| 1 | Sat 3 Aug 2019 | 1-0 v PortsmouthShrewsbury Town 1-0 Portsmouth | Sky Bet League One |
| 2 | Sat 10 Aug 2019 | 0-1 v Milton Keynes DonsMilton Keynes Dons 1-0 Shrewsbury Town | Sky Bet League One |
| 3 | Tue 13 Aug 2019 | 0-4 v Rotherham UnitedShrewsbury Town 0-4 Rotherham United | Carabao Cup First Round |
| 4 | Sat 17 Aug 2019 | 0-0 v RochdaleShrewsbury Town 0-0 Rochdale | Sky Bet League One |
| 5 | Tue 20 Aug 2019 | 3-2 v Accrington StanleyAccrington Stanley 2-3 Shrewsbury Town | Sky Bet League One |
| 6 | Sat 24 Aug 2019 | 0-0 v Burton AlbionShrewsbury Town 0-0 Burton Albion | Sky Bet League One |
| 7 | Sat 31 Aug 2019 | 0-3 v Ipswich TownIpswich Town 3-0 Shrewsbury Town | Sky Bet League One |
| 8 | Tue 3 Sep 2019 | 1-2 v Port ValePort Vale 2-1 Shrewsbury Town | Leasing.com Trophy Northern Group D |
| 9 | Sat 14 Sep 2019 | 1-1 v AFC WimbledonAFC Wimbledon 1-1 Shrewsbury Town | Sky Bet League One |
| 10 | Tue 17 Sep 2019 | 4-3 v Southend UnitedShrewsbury Town 4-3 Southend United | Sky Bet League One |
| 11 | Sat 21 Sep 2019 | 0-0 v Rotherham UnitedRotherham United 0-0 Shrewsbury Town | Sky Bet League One |
| 12 | Sat 28 Sep 2019 | 0-3 v Fleetwood TownShrewsbury Town 0-3 Fleetwood Town | Sky Bet League One |
| 13 | Sat 9 Nov 2019 | 1-1 v Bradford CityShrewsbury Town 1-1 Bradford City | Emirates FA Cup First Round |
| 14 | Wed 13 Nov 2019 | 3-1 v Macclesfield TownShrewsbury Town 3-1 Macclesfield Town | Leasing.com Trophy Northern Group D |
| 15 | Tue 19 Nov 2019 | 1-0 v Bradford CityBradford City 0-1 Shrewsbury Town | Emirates FA Cup First Round Replay |
| 16 | Sat 30 Nov 2019 | 2-0 v Mansfield TownShrewsbury Town 2-0 Mansfield Town | Emirates FA Cup Second Round |
| 17 | Sat 7 Dec 2019 | 0-0 v Oxford UnitedOxford United 0-0 Shrewsbury Town | Sky Bet League One |
| 18 | Sat 14 Dec 2019 | 2-1 v Coventry CityShrewsbury Town 2-1 Coventry City | Sky Bet League One |
| 19 | Sat 21 Dec 2019 | 1-0 v BlackpoolBlackpool 0-1 Shrewsbury Town | Sky Bet League One |
| 20 | Thu 26 Dec 2019 | 1-2 v Rotherham UnitedShrewsbury Town 1-2 Rotherham United | Sky Bet League One |
| 21 | Sun 29 Dec 2019 | 1-1 v Bolton WanderersBolton Wanderers 1-1 Shrewsbury Town | Sky Bet League One |
| 22 | Sat 4 Jan 2020 | 1-1 v Bristol CityBristol City 1-1 Shrewsbury Town | Emirates FA Cup Third Round |
| 23 | Tue 7 Jan 2020 | 0-2 v Doncaster RoversDoncaster Rovers 2-0 Shrewsbury Town | Sky Bet League One |
| 24 | Sat 11 Jan 2020 | 1-1 v Lincoln CityShrewsbury Town 1-1 Lincoln City | Sky Bet League One |
| 25 | Tue 14 Jan 2020 | 1-0 v Bristol CityShrewsbury Town 1-0 Bristol City | Emirates FA Cup Third Round Replay |
| 26 | Sat 18 Jan 2020 | 2-2 v Fleetwood TownFleetwood Town 2-2 Shrewsbury Town | Sky Bet League One |
| 27 | Sun 26 Jan 2020 | 2-2 v LiverpoolShrewsbury Town 2-2 Liverpool | Emirates FA Cup Fourth Round |
| 28 | Wed 29 Jan 2020 | 0-2 v GillinghamGillingham 2-0 Shrewsbury Town | Sky Bet League One |
| 29 | Sat 1 Feb 2020 | 0-1 v RochdaleRochdale 1-0 Shrewsbury Town | Sky Bet League One |
| 30 | Tue 4 Feb 2020 | 0-1 v LiverpoolLiverpool 1-0 Shrewsbury Town | Emirates FA Cup Fourth Round Replay |
| 31 | Sat 8 Feb 2020 | 1-1 v Milton Keynes DonsShrewsbury Town 1-1 Milton Keynes Dons | Sky Bet League One |
| 32 | Tue 11 Feb 2020 | 0-2 v Accrington StanleyShrewsbury Town 0-2 Accrington Stanley | Sky Bet League One |
| 33 | Sat 15 Feb 2020 | 0-2 v PortsmouthPortsmouth 2-0 Shrewsbury Town | Sky Bet League One |
| 34 | Sat 22 Feb 2020 | 1-0 v Doncaster RoversShrewsbury Town 1-0 Doncaster Rovers | Sky Bet League One |
| 35 | Tue 25 Feb 2020 | 2-3 v Tranmere RoversShrewsbury Town 2-3 Tranmere Rovers | Sky Bet League One |
| 36 | Sat 29 Feb 2020 | 1-0 v Bristol RoversBristol Rovers 0-1 Shrewsbury Town | Sky Bet League One |
| 37 | Sat 7 Mar 2020 | 2-3 v Oxford UnitedShrewsbury Town 2-3 Oxford United | Sky Bet League One |
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