| 1995-12-23 | MansfieldvHartlepoolLeague Two · England | 0–3 | League Two · England |
| 1995-12-16 | HartlepoolvCambridgeLeague Two · England | 1–2 | League Two · England |
| 1995-12-09 | CardiffvHartlepoolLeague Two · England | 2–0 | League Two · England |
| 1995-11-25 | PrestonvHartlepoolLeague Two · England | 3–0 | League Two · England |
| 1995-11-18 | HartlepoolvPlymouthLeague Two · England | 2–2 | League Two · England |
| 1995-11-04 | LincolnvHartlepoolLeague Two · England | 1–1 | League Two · England |
| 1995-10-31 | HartlepoolvBarnetLeague Two · England | 0–0 | League Two · England |
| 1995-10-28 | HartlepoolvGillinghamLeague Two · England | 1–1 | League Two · England |
| 1995-10-21 | WiganvHartlepoolLeague Two · England | 1–0 | League Two · England |
| 1995-10-14 | HartlepoolvScunthorpeLeague Two · England | 2–0 | League Two · England |
| 1995-10-07 | ColchestervHartlepoolLeague Two · England | 4–1 | League Two · England |
| 1995-09-30 | CambridgevHartlepoolLeague Two · England | 0–1 | League Two · England |
| 1995-09-23 | HartlepoolvCardiffLeague Two · England | 2–1 | League Two · England |
| 1995-09-16 | Leyton OrientvHartlepoolLeague Two · England | 4–1 | League Two · England |
| 1995-09-12 | HartlepoolvTorquayLeague Two · England | 2–2 | League Two · England |
| 1995-09-09 | HartlepoolvDarlingtonLeague Two · England | 1–1 | League Two · England |
| 1995-09-02 | DoncastervHartlepoolLeague Two · England | 1–0 | League Two · England |
| 1995-08-29 | HartlepoolvNorthamptonLeague Two · England | 2–1 | League Two · England |
| 1995-08-26 | RochdalevHartlepoolLeague Two · England | 4–0 | League Two · England |
| 1995-08-19 | HartlepoolvExeterLeague Two · England | 0–0 | League Two · England |
| 1995-08-12 | ChestervHartlepoolLeague Two · England | 2–0 | League Two · England |
| 1995-05-06 | HartlepoolvMansfieldLeague Two · England | 3–2 | League Two · England |
| 1995-04-29 | PrestonvHartlepoolLeague Two · England | 3–0 | League Two · England |
| 1995-04-22 | HartlepoolvHerefordLeague Two · England | 4–0 | League Two · England |
| 1995-04-17 | CarlislevHartlepoolLeague Two · England | 0–1 | League Two · England |
| 1995-04-15 | HartlepoolvTorquayLeague Two · England | 1–1 | League Two · England |
| 1995-04-08 | FulhamvHartlepoolLeague Two · England | 1–0 | League Two · England |
| 1995-04-01 | HartlepoolvNorthamptonLeague Two · England | 1–1 | League Two · England |
| 1995-03-25 | ChesterfieldvHartlepoolLeague Two · England | 2–0 | League Two · England |
| 1995-03-22 | HartlepoolvDoncasterLeague Two · England | 2–1 | League Two · England |
| 1995-03-18 | BarnetvHartlepoolLeague Two · England | 4–0 | League Two · England |
| 1995-03-11 | HartlepoolvColchesterLeague Two · England | 3–1 | League Two · England |
| 1995-03-07 | WalsallvHartlepoolLeague Two · England | 4–1 | League Two · England |
| 1995-03-04 | LincolnvHartlepoolLeague Two · England | 3–0 | League Two · England |
| 1995-02-28 | WiganvHartlepoolLeague Two · England | 2–0 | League Two · England |
| 1995-02-25 | HartlepoolvExeterLeague Two · England | 2–2 | League Two · England |
| 1995-02-21 | HerefordvHartlepoolLeague Two · England | 1–0 | League Two · England |
| 1995-02-18 | ScarboroughvHartlepoolLeague Two · England | 2–2 | League Two · England |
| 1995-02-04 | RochdalevHartlepoolLeague Two · England | 1–0 | League Two · England |
| 1995-01-28 | HartlepoolvScunthorpeLeague Two · England | 1–4 | League Two · England |
| 1995-01-14 | HartlepoolvScarboroughLeague Two · England | 3–3 | League Two · England |