| 2023-12-30 | BarnetvSouthendNational League · England | 1–0 | National League · England |
| 2023-12-26 | SouthendvBarnetNational League · England | 0–2 | National League · England |
| 2023-12-23 | KidderminstervSouthendNational League · England | 1–2 | National League · England |
| 2023-12-16 | SouthendvBromleyNational League · England | 1–2 | National League · England |
| 2023-11-25 | GatesheadvSouthendNational League · England | 1–1 | National League · England |
| 2023-11-18 | SouthendvChesterfieldNational League · England | 2–1 | National League · England |
| 2023-11-11 | AltrinchamvSouthendNational League · England | 2–0 | National League · England |
| 2023-10-28 | Boreham WoodvSouthendNational League · England | 1–1 | National League · England |
| 2023-10-24 | SouthendvEbbsfleetNational League · England | 3–0 | National League · England |
| 2023-10-21 | SouthendvSolihullNational League · England | 5–0 | National League · England |
| 2023-10-07 | WokingvSouthendNational League · England | 0–2 | National League · England |
| 2023-10-03 | SouthendvOxford CityNational League · England | 2–0 | National League · England |
| 2023-09-30 | RochdalevSouthendNational League · England | 2–2 | National League · England |
| 2023-09-26 | AldershotvSouthendNational League · England | 1–1 | National League · England |
| 2023-09-23 | SouthendvFyldeNational League · England | 1–2 | National League · England |
| 2023-09-19 | SouthendvMaidenheadNational League · England | 2–0 | National League · England |
| 2023-09-16 | YorkvSouthendNational League · England | 3–0 | National League · England |
| 2023-09-09 | HalifaxvSouthendNational League · England | 1–1 | National League · England |
| 2023-09-02 | SouthendvKidderminsterNational League · England | 2–1 | National League · England |
| 2023-08-28 | BromleyvSouthendNational League · England | 2–1 | National League · England |
| 2023-08-25 | SouthendvEastleighNational League · England | 2–0 | National League · England |
| 2023-08-19 | SouthendvHartlepoolNational League · England | 2–3 | National League · England |
| 2023-08-15 | DorkingvSouthendNational League · England | 2–1 | National League · England |
| 2023-08-12 | Dag and RedvSouthendNational League · England | 0–2 | National League · England |
| 2023-08-05 | SouthendvOldhamNational League · England | 4–0 | National League · England |
| 2023-04-29 | SouthendvWealdstoneNational League · England | 2–1 | National League · England |
| 2023-04-22 | ScunthorpevSouthendNational League · England | 1–3 | National League · England |
| 2023-04-18 | OldhamvSouthendNational League · England | 2–0 | National League · England |
| 2023-04-15 | SouthendvDag and RedNational League · England | 2–0 | National League · England |
| 2023-04-10 | WokingvSouthendNational League · England | 1–1 | National League · England |
| 2023-04-07 | SouthendvMaidstoneNational League · England | 2–0 | National League · England |
| 2023-04-01 | YeovilvSouthendNational League · England | 0–2 | National League · England |
| 2023-03-28 | DorkingvSouthendNational League · England | 1–0 | National League · England |
| 2023-03-25 | AltrinchamvSouthendNational League · England | 1–0 | National League · England |
| 2023-03-18 | SouthendvAldershotNational League · England | 1–2 | National League · England |
| 2023-03-14 | Boreham WoodvSouthendNational League · England | 1–0 | National League · England |
| 2023-03-11 | WrexhamvSouthendNational League · England | 1–0 | National League · England |
| 2023-03-07 | SouthendvChesterfieldNational League · England | 1–2 | National League · England |
| 2023-03-03 | SouthendvBarnetNational League · England | 0–1 | National League · England |
| 2023-02-25 | TorquayvSouthendNational League · England | 1–2 | National League · England |
| 2023-02-21 | Notts CountyvSouthendNational League · England | 4–0 | National League · England |
| 2023-02-18 | SouthendvGatesheadNational League · England | 1–0 | National League · England |
| 2023-02-14 | SouthendvHalifaxNational League · England | 2–1 | National League · England |
| 2023-02-07 | MaidenheadvSouthendNational League · England | 1–2 | National League · England |
| 2023-02-04 | SouthendvYorkNational League · England | 2–0 | National League · England |
| 2023-01-28 | SouthendvEastleighNational League · England | 1–3 | National League · England |
| 2023-01-07 | SouthendvSolihullNational League · England | 3–0 | National League · England |
| 2023-01-01 | BromleyvSouthendNational League · England | 0–0 | National League · England |