Leicestershire Challenge Cup 1976/77
Friar Lane beat Oadby Town to win the cup for the fourth time.
Quarter Finals > Semi Finals > Final
Entries – 8 Teams
Southern Football League (1 team)
Enderby Town.
West Midlands (Regional) League (1 team)
Hinckley Athletic.
Leicestershire Senior League (6 teams)
Anstey Nomads, Friar Lane Old Boys , Jones & Shipman, Newfoundpool WMC, Oadby Town and Thringstone.
Quarter Finals
| 5th April 1977 | ||
| Enderby Town | 5 – 0 | Hinckley Athletic |
| Friar Lane Old Boys | 2 – 0 | Anstey Nomads |
| Jones & Shipman | 1 – 1 | Thringstone |
| Newfoundpool WMC | 0 – 0 | Oadby Town |
Replays
| 18th April 1977 | ||
| Thringstone | 3 – 2 | Jones & Shipman |
| 19th April 1977 | ||
| Oadby Town | 2 – 1 | Newfoundpool WMC |
Semi Finals
| 26th April 1977 | ||
| Friar Lane Old Boys (Leicestershire Senior League – Div 1) | 2 – 0 | Enderby Town (Southern Football League – Div 1 North) |
| Oadby Town (Leicestershire Senior League – Div 1) | 2 – 0 | Thringstone (Leicestershire Senior League – Div 1) |
Final
| 9th May 1977 | ||
| Friar Lane Old Boys (Leicestershire Senior League – Div 1) | 3 – 0 | Oadby Town (Leicestershire Senior League – Div 1) at Filbert Street, Leicester. |