| 1 | Sat 15 Aug | 401-0 v Scunthorpe UnitedSouthend United 1-0 Scunthorpe United | Enterprise National League |
| 2 | Fri 28 Aug | 401-3 v Kidderminster HarriersSouthend United 1-3 Kidderminster Harriers | Enterprise National League |
| 3 | Mon 31 Aug | 401-1 v WokingWoking 1-1 Southend United | Enterprise National League |
| 4 | Sat 5 Sep | 40 3-2 v Yeovil TownSouthend United 3-2 Yeovil Town | Enterprise National League |
| 5 | Sat 12 Sep | 402-2 v Carlisle UnitedCarlisle United 2-2 Southend United | Enterprise National League |
| 6 | Wed 30 Sep | 401-1 v EastleighEastleigh 1-1 Southend United | Enterprise National League |
| 7 | Sat 3 Oct | 403-1 v AFC FyldeSouthend United 3-1 AFC Fylde | Enterprise National League |
| 8 | Sat 10 Oct | 402-1 v Boston UnitedBoston United 1-2 Southend United | Enterprise National League |
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