Head to Head
| England League 2 | 2017/05/06 16:30 | Portsmouth v Cheltenham | L | 6-1 |
| England League 2 | 2016/11/19 15:00 | Cheltenham v Portsmouth | D | 1-1 |
| England League 2 | 2015/03/17 19:45 | Portsmouth v Cheltenham | D | 2-2 |
| England League 2 | 2014/12/20 15:00 | Cheltenham v Portsmouth | D | 1-1 |
Home History
| England League 2 | 2020/12/05 15:00 | Cheltenham v Exeter | W | 5-3 |
| England League 2 | 2020/12/01 19:00 | Bradford v Cheltenham | W | 1-2 |
| England FA Cup | 2020/11/28 15:00 | Cheltenham v Crewe | W | 2-1 |
| England League 2 | 2020/11/24 19:00 | Cheltenham v Cambridge Utd | D | 1-1 |
| England League 2 | 2020/11/21 15:00 | Cheltenham v Walsall | W | 3-0 |
| England League 2 | 2020/11/14 15:00 | Carlisle v Cheltenham | W | 1-2 |
| England EFL Trophy | 2020/11/10 18:00 | Cheltenham v Norwich U21 | W | 1-0 |
| England FA Cup | 2020/11/07 15:00 | Cheltenham v South Shields | W | 3-1 |
Away History
| England League 1 | 2020/12/05 15:00 | Portsmouth v Peterborough | W | 2-0 |
| England League 1 | 2020/12/01 19:00 | Blackpool v Portsmouth | L | 1-0 |
| England FA Cup | 2020/11/28 15:00 | Portsmouth v Kings Lynn Town | W | 6-1 |
| England League 1 | 2020/11/24 19:00 | Portsmouth v Oxford Utd | D | 1-1 |
| England League 1 | 2020/11/21 15:00 | Portsmouth v Crewe | W | 4-1 |
| England League 1 | 2020/11/16 19:45 | Plymouth v Portsmouth | D | 2-2 |
| England EFL Trophy | 2020/11/10 19:00 | Portsmouth v West Ham U21 | L | 0-1 |
| England FA Cup | 2020/11/07 15:00 | Ipswich v Portsmouth | W | 2-3 |