| 2019-12-29 | PlymouthvStevenageLeague Two · England | 2–1 | League Two · England |
| 2019-12-26 | CheltenhamvPlymouthLeague Two · England | 0–1 | League Two · England |
| 2019-12-14 | PlymouthvMorecambeLeague Two · England | 3–0 | League Two · England |
| 2019-12-07 | CambridgevPlymouthLeague Two · England | 1–0 | League Two · England |
| 2019-11-23 | PlymouthvBradfordLeague Two · England | 2–1 | League Two · England |
| 2019-11-16 | Forest GreenvPlymouthLeague Two · England | 0–1 | League Two · England |
| 2019-10-26 | ExetervPlymouthLeague Two · England | 4–0 | League Two · England |
| 2019-10-22 | PlymouthvLeyton OrientLeague Two · England | 4–0 | League Two · England |
| 2019-10-19 | PlymouthvCarlisleLeague Two · England | 2–0 | League Two · England |
| 2019-10-12 | SwindonvPlymouthLeague Two · England | 1–1 | League Two · England |
| 2019-10-05 | PlymouthvScunthorpeLeague Two · England | 2–2 | League Two · England |
| 2019-09-28 | MansfieldvPlymouthLeague Two · England | 0–1 | League Two · England |
| 2019-09-21 | PlymouthvCheltenhamLeague Two · England | 0–2 | League Two · England |
| 2019-09-17 | Crawley TownvPlymouthLeague Two · England | 2–2 | League Two · England |
| 2019-09-14 | Port ValevPlymouthLeague Two · England | 1–0 | League Two · England |
| 2019-09-07 | PlymouthvOldhamLeague Two · England | 2–2 | League Two · England |
| 2019-08-31 | NorthamptonvPlymouthLeague Two · England | 3–1 | League Two · England |
| 2019-08-24 | PlymouthvWalsallLeague Two · England | 3–0 | League Two · England |
| 2019-08-20 | PlymouthvSalfordLeague Two · England | 2–2 | League Two · England |
| 2019-08-17 | Newport CountyvPlymouthLeague Two · England | 1–0 | League Two · England |
| 2019-08-10 | PlymouthvColchesterLeague Two · England | 1–0 | League Two · England |
| 2019-08-03 | CrewevPlymouthLeague Two · England | 0–3 | League Two · England |