| 14 May 1986 | | Belton Midweek XI v West Butterwick Midweek XI | Church Street, Belton | Results |
| 14 May 1986 | | Crowle Sports Midweek XI v Owston Ferry Midweek XI | North Axholme School, Crowle | Results |
| 14 May 1986 | | Epworth Midweek XI v Outcasts Midweek XI | Carrside, Epworth | Results |
| 14 May 1986 | | Gunness Midweek XI v Misterton Midweek XI | Gunness | Results |
| 14 May 1986 | | Haxey Midweek XI v Luddington Midweek XI | Haxey Lane, Haxey | Results |
| 21 May 1986 | | Luddington Midweek XI v Gunness Midweek XI | High Street, Luddington | Results |
| 21 May 1986 | | Misterton Midweek XI v Epworth Midweek XI | Marsh Lane, Misterton | Results |
| 21 May 1986 | | Outcasts Midweek XI v Crowle Sports Midweek XI | Hirst Priory Park, Crowle | Results |
| 21 May 1986 | | Owston Ferry Midweek XI v Belton Midweek XI | Owston Ferry Cricket Ground, Owston Ferry | Results |
| 21 May 1986 | | West Butterwick Midweek XI v Haxey Midweek XI | Ulyett Lane, West Butterwick | Results |
| 28 May 1986 | | Belton Midweek XI v Outcasts Midweek XI | Church Street, Belton | Results |
| 28 May 1986 | | Crowle Sports Midweek XI v Misterton Midweek XI | North Axholme School, Crowle | Results |
| 28 May 1986 | | Epworth Midweek XI v Luddington Midweek XI | Carrside, Epworth | Results |
| 28 May 1986 | | Haxey Midweek XI v Gunness Midweek XI | Haxey Lane, Haxey | Results |
| 28 May 1986 | | Owston Ferry Midweek XI v West Butterwick Midweek XI | Owston Ferry Cricket Ground, Owston Ferry | Results |
| 11 Jun 1986 | | Haxey Midweek XI v Epworth Midweek XI | Haxey Lane, Haxey | Results |
| 11 Jun 1986 | | Luddington Midweek XI v Crowle Sports Midweek XI | High Street, Luddington | Results |
| 11 Jun 1986 | | Misterton Midweek XI v Belton Midweek XI | Marsh Lane, Misterton | Results |
| 11 Jun 1986 | | Owston Ferry Midweek XI v Outcasts Midweek XI | Owston Ferry Cricket Ground, Owston Ferry | Results |
| 11 Jun 1986 | | West Butterwick Midweek XI v Gunness Midweek XI | Ulyett Lane, West Butterwick | Results |
| 25 Jun 1986 | | Belton Midweek XI v Luddington Midweek XI | Church Street, Belton | Results |
| 25 Jun 1986 | | Crowle Sports Midweek XI v Haxey Midweek XI | North Axholme School, Crowle | Results |
| 25 Jun 1986 | | Epworth Midweek XI v Gunness Midweek XI | Carrside, Epworth | Results |
| 25 Jun 1986 | | Misterton Midweek XI v Owston Ferry Midweek XI | Marsh Lane, Misterton | Results |
| 25 Jun 1986 | | Outcasts Midweek XI v West Butterwick Midweek XI | Hirst Priory Park, Crowle | Results |
| 02 Jul 1986 | | Gunness Midweek XI v Crowle Sports Midweek XI | Gunness | Results |
| 02 Jul 1986 | | Haxey Midweek XI v Belton Midweek XI | Haxey Lane, Haxey | Results |
| 02 Jul 1986 | | Misterton Midweek XI v Outcasts Midweek XI | Marsh Lane, Misterton | Results |
| 02 Jul 1986 | | Owston Ferry Midweek XI v Luddington Midweek XI | Owston Ferry Cricket Ground, Owston Ferry | Results |
| 02 Jul 1986 | | West Butterwick Midweek XI v Epworth Midweek XI | Ulyett Lane, West Butterwick | Results |
| 09 Jul 1986 | | Belton Midweek XI v Gunness Midweek XI | Church Street, Belton | Results |
| 09 Jul 1986 | | Crowle Sports Midweek XI v Epworth Midweek XI | North Axholme School, Crowle | Results |
| 09 Jul 1986 | | Haxey Midweek XI v Owston Ferry Midweek XI | Haxey Lane, Haxey | Results |
| 09 Jul 1986 | | Luddington Midweek XI v Outcasts Midweek XI | High Street, Luddington | Results |
| 09 Jul 1986 | | Misterton Midweek XI v West Butterwick Midweek XI | Marsh Lane, Misterton | Results |
| 16 Jul 1986 | | Epworth Midweek XI v Belton Midweek XI | Carrside, Epworth | Results |
| 16 Jul 1986 | | Misterton Midweek XI v Luddington Midweek XI | Marsh Lane, Misterton | Results |
| 16 Jul 1986 | | Outcasts Midweek XI v Haxey Midweek XI | Hirst Priory Park, Crowle | Results |
| 16 Jul 1986 | | Owston Ferry Midweek XI v Gunness Midweek XI | Owston Ferry Cricket Ground, Owston Ferry | Results |
| 16 Jul 1986 | | West Butterwick Midweek XI v Crowle Sports Midweek XI | Ulyett Lane, West Butterwick | Results |
| 23 Jul 1986 | | Belton Midweek XI v Crowle Sports Midweek XI | Church Street, Belton | Results |
| 23 Jul 1986 | | Epworth Midweek XI v Owston Ferry Midweek XI | Carrside, Epworth | Results |
| 23 Jul 1986 | | Gunness Midweek XI v Outcasts Midweek XI | Gunness | Results |
| 23 Jul 1986 | | Haxey Midweek XI v Misterton Midweek XI | Haxey Lane, Haxey | Results |
| 23 Jul 1986 | | Luddington Midweek XI v West Butterwick Midweek XI | High Street, Luddington | Results |
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