Stadium: Home Park Round: 19
Referee: Alan Young Home Manager: Ryan Lowe Away Manager: Gareth Ainsworth
| England League 1 | 2019/01/26 15:00 | Wycombe v Plymouth | L | 1-0 |
| England League 1 | 2018/08/21 18:45 | Plymouth v Wycombe | D | 1-1 |
| England League 2 | 2017/03/14 19:45 | Wycombe v Plymouth | D | 1-1 |
| England League 2 | 2016/12/26 15:00 | Plymouth v Wycombe | D | 3-3 |
| England League 2 | 2016/01/30 15:00 | Plymouth v Wycombe | L | 0-1 |
| England League 2 | 2015/09/12 14:00 | Wycombe v Plymouth | W | 1-2 |
| England League 2 | 2015/05/14 18:45 | Wycombe v Plymouth | L | 2-1 |
| England League 2 | 2015/05/09 18:45 | Plymouth v Wycombe | L | 2-3 |
| UK Friendlies | 2021/07/31 14:00 | Torquay v Plymouth | W | 0-3 |
| Club Friendly List | 2021/07/27 17:00 | Plymouth v Bristol City | L | 0-1 |
| Club Friendly List | 2021/07/23 18:00 | Plymouth v Middlesbrough | L | 1-2 |
| Club Friendly List | 2021/07/20 18:00 | Plymouth v Swansea | L | 1-2 |
| Club Friendly List | 2021/07/03 14:00 | Plymouth Parkway v Plymouth | W | 1-5 |
| England League 1 | 2021/05/09 11:00 | Gillingham v Plymouth | L | 1-0 |
| England League 1 | 2021/05/01 14:00 | Plymouth v Sunderland | L | 1-3 |
| England League 1 | 2021/04/24 14:00 | Oxford Utd v Plymouth | L | 3-1 |
| Elite Club Friendlies | 2021/07/28 18:30 | Wycombe v Leicester | W | 1-0 |
| Club Friendly List | 2021/07/17 11:30 | Wycombe v Stevenage | W | 1-0 |
| Club Friendly List | 2021/07/09 18:30 | Chesham v Wycombe | D | 1-1 |
| England Championship | 2021/05/08 11:30 | Middlesbrough v Wycombe | W | 0-3 |
| England Championship | 2021/05/01 14:00 | Wycombe v Bournemouth | W | 1-0 |
| England Championship | 2021/04/24 14:00 | Cardiff v Wycombe | L | 2-1 |
| England Championship | 2021/04/21 18:00 | Wycombe v Bristol City | W | 2-1 |
| England Championship | 2021/04/17 11:30 | Swansea v Wycombe | D | 2-2 |