F.A. Amateur Cup 1958-59
Quarter Finals
- Barnet 2-1 Bishop Auckland
- Briggs Sports 0-3 Crook Town
- Leytonstone 3-3 Hendon
- Shildon 1-1 Walthamstow Avenue
Quarter Final Replays
- Walthamstow Avenue 3-1 Shildon
Semi-Finals
- Barnet 0-0 Walthamstow Avenue (@ Arsenal)
- Crook Town 2-0 Leytonstone (@ Sunderland)
Semi-Final Replay
- Walthamstow Avenue 0-2 Barnet (@ Tottenham)
Final (@ Wembley, 18/4/1959)