| Saturday 6th September 1986 | F.A. Carlsberg Vase Extra Preliminary Round | ||
|---|---|---|---|
| St Helens Town | 5-4 | Colne Dynamoes | |
| Saturday 13th September 1986 | F.A. Challenge Cup 1st Qualifying Round | ||
|---|---|---|---|
| St Helens Town | 6-0 | Heanor Town | |
| Saturday 20th September 1986 | F.A. Carlsberg Vase Preliminary Round | ||
|---|---|---|---|
| St Helens Town | 2-1 | General Chemicals | |
| Saturday 27th September 1986 | F.A. Challenge Cup 2nd Qualifying Round | ||
|---|---|---|---|
| Armthorpe Welfare | 1-1 | St Helens Town | |
| Tuesday 30th September 1986 | F.A. Challenge Cup 2nd Qualifying Round Replay | ||
|---|---|---|---|
| St Helens Town | 0-1 | Armthorpe Welfare | |
| Saturday 18th October 1986 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| St Helens Town | 2-0 | Wren Rovers | |
| Saturday 8th November 1986 | F.A. Carlsberg Vase 2nd Round | ||
|---|---|---|---|
| St Helens Town | 1-0 | Guisborough Town | |
| Saturday 13th December 1986 | F.A. Carlsberg Vase 3rd Round | ||
|---|---|---|---|
| St Helens Town | 4-1 | Wythenshawe | |
| Saturday 17th January 1987 | F.A. Carlsberg Vase 4th Round | ||
|---|---|---|---|
| Wisbech Town | 0-2 | St Helens Town | |
| Saturday 7th February 1987 | F.A. Carlsberg Vase 5th Round | ||
|---|---|---|---|
| St Helens Town | 4-1 | Rainworth Miners Welfare | |
| Saturday 28th February 1987 | F.A. Carlsberg Vase Quarter Finals | ||
|---|---|---|---|
| St Helens Town | 1-1 | Falmouth Town | |
| (After Extra Time, 1-1 after 90 mins) | |||
| Saturday 7th March 1987 | F.A. Carlsberg Vase Quarter Final Replay | ||
|---|---|---|---|
| Falmouth Town | 0-1 | St Helens Town | |
| Saturday 21st March 1987 | F.A. Carlsberg Vase Semi Final 1st Leg | ||
|---|---|---|---|
| St Helens Town | 0-1 | Emley (original) | |
| Saturday 28th March 1987 | F.A. Carlsberg Vase Semi Final 2nd Leg | ||
|---|---|---|---|
| Emley (original) | 0-2 | St Helens Town | |
| Saturday 25th April 1987 | F.A. Carlsberg Vase Final | ||
|---|---|---|---|
| St Helens Town | 3-2 | Warrington Town | |
