04 May 1986	First Round		Ross Sports v Outcasts	Ross Sports Club Ground, Weelsby Road, Grimsby	misc967003
	11 May 1986§	Preliminary Round		Barton Town v Hykeham	Marsh Lane, Barton on Humber	misc
	11 May 1986§	Preliminary Round		Nettleton Mines v Caistor Town	Lysaghts Sports Ground, Holton le Moor	misc
	18 May 1986	First Round		Broughton v Grimsby Town	Recreation Ground, Broughton	misc860031
	Jun 1986§	First Round		Lincoln Claytons v Belton	Clayton's Sports Club Ground, Lincoln	misc
	Jun 1986§	First Round		Market Rasen v Cleethorpes Third XI	Rase Park, Market Rasen	misc
	01 Jun 1986§	First Round		Appleby Frodingham v Grimsby British Rail Sports Association	Brumby Hall, Scunthorpe	misc
	01 Jun 1986§	First Round		Broughton v Grimsby Town	Recreation Ground, Broughton	misc
	01 Jun 1986§	First Round		East Halton v Southcliffe St Andrews	Townside Farm, East Halton	misc
	01 Jun 1986§	First Round		Holton-le-Clay v Haxey	Tetney Lane, Holton-le-Clay	misc
	01 Jun 1986§	First Round		Nettleham v Skegness	Mulsanne Park, Nettleham	misc
	01 Jun 1986§	First Round		Normanby Park v South Kelsey	Normanby Park Estate, Scunthorpe	misc
	01 Jun 1986§	First Round		Normanby Park Works v Alkborough	Cemetery Road Sports Ground, Brumby	misc
	01 Jun 1986§	First Round		not known v Louth	not known	misc
	01 Jun 1986§	First Round		Nuform Sports v not known	Nuform Ground, Scunthorpe	misc
	01 Jun 1986§	First Round		Ruston Bucyrus v Saxilby	Ruston-Bucyrus Ground, Lincoln	misc
	01 Jun 1986§	First Round		Rustons v Alford	Newark Road, Lincoln	misc
	01 Jun 1986§	First Round		Scunthorpe Town v Messingham	Heslam Park, Scunthorpe	misc
	01 Jun 1986§	First Round		St John's Hospital v Hartsholme	St John's Hospital, Bracebridge Heath	misc
	29 Jun 1986§	Second Round		Appleby Frodingham v not known	Brumby Hall, Scunthorpe	misc
	29 Jun 1986§	Second Round		Messingham v Ross Sports	Memorial Playing Field, Messingham	misc
	29 Jun 1986§	Second Round		not known v Lincoln Claytons	not known	misc
	29 Jun 1986§	Second Round		not known v not known	not known	misc
	29 Jun 1986§	Second Round		not known v not known	not known	misc
	29 Jun 1986§	Second Round		not known v not known	not known	misc
	29 Jun 1986§	Second Round		Nuform Sports v Grimsby Town	Nuform Ground, Scunthorpe	misc
	29 Jun 1986§	Second Round		Saxilby v not known	Saxilby Sports Association Ground, Saxilby	misc
	Jul 1986§	Quarter-Final		Appleby Frodingham v Messingham	Brumby Hall, Scunthorpe	misc
	27 Jul 1986§	Quarter-Final		not known v not known	not known	misc
	27 Jul 1986§	Quarter-Final		not known v not known	not known	misc
	27 Jul 1986§	Quarter-Final		Saxilby v not known	Saxilby Sports Association Ground, Saxilby	misc
	10 Aug 1986§	Semi-Final		Appleby Frodingham v not known	Brumby Hall, Scunthorpe	misc
	10 Aug 1986§	Semi-Final		Saxilby v not known	Saxilby Sports Association Ground, Saxilby	misc
	17 Aug 1986§	Final		Appleby Frodingham v Saxilby	Augusta Street, Grimsby	misc

§ The fixture list specified that the match must be completed by this date.