| 1. Round | 29/08/1936 | Manchester United | - | Wolverhampton Wanderers | 1:1 | ||||
| 2. Round | 31/08/1936 | Wolverhampton Wanderers | - | Middlesbrough FC | 0:1 | ||||
| 3. Round | 05/09/1936 | Wolverhampton Wanderers | - | Sheffield Wednesday | 4:3 |  |
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| 4. Round | 09/09/1936 | Middlesbrough FC | - | Wolverhampton Wanderers | 1:0 | ||||
| 5. Round | 12/09/1936 | Preston North End | - | Wolverhampton Wanderers | 1:3 | |
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| 7. Round | 19/09/1936 | Wolverhampton Wanderers | - | Arsenal FC | 2:0 | ||||
| 6. Round | 23/09/1936 | Derby County | - | Wolverhampton Wanderers | 5:1 | ||||
| 8. Round | 26/09/1936 | Brentford FC | - | Wolverhampton Wanderers | 3:2 | ||||
| 9. Round | 03/10/1936 | Wolverhampton Wanderers | - | Bolton Wanderers | 2:3 | |
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| 10. Round | 10/10/1936 | Everton FC | - | Wolverhampton Wanderers | 1:0 |
England