| 1999-12-28 | MillwallvBrentfordLeague One · England | 3–2 | League One · England |
| 1999-12-26 | BrentfordvBristol CityLeague One · England | 2–1 | League One · England |
| 1999-12-18 | WiganvBrentfordLeague One · England | 1–0 | League One · England |
| 1999-12-10 | BrentfordvChesterfieldLeague One · England | 1–1 | League One · England |
| 1999-12-04 | BrentfordvBristol RvsLeague One · England | 0–3 | League One · England |
| 1999-11-27 | WycombevBrentfordLeague One · England | 2–0 | League One · England |
| 1999-11-23 | BournemouthvBrentfordLeague One · England | 4–1 | League One · England |
| 1999-11-19 | ColchestervBrentfordLeague One · England | 0–3 | League One · England |
| 1999-11-12 | BrentfordvScunthorpeLeague One · England | 4–3 | League One · England |
| 1999-11-06 | WrexhamvBrentfordLeague One · England | 0–1 | League One · England |
| 1999-11-02 | BrentfordvReadingLeague One · England | 1–1 | League One · England |
| 1999-10-26 | Notts CountyvBrentfordLeague One · England | 0–1 | League One · England |
| 1999-10-23 | PrestonvBrentfordLeague One · England | 2–1 | League One · England |
| 1999-10-19 | BrentfordvGillinghamLeague One · England | 1–2 | League One · England |
| 1999-10-16 | BrentfordvOxfordLeague One · England | 2–0 | League One · England |
| 1999-10-02 | BurnleyvBrentfordLeague One · England | 2–2 | League One · England |
| 1999-09-28 | BrentfordvCardiffLeague One · England | 2–1 | League One · England |
| 1999-09-25 | BrentfordvPrestonLeague One · England | 2–2 | League One · England |
| 1999-09-18 | BrentfordvLutonLeague One · England | 2–0 | League One · England |
| 1999-09-11 | CambridgevBrentfordLeague One · England | 2–2 | League One · England |
| 1999-08-28 | BrentfordvBlackpoolLeague One · England | 2–0 | League One · England |
| 1999-08-21 | BuryvBrentfordLeague One · England | 2–2 | League One · England |
| 1999-08-14 | BrentfordvOldhamLeague One · England | 2–0 | League One · England |
| 1999-08-07 | Bristol RvsvBrentfordLeague One · England | 0–0 | League One · England |
| 1999-05-08 | CambridgevBrentfordLeague Two · England | 0–1 | League Two · England |
| 1999-05-04 | BrentfordvSwanseaLeague Two · England | 4–1 | League Two · England |
| 1999-05-01 | BrentfordvExeterLeague Two · England | 3–0 | League Two · England |
| 1999-04-27 | DarlingtonvBrentfordLeague Two · England | 2–2 | League Two · England |
| 1999-04-24 | SouthendvBrentfordLeague Two · England | 1–4 | League Two · England |
| 1999-04-17 | BrentfordvLeyton OrientLeague Two · England | 0–0 | League Two · England |
| 1999-04-13 | ChestervBrentfordLeague Two · England | 1–3 | League Two · England |
| 1999-04-10 | ScunthorpevBrentfordLeague Two · England | 0–0 | League Two · England |
| 1999-04-05 | BrentfordvPlymouthLeague Two · England | 3–1 | League Two · England |
| 1999-04-03 | HartlepoolvBrentfordLeague Two · England | 0–1 | League Two · England |
| 1999-03-20 | CarlislevBrentfordLeague Two · England | 0–1 | League Two · England |
| 1999-03-16 | BrentfordvHalifaxLeague Two · England | 1–1 | League Two · England |
| 1999-03-13 | BrentfordvShrewsburyLeague Two · England | 0–0 | League Two · England |
| 1999-03-09 | BrentfordvPeterboroLeague Two · England | 3–0 | League Two · England |
| 1999-02-27 | BrentfordvScarboroughLeague Two · England | 1–1 | League Two · England |
| 1999-02-20 | RotherhamvBrentfordLeague Two · England | 2–4 | League Two · England |
| 1999-02-16 | SwanseavBrentfordLeague Two · England | 2–1 | League Two · England |
| 1999-02-13 | BrentfordvTorquayLeague Two · England | 3–2 | League Two · England |
| 1999-02-06 | BrentfordvHullLeague Two · England | 0–2 | League Two · England |
| 1999-02-02 | BrentfordvCarlisleLeague Two · England | 1–1 | League Two · England |
| 1999-01-30 | CardiffvBrentfordLeague Two · England | 4–1 | League Two · England |
| 1999-01-23 | RochdalevBrentfordLeague Two · England | 2–0 | League Two · England |
| 1999-01-09 | MansfieldvBrentfordLeague Two · England | 3–1 | League Two · England |
| 1999-01-02 | BrentfordvBarnetLeague Two · England | 3–1 | League Two · England |