| 1 | Tue 8 Nov 2016 | 80-4 v StevenageStevenage 4-0 Southend United | Checkatrade Trophy Southern Group G |
| 2 | Sat 12 Nov 2016 | 84-1 v BuryBury 1-4 Southend United | Sky Bet League One |
| 3 | Sat 19 Nov 2016 | 83-0 v Bradford CitySouthend United 3-0 Bradford City | Sky Bet League One |
| 4 | Tue 22 Nov 2016 | 81-1 v Swindon TownSouthend United 1-1 Swindon Town | Sky Bet League One |
| 5 | Sat 26 Nov 2016 | 80-0 v WalsallWalsall 0-0 Southend United | Sky Bet League One |
| 6 | Tue 6 Dec 2016 | 81-1 v Oxford UnitedSouthend United 1-1 Oxford United | Checkatrade Trophy Second Round |
| 7 | Sat 10 Dec 2016 | 83-1 v Coventry CitySouthend United 3-1 Coventry City | Sky Bet League One |
| 8 | Sat 17 Dec 2016 | 82-0 v Oldham AthleticOldham Athletic 0-2 Southend United | Sky Bet League One |
| 9 | Mon 26 Dec 2016 | 83-0 v AFC WimbledonSouthend United 3-0 AFC Wimbledon | Sky Bet League One |
| 10 | Sat 31 Dec 2016 | 81-1 v Charlton AthleticSouthend United 1-1 Charlton Athletic | Sky Bet League One |
| 11 | Mon 2 Jan 2017 | 80-0 v Swindon TownSwindon Town 0-0 Southend United | Sky Bet League One |
| 12 | Sat 7 Jan 2017 | 82-4 v Sheffield UnitedSouthend United 2-4 Sheffield United | Sky Bet League One |
| 13 | Sat 14 Jan 2017 | 82-1 v RochdaleSouthend United 2-1 Rochdale | Sky Bet League One |
| 14 | Sat 28 Jan 2017 | 81-1 v Fleetwood TownFleetwood Town 1-1 Southend United | Sky Bet League One |
| 15 | Sat 4 Feb 2017 | 83-1 v Scunthorpe UnitedSouthend United 3-1 Scunthorpe United | Sky Bet League One |
| 16 | Sat 11 Feb 2017 | 80-1 v MillwallMillwall 1-0 Southend United | Sky Bet League One |
| 17 | Tue 14 Feb 2017 | 82-0 v Oxford UnitedOxford United 0-2 Southend United | Sky Bet League One |
| 18 | Sat 18 Feb 2017 | 82-2 v Northampton TownSouthend United 2-2 Northampton Town | Sky Bet League One |
| 19 | Tue 21 Feb 2017 | 84-1 v Peterborough UnitedPeterborough United 1-4 Southend United | Sky Bet League One |
| 20 | Sat 25 Feb 2017 | 81-2 v GillinghamGillingham 2-1 Southend United | Sky Bet League One |
| 21 | Sat 4 Mar 2017 | 81-1 v Port ValeSouthend United 1-1 Port Vale | Sky Bet League One |
| 22 | Sat 11 Mar 2017 | 80-2 v Bristol RoversBristol Rovers 2-0 Southend United | Sky Bet League One |
| 23 | Sat 1 Apr 2017 | 83-0 v Oldham AthleticSouthend United 3-0 Oldham Athletic | Sky Bet League One |
| 24 | Tue 4 Apr 2017 | 80-1 v Bolton WanderersSouthend United 0-1 Bolton Wanderers | Sky Bet League One |
| 25 | Sat 8 Apr 2017 | 81-2 v Charlton AthleticCharlton Athletic 2-1 Southend United | Sky Bet League One |
| 26 | Fri 14 Apr 2017 | 84-0 v ChesterfieldChesterfield 0-4 Southend United | Sky Bet League One |
| 27 | Mon 17 Apr 2017 | 81-2 v Milton Keynes DonsSouthend United 1-2 Milton Keynes Dons | Sky Bet League One |
| 28 | Sat 22 Apr 2017 | 80-1 v Shrewsbury TownShrewsbury Town 1-0 Southend United | Sky Bet League One |
| 29 | Sun 30 Apr 2017 | 81-0 v BurySouthend United 1-0 Bury | Sky Bet League One |
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