| Round | Date | Step H | Home | HS | – | AS | Away | Step A |
|---|---|---|---|---|---|---|---|---|
| Round 1 | Tue, Sep 24, 2024 | 4 | Emley AFC | 3 | – | 0 | Dinnington Town | |
| Round 1 | Tue, Sep 24, 2024 | Hall Green United | 2 | – | 4 | Nostell Miners Welfare | 6 | |
| Round 1 | Tue, Sep 24, 2024 | 4 | Stocksbridge Park Steels | 6 | – | 0 | Kiveton Miners Welfare | |
| Round 1 | Sat, Sep 28, 2024 | AFC Bentley | 4 | – | 1 | Yorkshire Main | ||
| Round 1 | Sat, Sep 28, 2024 | Denaby Main | 5 | – | 1 | Sheffield City | ||
| Round 1 | Sat, Sep 28, 2024 | Wombwell Main | 3 | – | 0 | Dodsworth Miners Welfare | ||
| Round 1 | Mon, Sep 30, 2024 | Swinton Athletic | – | w/o | Rossington Main | 5 | ||
| Round 2 | Tue, Sep 24, 2024 | 3 | Worksop Town | 3 | – | 0 | Worsbrough Bridge Athletic | 6 |
| Round 2 | Sat, Oct 12, 2024 | Ougthibridge WMSC | 1 | – | 4 | Handsworth | 5 | |
| Round 2 | Tue, Oct 15, 2024 | 4 | Emley AFC | 5 | – | 0 | Wombwell Main | |
| Round 2 | Wed, Oct 16, 2024 | South Elmsall United Services | 1 | – | 4 | Sheffield | 4 | |
| Round 2 | Wed, Oct 16, 2024 | 4 | Stocksbridge Park Steels | 6 | – | 0 | Denaby Main | |
| Round 2 | Sat, Oct 19, 2024 | AFC Phoenix | 2 | – | 4 | Silkston United | ||
| Round 2 | Tue, Oct 22, 2024 | 5 | Hallam | 3p | – | 3 | Swallownest | 6 |
| Round 2 | Tue, Oct 22, 2024 | 6 | Nostell Miners Welfare | 3p | – | 3 | Rossington Main | 5 |
| Round 2 | Tue, Oct 22, 2024 | 6 | Wombwell Town | 5 | – | 2 | Elite AFC | |
| Round 2 | Wed, Oct 23, 2024 | Hemsworth Miners Welfare | 3 | – | 1 | Frickley Athletic | 5 | |
| Round 2 | Tue, Oct 29, 2024 | 6 | Dearne & District | 3 | – | 2 | Hepworth United | |
| Round 2 | Tue, Oct 29, 2024 | 6 | Shelley | 3 | – | 2 | Harworth Colliery | |
| Round 2 | Wed, Oct 30, 2024 | 6 | Athersley Recreation | 1 | – | 1p | Barnsley U21s | |
| Round 2 | Wed, Oct 30, 2024 | 6 | Maltby Main | 2 | – | 1 | Penistone Church | 5 |
| Round 2 | Wed, Oct 30, 2024 | 5 | Parkgate | 1 | – | 1p | AFC Bentley | |
| Round 2 | Thu, Oct 31, 2024 | Jubilee Sports | 0 | – | 1 | AFC Dronfield | ||
| Round 3 | Tue, Nov 26, 2024 | 4 | Emley AFC | 1 | – | 0 | AFC Bentley | |
| Round 3 | Tue, Nov 26, 2024 | 5 | Hallam | 5 | – | 2 | Silkston United | |
| Round 3 | Tue, Nov 26, 2024 | 6 | Nostell Miners Welfare | 1 | – | 2 | Stocksbridge Park Steels | 4 |
| Round 3 | Wed, Nov 27, 2024 | 6 | Dearne & District | 1 | – | 4 | Sheffield | 4 |
| Round 3 | Wed, Nov 27, 2024 | 5 | Handsworth | 1 | – | 4 | Worksop Town | 3 |
| Round 3 | Wed, Nov 27, 2024 | Hemsworth Miners Welfare | 2 | – | 0 | AFC Dronfield | ||
| Round 3 | Wed, Nov 27, 2024 | 6 | Maltby Main | 3 | – | 2 | Wombwell Town | 6 |
| Round 3 | Wed, Nov 27, 2024 | 6 | Shelley | 1 | – | 5 | Barnsley U21s | |
| Quarter Final | Fri, Jan 31, 2025 | 4 | Emley AFC | – | Barnsley U21s | |||
| Quarter Final | Fri, Jan 31, 2025 | 5 | Hallam | – | Sheffield | 4 | ||
| Quarter Final | Fri, Jan 31, 2025 | Hemsworth Miners Welfare | – | Worksop Town | 3 | |||
| Quarter Final | Fri, Jan 31, 2025 | 6 | Maltby Main | – | Stocksbridge Park Steels | 4 | ||
| Semi Final | ||||||||
| Semi Final | ||||||||
| Final |