| 1 | Sat 8 Sep 2018 | 3-3 v Scunthorpe UnitedScunthorpe United 3-3 Rochdale | Sky Bet League One |
| 2 | Sat 15 Sep 2018 | 213-0 v GillinghamRochdale 3-0 Gillingham | Sky Bet League One |
| 3 | Sat 22 Sep 2018 | 21 1-4 v SunderlandSunderland 4-1 Rochdale | Sky Bet League One |
| 4 | Sat 29 Sep 2018 | 211-3 v PortsmouthRochdale 1-3 Portsmouth | Sky Bet League One |
| 5 | Tue 2 Oct 2018 | 21 0-0 v Bristol RoversRochdale 0-0 Bristol Rovers | Sky Bet League One |
| 6 | Sat 6 Oct 2018 | 21 2-2 v BlackpoolBlackpool 2-2 Rochdale | Sky Bet League One |
| 7 | Tue 9 Oct 2018 | 212-0 v Fleetwood TownFleetwood Town 0-2 Rochdale | Checkatrade Trophy Northern Group B |
| 8 | Sat 13 Oct 2018 | 212-3 v Doncaster RoversRochdale 2-3 Doncaster Rovers | Sky Bet League One |
| 9 | Sat 27 Oct 2018 | 211-0 v Charlton AthleticRochdale 1-0 Charlton Athletic | Sky Bet League One |
| 10 | Sat 10 Nov 2018 | 212-1 v GatesheadRochdale 2-1 Gateshead | Emirates FA Cup First Round |
| 11 | Sat 17 Nov 2018 | 212-3 v Shrewsbury TownShrewsbury Town 3-2 Rochdale | Sky Bet League One |
| 12 | Tue 27 Nov 2018 | 212-4 v Oxford UnitedOxford United 4-2 Rochdale | Sky Bet League One |
| 13 | Sat 19 Jan 2019 | 4-0 v Bradford CityBradford City 0-4 Southend United | Sky Bet League One |
| 14 | Sat 26 Jan 2019 | 0-1 v Luton TownSouthend United 0-1 Luton Town | Sky Bet League One |
| 15 | Sat 2 Feb 2019 | 1-2 v Bristol RoversSouthend United 1-2 Bristol Rovers | Sky Bet League One |
| 16 | Sat 9 Feb 2019 | 1-1 v Charlton AthleticCharlton Athletic 1-1 Southend United | Sky Bet League One |
| 17 | Tue 12 Feb 2019 | 0-3 v Doncaster RoversDoncaster Rovers 3-0 Southend United | Sky Bet League One |
| 18 | Sat 16 Feb 2019 | 3-3 v PortsmouthSouthend United 3-3 Portsmouth | Sky Bet League One |
| 19 | Sat 23 Feb 2019 | 1-1 v Accrington StanleyAccrington Stanley 1-1 Southend United | Sky Bet League One |
| 20 | Sat 2 Mar 2019 | 0-3 v BarnsleySouthend United 0-3 Barnsley | Sky Bet League One |
| 21 | Sat 9 Mar 2019 | 2-2 v BlackpoolBlackpool 2-2 Southend United | Sky Bet League One |
| 22 | Tue 12 Mar 2019 | 1-4 v Scunthorpe UnitedScunthorpe United 4-1 Southend United | Sky Bet League One |
| 23 | Sat 16 Mar 2019 | 0-1 v AFC WimbledonSouthend United 0-1 AFC Wimbledon | Sky Bet League One |
| 24 | Sat 23 Mar 2019 | 0-2 v Peterborough UnitedPeterborough United 2-0 Southend United | Sky Bet League One |
| 25 | Sat 30 Mar 2019 | 0-2 v Shrewsbury TownSouthend United 0-2 Shrewsbury Town | Sky Bet League One |
| 26 | Sat 6 Apr 2019 | 2-2 v Fleetwood TownFleetwood Town 2-2 Southend United | Sky Bet League One |
| 27 | Sat 13 Apr 2019 | 0-2 v Wycombe WanderersSouthend United 0-2 Wycombe Wanderers | Sky Bet League One |
| 28 | Fri 19 Apr 2019 | 1-1 v WalsallWalsall 1-1 Southend United | Sky Bet League One |
| 29 | Mon 22 Apr 2019 | 3-2 v Burton AlbionSouthend United 3-2 Burton Albion | Sky Bet League One |
| 30 | Sat 4 May 2019 | 2-1 v SunderlandSouthend United 2-1 Sunderland | Sky Bet League One |
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