| 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 | Sat 14 Sep 2019 | 1-1 v AFC WimbledonAFC Wimbledon 1-1 Shrewsbury Town | Sky Bet League One |
| 9 | Tue 17 Sep 2019 | 4-3 v Southend UnitedShrewsbury Town 4-3 Southend United | Sky Bet League One |
| 10 | Sat 21 Sep 2019 | 0-0 v Rotherham UnitedRotherham United 0-0 Shrewsbury Town | Sky Bet League One |
| 11 | Sat 28 Sep 2019 | 0-3 v Fleetwood TownShrewsbury Town 0-3 Fleetwood Town | Sky Bet League One |
| 12 | Sat 5 Oct 2019 | 1-0 v Tranmere RoversTranmere Rovers 0-1 Shrewsbury Town | Sky Bet League One |
| 13 | Fri 18 Oct 2019 | 0-0 v Lincoln CityLincoln City 0-0 Shrewsbury Town | Sky Bet League One |
| 14 | Tue 22 Oct 2019 | 1-1 v GillinghamShrewsbury Town 1-1 Gillingham | Sky Bet League One |
| 15 | Sat 9 Nov 2019 | 1-1 v Bradford CityShrewsbury Town 1-1 Bradford City | Emirates FA Cup First Round |
| 16 | Wed 13 Nov 2019 | 3-1 v Macclesfield TownShrewsbury Town 3-1 Macclesfield Town | Leasing.com Trophy Northern Group D |
| 17 | Sat 23 Nov 2019 | 3-4 v Bristol RoversShrewsbury Town 3-4 Bristol Rovers | Sky Bet League One |
| 18 | Sat 7 Dec 2019 | 0-0 v Oxford UnitedOxford United 0-0 Shrewsbury Town | Sky Bet League One |
| 19 | Sat 14 Dec 2019 | 2-1 v Coventry CityShrewsbury Town 2-1 Coventry City | 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 | Tue 14 Jan 2020 | 1-0 v Bristol CityShrewsbury Town 1-0 Bristol City | Emirates FA Cup Third Round Replay |
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