| Football League, Div. 1 | 02.09.1899 | A | Stoke | 2-3 | |
| Friendly | 04.09.1899 | A | Glasgow Rangers | 2-2 | |
| Football League, Div. 1 | 09.09.1899 | H | Sunderland | 0-2 | |
| Football League, Div. 1 | 16.09.1899 | A | West Bromwich Albion | 0-2 | |
| Benefit – testimonal | 18.09.1899 | H | New Brighton | 2-0 | |
| Football League, Div. 1 | 23.09.1899 | H | Everton | 1-2 | |
| Friendly | 25.09.1899 | A | Queen’s Park | 0-1 | |
| Football League, Div. 1 | 30.09.1899 | A | Blackburn Rovers | 0-2 | |
| Football League, Div. 1 | 05.10.1899 | A | Notts County | 1-2 | |
| Football League, Div. 1 | 07.10.1899 | H | Derby County | 0-2 | |
| Football League, Div. 1 | 14.10.1899 | A | Bury | 1-2 | |
| Football League, Div. 1 | 21.10.1899 | H | Notts County | 3-1 | |
| Friendly | 25.10.1899 | A | Gaisnborough Trinity | 2-0 | |
| Football League, Div. 1 | 28.10.1899 | A | Manchester City | 1-0 | |
| Football League, Div. 1 | 04.11.1899 | H | Sheffield United | 2-2 | |
| Football League, Div. 1 | 11.11.1899 | A | Newcastle United | 1-1 | |
| Football League, Div. 1 | 18.11.1899 | H | Aston Villa | 3-3 | |
| Football League, Div. 1 | 25.11.1899 | H | Wolverhampton Wanderers | 1-1 | |
| Football League, Div. 1 | 02.12.1899 | A | Burnley | 1-2 | |
| Football League, Div. 1 | 09.12.1899 | H | Preston North End | 1-0 | |
| Football League, Div. 1 | 16.12.1899 | A | Nottingham Forest | 0-1 | |
| Lancashire Cup, 1st Round | 18.12.1899 | A | Preston North End | 0-2 | |
| Football League, Div. 1 | 23.12.1899 | H | Glossop | 5-2 | |
| Football League, Div. 1 | 25.12.1899 | A | Derby County | 2-3 | |
| Friendly | 26.12.1899 | H | Glasgow Rangers | 3-2 | |
| Football League, Div. 1 | 30.12.1899 | H | Stoke | 0-0 | |
| Football League, Div. 1 | 06.01.1900 | A | Sunderland | 0-1 | |
| Football League, Div. 1 | 13.01.1900 | H | West Bromwich Albion | 2-0 | |
| Football League, Div. 1 | 20.01.1900 | A | Everton | 1-3 | |
| FA Cup, 1st Round | 27.01.1900 | A | Stoke | 0-0 | |
| FA Cup, 1st Round, replay | 01.02.1900 | H | Stoke | 1-0 | |
| Football League, Div. 1 | 03.02.1900 | H | Blackburn Rovers | 3-1 | |
| Benefit – testimonal | 07.02.1900 | A | Blackpool | 2-2 | |
| FA Cup, 2nd Round | 10.02.1900 | H | West Bromwich Albion | PP | |
| FA Cup, 2nd Round | 17.02.1900 | H | West Bromwich Albion | 1-1 | |
| FA Cup, 2nd Round, replay | 21.02.1900 | A | West Bromwich Albion | 1-2 | |
| Football League, Div. 1 | 03.03.1900 | H | Manchester City | 5-2 | |
| Football League, Div. 1 | 10.03.1900 | A | Sheffield United | 2-1 | |
| Football League, Div. 1 | 17.03.1900 | H | Newcastle United | 2-0 | |
| Football League, Div. 1 | 24.03.1900 | A | Aston Villa | 0-1 | |
| Football League, Div. 1 | 31.03.1900 | A | Wolverhampton Wanderers | 1-0 | |
| Football League, Div. 1 | 07.04.1900 | H | Burnley | 0-1 | |
| Football League, Div. 1 | 09.04.1900 | H | Bury | 2-0 | |
| Friendly | 13.04.1900 | A | Everton | 1-3 | |
| Football League, Div. 1 | 14.04.1900 | A | Preston North End | 3-1 | Report |
| Friendly | 16.04.1900 | H | Queen’s Park | 4-2 | Report |
| Football League, Div. 1 | 21.04.1900 | H | Nottingham Forest | 1-0 | Report |
| Football League, Div. 1 | 28.04.1900 | A | Glossop | 2-1 | Report |
The history of Liverpool Football Club, their home at Anfield and all the people.
"Play Up, Liverpool" 