[20] Gillingham 0-1 Portsmouth [9] 2021-11-27 15:00
Stadium: MEMS Priestfield Stadium Round: 20
Referee: Dean Whitestone Home Manager: Steve Evans Away Manager: Danny Cowley
Head to Head
| England League 1 | 2021/02/27 15:00 | Portsmouth v Gillingham | D | 1-1 |
| England League 1 | 2020/10/20 17:30 | Gillingham v Portsmouth | L | 0-2 |
| England League 1 | 2020/01/01 15:00 | Gillingham v Portsmouth | D | 1-1 |
| England League 1 | 2019/10/12 14:00 | Portsmouth v Gillingham | D | 0-0 |
| England League 1 | 2018/12/26 13:00 | Gillingham v Portsmouth | W | 2-0 |
| England League 1 | 2018/10/06 14:00 | Portsmouth v Gillingham | W | 0-2 |
| England EFL Trophy | 2018/09/04 18:45 | Portsmouth v Gillingham | L | 4-0 |
| England League 1 | 2018/03/10 15:00 | Portsmouth v Gillingham | W | 1-3 |
Home History
| England League 1 | 2021/11/23 19:45 | Gillingham v Cheltenham | L | 0-2 |
| England League 1 | 2021/11/20 15:00 | Crewe v Gillingham | L | 2-0 |
| England FA Cup | 2021/11/16 19:45 | Cheltenham v Gillingham | L | 1-0 |
| England League 1 | 2021/11/13 15:00 | Sheff Wed v Gillingham | D | 1-1 |
| England FA Cup | 2021/11/06 14:00 | Gillingham v Cheltenham | D | 1-1 |
| England League 1 | 2021/10/30 14:00 | Gillingham v Accrington Stanley | D | 0-0 |
| England EFL Trophy | 2021/10/26 18:00 | Gillingham v West Ham U21 | L | 0-2 |
| England League 1 | 2021/10/23 14:00 | Bolton v Gillingham | D | 2-2 |
Away History
| England League 1 | 2021/11/23 19:45 | Lincoln City v Portsmouth | W | 0-3 |
| England League 1 | 2021/11/20 15:00 | Portsmouth v AFC Wimbledon | W | 2-1 |
| England League 1 | 2021/11/13 15:00 | Wycombe v Portsmouth | W | 0-1 |
| England EFL Trophy | 2021/11/09 19:45 | Portsmouth v Crystal Palace U21 | W | 3-0 |
| England FA Cup | 2021/11/06 15:00 | Portsmouth v Harrow Borough | W | 1-0 |
| England League 1 | 2021/11/02 19:45 | Portsmouth v Cheltenham | D | 1-1 |
| England League 1 | 2021/10/30 14:00 | Portsmouth v Bolton | W | 1-0 |
| England League 1 | 2021/10/23 14:00 | Accrington Stanley v Portsmouth | D | 2-2 |