| 28 May 1985 | First Round | Normanby Park Works v Broughton | Cemetery Road Sports Ground, Brumby | Results |
| 26 May 1985 | Zone D First Round | Lincoln Claytons v Ruston Bucyrus | Clayton's Sports Club Ground, Lincoln | Results |
| 16 Jun 1985 | Zone A Quarter-Final | Alkborough v Outcasts | West Halton Lane, Alkborough | Results |
| 16 Jun 1985 | Zone A Quarter-Final | Messingham v Haxey | Memorial Playing Field, Messingham | Results |
| 31 May 1985 | Zone A Quarter-Final | Normanby Park v Nuform Sports | Normanby Park Estate, Scunthorpe | Results |
| 16 Jun 1985 | Zone A Quarter-Final | Belton v Scunthorpe Town | Church Street, Belton | Results |
| 16 Jun 1985 | Zone B Quarter-Final | South Kelsey v Caistor Town | Waddingham Road, South Kelsey | Results |
| 16 Jun 1985 | Zone B Quarter-Final | East Halton v Barton Town | Townside Farm, East Halton | Results |
| 16 Jun 1985 | Zone B Quarter-Final | Nettleton Mines v Appleby Frodingham | Lysaghts Sports Ground, Holton le Moor | Results |
| 16 Jun 1985 | Zone C Quarter-Final | Skegness v Holton-le-Clay | Richmond Drive, Skegness | Results |
| 16 Jun 1985 | Zone C Quarter-Final | Louth v Market Rasen | London Road, Louth | Results |
| 16 Jun 1985 | Zone C Quarter-Final | Grimsby British Rail Sports Association v Grimsby Town | Carr Lane, Grimsby | Results |
| 16 Jun 1985 | Zone C Quarter-Final | Ross Sports v Cleethorpes Third XI | Ross Sports Club Ground, Weelsby Road, Grimsby | Results |
| 16 Jun 1985 | Zone D Quarter-Final | Rustons v Hykeham | Newark Road, Lincoln | Results |
| 16 Jun 1985 | Zone D Quarter-Final | Saxilby v Nettleham | Saxilby Sports Association Ground, Saxilby | Results |
| 16 Jun 1985 | Zone D Quarter-Final | Southcliffe St Andrews v Ruston Bucyrus | Sobraon Barracks, Lincoln | Results |
| 16 Jun 1985 | Zone D Quarter-Final | Hartsholme v St John's Hospital | Ashby Avenue, Hartsholme | Results |
| 14 Jul 1985 | Zone A Semi-Final | Normanby Park v Outcasts | Normanby Park Estate, Scunthorpe | Results |
| 14 Jul 1985 | Zone A Semi-Final | Messingham v Belton | Memorial Playing Field, Messingham | Results |
| 14 Jul 1985 | Zone B Semi-Final | Barton Town v Appleby Frodingham | Marsh Lane, Barton on Humber | Results |
| 14 Jul 1985 | Zone B Semi-Final | Normanby Park Works v South Kelsey | Cemetery Road Sports Ground, Brumby | Results |
| 14 Jul 1985 | Zone C Semi-Final | Cleethorpes Third XI v Holton-le-Clay | Sports Ground, Cleethorpes | Results |
| 14 Jul 1985 | Zone C Semi-Final | not known v Grimsby Town | not known | Results |
| 14 Jul 1985 | Zone D Semi-Final | Hartsholme v Saxilby | Ashby Avenue, Hartsholme | Results |
| 14 Jul 1985 | Zone D Semi-Final | Rustons v Ruston Bucyrus | Newark Road, Lincoln | Results |
| 11 Aug 1985 | Zone A Final | Messingham v Normanby Park | Memorial Playing Field, Messingham | Results |
| 11 Aug 1985 | Zone B Final | Appleby Frodingham v Normanby Park Works | Brumby Hall, Scunthorpe | Results |
| 11 Aug 1985 | Zone C Final | Market Rasen v Cleethorpes Third XI | Rase Park, Market Rasen | Results |
| 11 Aug 1985 | Zone D Final | Hartsholme v Ruston Bucyrus | Ashby Avenue, Hartsholme | Results |
| 18 Aug 1985 | Semi-Final | Messingham v Ruston Bucyrus | Augusta Street, Grimsby | Results |
| 18 Aug 1985 | Semi-Final | Market Rasen v Normanby Park Works | Drewery Brothers Ground, Grimsby | Results |
| 18 Aug 1985 | Final | Messingham v Market Rasen | Augusta Street, Grimsby | Results |
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