| 1 | Sat 8 Aug | 433-1 v AltrinchamAltrincham 1-3 Southend United | Enterprise National League |
| 2 | Sat 22 Aug | 433-1 v Solihull MoorsSolihull Moors 1-3 Southend United | Enterprise National League |
| 3 | Fri 28 Aug | 43 1-3 v Kidderminster HarriersSouthend United 1-3 Kidderminster Harriers | Enterprise National League |
| 4 | Mon 31 Aug | 431-1 v WokingWoking 1-1 Southend United | Enterprise National League |
| 5 | Sat 5 Sep | 433-2 v Yeovil TownSouthend United 3-2 Yeovil Town | Enterprise National League |
| 6 | Tue 15 Sep | 433-1 v TamworthSouthend United 3-1 Tamworth | Enterprise National League |
| 7 | Sat 26 Sep | 432-4 v BarrowSouthend United 2-4 Barrow | Enterprise National League |
| 8 | Wed 30 Sep | 431-1 v EastleighEastleigh 1-1 Southend United | Enterprise National League |
| 9 | Sat 10 Oct | 432-1 v Boston UnitedBoston United 1-2 Southend United | Enterprise National League |
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