| 27 May 1961 | First Round | Central Engineering Workshops v Scotter | Ashby Ville Sports Ground, Scunthorpe | Results |
| 27 May 1961 | First Round | Ore Mining Branch v Hospital Sports | Ore Mining Branch Ground, Scunthorpe | Results |
| 27 May 1961 | First Round | Keadby Power Station v Fina Petroleum | Keadby Power Station Sports Ground, Keadby | Results |
| 27 May 1961 | First Round | North Melting Shop v Winterton | Ashby Ville Sports Ground, Scunthorpe | Results |
| 31 Aug 1961 | First Round | Epworth v Normanby Park | Carrside, Epworth | Results |
| 31 Aug 1961 | First Round | Nuform Sports v Broughton | Nuform Ground, Scunthorpe | Results |
| 27 May 1961 | First Round | Gunness v Lysaghts | Gunness | Results |
| 27 May 1961 | First Round | Appleby Village v Alkborough Second XI | Beck Lane, Appleby | Results |
| 31 May 1961 | Second Round | Alkborough Second XI v North Melting Shop | Walcott Hall, Scunthorpe | Results |
| 31 May 1961 | Second Round | Keadby Power Station v Broughton | Keadby Power Station Sports Ground, Keadby | Results |
| 31 May 1961 | Second Round | Firth Browns v Redbourn Works | Firth Browns Sports Ground, Scunthorpe | Results |
| 31 May 1961 | Second Round | Scotter v Hospital Sports | Scotter Playing Field, Scotter | Results |
| 31 May 1961 | Second Round | Belton v Alkborough | Belton | Results |
| 31 May 1961 | Second Round | Winteringham v Ashby Corinthians | The Croft, Winteringham | Results |
| 30 Jun 1961 | Quarter-Final | North Melting Shop v Keadby Power Station | Ashby Ville Sports Ground, Scunthorpe | Results |
| 30 Jun 1961 | Quarter-Final | Messingham v Firth Browns | Memorial Playing Field, Messingham | Results |
| 07 Jul 1961 | Quarter-Final | Gunness v Alkborough | Gunness | Results |
| 30 Jun 1961 | Quarter-Final | Scotter v Winteringham | Scotter Playing Field, Scotter | Results |
| 30 Jun 1961 | Semi-Final | Firth Browns v Keadby Power Station | Firth Browns Sports Ground, Scunthorpe | Results |
| 30 Jun 1961 | Semi-Final | Scotter v Gunness | Scotter Playing Field, Scotter | Results |
| 31 Aug 1961 | Final | Gunness v Firth Browns | War Memorial Hospital Ground, Scunthorpe | Results |
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