Saturday 26th September
League Two
- Southend United 1 , Morecambe 2 at Full timeSouthend UnitedMorecambeFull time
Saturday 19th September
League Two
- Carlisle United 2 , Southend United 0 at Full timeCarlisle UnitedSouthend UnitedFull time
Saturday 12th September
League Two
- Southend United 0 , Harrogate Town 4 at Full timeSouthend UnitedHarrogate TownFull time
Tuesday 8th September
EFL Trophy - Southern Group A
- Southend United 1 , West Ham United U21 3 at Full timeSouthend UnitedWest Ham United U21Full time
Saturday 5th September
League Cup - 1st Round
- Gillingham 1 , Southend United 0 at Full timeGillinghamSouthend UnitedFull time
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