| Round | Date | Step H | Home | HS | – | AS | Away | Step A |
|---|---|---|---|---|---|---|---|---|
| Round 1 | Sun, Oct 19, 2025 | Borrowash | 0 | – | 15 | Long Eaton United | 6 | |
| Round 1 | Sun, Oct 19, 2025 | 6 | Buxton | H | – | W | Matlock Town Development | |
| Round 1 | Sun, Oct 19, 2025 | Chesterfield Development | 3 | – | 8 | Melbourne Dynamo | ||
| Round 1 | Sun, Oct 19, 2025 | Codnor Sports Vixens | A | – | W | Sleetmoor United | ||
| Round 1 | Sun, Oct 19, 2025 | Gresley Rovers Reserves | A | – | W | Staveley Miners Welfare | ||
| Round 1 | Sun, Oct 19, 2025 | Heanor | 3 | – | 1 | Hatton United | ||
| Round 1 | Sun, Oct 19, 2025 | Staveley Miners Welfare Reserves | 2 | – | 0 | Stanton Ilkeston | ||
| Round 2 | Sun, Nov 16, 2025 | Belper Town Reserves | 2 | – | 5 | Ashbourne | ||
| Round 2 | Sun, Nov 16, 2025 | Bakewell Town | 3 | – | 2 | Draycott Victoria | ||
| Round 2 | Sun, Nov 16, 2025 | Buxton | 0 | – | 0p | Hilton Harriers | ||
| Round 2 | Sun, Nov 16, 2025 | Buxton Juniors | 2 | – | 3 | Wirksworth Colts | ||
| Round 2 | Sun, Nov 16, 2025 | Chesterfield | 9 | – | 0 | Staveley Miners Welfare Reserves | ||
| Round 2 | Sun, Nov 16, 2025 | Melbourne Dynamo Reserves | 0 | – | 7 | Gresley Rovers | ||
| Round 2 | Sun, Nov 16, 2025 | Long Eaton United Development | 1 | – | 2 | Chesterfield Youth | ||
| Round 2 | Sun, Nov 16, 2025 | Melbourne Dynamo | H | – | W | Allenton United | ||
| Round 2 | Sun, Nov 16, 2025 | Pride Park | 4 | – | 2 | Belper Town | 6 | |
| Round 2 | Sun, Nov 16, 2025 | Sleetmoor United | 0p | – | 0 | Courage FC | ||
| Round 2 | Sun, Nov 30, 2025 | Staveley Miners Welfare | 9 | – | 0 | Derwent | ||
| Round 2 | Sun, Nov 23, 2025 | Duffield Dynamo | 0 | – | 5 | Long Eaton United | 6 | |
| Round 2 | Sun, Nov 30, 2025 | Pride Park Development | 10 | – | 8 | Heanor | ||
| Round 2 | Sun, Nov 30, 2025 | Glossop North End | 1p | – | 1 | Stapenhill | ||
| Round 2 | Sun, Dec 7, 2025 | Aston Village | A | – | W | Matlock Town | ||
| Round 3 | Sun, Dec 21, 2025 | Chesterfield Youth | A | – | W | Pride Park Development | ||
| Round 3 | Sun, Dec 21, 2025 | Melbourne Dynamo | A | – | W | Long Eaton United | ||
| Round 3 | Sun, Dec 21, 2025 | Gresley Rovers | A | – | W | Staveley Miners Welfare | ||
| Round 3 | Sun, Dec 21, 2025 | Glossop North End | 4 | – | 3 | Sleetmoor United | ||
| Round 3 | Sun, Dec 21, 2025 | Pride Park | 1 | – | 3 | Derby County U21 | ||
| Round 3 | Sun, Jan 18, 2026 | Matlock Town | 1 | – | 2 | Wirksworth Colts | ||
| Round 3 | Sun, Dec 21, 2025 | Chesterfield | H | – | W | Hilton Harriers | ||
| Round 3 | Sun, Dec 21, 2025 | Ashbourne | H | – | W | Bakewell Town | ||
| Quarter Final | Sun, Jan 18, 2026 | Chesterfield | 22 | – | 0 | Pride Park Development | ||
| Quarter Final | Sun, Jan 18, 2026 | Derby County U21 | 24 | – | 1 | Ashbourne | ||
| Quarter Final | Sun, Jan 18, 2026 | Staveley Miners Welfare | 6 | – | 1 | Glossop North End | ||
| Quarter Final | Sun, Feb 1, 2026 | Long Eaton United | 3 | – | 1 | Wirksworth Colts | ||
| Semi Final | Sun, Feb 15, 2026 | Chesterfield | 5 | – | 1 | Staveley Miners Welfare | ||
| Semi Final | Sun, Feb 22, 2026 | Long Eaton United | 0 | – | 2 | Derby County U21 | ||
| Final | Sun, Apr 19, 2026 | Chesterfield | 1 | – | 0 | Derby County U21 | ||
| CHAMPIONS | Sat, Aug 1, 2026 | CHESTERFIELD |
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