| 1 | Sat 10 Aug 2019 | 0-2 v PortsmouthPortsmouth 2-0 Tranmere Rovers | Sky Bet League One |
| 2 | Tue 13 Aug 2019 | 0-3 v Hull CityTranmere Rovers 0-3 Hull City | Carabao Cup First Round |
| 3 | Sat 31 Aug 2019 | 1-1 v Rotherham UnitedRotherham United 1-1 Tranmere Rovers | Sky Bet League One |
| 4 | Sat 7 Sep 2019 | 2-2 v GillinghamTranmere Rovers 2-2 Gillingham | Sky Bet League One |
| 5 | Sat 14 Sep 2019 | 0-3 v Oxford UnitedOxford United 3-0 Tranmere Rovers | Sky Bet League One |
| 6 | Tue 17 Sep 2019 | 2-2 v Peterborough UnitedTranmere Rovers 2-2 Peterborough United | Sky Bet League One |
| 7 | Sat 21 Sep 2019 | 2-1 v Burton AlbionTranmere Rovers 2-1 Burton Albion | Sky Bet League One |
| 8 | Sat 28 Sep 2019 | 1-4 v Ipswich TownIpswich Town 4-1 Tranmere Rovers | Sky Bet League One |
| 9 | Sat 5 Oct 2019 | 0-1 v Shrewsbury TownTranmere Rovers 0-1 Shrewsbury Town | Sky Bet League One |
| 10 | Sun 13 Oct 2019 | 1-0 v Coventry CityCoventry City 0-1 Tranmere Rovers | Sky Bet League One |
| 11 | Tue 12 Nov 2019 | 0-2 v Salford CityTranmere Rovers 0-2 Salford City | Leasing.com Trophy Northern Group C |
| 12 | Sun 17 Nov 2019 | 0-2 v Wycombe WanderersTranmere Rovers 0-2 Wycombe Wanderers | Sky Bet League One |
| 13 | Wed 20 Nov 2019 | 2-1 v Wycombe WanderersWycombe Wanderers 1-2 Tranmere Rovers | Emirates FA Cup First Round Replay |
| 14 | Sat 23 Nov 2019 | 1-2 v Fleetwood TownFleetwood Town 2-1 Tranmere Rovers | Sky Bet League One |
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