| L2 | 08/05/2021 | Bolton Wanderers | 4-1 | Crawley Town | Antoni Sarcevic, Oladapo Afolayan, Eoin Doyle, Lloyd Isgrove | Highlights | Unknown | Win |
| L2 | 01/05/2021 | Bolton Wanderers | 1-2 | Exeter City | Gethin Jones | Highlights | Unknown | Loss |
| L2 | 24/04/2021 | Morecambe | 0-1 | Bolton Wanderers | Ben Jackson | Highlights | Unknown | Win |
| L2 | 20/04/2021 | Bolton Wanderers | 1-0 | Carlisle United | Eoin Doyle | Highlights | Unknown | Win |
| L2 | 17/04/2021 | Grimsby Town | 2-1 | Bolton Wanderers | Shaun Miller | Highlights | Unknown | Loss |
| L2 | 13/04/2021 | Salford City | 0-1 | Bolton Wanderers | Lloyd Isgrove | Highlights | Unknown | Win |
| L2 | 10/04/2021 | Bolton Wanderers | 2-1 | Harrogate Town | Lloyd Isgrove, Eoin Doyle | Highlights | Unknown | Win |
| L2 | 05/04/2021 | Newport County | 1-0 | Bolton Wanderers | | Highlights | Unknown | Loss |
| L2 | 02/04/2021 | Bolton Wanderers | 0-0 | Colchester United | | Highlights | Unknown | Draw |
| L2 | 27/03/2021 | Forest Green Rovers | 0-1 | Bolton Wanderers | Eoin Doyle | Highlights | Unknown | Win |
| L2 | 20/03/2021 | Bolton Wanderers | 2-1 | Walsall | Kieran Lee, Eoin Doyle | Highlights | Unknown | Win |
| L2 | 13/03/2021 | Port Vale | 0-1 | Bolton Wanderers | Gethin Jones | Highlights | Unknown | Win |
| L2 | 09/03/2021 | Bolton Wanderers | 2-1 | Cambridge United | Eoin Doyle, Antoni Sarcevic | Highlights | Unknown | Win |
| L2 | 06/03/2021 | Bradford City | 1-1 | Bolton Wanderers | Nathan Delfouneso | Highlights | Unknown | Draw |
| L2 | 02/03/2021 | Oldham Athletic | 0-2 | Bolton Wanderers | Own Goal, Eoin Doyle | Highlights | Unknown | Win |
| L2 | 27/02/2021 | Bolton Wanderers | 1-0 | Barrow | Shaun Miller | Highlights | Unknown | Win |
| L2 | 23/02/2021 | Bolton Wanderers | 2-0 | Scunthorpe United | Eoin Doyle | Highlights | Unknown | Win |
| L2 | 20/02/2021 | Southend United | 0-1 | Bolton Wanderers | Shaun Miller | Highlights | Unknown | Win |
| L2 | 17/02/2021 | Mansfield Town | 2-3 | Bolton Wanderers | Declan John | Highlights | Unknown | Win |
| L2 | 13/02/2021 | Bolton Wanderers | 1-0 | Stevenage | Declan John | Highlights | Unknown | Win |
| L2 | 09/02/2021 | Bolton Wanderers | 1-1 | Morecambe | Eoin Doyle | Highlights | Unknown | Draw |
| L2 | 30/01/2021 | Bolton Wanderers | 2-0 | Leyton Orient | Own Goal, Eoin Doyle | Highlights | Unknown | Win |
| L2 | 23/01/2021 | Tranmere Rovers | 2-1 | Bolton Wanderers | Antoni Sarcevic | Highlights | Unknown | Loss |
| L2 | 16/01/2021 | Bolton Wanderers | 1-1 | Cheltenham Town | Eoin Doyle | Highlights | Unknown | Draw |
| L2 | 09/01/2021 | Exeter City | 1-1 | Bolton Wanderers | Arthur Gnahoua | Highlights | Unknown | Draw |
| L2 | 02/01/2021 | Bolton Wanderers | 0-1 | Crawley Town | | Highlights | Unknown | Loss |
| L2 | 26/12/2020 | Carlisle United | 3-3 | Bolton Wanderers | George Thomason, Nathan Delfouneso, Peter Kioso | Highlights | Unknown | Draw |
| L2 | 19/12/2020 | Bolton Wanderers | 0-3 | Tranmere Rovers | | Highlights | Unknown | Loss |
| L2 | 15/12/2020 | Cheltenham Town | 0-1 | Bolton Wanderers | Ryan Delaney | Highlights | Unknown | Win |
| L2 | 12/12/2020 | Walsall | 2-1 | Bolton Wanderers | Eoin Doyle | Highlights | Unknown | Loss |
| L2 | 05/12/2020 | Bolton Wanderers | 3-6 | Port Vale | Gethin Jones, Eoin Doyle, Lloyd Isgrove | Highlights | Unknown | Loss |
| L2 | 01/12/2020 | Bolton Wanderers | 3-0 | Southend United | Nathan Delfouneso, Eoin Doyle, Eoin Doyle | Highlights | Unknown | Win |
| L2 | 24/11/2020 | Scunthorpe United | 0-1 | Bolton Wanderers | Peter Kioso | Highlights | Unknown | Win |
| L2 | 21/11/2020 | Stevenage | 1-2 | Bolton Wanderers | Eoin Doyle, Ali Crawford | Highlights | Unknown | Win |
| EFLT | 17/11/2020 | Bolton Wanderers | 3-2 | Newcastle United U21 | Jak Hickman, Arthur Gnahoua, Jamie Mascoll | Highlights | Unknown | Win |
| L2 | 14/11/2020 | Bolton Wanderers | 2-0 | Salford City | Eoin Doyle, Own Goal | Highlights | Unknown | Win |
| FAC1 | 07/11/2020 | Bolton Wanderers | 2-3 | Crewe Alexandra | Nathan Delfouneso, Nathan Delfouneso | Highlights | Unknown | Loss |
| L2 | 03/11/2020 | Bolton Wanderers | 1-1 | Mansfield Town | Antoni Sarcevic | Highlights | Unknown | Draw |
| L2 | 31/10/2020 | Leyton Orient | 4-0 | Bolton Wanderers | | Highlights | Unknown | Loss |
| L2 | 27/10/2020 | Bolton Wanderers | 1-0 | Bradford City | Nathan Delfouneso | Highlights | Unknown | Win |
| L2 | 24/10/2020 | Cambridge United | 1-1 | Bolton Wanderers | Antoni Sarcevic | Highlights | Unknown | Draw |
| L2 | 20/10/2020 | Barrow | 3-3 | Bolton Wanderers | Peter Kioso, Eoin Doyle, Antoni Sarcevic | Highlights | Unknown | Draw |
| L2 | 17/10/2020 | Bolton Wanderers | 1-2 | Oldham Athletic | Nathan Delfouneso | Highlights | Unknown | Loss |
| L2 | 10/10/2020 | Bolton Wanderers | 0-0 | Grimsby Town | | Highlights | Unknown | Draw |
| EFLT | 06/10/2020 | Shrewsbury Town | 2-1 | Bolton Wanderers | Adam Senior | Highlights | Unknown | Loss |
| L2 | 03/10/2020 | Harrogate Town | 1-2 | Bolton Wanderers | Eoin Doyle, Nathan Delfouneso | Highlights | Unknown | Win |
| L2 | 26/09/2020 | Bolton Wanderers | 0-2 | Newport County | | Highlights | Unknown | Loss |
| L2 | 19/09/2020 | Colchester United | 2-0 | Bolton Wanderers | | Highlights | Unknown | Loss |
| L2 | 12/09/2020 | Bolton Wanderers | 0-1 | Forest Green Rovers | | Highlights | Unknown | Loss |
| EFLT | 08/09/2020 | Bolton Wanderers | 2-3 | Crewe Alexandra | Ryan Delaney, Shaun Miller | Highlights | Unknown | Loss |
| LC1 | 05/09/2020 | Bolton Wanderers | 1-2 | Bradford City | Antoni Sarcevic | Highlights | Unknown | Loss |