| Round | Date | Step H | Home | HS | – | AS | Away | Step A |
|---|---|---|---|---|---|---|---|---|
| Round 1 | Tue, Sep 16, 2025 | 7 | Hall Green United | 3 | – | 0 | Armthorpe Welfare | 6 |
| Round 1 | Tue, Sep 23, 2025 | 7 | AFC Dronfield | 0 | – | 6 | Penistone Church | 5 |
| Round 1 | Tue, Sep 23, 2025 | 5 | Frickley Athletic | 1 | – | 0 | SJR Worksop | 7 |
| Round 1 | Wed, Sep 24, 2025 | 7 | Oughtibridge War Memorial | 2 | – | 6 | Dearne & District | 6 |
| Round 1 | Sat, Sep 27, 2025 | 7 | AFC Phoenix | 1 | – | 7 | Dodworth Miners Welfare | 7 |
| Round 1 | Tue, Sep 30, 2025 | Barnsley U21 | 6 | – | 1 | Burngreave United | ||
| Round 1 | Tue, Sep 30, 2025 | 5 | Handsworth | H | – | W | Yorkshire Main | 7 |
| Round 1 | Tue, Sep 30, 2025 | 7 | Harworth Colliery | 1 | – | 3 | Emley AFC | 4 |
| Round 1 | Tue, Sep 30, 2025 | 6 | Nostell Miners Welfare | 1 | – | 4 | Dinnington Town | 7 |
| Round 1 | Tue, Sep 30, 2025 | 5 | Parkgate | 0 | – | 4 | Stocksbridge Park Steels | 3 |
| Round 2 | Tue, Oct 14, 2025 | 2 | Worksop Town | 5 | – | 1 | Kiveton Park | 7 |
| Round 2 | Sat, Oct 18, 2025 | 7 | Hall Green United | 2 | – | 3 | Hepworth United | 7 |
| Round 2 | Tue, Oct 21, 2025 | South Elmsall United | 0 | – | 5 | Sheffield | 5 | |
| Round 2 | Wed, Oct 22, 2025 | 7 | Kinsley Boys | 2 | – | 2p | Emley AFC | 4 |
| Round 2 | Wed, Oct 22, 2025 | 7 | Silkstone United | 1 | – | 4 | Penistone Church | 5 |
| Round 2 | Sat, Oct 25, 2025 | 7 | AFC Bentley | 1 | – | 1p | Swallownest | 6 |
| Round 2 | Sat, Oct 25, 2025 | 7 | Dinnington Town | 2 | – | 0 | Denaby Main | 7 |
| Round 2 | Sat, Oct 25, 2025 | 7 | Dodworth Miners Welfare | 2 | – | 3 | Doncaster Elite AFC | |
| Round 2 | Tue, Oct 28, 2025 | 6 | Athersley Recreation | 1 | – | 2 | Wombwell Town | 5 |
| Round 2 | Tue, Oct 28, 2025 | 4 | Hallam | 2 | – | 3 | Stocksbridge Park Steels | 3 |
| Round 2 | Tue, Oct 28, 2025 | 7 | Hemsworth Miners Welfare | 0 | – | 1 | Sheffield Wednesday U23 | |
| Round 2 | Tue, Oct 28, 2025 | 6 | Maltby Main | 3 | – | 4 | Dearne & District | 6 |
| Round 2 | Tue, Oct 28, 2025 | 5 | Rossington Main | H | – | W | Wombwell Main | 7 |
| Round 2 | Wed, Oct 29, 2025 | 6 | Doncaster City | 2 | – | 4 | Worsbrough Bridge Athletic | 6 |
| Round 2 | Wed, Oct 29, 2025 | 7 | Jubilee Sports | 0 | – | 3 | Frickley Athletic | 5 |
| Round 2 | Fri, Oct 31, 2025 | 5 | Handsworth | A | – | W | Barnsley U21 | |
| Round 3 | Tue, Nov 11, 2025 | 2 | Worksop Town | 2 | – | 0 | Emley AFC | 4 |
| Round 3 | Tue, Nov 18, 2025 | 6 | Dearne & District | 3 | – | 2 | Penistone Church | 5 |
| Round 3 | Tue, Nov 18, 2025 | 5 | Frickley Athletic | 2 | – | 2p | Rossington Main | 5 |
| Round 3 | Tue, Nov 25, 2025 | Barnsley U21 | 2 | – | 0 | Hepworth United | 7 | |
| Round 3 | Tue, Nov 25, 2025 | 5 | Sheffield | 2 | – | 0 | Swallownest | 6 |
| Round 3 | Tue, Nov 25, 2025 | 5 | Wombwell Town | 1 | – | 3 | Worsbrough Bridge Athletic | 6 |
| Round 3 | Sat, Nov 29, 2025 | Doncaster Elite AFC | 1 | – | 5 | Dinnington Town | 7 | |
| Round 3 | Wed, Dec 3, 2025 | Sheffield Wednesday U23 | 3p | – | 3 | Stocksbridge Park Steels | 3 | |
| Quarter Final | 7 | Dinnington Town | – | Worsbrough Bridge Athletic | 6 | |||
| Quarter Final | 2 | Worksop Town | – | Dearne & District | 6 | |||
| Quarter Final | 5 | Sheffield | – | Rossington Main | 5 | |||
| Quarter Final | Barnsley U21 | – | Sheffield Wednesday U23 | |||||
| Semi Final | ||||||||
| Semi Final | ||||||||
| Final |
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