| 1 | Sat 27 Oct 2018 | 210-3 v Oxford UnitedOxford United 3-0 Shrewsbury Town | Sky Bet League One |
| 2 | Tue 13 Nov 2018 | 212-1 v Crewe AlexandraCrewe Alexandra 1-2 Shrewsbury Town | Checkatrade Trophy Northern Group D |
| 3 | Sat 17 Nov 2018 | 213-2 v RochdaleShrewsbury Town 3-2 Rochdale | Sky Bet League One |
| 4 | Sat 24 Nov 2018 | 212-3 v Wycombe WanderersWycombe Wanderers 3-2 Shrewsbury Town | Sky Bet League One |
| 5 | Tue 27 Nov 2018 | 212-0 v Plymouth ArgyleShrewsbury Town 2-0 Plymouth Argyle | Sky Bet League One |
| 6 | Wed 5 Dec 2018 | 212-1 v WalsallShrewsbury Town 2-1 Walsall | Checkatrade Trophy Second Round |
| 7 | Tue 8 Jan 2019 | 211-1 v Port ValePort Vale 1-1 Shrewsbury Town | Checkatrade Trophy Third Round |
| 8 | Tue 15 Jan 2019 | 213-2 v Stoke CityStoke City 2-3 Shrewsbury Town | Emirates FA Cup Third Round |
| 9 | Sat 2 Feb 2019 | 4-0 v Northampton TownNorthampton Town 0-4 Colchester United | Sky Bet League Two |
| 10 | Sat 9 Feb 2019 | 3-0 v Cheltenham TownColchester United 3-0 Cheltenham Town | Sky Bet League Two |
| 11 | Sat 16 Feb 2019 | 1-1 v Macclesfield TownMacclesfield Town 1-1 Colchester United | Sky Bet League Two |
| 12 | Sat 23 Feb 2019 | 1-1 v Carlisle UnitedColchester United 1-1 Carlisle United | Sky Bet League Two |
| 13 | Sat 9 Mar 2019 | 3-0 v Newport CountyColchester United 3-0 Newport County | Sky Bet League Two |
| 14 | Tue 12 Mar 2019 | 0-3 v Forest Green RoversColchester United 0-3 Forest Green Rovers | Sky Bet League Two |
| 15 | Sat 23 Mar 2019 | 0-2 v Tranmere RoversColchester United 0-2 Tranmere Rovers | Sky Bet League Two |
| 16 | Sat 30 Mar 2019 | 1-0 v Cambridge UnitedCambridge United 0-1 Colchester United | Sky Bet League Two |
| 17 | Sat 6 Apr 2019 | 0-2 v Oldham AthleticColchester United 0-2 Oldham Athletic | Sky Bet League Two |
| 18 | Fri 19 Apr 2019 | 1-0 v Grimsby TownColchester United 1-0 Grimsby Town | Sky Bet League Two |
| 19 | Sat 27 Apr 2019 | 2-0 v Milton Keynes DonsColchester United 2-0 Milton Keynes Dons | Sky Bet League Two |
| 20 | Sat 4 May 2019 | 3-0 v Lincoln CityLincoln City 0-3 Colchester United | Sky Bet League Two |
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