| D1 | 17/03/1890 | Bolton Wanderers | 2-2 | Burnley | Milne, Jones D | | Unknown | Draw |
| D1 | 15/03/1890 | Wolverhampton Wanderers | 5-1 | Bolton Wanderers | Cassidy J | | Unknown | Loss |
| FACSF | 08/03/1890 | Bolton Wanderers | 1-2 | Sheffield Wednesday | McNee (played at Perry Barr, Birmingham) | | Unknown | Loss |
| D1 | 01/03/1890 | Burnley | 7-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 24/02/1890 | Bolton Wanderers | 4-1 | Wolverhampton Wanderers | Weir D, McNee 2, Turner J | | Unknown | Win |
| FAC3 | 15/02/1890 | Preston North End | 2-3 | Bolton Wanderers | Weir D 2, Brogan | | Unknown | Win |
| D1 | 08/02/1890 | Bolton Wanderers | 5-0 | Stoke City | Cassidy J 3, Weir D, Brogan | | Unknown | Win |
| FAC2 | 01/02/1890 | Bolton Wanderers | 13-0 | Sheffield United | Cassidy J 5, Weir D 4, Brogan 3, Robinson B | | Unknown | Win |
| D1 | 25/01/1890 | Aston Villa | 1-2 | Bolton Wanderers | Cassidy J, Weir D | | Unknown | Win |
| FAC1 | 18/01/1890 | Bolton Wanderers | 10-2 | Belfast Distillery | Weir D 4, Cassidy J 2, Davenport 2, 'scrimmages' 2 | | Unknown | Win |
| D1 | 11/01/1890 | Notts County | 3-5 | Bolton Wanderers | Brogan, Weir D 2, McNee, Cassidy J | | Unknown | Win |
| D1 | 04/01/1890 | Accrington | 3-1 | Bolton Wanderers | Cassidy J | | Unknown | Loss |
| D1 | 26/12/1889 | Derby County | 3-2 | Bolton Wanderers | Brogan, Weir D | | Unknown | Loss |
| D1 | 21/12/1889 | Blackburn Rovers | 7-1 | Bolton Wanderers | Cassidy J | | Unknown | Loss |
| D1 | 07/12/1889 | Bolton Wanderers | 7-0 | West Bromwich Albion | Weir D 2, Brogan, Davenport 2, Bullough, Cassidy J | | Unknown | Win |
| D1 | 30/11/1889 | Bolton Wanderers | 7-1 | Derby County | Cassidy J 4, Brogan, McNee, Davenport | | Unknown | Win |
| D1 | 23/11/1889 | Preston North End | 3-1 | Bolton Wanderers | Weir D | | Unknown | Loss |
| D1 | 16/11/1889 | Bolton Wanderers | 2-0 | Aston Villa | Davenport 2 | | Unknown | Win |
| D1 | 09/11/1889 | Bolton Wanderers | 3-2 | Blackburn Rovers | Davenport, Milne, Brogan | | Unknown | Win |
| D1 | 04/11/1889 | West Bromwich Albion | 6-3 | Bolton Wanderers | Davenport, Brogan, Weir D | | Unknown | Loss |
| D1 | 26/10/1889 | Bolton Wanderers | 0-4 | Notts County | | | Unknown | Loss |
| D1 | 19/10/1889 | Stoke City | 0-1 | Bolton Wanderers | Barbour | | Unknown | Win |
| D1 | 12/10/1889 | Bolton Wanderers | 2-6 | Preston North End | Bullough, Davenport | | Unknown | Loss |
| D1 | 28/09/1889 | Everton | 3-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 21/09/1889 | Bolton Wanderers | 3-4 | Everton | Brogan, Milne, Barbour | | Unknown | Loss |
| D1 | 14/09/1889 | Bolton Wanderers | 2-4 | Accrington | Weir D, Parkinson J | | Unknown | Loss |