| 1999-12-28 | ReadingvNotts CountyLeague One · England | 0–0 | League One · England |
| 1999-12-26 | CardiffvReadingLeague One · England | 1–0 | League One · England |
| 1999-12-18 | ReadingvWrexhamLeague One · England | 2–2 | League One · England |
| 1999-12-04 | Bristol CityvReadingLeague One · England | 3–1 | League One · England |
| 1999-11-27 | ReadingvScunthorpeLeague One · England | 1–1 | League One · England |
| 1999-11-24 | ReadingvBurnleyLeague One · England | 0–0 | League One · England |
| 1999-11-16 | MillwallvReadingLeague One · England | 5–0 | League One · England |
| 1999-11-07 | ReadingvOxfordLeague One · England | 1–2 | League One · England |
| 1999-11-02 | BrentfordvReadingLeague One · England | 1–1 | League One · England |
| 1999-10-23 | OldhamvReadingLeague One · England | 1–2 | League One · England |
| 1999-10-20 | ReadingvBuryLeague One · England | 2–0 | League One · England |
| 1999-10-16 | ReadingvWiganLeague One · England | 0–2 | League One · England |
| 1999-10-09 | StokevReadingLeague One · England | 2–1 | League One · England |
| 1999-10-02 | WycombevReadingLeague One · England | 5–3 | League One · England |
| 1999-09-25 | ReadingvOldhamLeague One · England | 1–1 | League One · England |
| 1999-09-18 | ReadingvChesterfieldLeague One · England | 1–0 | League One · England |
| 1999-09-11 | BournemouthvReadingLeague One · England | 3–1 | League One · England |
| 1999-09-01 | ReadingvPrestonLeague One · England | 2–2 | League One · England |
| 1999-08-28 | ColchestervReadingLeague One · England | 3–2 | League One · England |
| 1999-08-21 | ReadingvLutonLeague One · England | 1–2 | League One · England |
| 1999-08-14 | CambridgevReadingLeague One · England | 3–1 | League One · England |
| 1999-08-07 | ReadingvBristol CityLeague One · England | 2–1 | League One · England |
| 1999-05-08 | OldhamvReadingLeague One · England | 2–0 | League One · England |
| 1999-05-01 | ReadingvMillwallLeague One · England | 2–0 | League One · England |
| 1999-04-24 | WiganvReadingLeague One · England | 4–1 | League One · England |
| 1999-04-17 | ReadingvNorthamptonLeague One · England | 0–1 | League One · England |
| 1999-04-13 | LincolnvReadingLeague One · England | 2–2 | League One · England |
| 1999-04-10 | BlackpoolvReadingLeague One · England | 2–0 | League One · England |
| 1999-04-05 | ReadingvFulhamLeague One · England | 0–1 | League One · England |
| 1999-04-01 | GillinghamvReadingLeague One · England | 2–1 | League One · England |
| 1999-03-27 | ReadingvMan CityLeague One · England | 1–3 | League One · England |
| 1999-03-23 | LutonvReadingLeague One · England | 1–1 | League One · England |
| 1999-03-20 | ReadingvWycombeLeague One · England | 2–1 | League One · England |
| 1999-03-13 | BournemouthvReadingLeague One · England | 0–1 | League One · England |
| 1999-03-10 | StokevReadingLeague One · England | 0–4 | League One · England |
| 1999-03-06 | ReadingvMacclesfieldLeague One · England | 1–0 | League One · England |
| 1999-02-27 | ColchestervReadingLeague One · England | 1–1 | League One · England |
| 1999-02-23 | FulhamvReadingLeague One · England | 3–1 | League One · England |
| 1999-02-20 | ReadingvPrestonLeague One · England | 2–1 | League One · England |
| 1999-02-13 | BurnleyvReadingLeague One · England | 1–1 | League One · England |
| 1999-02-06 | ReadingvWalsallLeague One · England | 0–1 | League One · England |
| 1999-01-30 | Notts CountyvReadingLeague One · England | 1–1 | League One · England |
| 1999-01-23 | YorkvReadingLeague One · England | 1–1 | League One · England |
| 1999-01-16 | ReadingvBristol RvsLeague One · England | 0–6 | League One · England |
| 1999-01-09 | ReadingvWrexhamLeague One · England | 4–0 | League One · England |
| 1999-01-02 | ReadingvChesterfieldLeague One · England | 1–2 | League One · England |