| 10 May 1950 | | Haxey Midweek XI v West Butterwick Midweek Second XI | Haxey Lane, Haxey | Results |
| 10 May 1950 | | West Butterwick Midweek XI v Outcasts Midweek XI | Ulyett Lane, West Butterwick | Results |
| 10 May 1950 | | Westwoodside Midweek XI v Beltoft Midweek XI | Westwoodside Playing Field, Westwoodside | Results |
| 17 May 1950 | | Beltoft Midweek XI v Haxey Midweek XI | Beltoft | Results |
| 17 May 1950 | | Ealand and Crowle Wharf Midweek XI v Owston Ferry Midweek XI | Ealand Wharf, Ealand | Results |
| 17 May 1950 | | Epworth Midweek XI v Crowle Town Midweek XI | Carrside, Epworth | Results |
| 17 May 1950 | | Outcasts Midweek XI v Sun Engineers Midweek XI | Crowle | Results |
| 17 May 1950 | | West Butterwick Midweek XI v Belton Midweek XI | Ulyett Lane, West Butterwick | Results |
| 17 May 1950 | | Westwoodside Midweek XI v West Butterwick Midweek Second XI | Westwoodside Playing Field, Westwoodside | Results |
| 24 May 1950 | | Beltoft Midweek XI v Owston Ferry Midweek XI | Beltoft | Results |
| 24 May 1950 | | Epworth Midweek XI v Outcasts Midweek XI | Carrside, Epworth | Results |
| 24 May 1950 | | Haxey Midweek XI v Westwoodside Midweek XI | Haxey Lane, Haxey | Results |
| 24 May 1950 | | Sun Engineers Midweek XI v Crowle Town Midweek XI | Crowle | Results |
| 24 May 1950 | | West Butterwick Midweek Second XI v Ealand and Crowle Wharf Midweek XI | Ulyett Lane, West Butterwick | Results |
| 31 May 1950 | | Belton Midweek XI v Sun Engineers Midweek XI | Church Street, Belton | Results |
| 31 May 1950 | | Ealand and Crowle Wharf Midweek XI v Haxey Midweek XI | Ealand Wharf, Ealand | Results |
| 31 May 1950 | | Outcasts Midweek XI v Crowle Town Midweek XI | Crowle | Results |
| 31 May 1950 | | Owston Ferry Midweek XI v West Butterwick Midweek Second XI | Owston Ferry Cricket Ground, Owston Ferry | Results |
| 31 May 1950 | | West Butterwick Midweek XI v Epworth Midweek XI | Ulyett Lane, West Butterwick | Results |
| 07 Jun 1950 | | Beltoft Midweek XI v Ealand and Crowle Wharf Midweek XI | Beltoft | Results |
| 07 Jun 1950 | | Belton Midweek XI v Outcasts Midweek XI | Church Street, Belton | Results |
| 07 Jun 1950 | | Crowle Town Midweek XI v Epworth Midweek XI | Crowle | Results |
| 07 Jun 1950 | | Sun Engineers Midweek XI v West Butterwick Midweek XI | Crowle | Results |
| 07 Jun 1950 | | West Butterwick Midweek Second XI v Westwoodside Midweek XI | Ulyett Lane, West Butterwick | Results |
| 14 Jun 1950 | | Ealand and Crowle Wharf Midweek XI v West Butterwick Midweek Second XI | Ealand Wharf, Ealand | Results |
| 14 Jun 1950 | | Epworth Midweek XI v Belton Midweek XI | Carrside, Epworth | Results |
| 14 Jun 1950 | | West Butterwick Midweek XI v Crowle Town Midweek XI | Ulyett Lane, West Butterwick | Results |
| 14 Jun 1950 | | Westwoodside Midweek XI v Owston Ferry Midweek XI | Westwoodside Playing Field, Westwoodside | Results |
| 21 Jun 1950 | | Crowle Town Midweek XI v Outcasts Midweek XI | Crowle | Results |
| 21 Jun 1950 | | Epworth Midweek XI v West Butterwick Midweek XI | Carrside, Epworth | Results |
| 21 Jun 1950 | | Owston Ferry Midweek XI v Beltoft Midweek XI | Owston Ferry Cricket Ground, Owston Ferry | Results |
| 21 Jun 1950 | | Sun Engineers Midweek XI v Belton Midweek XI | Crowle | Results |
| 21 Jun 1950 | | Westwoodside Midweek XI v Haxey Midweek XI | Westwoodside Playing Field, Westwoodside | Results |
| 28 Jun 1950 | | Beltoft Midweek XI v West Butterwick Midweek Second XI | Beltoft | Results |
| 28 Jun 1950 | | Belton Midweek XI v Crowle Town Midweek XI | Church Street, Belton | Results |
| 28 Jun 1950 | | Ealand and Crowle Wharf Midweek XI v Westwoodside Midweek XI | Ealand Wharf, Ealand | Results |
| 28 Jun 1950 | | Epworth Midweek XI v Sun Engineers Midweek XI | Carrside, Epworth | Results |
| 28 Jun 1950 | | Outcasts Midweek XI v West Butterwick Midweek XI | Crowle | Results |
| 28 Jun 1950 | | Owston Ferry Midweek XI v Haxey Midweek XI | Owston Ferry Cricket Ground, Owston Ferry | Results |
| 05 Jul 1950 | | Belton Midweek XI v West Butterwick Midweek XI | Church Street, Belton | Results |
| 05 Jul 1950 | | Owston Ferry Midweek XI v Ealand and Crowle Wharf Midweek XI | Owston Ferry Cricket Ground, Owston Ferry | Results |
| 05 Jul 1950 | | Sun Engineers Midweek XI v Epworth Midweek XI | Crowle | Results |
| 05 Jul 1950 | | West Butterwick Midweek Second XI v Beltoft Midweek XI | Ulyett Lane, West Butterwick | Results |
| 12 Jul 1950 | | Ealand and Crowle Wharf Midweek XI v Beltoft Midweek XI | Ealand Wharf, Ealand | Results |
| 12 Jul 1950 | | Haxey Midweek XI v Owston Ferry Midweek XI | Haxey Lane, Haxey | Results |
| 12 Jul 1950 | | Outcasts Midweek XI v Belton Midweek XI | Crowle | Results |
| 12 Jul 1950 | | West Butterwick Midweek XI v Sun Engineers Midweek XI | Ulyett Lane, West Butterwick | Results |
| 19 Jul 1950 | | Belton Midweek XI v Epworth Midweek XI | Church Street, Belton | Results |
| 19 Jul 1950 | | Crowle Town Midweek XI v Sun Engineers Midweek XI | Crowle | Results |
| 19 Jul 1950 | | Haxey Midweek XI v Ealand and Crowle Wharf Midweek XI | Haxey Lane, Haxey | Results |
| 19 Jul 1950 | | Owston Ferry Midweek XI v Westwoodside Midweek XI | Owston Ferry Cricket Ground, Owston Ferry | Results |
| 26 Jul 1950 | | Crowle Town Midweek XI v Belton Midweek XI | Crowle | Results |
| 26 Jul 1950 | | Haxey Midweek XI v Beltoft Midweek XI | Haxey Lane, Haxey | Results |
| 26 Jul 1950 | | Outcasts Midweek XI v Epworth Midweek XI | Crowle | Results |
| 26 Jul 1950 | | West Butterwick Midweek Second XI v Owston Ferry Midweek XI | Ulyett Lane, West Butterwick | Results |
| 26 Jul 1950 | | Westwoodside Midweek XI v Ealand and Crowle Wharf Midweek XI | Westwoodside Playing Field, Westwoodside | Results |
| 02 Aug 1950 | | Beltoft Midweek XI v Westwoodside Midweek XI | Beltoft | Results |
| 02 Aug 1950 | | Crowle Town Midweek XI v West Butterwick Midweek XI | Crowle | Results |
| 02 Aug 1950 | | Sun Engineers Midweek XI v Outcasts Midweek XI | Crowle | Results |
| 02 Aug 1950 | | West Butterwick Midweek Second XI v Haxey Midweek XI | Ulyett Lane, West Butterwick | Results |
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