| Derbyshire Senior Cup First Round |
| 17/11/1982 | Clay Cross Works |  | 3-4 |  | Long Eaton United | |
| 27/11/1982 | Creswell Colliery |  | 2-2 |  | Alfreton Town | |
| 27/11/1982 | Heanor Town |  | 2-1 | | Newhall United | |
| 1/12/1982 | Ilkeston Town |  | 2-0 |  | Borrowash Victoria | |
| 4/12/1982 | Long Eaton Grange |  | 1-6 |  | Belper Town | |
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| Derbyshire Senior Cup First Round Replay |
| 4/12/1982 | Alfreton Town | | 2-1 | | Creswell Colliery | |
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| Derbyshire Senior Cup Second Round |
| 15/2/1983 | Alfreton Town | | 4-3 | | Stapenhill | |
| 26/2/1983 | Belper Town | | 4-0 | | Long Eaton United | |
| 26/2/1983 | Ilkeston Town | | 1-1 | | Glossop North End | |
| 5/3/1983 | Matlock Town | | 3-1 | | Heanor Town | |
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| Derbyshire Senior Cup Second Round Replay |
| 12/3/1983 | Glossop North End | | 2-3 | | Ilkeston Town | |
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| Derbyshire Senior Cup Semi-Finals |
| 26/3/1983 | Belper Town | | 0-1 | | Matlock Town | |
| 26/3/1983 | Ilkeston Town | | 2-0 | | Alfreton Town | |
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| Derbyshire Senior Cup Final Replay |
| 25/4/1983 | Ilkeston Town | | 2-0 | | Matlock Town | |
| (at Ilkeston Town FC) |
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| Derbyshire Senior Cup Final First Leg |
| 27/4/1983 | Matlock Town | | 2-1 | | Ilkeston Town | |
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| Derbyshire Senior Cup Final Second Leg |
| 9/5/1983 | Ilkeston Town | | 2-1 | | Matlock Town | |
| (Agg: 3-3) |