| 2014-12-28 | LutonvPortsmouthLeague Two · England | 1–1 | League Two · England |
| 2014-12-26 | PortsmouthvAFC WimbledonLeague Two · England | 0–2 | League Two · England |
| 2014-12-20 | CheltenhamvPortsmouthLeague Two · England | 1–1 | League Two · England |
| 2014-12-13 | PortsmouthvAccringtonLeague Two · England | 2–3 | League Two · England |
| 2014-11-29 | TranmerevPortsmouthLeague Two · England | 3–1 | League Two · England |
| 2014-11-22 | PortsmouthvMorecambeLeague Two · England | 3–0 | League Two · England |
| 2014-11-15 | PlymouthvPortsmouthLeague Two · England | 3–0 | League Two · England |
| 2014-11-01 | PortsmouthvCarlisleLeague Two · England | 3–0 | League Two · England |
| 2014-10-25 | ShrewsburyvPortsmouthLeague Two · England | 2–1 | League Two · England |
| 2014-10-21 | PortsmouthvStevenageLeague Two · England | 3–2 | League Two · England |
| 2014-10-18 | BuryvPortsmouthLeague Two · England | 3–0 | League Two · England |
| 2014-10-11 | PortsmouthvMansfieldLeague Two · England | 1–1 | League Two · England |
| 2014-10-04 | YorkvPortsmouthLeague Two · England | 0–0 | League Two · England |
| 2014-09-27 | HartlepoolvPortsmouthLeague Two · England | 0–0 | League Two · England |
| 2014-09-20 | PortsmouthvWycombeLeague Two · England | 1–1 | League Two · England |
| 2014-09-16 | PortsmouthvDag and RedLeague Two · England | 3–0 | League Two · England |
| 2014-09-13 | SouthendvPortsmouthLeague Two · England | 2–0 | League Two · England |
| 2014-09-07 | BurtonvPortsmouthLeague Two · England | 2–0 | League Two · England |
| 2014-08-30 | PortsmouthvNewport CountyLeague Two · England | 0–1 | League Two · England |
| 2014-08-23 | OxfordvPortsmouthLeague Two · England | 0–1 | League Two · England |
| 2014-08-19 | PortsmouthvNorthamptonLeague Two · England | 2–0 | League Two · England |
| 2014-08-16 | PortsmouthvCambridgeLeague Two · England | 2–1 | League Two · England |
| 2014-08-09 | ExetervPortsmouthLeague Two · England | 1–1 | League Two · England |
| 2014-05-03 | PortsmouthvPlymouthLeague Two · England | 3–3 | League Two · England |
| 2014-04-26 | BuryvPortsmouthLeague Two · England | 4–4 | League Two · England |
| 2014-04-21 | NorthamptonvPortsmouthLeague Two · England | 0–1 | League Two · England |
| 2014-04-19 | PortsmouthvBristol RvsLeague Two · England | 3–2 | League Two · England |
| 2014-04-12 | Dag and RedvPortsmouthLeague Two · England | 1–4 | League Two · England |
| 2014-04-05 | PortsmouthvHartlepoolLeague Two · England | 1–0 | League Two · England |
| 2014-03-29 | Newport CountyvPortsmouthLeague Two · England | 1–2 | League Two · England |
| 2014-03-25 | RochdalevPortsmouthLeague Two · England | 3–0 | League Two · England |
| 2014-03-22 | PortsmouthvYorkLeague Two · England | 0–1 | League Two · England |
| 2014-03-15 | Fleetwood TownvPortsmouthLeague Two · England | 3–1 | League Two · England |
| 2014-03-11 | PortsmouthvBurtonLeague Two · England | 0–0 | League Two · England |
| 2014-03-08 | PortsmouthvCheltenhamLeague Two · England | 0–0 | League Two · England |
| 2014-03-03 | ChesterfieldvPortsmouthLeague Two · England | 0–0 | League Two · England |
| 2014-02-25 | PortsmouthvAccringtonLeague Two · England | 1–0 | League Two · England |
| 2014-02-22 | ScunthorpevPortsmouthLeague Two · England | 5–1 | League Two · England |
| 2014-02-15 | PortsmouthvAFC WimbledonLeague Two · England | 1–0 | League Two · England |
| 2014-02-08 | ExetervPortsmouthLeague Two · England | 1–1 | League Two · England |
| 2014-02-01 | PortsmouthvTorquayLeague Two · England | 0–1 | League Two · England |
| 2014-01-28 | WycombevPortsmouthLeague Two · England | 0–1 | League Two · England |
| 2014-01-25 | MorecambevPortsmouthLeague Two · England | 2–2 | League Two · England |
| 2014-01-18 | PortsmouthvMansfieldLeague Two · England | 1–1 | League Two · England |
| 2014-01-11 | OxfordvPortsmouthLeague Two · England | 0–0 | League Two · England |
| 2014-01-01 | SouthendvPortsmouthLeague Two · England | 2–1 | League Two · England |