| D1 | 23/03/1889 | Accrington | 2-3 | Bolton Wanderers | Brogan, Roberts R, Davenport | | Unknown | Win |
| D1 | 09/03/1889 | Bolton Wanderers | 7-3 | Notts County | Turner J, Brogan, Barbour 2, Davenport 3 | | Unknown | Win |
| D1 | 05/03/1889 | Notts County | 0-4 | Bolton Wanderers | Brogan 2, Barbour, Davenport | | Unknown | Win |
| D1 | 26/01/1889 | Bolton Wanderers | 3-2 | Blackburn Rovers | Weir D 2, Owen G | | Unknown | Win |
| D1 | 19/01/1889 | Stoke City | 2-2 | Bolton Wanderers | Owen G, Brogan | | Unknown | Draw |
| D1 | 12/01/1889 | Aston Villa | 6-2 | Bolton Wanderers | Barbour 2 | | Unknown | Loss |
| D1 | 29/12/1888 | Bolton Wanderers | 2-1 | Wolverhampton Wanderers | Weir D, Opponent (og) | | Unknown | Win |
| D1 | 26/12/1888 | Derby County | 2-3 | Bolton Wanderers | Brogan, Davenport, Milne | | Unknown | Win |
| D1 | 22/12/1888 | Bolton Wanderers | 4-1 | Accrington | Weir D 3, Owen G | | Unknown | Win |
| D1 | 08/12/1888 | Blackburn Rovers | 4-4 | Bolton Wanderers | Scowcroft, Brogan 2, Milne | | Unknown | Draw |
| D1 | 24/11/1888 | Bolton Wanderers | 2-5 | Preston North End | Weir D, Brogan | | Unknown | Loss |
| D1 | 17/11/1888 | Bolton Wanderers | 1-2 | West Bromwich Albion | Bullough | | Unknown | Loss |
| FAC3 | 17/11/1888 | Linfield Athletic | 4-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 10/11/1888 | Wolverhampton Wanderers | 3-2 | Bolton Wanderers | Brogan, McGuiness | | Unknown | Loss |
| FAC2 | 10/11/1888 | Bolton Wanderers | 9-0 | West Manchester | Turner J 3, Simmers 2, Knowles 2, Whittle, Opponent (og) | | Unknown | Win |
| D1 | 05/11/1888 | West Bromwich Albion | 1-5 | Bolton Wanderers | Barbour 2, Milne, Brogan, Weir D | | Unknown | Win |
| D1 | 03/11/1888 | Everton | 2-1 | Bolton Wanderers | Barbour | | Unknown | Loss |
| D1 | 20/10/1888 | Bolton Wanderers | 2-3 | Aston Villa | Weir D, Barbour | | Unknown | Loss |
| D1 | 13/10/1888 | Bolton Wanderers | 2-1 | Stoke City | Milne, Opponent (og) | | Unknown | Win |
| D1 | 06/10/1888 | Burnley | 4-1 | Bolton Wanderers | Roberts R | | Unknown | Loss |
| FAC1 | 06/10/1888 | Hurst | 0-0 | Bolton Wanderers | | | Unknown | Draw |
| D1 | 29/09/1888 | Bolton Wanderers | 6-2 | Everton | Davenport 2, Tyrer 2, Milne 2 | | Unknown | Win |
| D1 | 22/09/1888 | Preston North End | 3-1 | Bolton Wanderers | Weir D | | Unknown | Loss |
| D1 | 15/09/1888 | Bolton Wanderers | 3-4 | Burnley | Brogan, Davenport, Coupar | | Unknown | Loss |
| D1 | 08/09/1888 | Bolton Wanderers | 3-6 | Derby County | Davenport 2, Brogan | | Unknown | Loss |