| 1. Round | 31/08/1929 | Sheffield United | - | Grimsby Town | 2:3 | ||||
| 2. Round | 04/09/1929 | Middlesbrough FC | - | Sheffield United | 3:1 | ||||
| 3. Round | 07/09/1929 | Leicester City | - | Sheffield United | 3:3 | ||||
| 4. Round | 09/09/1929 | Sheffield United | - | Middlesbrough FC | 1:3 | ||||
| 7. Round | 07/10/1929 | Sheffield United | - | Manchester United | 3:1 |  |
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| 11. Round | 19/10/1929 | Burnley FC | - | Sheffield United | 5:0 | ||||
| 21. Round | 25/12/1929 | Sheffield United | - | Liverpool FC | 4:0 | ||||
| 27. Round | 01/02/1930 | Sheffield Wednesday | - | Sheffield United | 1:1 | ||||
| 28. Round | 08/02/1930 | Newcastle United | - | Sheffield United | 3:5 | |
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| 26. Round | 17/02/1930 | Sheffield United | - | Huddersfield Town | 0:1 | ||||
| 37. Round | 12/04/1930 | Arsenal FC | - | Sheffield United | 8:1 | ||||
| 38. Round | 18/04/1930 | West Ham United | - | Sheffield United | 1:0 | ||||
| 39. Round | 19/04/1930 | Sheffield United | - | Aston Villa | 3:3 | ||||
| 41. Round | 26/04/1930 | Everton FC | - | Sheffield United | 3:2 | |
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| 42. Round | 03/05/1930 | Manchester United | - | Sheffield United | 1:5 | |
Ireland
All Ireland