[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 |
| England League 1 | 2017/10/08 13:30 | Gillingham v Portsmouth | L | 0-1 |
| Club Friendly List | 2015/08/01 14:00 | Gillingham v Portsmouth | D | 0-0 |