| D1 | 01/05/1920 | Bolton Wanderers | 2-1 | Middlesbrough | Roberts F, Herbert | | Unknown | Win |
| D1 | 24/04/1920 | Bolton Wanderers | 1-0 | Sheffield United | Roberts F | | Unknown | Win |
| D1 | 17/04/1920 | Sheffield United | 3-2 | Bolton Wanderers | Roberts F, Smith J | | Unknown | Loss |
| D1 | 10/04/1920 | Bolton Wanderers | 3-5 | Manchester United | Herbert, Smith J, Roberts F | | Unknown | Loss |
| D1 | 07/04/1920 | Aston Villa | 3-6 | Bolton Wanderers | Smith J 2, Roberts F 3 (1 pen), Vizard | | Unknown | Win |
| D1 | 05/04/1920 | Sheffield Wednesday | 0-2 | Bolton Wanderers | Roberts F, Smith J | | Unknown | Win |
| D1 | 03/04/1920 | Manchester United | 1-1 | Bolton Wanderers | Roberts F | | Unknown | Draw |
| D1 | 27/03/1920 | Bolton Wanderers | 1-0 | Oldham Athletic | Smith J | | Unknown | Win |
| D1 | 20/03/1920 | Oldham Athletic | 2-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 13/03/1920 | Bolton Wanderers | 2-1 | Aston Villa | Roberts F 2 (2 pens) | | Unknown | Win |
| D1 | 28/02/1920 | Newcastle United | 0-1 | Bolton Wanderers | Roberts F | | Unknown | Win |
| D1 | 21/02/1920 | Bolton Wanderers | 0-3 | Newcastle United | | | Unknown | Loss |
| D1 | 14/02/1920 | Chelsea | 2-3 | Bolton Wanderers | Roberts F, Smith J 2 | | Unknown | Win |
| D1 | 07/02/1920 | Bolton Wanderers | 1-2 | Chelsea | Vizard | | Unknown | Loss |
| D1 | 04/02/1920 | Liverpool | 2-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 24/01/1920 | Bolton Wanderers | 0-3 | Liverpool | | | Unknown | Loss |
| D1 | 17/01/1920 | Notts County | 2-2 | Bolton Wanderers | Seddon J, Vizard | | Unknown | Draw |
| FAC1 | 10/01/1920 | Bolton Wanderers | 0-1 | Chelsea | | | 35,398 | Loss |
| D1 | 03/01/1920 | Bolton Wanderers | 1-0 | Notts County | Roberts F | | Unknown | Win |
| D1 | 01/01/1920 | Bolton Wanderers | 2-0 | Sheffield Wednesday | Roberts F 2 | | Unknown | Win |
| D1 | 27/12/1919 | Bolton Wanderers | 2-1 | Blackburn Rovers | Roberts F, Buchan | | Unknown | Win |
| D1 | 26/12/1919 | Preston North End | 1-1 | Bolton Wanderers | Broadhurst (og) | | Unknown | Draw |
| D1 | 25/12/1919 | Bolton Wanderers | 4-1 | Preston North End | Buchan 3, Herbert | | Unknown | Win |
| D1 | 20/12/1919 | Blackburn Rovers | 2-2 | Bolton Wanderers | Roberts F, Herbert | | Unknown | Draw |
| D1 | 13/12/1919 | Bolton Wanderers | 1-1 | Bradford City | Buchan | | Unknown | Draw |
| D1 | 06/12/1919 | Bradford City | 0-1 | Bolton Wanderers | Roberts F | | Unknown | Win |
| D1 | 29/11/1919 | Bolton Wanderers | 0-2 | Everton | | | Unknown | Loss |
| D1 | 22/11/1919 | Everton | 3-3 | Bolton Wanderers | Buchan, Stokes, Herbert, Smith J, Roberts F | | Unknown | Draw |
| D1 | 15/11/1919 | Bolton Wanderers | 2-2 | Arsenal | Jennings, Buchan | | Unknown | Draw |
| D1 | 08/11/1919 | Arsenal | 2-2 | Bolton Wanderers | Vizard, Buchan | | Unknown | Draw |
| D1 | 01/11/1919 | Bolton Wanderers | 1-0 | Sunderland | Rowley | | Unknown | Win |
| D1 | 25/10/1919 | Sunderland | 2-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 18/10/1919 | Bolton Wanderers | 1-2 | West Bromwich Albion | Roberts F | | Unknown | Loss |
| D1 | 11/10/1919 | West Bromwich Albion | 4-1 | Bolton Wanderers | Feebury (pen) | | 35,227 | Loss |
| D1 | 04/10/1919 | Bolton Wanderers | 3-0 | Derby County | Roberts F, Smith J, Feebury (pen) | | Unknown | Win |
| D1 | 27/09/1919 | Derby County | 1-2 | Bolton Wanderers | Smith J, Feebury | | Unknown | Win |
| D1 | 20/09/1919 | Bolton Wanderers | 6-2 | Manchester City | Roberts F 2, Feebury, Smith J 2, Davies A | | Unknown | Win |
| D1 | 17/09/1919 | Middlesbrough | 1-3 | Bolton Wanderers | Smith J 3 | | Unknown | Win |
| D1 | 13/09/1919 | Manchester City | 1-4 | Bolton Wanderers | Rowley, Smith J 2, Roberts F | | Unknown | Win |
| D1 | 10/09/1919 | Burnley | 2-1 | Bolton Wanderers | Smith J | | Unknown | Loss |
| D1 | 06/09/1919 | Bradford | 2-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 01/09/1919 | Bolton Wanderers | 1-1 | Burnley | Roberts F | | Unknown | Draw |
| D1 | 30/08/1919 | Bolton Wanderers | 1-2 | Bradford | Roberts F | | Unknown | Loss |