| 1 | Tue 9 Aug 2016 | 21-3 v GillinghamSouthend United 1-3 Gillingham | EFL Cup First Round |
| 2 | Sat 3 Sep 2016 | 21-1 v Bolton WanderersBolton Wanderers 1-1 Southend United | Sky Bet League One |
| 3 | Sat 10 Sep 2016 | 20-4 v Scunthorpe UnitedScunthorpe United 4-0 Southend United | Sky Bet League One |
| 4 | Sat 17 Sep 2016 | 23-1 v MillwallSouthend United 3-1 Millwall | Sky Bet League One |
| 5 | Sat 24 Sep 2016 | 20-4 v Northampton TownNorthampton Town 4-0 Southend United | Sky Bet League One |
| 6 | Tue 8 Nov 2016 | 20-4 v StevenageStevenage 4-0 Southend United | Checkatrade Trophy Southern Group G |
| 7 | Sat 12 Nov 2016 | 24-1 v BuryBury 1-4 Southend United | Sky Bet League One |
| 8 | Sat 25 Feb 2017 | 21-2 v GillinghamGillingham 2-1 Southend United | Sky Bet League One |
| 9 | Tue 14 Mar 2017 | 22-0 v Coventry CityCoventry City 0-2 Southend United | Sky Bet League One |
| 10 | Sat 18 Mar 2017 | 23-2 v WalsallSouthend United 3-2 Walsall | Sky Bet League One |
| 11 | Tue 4 Apr 2017 | 20-1 v Bolton WanderersSouthend United 0-1 Bolton Wanderers | Sky Bet League One |
| 12 | Sat 8 Apr 2017 | 21-2 v Charlton AthleticCharlton Athletic 2-1 Southend United | Sky Bet League One |
| 13 | Fri 14 Apr 2017 | 24-0 v ChesterfieldChesterfield 0-4 Southend United | Sky Bet League One |
| 14 | Sat 22 Apr 2017 | 20-1 v Shrewsbury TownShrewsbury Town 1-0 Southend United | Sky Bet League One |
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