| Round | Date | Step H | Home | HS | – | AS | Away | Step A |
|---|---|---|---|---|---|---|---|---|
| Round 1 | Tue, Aug 18, 2026 | 6 | Armthorpe Welfare | 4 | – | 0 | Hepworth United | 7 |
| Round 1 | Tue, Aug 18, 2026 | 6 | Kinsley Boys | 0 | – | 0 | Brodsworth Main | 7 |
| Round 1 | Sat, Aug 22, 2026 | 7 | AFC Phoenix | 0 | – | 1 | Silkstone United | 7 |
| Round 1 | Sat, Aug 22, 2026 | 7 | Hall Green United | 1 | – | 4 | Doncaster City | 6 |
| Round 1 | Sat, Aug 22, 2026 | 7 | South Elmsall United Services | 1 | – | 5 | Elite AFC | 7 |
| Round 1 | Sat, Aug 22, 2026 | 7 | Thorncliffe Villa | 6 | – | 1 | Oughtibridge War Memorial | 7 |
| Round 1 | Sat, Aug 22, 2026 | 7 | Wombwell Main | 1 | – | 4 | Nostell Miners Welfare | 7 |
| Round 1 | Wed, Aug 26, 2026 | 7 | Harworth Colliery | 1 | – | 1 | Denaby Main | 7 |
| Round 1 | Wed, Aug 26, 2026 | 6 | Maltby Main | 0 | – | 0 | Dodworth Miners Welfare | 7 |
| Round 1 | Sat, Aug 29, 2026 | 7 | AFC Bentley | 3 | – | 2 | AFC Dronfield | 7 |
| Round 1 | Sat, Aug 29, 2026 | 7 | Burngreave United | 10 | – | 1 | Kiveton Park | 7 |
| Round 1 | Sat, Aug 29, 2026 | 7 | SJR Worksop | 4 | – | 3 | Ecclesfield Red Rose | 7 |
| Round 1 | Mon, Aug 31, 2026 | 7 | Evo | 3 | – | 3 | Swinton Athletic | 7 |
| Round 2 | Tue, Sep 15, 2026 | 6 | Armthorpe Welfare | 2 | – | 3 | Sheffield Wednesday U23 | |
| Round 2 | Tue, Sep 15, 2026 | 2 | Worksop Town | 6 | – | 0 | Burngreave United | 7 |
| Round 2 | Sat, Sep 19, 2026 | 7 | AFC Bentley | 0 | – | 5 | Frickley Athletic | 5 |
| Round 2 | Sat, Sep 19, 2026 | 7 | Rossington | 3 | – | 0 | Elite AFC | 7 |
| Round 2 | Tue, Sep 22, 2026 | 7 | Brodsworth Main | 0 | – | 6 | Emley AFC | 3 |
| Round 2 | Tue, Sep 22, 2026 | 5 | Dearne & District | 1 | – | 4 | Hallam | 4 |
| Round 2 | Tue, Sep 22, 2026 | 7 | Denaby Main | 0 | – | 2 | Rossington Main | 5 |
| Round 2 | Tue, Sep 22, 2026 | 5 | Handsworth | H | – | W | Doncaster City | 6 |
| Round 2 | Tue, Sep 22, 2026 | 5 | Parkgate | 0 | – | 3 | Penistone Church | 5 |
| Round 2 | Tue, Sep 22, 2026 | 5 | Sheffield | 2 | – | 1 | Maltby Main | 6 |
| Round 2 | Tue, Sep 22, 2026 | 5 | Worsbrough Bridge Athletic | 1 | – | 1 | Stocksbridge Park Steels | 4 |
| Round 2 | Thu, Sep 24, 2026 | 7 | Thorncliffe Villa | 1 | – | 5 | Dinnington Town | 7 |
| Round 2 | Tue, Sep 29, 2026 | 6 | Athersley Recreation | 7 | – | 0 | Silkstone United | 7 |
| Round 2 | Tue, Sep 29, 2026 | 6 | Swallownest | 1 | – | 1 | SJR Worksop | 7 |
| Round 2 | Tue, Sep 29, 2026 | 7 | Swinton Athletic | 0 | – | 7 | Barnsley U21 | |
| Round 2 | Tue, Sep 29, 2026 | 6 | Wombwell Town | 0 | – | 1 | Nostell Miners Welfare | 7 |
| Round 3 | Wed, Oct 7, 2026 | 6 | Athersley Recreation | 1 | – | 4 | Hallam | 4 |
| Round 3 | Tue, Oct 20, 2026 | 3 | Emley AFC | 0 | – | 4 | Worksop Town | 2 |
| Round 3 | Tue, Oct 20, 2026 | 7 | Nostell Miners Welfare | 0 | – | 7 | Frickley Athletic | 5 |
| Round 3 | Fri, Oct 23, 2026 | 7 | Rossington | – | Barnsley U21 | |||
| Round 3 | Tue, Oct 27, 2026 | 5 | Rossington Main | – | Dinnington Town | 7 | ||
| Round 3 | Wed, Oct 28, 2026 | 5 | Handsworth | – | Sheffield | 5 | ||
| Round 3 | Sat, Oct 31, 2026 | 6 | Swallownest | – | Sheffield Wednesday U23 | |||
| Round 3 | Wed, Oct 21, 2026 | 5 | Worsbrough Bridge Athletic | 0 | – | 5 | Penistone Church | 5 |
| Quarter Final | ||||||||
| Quarter Final | ||||||||
| Quarter Final | ||||||||
| Quarter Final | ||||||||
| Semi Final | ||||||||
| Semi Final | ||||||||
| Final | ||||||||
| CHAMPIONS |
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