| 1999-05-08 | LincolnvWycombeLeague One · England | 0–1 | League One · England |
| 1999-05-04 | LincolnvWrexhamLeague One · England | 1–0 | League One · England |
| 1999-05-01 | ColchestervLincolnLeague One · England | 1–3 | League One · England |
| 1999-04-27 | WiganvLincolnLeague One · England | 3–1 | League One · England |
| 1999-04-24 | LincolnvWalsallLeague One · England | 0–1 | League One · England |
| 1999-04-17 | LutonvLincolnLeague One · England | 0–1 | League One · England |
| 1999-04-13 | LincolnvReadingLeague One · England | 2–2 | League One · England |
| 1999-04-10 | Man CityvLincolnLeague One · England | 4–0 | League One · England |
| 1999-04-05 | LincolnvNotts CountyLeague One · England | 0–1 | League One · England |
| 1999-04-03 | StokevLincolnLeague One · England | 2–0 | League One · England |
| 1999-03-28 | LincolnvYorkLeague One · England | 1–2 | League One · England |
| 1999-03-20 | GillinghamvLincolnLeague One · England | 4–0 | League One · England |
| 1999-03-13 | LincolnvChesterfieldLeague One · England | 2–0 | League One · England |
| 1999-03-06 | FulhamvLincolnLeague One · England | 1–0 | League One · England |
| 1999-02-27 | LincolnvBristol RvsLeague One · England | 1–0 | League One · England |
| 1999-02-23 | PrestonvLincolnLeague One · England | 5–0 | League One · England |
| 1999-02-20 | BlackpoolvLincolnLeague One · England | 0–1 | League One · England |
| 1999-02-13 | LincolnvMillwallLeague One · England | 2–0 | League One · England |
| 1999-02-06 | OldhamvLincolnLeague One · England | 2–0 | League One · England |
| 1999-01-30 | LincolnvBurnleyLeague One · England | 1–1 | League One · England |
| 1999-01-23 | LincolnvNorthamptonLeague One · England | 1–0 | League One · England |
| 1999-01-09 | LincolnvBournemouthLeague One · England | 2–1 | League One · England |