| 2016-12-30 | YeovilvPortsmouthLeague Two · England | 0–0 | League Two · England |
| 2016-12-26 | Newport CountyvPortsmouthLeague Two · England | 2–3 | League Two · England |
| 2016-12-17 | PortsmouthvHartlepoolLeague Two · England | 0–0 | League Two · England |
| 2016-12-10 | GrimsbyvPortsmouthLeague Two · England | 0–1 | League Two · England |
| 2016-11-26 | PortsmouthvStevenageLeague Two · England | 1–2 | League Two · England |
| 2016-11-22 | LutonvPortsmouthLeague Two · England | 1–3 | League Two · England |
| 2016-11-19 | CheltenhamvPortsmouthLeague Two · England | 1–1 | League Two · England |
| 2016-11-12 | PortsmouthvMansfieldLeague Two · England | 4–0 | League Two · England |
| 2016-10-29 | CambridgevPortsmouthLeague Two · England | 0–1 | League Two · England |
| 2016-10-22 | PortsmouthvNotts CountyLeague Two · England | 1–2 | League Two · England |
| 2016-10-15 | PlymouthvPortsmouthLeague Two · England | 2–2 | League Two · England |
| 2016-10-08 | Leyton OrientvPortsmouthLeague Two · England | 0–1 | League Two · England |
| 2016-10-01 | PortsmouthvDoncasterLeague Two · England | 1–2 | League Two · England |
| 2016-09-27 | BlackpoolvPortsmouthLeague Two · England | 3–1 | League Two · England |
| 2016-09-24 | PortsmouthvBarnetLeague Two · England | 5–1 | League Two · England |
| 2016-09-17 | AccringtonvPortsmouthLeague Two · England | 1–0 | League Two · England |
| 2016-09-10 | PortsmouthvWycombeLeague Two · England | 4–2 | League Two · England |
| 2016-09-03 | PortsmouthvCrawley TownLeague Two · England | 3–0 | League Two · England |
| 2016-08-27 | ExetervPortsmouthLeague Two · England | 0–1 | League Two · England |
| 2016-08-20 | PortsmouthvColchesterLeague Two · England | 2–0 | League Two · England |
| 2016-08-16 | MorecambevPortsmouthLeague Two · England | 2–0 | League Two · England |
| 2016-08-13 | CrewevPortsmouthLeague Two · England | 0–0 | League Two · England |
| 2016-08-06 | PortsmouthvCarlisleLeague Two · England | 1–1 | League Two · England |
| 2016-05-07 | PortsmouthvNorthamptonLeague Two · England | 1–2 | League Two · England |
| 2016-04-30 | HartlepoolvPortsmouthLeague Two · England | 0–2 | League Two · England |
| 2016-04-26 | AFC WimbledonvPortsmouthLeague Two · England | 0–1 | League Two · England |
| 2016-04-23 | PortsmouthvWycombeLeague Two · England | 2–1 | League Two · England |
| 2016-04-19 | YorkvPortsmouthLeague Two · England | 3–1 | League Two · England |
| 2016-04-16 | PortsmouthvPlymouthLeague Two · England | 1–2 | League Two · England |
| 2016-04-09 | Dag and RedvPortsmouthLeague Two · England | 1–4 | League Two · England |
| 2016-04-02 | PortsmouthvCarlisleLeague Two · England | 1–0 | League Two · England |
| 2016-03-25 | PortsmouthvNotts CountyLeague Two · England | 4–0 | League Two · England |
| 2016-03-19 | MansfieldvPortsmouthLeague Two · England | 1–1 | League Two · England |
| 2016-03-12 | PortsmouthvNewport CountyLeague Two · England | 0–3 | League Two · England |
| 2016-03-08 | AccringtonvPortsmouthLeague Two · England | 1–3 | League Two · England |
| 2016-03-05 | StevenagevPortsmouthLeague Two · England | 0–2 | League Two · England |
| 2016-03-01 | ExetervPortsmouthLeague Two · England | 1–1 | League Two · England |
| 2016-02-27 | PortsmouthvCambridgeLeague Two · England | 2–1 | League Two · England |
| 2016-02-23 | BarnetvPortsmouthLeague Two · England | 1–0 | League Two · England |
| 2016-02-20 | YeovilvPortsmouthLeague Two · England | 1–1 | League Two · England |
| 2016-02-13 | PortsmouthvBristol RvsLeague Two · England | 3–1 | League Two · England |
| 2016-02-06 | PortsmouthvLeyton OrientLeague Two · England | 0–1 | League Two · England |
| 2016-02-02 | MorecambevPortsmouthLeague Two · England | 1–1 | League Two · England |
| 2016-01-23 | PortsmouthvOxfordLeague Two · England | 0–1 | League Two · England |
| 2016-01-02 | PortsmouthvCrawley TownLeague Two · England | 3–0 | League Two · England |