| D1 | 04/05/1929 | Leicester City | 6-1 | Bolton Wanderers | Blackmore | | 19,912 | Loss |
| D1 | 01/05/1929 | Bury | 3-4 | Bolton Wanderers | McClelland 2, Gibson, Vizard | | 9,419 | Win |
| D1 | 29/04/1929 | Leeds United | 2-2 | Bolton Wanderers | Blackmore 2 | | 12,877 | Draw |
| FACF | 27/04/1929 | Bolton Wanderers | 2-0 | Portsmouth | Butler W, Blackmore (played at Wembley Stadium) | Highlights | 92,576 | Win |
| D1 | 20/04/1929 | Burnley | 3-1 | Bolton Wanderers | Blackmore | | 14,584 | Loss |
| D1 | 17/04/1929 | Bolton Wanderers | 3-1 | Aston Villa | McClelland, Gibson, Vizard | | 10,271 | Win |
| D1 | 13/04/1929 | Bolton Wanderers | 1-0 | Newcastle United | Blackmore | | 10,463 | Win |
| D1 | 06/04/1929 | West Ham United | 3-0 | Bolton Wanderers | | | 20,973 | Loss |
| D1 | 01/04/1929 | Bolton Wanderers | 1-1 | Manchester City | Gibson | | 21,955 | Draw |
| D1 | 30/03/1929 | Bolton Wanderers | 0-0 | Liverpool | | | 20,460 | Draw |
| D1 | 29/03/1929 | Manchester City | 5-1 | Bolton Wanderers | Butler W | | 45,838 | Loss |
| FACSF | 23/03/1929 | Bolton Wanderers | 3-1 | Huddersfield Town | Butler W, Gibson, Blackmore (played at Anfield, Liverpool) | | 39,000 | Win |
| D1 | 16/03/1929 | Bolton Wanderers | 1-1 | Manchester United | Wright W | | 17,354 | Draw |
| D1 | 09/03/1929 | Sheffield United | 1-1 | Bolton Wanderers | Blackmore | | 23,927 | Draw |
| FACQFR | 06/03/1929 | Bolton Wanderers | 2-1 | Blackburn Rovers | Butler W 2 | | 65,295 | Win |
| FACQF | 02/03/1929 | Blackburn Rovers | 1-1 | Bolton Wanderers | Blackmore | | 62,522 | Draw |
| D1 | 23/02/1929 | Portsmouth | 4-4 | Bolton Wanderers | Gibson 2, Blackmore, Butler W | | 15,068 | Draw |
| D1 | 20/02/1929 | Bolton Wanderers | 2-2 | Sunderland | McClelland, Blackmore | | 11,315 | Draw |
| FAC5 | 16/02/1929 | Leicester City | 1-2 | Bolton Wanderers | Seddon J, Blackmore | Highlights | 30,591 | Win |
| D1 | 09/02/1929 | Bolton Wanderers | 2-2 | Sheffield Wednesday | Blackmore 2 | | 22,387 | Draw |
| D1 | 02/02/1929 | Derby County | 2-1 | Bolton Wanderers | Wright W | | 9,319 | Loss |
| FAC4R | 30/01/1929 | Bolton Wanderers | 5-2 | Liverpool | Butler W, McClelland, Gibson, Blackmore 2 (aet) | | 41,808 | Win |
| FAC4 | 26/01/1929 | Liverpool | 0-0 | Bolton Wanderers | | | 55,055 | Draw |
| D1 | 19/01/1929 | Blackburn Rovers | 1-3 | Bolton Wanderers | McClelland, Blackmore, Gibson | | 22,037 | Win |
| FAC3 | 12/01/1929 | Bolton Wanderers | 2-0 | Oldham Athletic | Gibson, Blackmore | | 34,499 | Win |
| D1 | 05/01/1929 | Bolton Wanderers | 1-2 | Arsenal | Gibson | | 17,597 | Loss |
| D1 | 01/01/1929 | Bolton Wanderers | 1-0 | Cardiff City | Blackmore | | 33,651 | Win |
| D1 | 29/12/1928 | Everton | 3-0 | Bolton Wanderers | | | 34,443 | Loss |
| D1 | 26/12/1928 | Bolton Wanderers | 6-2 | Birmingham City | Butler W, Blackmore 3, Gibson 2 | | 22,117 | Win |
| D1 | 25/12/1928 | Birmingham City | 0-2 | Bolton Wanderers | Blackmore, McClelland | | 31,358 | Win |
| D1 | 22/12/1928 | Bolton Wanderers | 5-0 | Leicester City | Butler W, McClelland, Gibson, Blackmore 2 | | 16,030 | Win |
| D1 | 15/12/1928 | Cardiff City | 1-1 | Bolton Wanderers | Vizard | | 11,286 | Draw |
| D1 | 08/12/1928 | Bolton Wanderers | 0-1 | Burnley | | | 17,222 | Loss |
| D1 | 01/12/1928 | Newcastle United | 4-1 | Bolton Wanderers | McClelland | | 31,420 | Loss |
| D1 | 24/11/1928 | Bolton Wanderers | 4-1 | West Ham United | Murphy L, Kean, Blackmore 2 | | 12,371 | Win |
| D1 | 17/11/1928 | Liverpool | 3-0 | Bolton Wanderers | | | 27,904 | Loss |
| D1 | 10/11/1928 | Bolton Wanderers | 4-1 | Leeds United | McClelland, Gibson, Blackmore 2 | | 16,308 | Win |
| D1 | 03/11/1928 | Manchester United | 1-1 | Bolton Wanderers | Murphy L | | 31,185 | Draw |
| D1 | 27/10/1928 | Bolton Wanderers | 3-1 | Sheffield United | Gibson 3 | | 18,802 | Win |
| D1 | 20/10/1928 | Aston Villa | 3-5 | Bolton Wanderers | Butler W, Gibson, Blackmore 3 | | 29,827 | Win |
| D1 | 13/10/1928 | Bolton Wanderers | 4-2 | Portsmouth | Butler W, Blackmore 3 | | 16,101 | Win |
| D1 | 06/10/1928 | Bolton Wanderers | 0-1 | Bury | | | 37,181 | Loss |
| D1 | 29/09/1928 | Sheffield Wednesday | 0-0 | Bolton Wanderers | | | 25,098 | Draw |
| D1 | 22/09/1928 | Bolton Wanderers | 3-0 | Derby County | Murphy L, Blackmore 2 | | 20,406 | Win |
| D1 | 15/09/1928 | Sunderland | 4-0 | Bolton Wanderers | | | 29,617 | Loss |
| D1 | 08/09/1928 | Bolton Wanderers | 0-3 | Blackburn Rovers | | | 15,633 | Loss |
| D1 | 03/09/1928 | Bolton Wanderers | 1-1 | Huddersfield Town | Jack D | | 15,532 | Draw |
| D1 | 01/09/1928 | Arsenal | 2-0 | Bolton Wanderers | | | 35,124 | Loss |
| D1 | 27/08/1928 | Huddersfield Town | 4-1 | Bolton Wanderers | Murphy L | | 15,710 | Loss |
| D1 | 25/08/1928 | Bolton Wanderers | 2-3 | Everton | Gibson 2 | | 34,637 | Loss |