[16] Portsmouth 1-0 Bolton [13] 2021-10-30 14:00
Stadium: Fratton Park Round: 16
Referee: Craig Hicks Home Manager: Danny Cowley Away Manager: Ian Ross Evatt
Head to Head
| England League 1 | 2020/01/18 15:00 | Bolton v Portsmouth | W | 0-1 |
| England League 1 | 2019/09/28 14:00 | Portsmouth v Bolton | W | 1-0 |
Home History
| England League 1 | 2021/10/23 14:00 | Accrington Stanley v Portsmouth | D | 2-2 |
| England League 1 | 2021/10/19 18:45 | Portsmouth v Ipswich | L | 0-4 |
| England League 1 | 2021/10/16 14:00 | Rotherham v Portsmouth | L | 4-1 |
| England EFL Trophy | 2021/10/12 18:45 | Portsmouth v Sutton Utd | L | 0-2 |
| England League 1 | 2021/10/02 14:00 | Portsmouth v Sunderland | W | 4-0 |
| England League 1 | 2021/09/28 18:45 | Burton Albion v Portsmouth | L | 2-1 |
| England League 1 | 2021/09/25 14:00 | Charlton v Portsmouth | D | 2-2 |
| England League 1 | 2021/09/21 18:45 | Portsmouth v Plymouth | D | 2-2 |
Away History
| England League 1 | 2021/10/23 14:00 | Bolton v Gillingham | D | 2-2 |
| England League 1 | 2021/10/19 18:45 | Plymouth v Bolton | L | 3-0 |
| England League 1 | 2021/10/16 14:00 | Bolton v Wigan | L | 0-4 |
| England League 1 | 2021/10/09 14:00 | Sheff Wed v Bolton | L | 1-0 |
| England EFL Trophy | 2021/10/05 18:00 | Bolton v Liverpool U21 | W | 4-1 |
| England League 1 | 2021/10/02 14:00 | Bolton v Shrewsbury | W | 2-1 |
| England League 1 | 2021/09/28 18:45 | Charlton v Bolton | W | 1-4 |
| England League 1 | 2021/09/25 14:00 | Sunderland v Bolton | L | 1-0 |