| Entrants for this seasons competition | ||
| Leicestershire Senior League | ||
| Coalville Swifts | ||
| Coalville Town | ||
| Hugglescote Imperial | ||
| Loughborough Brush | ||
| Moira United | ||
| Peggs Green Victoria | ||
| Shepshed Albion | ||
| Sileby Victoria | ||
| Whitwick Imperial | ||
| Birmingham Combination | ||
| Hinckley United | ||
| Central Alliance (1911) | ||
| Leicester City Reserves | ||
| Loughborough Corinthians | ||
| Coalville & District League - Division One | ||
| Moira United | ||
| Leicester & District Mutual Football League - Division One | ||
| Belvoir Street Sunday School | ||
| Loughborough & District Football League - Division One | ||
| Quorn Havelock | ||
| Unknown League | ||
| Discharged Soldiers & Sailors | ||
| Loughborough YMCA | ||
 First Round | ||
| 25/11 | Belvoir St. SS 2 - 5 Coalville Swifts | |
| 25/11 | Coalville Town 7 - 3 Quorn Havelock | |
| 25/11 | Discharged Soldiers & Sailors 4 - 8 Leicester City Res | |
| 25/11 | Loughborough Corinthians 1 - 1 Moira Utd | |
| 25/11 | Peggs Green Vics 2 - 0 Hugglescote Imps | |
| 25/11 | Shepshed Alb 4 - 1 Hinckley Utd | |
| 25/11 | Sileby Vics 2 - 2 Loughborough Brush | |
| 25/11 | Whitwick Imps 6 - 1 Loughborough YMCA | |