| 24 May 1983 | First Round | Broughton v Messingham | Recreation Ground, Broughton | Results |
| 22 May 1983 | Zone A First Round | Appleby Frodingham v Normanby Park Works | Brumby Hall, Scunthorpe | Results |
| 22 May 1983 | Zone D First Round | Lincoln Claytons v Hartsholme | Clayton's Sports Club Ground, Lincoln | Results |
| 22 May 1983 | Zone D First Round | St John's Hospital v Ruston Bucyrus | St John's Hospital, Bracebridge Heath | Results |
| 05 Jun 1983 | Zone A Quarter-Final | Normanby Park Works v Outcasts | Cemetery Road Sports Ground, Brumby | Results |
| 05 Jun 1983 | Zone A Quarter-Final | Alkborough v Scunthorpe Town | West Halton Lane, Alkborough | Results |
| 31 May 1983 | Zone A Quarter-Final | Nuform Sports v Normanby Park | Nuform Ground, Scunthorpe | Results |
| 05 Jun 1983 | Zone B Quarter-Final | Barton Town v Caistor Town | Marsh Lane, Barton on Humber | Results |
| 05 Jun 1983 | Zone B Quarter-Final | Nettleton Mines v Grimsby Town | Lysaghts Sports Ground, Holton le Moor | Results |
| 05 Jun 1983 | Zone B Quarter-Final | Cromwell Drewery v Healing Clee Rovers | Drewery Brothers Ground, Grimsby | Results |
| 05 Jun 1983 | Zone B Quarter-Final | East Halton v South Kelsey | Townside Farm, East Halton | Results |
| 05 Jun 1983 | Zone C Quarter-Final | Ross Sports v Holton-le-Clay | Ross Sports Club Ground, Weelsby Road, Grimsby | Results |
| 05 Jun 1983 | Zone C Quarter-Final | Market Rasen v Cleethorpes | Rase Park, Market Rasen | Results |
| 05 Jun 1983 | Zone C Quarter-Final | Louth v Skegness | London Road, Louth | Results |
| 05 Jun 1983 | Zone D Quarter-Final | Saxilby v Rustons | Saxilby Sports Association Ground, Saxilby | Results |
| 05 Jun 1983 | Zone D Quarter-Final | Waddington v Southcliffe St Andrews | Waddington Sports Ground, Waddington | Results |
| 05 Jun 1983 | Zone D Quarter-Final | not known v Hykeham | not known | Results |
| 31 May 1983 | Zone D Quarter-Final | Nettleham v Lincoln Claytons | Mulsanne Park, Nettleham | Results |
| 03 Jul 1983 | Zone A Semi-Final | Normanby Park Works v Normanby Park | Cemetery Road Sports Ground, Brumby | Results |
| 30 Jun 1983 | Zone A Semi-Final | Messingham v Scunthorpe Town | Memorial Playing Field, Messingham | Results |
| 03 Jul 1983 | Zone B Semi-Final | not known v Grimsby Town | not known | Results |
| 03 Jul 1983 | Zone B Semi-Final | not known v not known | not known | Results |
| 03 Jul 1983 | Zone C Semi-Final | Skegness v Grimsby British Rail Sports Association | Richmond Drive, Skegness | Results |
| 03 Jul 1983 | Zone C Semi-Final | Market Rasen v Ross Sports | Rase Park, Market Rasen | Results |
| 30 Jun 1983 | Zone D Semi-Final | Saxilby v Waddington | Saxilby Sports Association Ground, Saxilby | Results |
| 03 Jul 1983 | Zone D Semi-Final | not known v not known | not known | Results |
| 31 Aug 1983 | Zone A Final | Normanby Park Works v Scunthorpe Town | Cemetery Road Sports Ground, Brumby | Results |
| 31 Jul 1983 | Zone B Final | Grimsby Town v not known | Augusta Street, Grimsby | Results |
| 31 Aug 1983 | Zone C Final | Skegness v Market Rasen | not known | Results |
| 31 Jul 1983 | Zone D Final | not known v Lincoln Claytons | not known | Results |
| 31 Jul 1983 | Semi-Final | Lincoln Claytons v Normanby Park Works | Drewery Brothers Ground, Grimsby | Results |
| 31 Jul 1983 | Semi-Final | Grimsby Town v Market Rasen | Augusta Street, Grimsby | Results |
| 21 Aug 1983 | Final | Grimsby Town v Normanby Park Works | Augusta Street, Grimsby | Results |
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