| 1 | Sat 6 Aug 2016 | 61-3 v GillinghamSouthend United 1-3 Gillingham | Sky Bet League One |
| 2 | Sat 13 Aug 2016 | 60-2 v Port ValePort Vale 2-0 Southend United | Sky Bet League One |
| 3 | Tue 16 Aug 2016 | 63-0 v Sheffield UnitedSheffield United 0-3 Southend United | Sky Bet League One |
| 4 | Sat 20 Aug 2016 | 61-1 v Bristol RoversSouthend United 1-1 Bristol Rovers | Sky Bet League One |
| 5 | Sat 27 Aug 2016 | 60-2 v Fleetwood TownSouthend United 0-2 Fleetwood Town | Sky Bet League One |
| 6 | Sat 3 Sep 2016 | 61-1 v Bolton WanderersBolton Wanderers 1-1 Southend United | Sky Bet League One |
| 7 | Sat 10 Sep 2016 | 60-4 v Scunthorpe UnitedScunthorpe United 4-0 Southend United | Sky Bet League One |
| 8 | Sat 17 Sep 2016 | 63-1 v MillwallSouthend United 3-1 Millwall | Sky Bet League One |
| 9 | Sat 24 Sep 2016 | 60-4 v Northampton TownNorthampton Town 4-0 Southend United | Sky Bet League One |
| 10 | Tue 27 Sep 2016 | 62-1 v Oxford UnitedSouthend United 2-1 Oxford United | Sky Bet League One |
| 11 | Sat 1 Oct 2016 | 61-1 v Peterborough UnitedSouthend United 1-1 Peterborough United | Sky Bet League One |
| 12 | Sat 8 Oct 2016 | 60-3 v RochdaleRochdale 3-0 Southend United | Sky Bet League One |
| 13 | Tue 8 Nov 2016 | 60-4 v StevenageStevenage 4-0 Southend United | Checkatrade Trophy Southern Group G |
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