| 1 | Sat 4 Aug 2018 | 102-1 v Coventry CityCoventry City 1-2 Scunthorpe United | Sky Bet League One |
| 2 | Sat 11 Aug 2018 | 101-1 v WalsallScunthorpe United 1-1 Walsall | Sky Bet League One |
| 3 | Tue 14 Aug 2018 | 101-2 v Doncaster RoversScunthorpe United 1-2 Doncaster Rovers | Carabao Cup First Round |
| 4 | Sun 19 Aug 2018 | 100-3 v SunderlandSunderland 3-0 Scunthorpe United | Sky Bet League One |
| 5 | Wed 22 Aug 2018 | 100-5 v Fleetwood TownScunthorpe United 0-5 Fleetwood Town | Sky Bet League One |
| 6 | Sat 1 Sep 2018 | 101-1 v Accrington StanleyAccrington Stanley 1-1 Scunthorpe United | Sky Bet League One |
| 7 | Sat 8 Sep 2018 | 103-3 v RochdaleScunthorpe United 3-3 Rochdale | Sky Bet League One |
| 8 | Sat 15 Sep 2018 | 103-2 v AFC WimbledonAFC Wimbledon 2-3 Scunthorpe United | Sky Bet League One |
| 9 | Sat 22 Sep 2018 | 101-0 v Shrewsbury TownScunthorpe United 1-0 Shrewsbury Town | Sky Bet League One |
| 10 | Tue 2 Oct 2018 | 10 5-3 v Charlton AthleticScunthorpe United 5-3 Charlton Athletic | Sky Bet League One |
| 11 | Sat 6 Oct 2018 | 102-3 v Luton TownLuton Town 3-2 Scunthorpe United | Sky Bet League One |
| 12 | Sat 13 Oct 2018 | 100-2 v Peterborough UnitedScunthorpe United 0-2 Peterborough United | Sky Bet League One |
| 13 | Sat 20 Oct 2018 | 102-3 v Wycombe WanderersWycombe Wanderers 3-2 Scunthorpe United | Sky Bet League One |
| 14 | Tue 23 Oct 2018 | 100-1 v BlackpoolBlackpool 1-0 Scunthorpe United | Sky Bet League One |
| 15 | Sat 27 Oct 2018 | 101-4 v Plymouth ArgyleScunthorpe United 1-4 Plymouth Argyle | Sky Bet League One |
| 16 | Sat 24 Nov 2018 | 101-2 v PortsmouthScunthorpe United 1-2 Portsmouth | Sky Bet League One |
| 17 | Wed 26 Dec 2018 | 100-2 v Luton TownScunthorpe United 0-2 Luton Town | Sky Bet League One |
| 18 | Sat 19 Jan 2019 | 4-0 v Bradford CityBradford City 0-4 Southend United | Sky Bet League One |
| 19 | Sat 26 Jan 2019 | 0-1 v Luton TownSouthend United 0-1 Luton Town | Sky Bet League One |
| 20 | Sat 2 Feb 2019 | 1-2 v Bristol RoversSouthend United 1-2 Bristol Rovers | Sky Bet League One |
| 21 | Sat 9 Feb 2019 | 1-1 v Charlton AthleticCharlton Athletic 1-1 Southend United | Sky Bet League One |
| 22 | Tue 12 Feb 2019 | 0-3 v Doncaster RoversDoncaster Rovers 3-0 Southend United | Sky Bet League One |
| 23 | Sat 16 Feb 2019 | 3-3 v PortsmouthSouthend United 3-3 Portsmouth | Sky Bet League One |
| 24 | Sat 23 Feb 2019 | 1-1 v Accrington StanleyAccrington Stanley 1-1 Southend United | Sky Bet League One |
| 25 | Sat 6 Apr 2019 | 2-2 v Fleetwood TownFleetwood Town 2-2 Southend United | Sky Bet League One |
| 26 | Sat 13 Apr 2019 | 0-2 v Wycombe WanderersSouthend United 0-2 Wycombe Wanderers | Sky Bet League One |
| 27 | Sat 4 May 2019 | 2-1 v SunderlandSouthend United 2-1 Sunderland | Sky Bet League One |
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