| Date | Match | Results | Score | Round |
|---|---|---|---|---|
| 05-Jan-57 | Southend United v Liverpool | L | 2-1 | FA Cup 3rd round |
| 04-Jan-58 | Liverpool v Southend United | D | 1-1 | FA Cup 3rd round |
| 08-Jan-58 | Southend United v Liverpool | W | 2-3 | FA Cup 3rd round replay |
| 25-Jan-58 | Liverpool v Northampton Town | W | 3-1 | FA Cup 4th round |
| 15-Feb-58 | Scunthorpe United v Liverpool | W | 0-1 | FA Cup 5th round |
| 01-Mar-58 | Blackburn Rovers v Liverpool | L | 2-1 | FA Cup 6th round |
| 15-Jan-59 | Worcester City v Liverpool | L | 2-1 | FA Cup 3rd round |
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