third Round | not known v not known | not known | Results |
| 23 Jun 1985 | Third Round | not known v not known | not known | Results |
| 23 Jun 1985 | Third Round | not known v not known | not known | Results |
| 23 Jun 1985 | Third Round | not known v not known | not known | Results |
| 23 Jun 1985 | Third Round | not known v not known | not known | Results |
| 23 Jun 1985 | Third Round | not known v not known | not known | Results |
| 23 Jun 1985 | Third Round | not known v not known | not known | Results |
| 07 Jul 1985 | Fourth Round | Aylesbury Town v Aylesbury West Indians | not known | Results |
| 07 Jul 1985 | Fourth Round | Brill v Equitable Life | not known | Results |
| 07 Jul 1985 | Fourth Round | Great Missenden v Kimble | not known | Results |
| 07 Jul 1985 | Fourth Round | Bicester Town v Northchurch | not known | Results |
| 21 Jul 1985 | Semi-Final | Aylesbury Town v Equitable Life | Marsh Road, Little Kimble | Results |
| 21 Jul 1985 | Semi-Final | Kimble v Northchurch | Wendover Road, Aylesbury | Results |
| 24 Jul 1985 | Final | Aylesbury Town v Northchurch | Wendover Road, Aylesbury | Results |
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