| 30 Apr 1996 | First Round | Smith-Corona Marchant v South Kelsey | Clee Road, Grimsby | Results |
| 30 Apr 1996 | First Round | Keelby Second XI v Immingham Blossom Way | Keelby Sports Ground, Keelby | Results |
| 30 Apr 1996 | First Round | Grimsby British Rail Sports Association College v British Petroleum Chemicals | Carr Lane, Grimsby | Results |
| 30 Apr 1996 | First Round | Littlefields v Club Second XI | Drewery Brothers Ground, Grimsby | Results |
| 30 Apr 1996 | First Round | North Thorseby v Grimsby Town Third XI | North Thoresby | Results |
| 30 Apr 1996 | First Round | British Petroleum Aces v Scotter | British Petroleum Chemicals, Hull | Results |
| 31 May 1996 | Second Round | Smith-Corona Marchant v Wanderers | Clee Road, Grimsby | Results |
| 31 May 1996 | Second Round | Foxhills v Immingham Blossom Way | Foxhills Sports Ground, Scunthorpe | Results |
| 31 May 1996 | Second Round | Littlefields Second XI v Club | Drewery Brothers Ground, Grimsby | Results |
| 31 May 1996 | Second Round | Grimsby British Rail Sports Association College v Immingham Blossom Way Police | Carr Lane, Grimsby | Results |
| 31 May 1996 | Second Round | Littlefields v North Thoresby | Drewery Brothers Ground, Grimsby | Results |
| 31 May 1996 | Second Round | British Petroleum Aces v Hibaldstow | British Petroleum Chemicals, Hull | Results |
| 31 May 1996 | Second Round | Hainton v Holton-le-Clay | Blossom Way, Immingham | Results |
| 31 May 1996 | Second Round | Brigg Town Second XI v East Halton | Brigg Recreation Ground, Brigg | Results |
| 30 Jun 1996 | Quarter-Final | Smith-Corona Marchant v Foxhills | Clee Road, Grimsby | Results |
| 30 Jun 1996 | Quarter-Final | Littlefields Second XI v Immingham Blossom Way Police | Drewery Brothers Ground, Grimsby | Results |
| 30 Jun 1996 | Quarter-Final | Littlefields v Hibaldstow | Drewery Brothers Ground, Grimsby | Results |
| 30 Jun 1996 | Quarter-Final | Holton-le-Clay v East Halton | Tetney Lane, Holton-le-Clay | Results |
| 31 Jul 1996 | Semi-Final | Smith-Corona Marchant v Littlefields Second XI | Clee Road, Grimsby | Results |
| 31 Jul 1996 | Semi-Final | Littlefields v Holton-le-Clay | Drewery Brothers Ground, Grimsby | Results |
| 31 Jul 1996 | Final | Smith-Corona Marchant v Holton-le-Clay | Augusta Street, Grimsby | Results |
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