| 1 | Tue 7 Nov 2017 | 62-0 v Colchester UnitedSouthend United 2-0 Colchester United | Checkatrade Trophy Southern Group B |
| 2 | Sat 18 Nov 2017 | 60-1 v PortsmouthPortsmouth 1-0 Southend United | Sky Bet League One |
| 3 | Tue 21 Nov 2017 | 61-1 v Milton Keynes DonsMilton Keynes Dons 1-1 Southend United | Sky Bet League One |
| 4 | Sat 25 Nov 2017 | 61-1 v Oxford UnitedSouthend United 1-1 Oxford United | Sky Bet League One |
| 5 | Sat 2 Dec 2017 | 62-0 v Oldham AthleticSouthend United 2-0 Oldham Athletic | Sky Bet League One |
| 6 | Sat 9 Dec 2017 | 6 0-3 v Bristol RoversBristol Rovers 3-0 Southend United | Sky Bet League One |
| 7 | Sat 16 Dec 2017 | 61-2 v Bradford CitySouthend United 1-2 Bradford City | Sky Bet League One |
| 8 | Sat 23 Dec 2017 | 61-3 v Scunthorpe UnitedScunthorpe United 3-1 Southend United | Sky Bet League One |
| 9 | Tue 26 Dec 2017 | 63-1 v Charlton AthleticSouthend United 3-1 Charlton Athletic | Sky Bet League One |
| 10 | Sat 30 Dec 2017 | 6 1-2 v Shrewsbury TownSouthend United 1-2 Shrewsbury Town | Sky Bet League One |
| 11 | Sat 6 Jan 2018 | 61-3 v Northampton TownNorthampton Town 3-1 Southend United | Sky Bet League One |
| 12 | Sat 13 Jan 2018 | 61-2 v Fleetwood TownSouthend United 1-2 Fleetwood Town | Sky Bet League One |
| 13 | Sat 27 Jan 2018 | 6 3-2 v Scunthorpe UnitedSouthend United 3-2 Scunthorpe United | Sky Bet League One |
| 14 | Sat 3 Feb 2018 | 61-0 v Peterborough UnitedPeterborough United 0-1 Southend United | Sky Bet League One |
| 15 | Sat 10 Feb 2018 | 63-1 v Wigan AthleticSouthend United 3-1 Wigan Athletic | Sky Bet League One |
| 16 | Tue 13 Feb 2018 | 60-0 v BuryBury 0-0 Southend United | Sky Bet League One |
| 17 | Sat 17 Feb 2018 | 63-1 v PortsmouthSouthend United 3-1 Portsmouth | Sky Bet League One |
| 18 | Sat 3 Mar 2018 | 60-3 v WalsallSouthend United 0-3 Walsall | Sky Bet League One |
| 19 | Sat 10 Mar 2018 | 60-0 v Doncaster RoversSouthend United 0-0 Doncaster Rovers | Sky Bet League One |
| 20 | Tue 13 Mar 2018 | 60-0 v RochdaleRochdale 0-0 Southend United | Sky Bet League One |
| 21 | Sat 17 Mar 2018 | 6 1-1 v BlackpoolBlackpool 1-1 Southend United | Sky Bet League One |
| 22 | Sat 24 Mar 2018 | 62-0 v Rotherham UnitedSouthend United 2-0 Rotherham United | Sky Bet League One |
| 23 | Fri 30 Mar 2018 | 60-4 v Plymouth ArgylePlymouth Argyle 4-0 Southend United | Sky Bet League One |
| 24 | Mon 2 Apr 2018 | 64-0 v GillinghamSouthend United 4-0 Gillingham | Sky Bet League One |
| 25 | Sat 7 Apr 2018 | 60-1 v Blackburn RoversBlackburn Rovers 1-0 Southend United | Sky Bet League One |
| 26 | Sat 14 Apr 2018 | 60-2 v Oxford UnitedOxford United 2-0 Southend United | Sky Bet League One |
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