Home History
| England League 1 | 2019/11/02 15:00 | Bolton v Fleetwood Town | W | 2-1 |
| England EFL Trophy | 2019/10/29 19:00 | Bolton v Man City U21 | W | 3-1 |
| England League 1 | 2019/10/22 18:45 | Bristol Rovers v Bolton | W | 0-2 |
| England League 1 | 2019/10/19 14:00 | Bolton v Rochdale | L | 1-3 |
| England League 1 | 2019/10/07 19:00 | Bolton v Blackpool | D | 0-0 |
| England EFL Trophy | 2019/10/01 18:45 | Rochdale v Bolton | L | 6-4 |
| England League 1 | 2019/09/28 14:00 | Portsmouth v Bolton | L | 1-0 |
| England League 1 | 2019/09/21 14:00 | Bolton v Sunderland | D | 1-1 |
Away History
| England EFL Trophy | 2019/10/29 19:45 | Plymouth v Chelsea U21 | L | 0-1 |
| England League 2 | 2019/10/26 12:00 | Exeter v Plymouth | L | 4-0 |
| England League 2 | 2019/10/22 18:45 | Plymouth v Leyton Orient | W | 4-0 |
| England League 2 | 2019/10/19 14:00 | Plymouth v Carlisle | W | 2-0 |
| England League 2 | 2019/10/12 14:00 | Swindon v Plymouth | D | 1-1 |
| England EFL Trophy | 2019/10/08 18:45 | Swindon v Plymouth | W | 0-3 |
| England League 2 | 2019/10/05 14:00 | Plymouth v Scunthorpe | D | 2-2 |
| England League 2 | 2019/09/28 14:00 | Mansfield v Plymouth | W | 0-1 |
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