| 1 | Tue 20 Aug 2019 | 0-2 v Bristol RoversBristol Rovers 2-0 Tranmere Rovers | Sky Bet League One |
| 2 | Sat 31 Aug 2019 | 1-1 v Rotherham UnitedRotherham United 1-1 Tranmere Rovers | Sky Bet League One |
| 3 | Sat 7 Sep 2019 | 2-2 v GillinghamTranmere Rovers 2-2 Gillingham | Sky Bet League One |
| 4 | Sat 14 Sep 2019 | 0-3 v Oxford UnitedOxford United 3-0 Tranmere Rovers | Sky Bet League One |
| 5 | Sat 28 Sep 2019 | 1-4 v Ipswich TownIpswich Town 4-1 Tranmere Rovers | Sky Bet League One |
| 6 | Sat 5 Oct 2019 | 0-1 v Shrewsbury TownTranmere Rovers 0-1 Shrewsbury Town | Sky Bet League One |
| 7 | Sun 13 Oct 2019 | 1-0 v Coventry CityCoventry City 0-1 Tranmere Rovers | Sky Bet League One |
| 8 | Fri 18 Oct 2019 | 1-1 v Southend UnitedTranmere Rovers 1-1 Southend United | Sky Bet League One |
| 9 | Tue 22 Oct 2019 | 0-5 v SunderlandSunderland 5-0 Tranmere Rovers | Sky Bet League One |
| 10 | Sat 2 Nov 2019 | 3-1 v Milton Keynes DonsMilton Keynes Dons 1-3 Tranmere Rovers | Sky Bet League One |
| 11 | Sat 9 Nov 2019 | 2-2 v Wycombe WanderersTranmere Rovers 2-2 Wycombe Wanderers | Emirates FA Cup First Round |
| 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 |
| 15 | Sat 7 Dec 2019 | 1-1 v Accrington StanleyTranmere Rovers 1-1 Accrington Stanley | Sky Bet League One |
| 16 | Sun 26 Jan 2020 | 0-6 v Manchester UnitedTranmere Rovers 0-6 Manchester United | Emirates FA Cup Fourth Round |
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