| 1 | Sat 10 Aug 2019 | 0-1 v Milton Keynes DonsMilton Keynes Dons 1-0 Shrewsbury Town | Sky Bet League One |
| 2 | Tue 13 Aug 2019 | 0-4 v Rotherham UnitedShrewsbury Town 0-4 Rotherham United | Carabao Cup First Round |
| 3 | Sat 24 Aug 2019 | 0-0 v Burton AlbionShrewsbury Town 0-0 Burton Albion | Sky Bet League One |
| 4 | Tue 3 Sep 2019 | 1-2 v Port ValePort Vale 2-1 Shrewsbury Town | Leasing.com Trophy Northern Group D |
| 5 | Sat 14 Sep 2019 | 1-1 v AFC WimbledonAFC Wimbledon 1-1 Shrewsbury Town | Sky Bet League One |
| 6 | Sat 21 Sep 2019 | 0-0 v Rotherham UnitedRotherham United 0-0 Shrewsbury Town | Sky Bet League One |
| 7 | Sat 5 Oct 2019 | 1-0 v Tranmere RoversTranmere Rovers 0-1 Shrewsbury Town | Sky Bet League One |
| 8 | Wed 13 Nov 2019 | 3-1 v Macclesfield TownShrewsbury Town 3-1 Macclesfield Town | Leasing.com Trophy Northern Group D |
| 9 | Tue 19 Nov 2019 | 1-0 v Bradford CityBradford City 0-1 Shrewsbury Town | Emirates FA Cup First Round Replay |
| 10 | Sat 30 Nov 2019 | 2-0 v Mansfield TownShrewsbury Town 2-0 Mansfield Town | Emirates FA Cup Second Round |
| 11 | Sat 7 Dec 2019 | 0-0 v Oxford UnitedOxford United 0-0 Shrewsbury Town | Sky Bet League One |
| 12 | Sat 21 Dec 2019 | 1-0 v BlackpoolBlackpool 0-1 Shrewsbury Town | Sky Bet League One |
| 13 | Thu 26 Dec 2019 | 1-2 v Rotherham UnitedShrewsbury Town 1-2 Rotherham United | Sky Bet League One |
| 14 | Wed 29 Jan 2020 | 0-2 v GillinghamGillingham 2-0 Shrewsbury Town | Sky Bet League One |
| 15 | Tue 4 Feb 2020 | 0-1 v LiverpoolLiverpool 1-0 Shrewsbury Town | Emirates FA Cup Fourth Round Replay |
| 16 | Sat 22 Feb 2020 | 1-0 v Doncaster RoversShrewsbury Town 1-0 Doncaster Rovers | Sky Bet League One |
| 17 | Tue 25 Feb 2020 | 2-3 v Tranmere RoversShrewsbury Town 2-3 Tranmere Rovers | Sky Bet League One |
| 18 | Sat 29 Feb 2020 | 1-0 v Bristol RoversBristol Rovers 0-1 Shrewsbury Town | Sky Bet League One |
| 19 | Sat 7 Mar 2020 | 2-3 v Oxford UnitedShrewsbury Town 2-3 Oxford United | Sky Bet League One |
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