| 1 | Sat 1 Oct 2016 | 1-1 v Peterborough UnitedSouthend United 1-1 Peterborough United | Sky Bet League One |
| 2 | Sat 8 Oct 2016 | 0-3 v RochdaleRochdale 3-0 Southend United | Sky Bet League One |
| 3 | Sat 15 Oct 2016 | 1-0 v ChesterfieldSouthend United 1-0 Chesterfield | Sky Bet League One |
| 4 | Tue 18 Oct 2016 | 1-1 v Bradford CityBradford City 1-1 Southend United | Sky Bet League One |
| 5 | Sat 22 Oct 2016 | 3-0 v Milton Keynes DonsMilton Keynes Dons 0-3 Southend United | Sky Bet League One |
| 6 | Sat 29 Oct 2016 | 1-1 v Shrewsbury TownSouthend United 1-1 Shrewsbury Town | Sky Bet League One |
| 7 | Fri 4 Nov 2016 | 0-1 v MillwallMillwall 1-0 Southend United | Emirates FA Cup First Round |
| 8 | Tue 8 Nov 2016 | 0-4 v StevenageStevenage 4-0 Southend United | Checkatrade Trophy Southern Group G |
| 9 | Sat 12 Nov 2016 | 4-1 v BuryBury 1-4 Southend United | Sky Bet League One |
| 10 | Sat 19 Nov 2016 | 3-0 v Bradford CitySouthend United 3-0 Bradford City | Sky Bet League One |
| 11 | Tue 22 Nov 2016 | 1-1 v Swindon TownSouthend United 1-1 Swindon Town | Sky Bet League One |
| 12 | Sat 26 Nov 2016 | 0-0 v WalsallWalsall 0-0 Southend United | Sky Bet League One |
| 13 | Sat 10 Dec 2016 | 3-1 v Coventry CitySouthend United 3-1 Coventry City | Sky Bet League One |
| 14 | Sat 17 Dec 2016 | 2-0 v Oldham AthleticOldham Athletic 0-2 Southend United | Sky Bet League One |
| 15 | Mon 26 Dec 2016 | 3-0 v AFC WimbledonSouthend United 3-0 AFC Wimbledon | Sky Bet League One |
| 16 | Sat 31 Dec 2016 | 1-1 v Charlton AthleticSouthend United 1-1 Charlton Athletic | Sky Bet League One |
| 17 | Mon 2 Jan 2017 | 0-0 v Swindon TownSwindon Town 0-0 Southend United | Sky Bet League One |
| 18 | Sat 7 Jan 2017 | 142-4 v Sheffield UnitedSouthend United 2-4 Sheffield United | Sky Bet League One |
| 19 | Sat 14 Jan 2017 | 142-1 v RochdaleSouthend United 2-1 Rochdale | Sky Bet League One |
| 20 | Sat 28 Jan 2017 | 141-1 v Fleetwood TownFleetwood Town 1-1 Southend United | Sky Bet League One |
| 21 | Sat 4 Feb 2017 | 143-1 v Scunthorpe UnitedSouthend United 3-1 Scunthorpe United | Sky Bet League One |
| 22 | Sat 11 Feb 2017 | 140-1 v MillwallMillwall 1-0 Southend United | Sky Bet League One |
| 23 | Tue 14 Feb 2017 | 142-0 v Oxford UnitedOxford United 0-2 Southend United | Sky Bet League One |
| 24 | Sat 18 Feb 2017 | 142-2 v Northampton TownSouthend United 2-2 Northampton Town | Sky Bet League One |
| 25 | Tue 21 Feb 2017 | 144-1 v Peterborough UnitedPeterborough United 1-4 Southend United | Sky Bet League One |
| 26 | Sat 25 Feb 2017 | 141-2 v GillinghamGillingham 2-1 Southend United | Sky Bet League One |
| 27 | Sat 4 Mar 2017 | 141-1 v Port ValeSouthend United 1-1 Port Vale | Sky Bet League One |
| 28 | Sat 11 Mar 2017 | 140-2 v Bristol RoversBristol Rovers 2-0 Southend United | Sky Bet League One |
| 29 | Tue 14 Mar 2017 | 142-0 v Coventry CityCoventry City 0-2 Southend United | Sky Bet League One |
| 30 | Tue 4 Apr 2017 | 140-1 v Bolton WanderersSouthend United 0-1 Bolton Wanderers | Sky Bet League One |
| 31 | Fri 14 Apr 2017 | 144-0 v ChesterfieldChesterfield 0-4 Southend United | Sky Bet League One |
| 32 | Mon 17 Apr 2017 | 141-2 v Milton Keynes DonsSouthend United 1-2 Milton Keynes Dons | Sky Bet League One |
| 33 | Sat 22 Apr 2017 | 140-1 v Shrewsbury TownShrewsbury Town 1-0 Southend United | Sky Bet League One |
| 34 | Sun 30 Apr 2017 | 141-0 v BurySouthend United 1-0 Bury | Sky Bet League One |
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