| 2014-12-28 | HartlepoolvMorecambeLeague Two · England | 0–2 | League Two · England |
| 2014-12-26 | MansfieldvHartlepoolLeague Two · England | 1–1 | League Two · England |
| 2014-12-20 | HartlepoolvOxfordLeague Two · England | 1–1 | League Two · England |
| 2014-12-13 | BurtonvHartlepoolLeague Two · England | 4–0 | League Two · England |
| 2014-11-29 | HartlepoolvWycombeLeague Two · England | 1–3 | League Two · England |
| 2014-11-22 | HartlepoolvYorkLeague Two · England | 1–3 | League Two · England |
| 2014-11-15 | SouthendvHartlepoolLeague Two · England | 1–0 | League Two · England |
| 2014-11-01 | HartlepoolvNewport CountyLeague Two · England | 2–2 | League Two · England |
| 2014-10-25 | CambridgevHartlepoolLeague Two · England | 2–1 | League Two · England |
| 2014-10-21 | AccringtonvHartlepoolLeague Two · England | 3–1 | League Two · England |
| 2014-10-18 | HartlepoolvLutonLeague Two · England | 1–2 | League Two · England |
| 2014-10-11 | ExetervHartlepoolLeague Two · England | 1–2 | League Two · England |
| 2014-10-04 | HartlepoolvCarlisleLeague Two · England | 0–3 | League Two · England |
| 2014-09-27 | HartlepoolvPortsmouthLeague Two · England | 0–0 | League Two · England |
| 2014-09-20 | PlymouthvHartlepoolLeague Two · England | 2–0 | League Two · England |
| 2014-09-16 | NorthamptonvHartlepoolLeague Two · England | 5–1 | League Two · England |
| 2014-09-13 | HartlepoolvTranmereLeague Two · England | 0–0 | League Two · England |
| 2014-09-06 | HartlepoolvShrewsburyLeague Two · England | 2–0 | League Two · England |
| 2014-08-30 | CheltenhamvHartlepoolLeague Two · England | 1–0 | League Two · England |
| 2014-08-23 | AFC WimbledonvHartlepoolLeague Two · England | 1–2 | League Two · England |
| 2014-08-19 | HartlepoolvDag and RedLeague Two · England | 0–2 | League Two · England |
| 2014-08-16 | HartlepoolvBuryLeague Two · England | 0–2 | League Two · England |
| 2014-08-09 | StevenagevHartlepoolLeague Two · England | 1–0 | League Two · England |
| 2014-05-03 | HartlepoolvExeterLeague Two · England | 0–2 | League Two · England |
| 2014-04-26 | PlymouthvHartlepoolLeague Two · England | 1–1 | League Two · England |
| 2014-04-21 | HartlepoolvMorecambeLeague Two · England | 2–1 | League Two · England |
| 2014-04-19 | BurtonvHartlepoolLeague Two · England | 3–0 | League Two · England |
| 2014-04-12 | HartlepoolvChesterfieldLeague Two · England | 1–2 | League Two · England |
| 2014-04-05 | PortsmouthvHartlepoolLeague Two · England | 1–0 | League Two · England |
| 2014-03-29 | HartlepoolvCheltenhamLeague Two · England | 0–1 | League Two · England |
| 2014-03-25 | HartlepoolvMansfieldLeague Two · England | 2–4 | League Two · England |
| 2014-03-21 | OxfordvHartlepoolLeague Two · England | 1–0 | League Two · England |
| 2014-03-15 | HartlepoolvBristol RvsLeague Two · England | 4–0 | League Two · England |
| 2014-03-11 | AccringtonvHartlepoolLeague Two · England | 0–0 | League Two · England |
| 2014-03-08 | WycombevHartlepoolLeague Two · England | 2–1 | League Two · England |
| 2014-03-01 | HartlepoolvTorquayLeague Two · England | 3–0 | League Two · England |
| 2014-02-22 | NorthamptonvHartlepoolLeague Two · England | 2–0 | League Two · England |
| 2014-02-18 | SouthendvHartlepoolLeague Two · England | 1–1 | League Two · England |
| 2014-02-15 | HartlepoolvNewport CountyLeague Two · England | 3–0 | League Two · England |
| 2014-02-08 | Dag and RedvHartlepoolLeague Two · England | 0–2 | League Two · England |
| 2014-02-01 | HartlepoolvScunthorpeLeague Two · England | 0–0 | League Two · England |
| 2014-01-28 | AFC WimbledonvHartlepoolLeague Two · England | 2–1 | League Two · England |
| 2014-01-25 | HartlepoolvYorkLeague Two · England | 2–0 | League Two · England |
| 2014-01-18 | Fleetwood TownvHartlepoolLeague Two · England | 2–0 | League Two · England |
| 2014-01-11 | HartlepoolvRochdaleLeague Two · England | 0–3 | League Two · England |
| 2014-01-01 | HartlepoolvBuryLeague Two · England | 0–3 | League Two · England |