| 1 | 3/8/2019 | 1-0 v PortsmouthShrewsbury Town 1-0 Portsmouth | Sky Bet League One |
| 2 | 10/8/2019 | 0-1 v Milton Keynes DonsMilton Keynes Dons 1-0 Shrewsbury Town | Sky Bet League One |
| 3 | 17/8/2019 | 0-0 v RochdaleShrewsbury Town 0-0 Rochdale | Sky Bet League One |
| 4 | 20/8/2019 | 3-2 v Accrington StanleyAccrington Stanley 2-3 Shrewsbury Town | Sky Bet League One |
| 5 | 24/8/2019 | 0-0 v Burton AlbionShrewsbury Town 0-0 Burton Albion | Sky Bet League One |
| 6 | 31/8/2019 | 0-3 v Ipswich TownIpswich Town 3-0 Shrewsbury Town | Sky Bet League One |
| 7 | 3/9/2019 | 1-2 v Port ValePort Vale 2-1 Shrewsbury Town | Checkatrade Trophy Northern Group D |
| 8 | 17/9/2019 | 4-3 v Southend UnitedShrewsbury Town 4-3 Southend United | Sky Bet League One |
| 9 | 21/9/2019 | 0-0 v Rotherham UnitedRotherham United 0-0 Shrewsbury Town | Sky Bet League One |
| 10 | 28/9/2019 | 0-3 v Fleetwood TownShrewsbury Town 0-3 Fleetwood Town | Sky Bet League One |
| 11 | 5/10/2019 | 1-0 v Tranmere RoversTranmere Rovers 0-1 Shrewsbury Town | Sky Bet League One |
| 12 | 18/10/2019 | 0-0 v Lincoln CityLincoln City 0-0 Shrewsbury Town | Sky Bet League One |
| 13 | 22/10/2019 | 1-1 v GillinghamShrewsbury Town 1-1 Gillingham | Sky Bet League One |
| 14 | 26/10/2019 | 1-0 v SunderlandShrewsbury Town 1-0 Sunderland | Sky Bet League One |
| 15 | 2/11/2019 | 0-1 v Wycombe WanderersWycombe Wanderers 1-0 Shrewsbury Town | Sky Bet League One |
| 16 | 9/11/2019 | 1-1 v Bradford CityShrewsbury Town 1-1 Bradford City | Emirates FA Cup First Round |
| 17 | 13/11/2019 | 3-1 v Macclesfield TownShrewsbury Town 3-1 Macclesfield Town | Checkatrade Trophy Northern Group D |
| 18 | 19/11/2019 | 1-0 v Bradford CityBradford City 0-1 Shrewsbury Town | Emirates FA Cup First Round Replay |
| 19 | 23/11/2019 | 3-4 v Bristol RoversShrewsbury Town 3-4 Bristol Rovers | Sky Bet League One |
| 20 | 30/11/2019 | 2-0 v Mansfield TownShrewsbury Town 2-0 Mansfield Town | Emirates FA Cup Second Round |
| 21 | 7/12/2019 | 0-0 v Oxford UnitedOxford United 0-0 Shrewsbury Town | Sky Bet League One |
