| 31 Aug 1981 | | Broughton v Grimsby Town Second XI | Recreation Ground, Broughton | Results |
| 01 Jul 1981 | Second Round | Normanby Park Works v Broughton | Foxhills Sports Ground, Scunthorpe | Results |
| 31 Aug 1981 | Zone A First Round | Nuform Sports v Normanby Park Works | Nuform Ground, Scunthorpe | Results |
| 31 Aug 1981 | Zone A First Round | Normanby Park v Appleby Frodingham | Normanby Park Estate, Scunthorpe | Results |
| 31 Aug 1981 | Zone D First Round | Ruston Bucyrus v Hartsholme | Ruston-Bucyrus Ground, Lincoln | Results |
| 31 Aug 1981 | Zone D First Round | Lincoln Claytons v Rustons | Clayton's Sports Club Ground, Lincoln | Results |
| 08 Jun 1981 | Zone A Quarter-Final | Appleby Frodingham v Normanby Park Works | Brumby Hall, Scunthorpe | Results |
| 08 Jun 1981 | Zone A Quarter-Final | Broughton v Scunthorpe Town | Recreation Ground, Broughton | Results |
| 08 Jun 1981 | Zone A Quarter-Final | Messingham v Outcasts | Memorial Playing Field, Messingham | Results |
| 08 Jun 1981 | Zone A Quarter-Final | Brigg Town v Alkborough | Brigg Recreation Ground, Brigg | Results |
| 08 Jun 1981 | Zone B Quarter-Final | Nettleton Mines v East Halton | Lysaghts Sports Ground, Holton le Moor | Results |
| 08 Jun 1981 | Zone B Quarter-Final | Immingham British Rail Sports Association v Barton Town | Blossom Way, Immingham | Results |
| 08 Jun 1981 | Zone B Quarter-Final | Caistor Town v Cromwell Drewery | Brigg Road Ground, Caistor | Results |
| 08 Jun 1981 | Zone B Quarter-Final | Healing Clee Rovers v Grimsby Town | Healing Manor, Stallingborough Rd, Healing | Results |
| 08 Jun 1981 | Zone C Quarter-Final | Holton-le-Clay v Louth | Tetney Lane, Holton-le-Clay | Results |
| 08 Jun 1981 | Zone C Quarter-Final | Grimsby British Rail Sports Association v Market Rasen | Carr Lane, Grimsby | Results |
| 08 Jun 1981 | Zone C Quarter-Final | Ross Sports v Skegness | Ross Sports Club Ground, Weelsby Road, Grimsby | Results |
| 08 Jun 1981 | Zone D Quarter-Final | Hykeham v not known | Memorial Field, North Hykeham | Results |
| 08 Jun 1981 | Zone D Quarter-Final | Ruston Bucyrus v St John's Hospital | Ruston-Bucyrus Ground, Lincoln | Results |
| 08 Jun 1981 | Zone D Quarter-Final | Nettleham v Waddington | Mulsanne Park, Nettleham | Results |
| 08 Jun 1981 | Zone D Quarter-Final | Southcliffe St Andrews v Saxilby | Sobraon Barracks, Lincoln | Results |
| 06 Jul 1981 | Zone A Semi-Final | not known v Alkborough | not known | Results |
| 06 Jul 1981 | Zone B Semi-Final | not known v not known | not known | Results |
| 06 Jul 1981 | Zone B Semi-Final | not known v not known | not known | Results |
| 06 Jul 1981 | Zone C Semi-Final | not known v Market Rasen | not known | Results |
| 06 Jul 1981 | Zone C Semi-Final | not known v not known | not known | Results |
| 06 Jul 1981 | Zone D Semi-Final | not known v not known | not known | Results |
| 06 Jul 1981 | Zone D Semi-Final | not known v Ruston Bucyrus | not known | Results |
| 03 Aug 1981 | Zone A Final | not known v not known | not known | Results |
| 03 Aug 1981 | Zone B Final | not known v not known | not known | Results |
| 03 Aug 1981 | Zone C Final | not known v Market Rasen | not known | Results |
| 03 Aug 1981 | Zone D Final | not known v Ruston Bucyrus | not known | Results |
| 02 Sep 1981 | Semi-Final | Market Rasen v Ruston Bucyrus | Augusta Street, Grimsby | Results |
| 02 Sep 1981 | Semi-Final | Normanby Park Works v Grimsby Town | Drewery Brothers Ground, Grimsby | Results |
| 02 Sep 1981 | Final | Normanby Park Works v Market Rasen | Augusta Street, Grimsby | Results |
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