| 1 | Sat 3 Aug 2019 | 2-3 v RochdaleTranmere Rovers 2-3 Rochdale | Sky Bet League One |
| 2 | Sat 10 Aug 2019 | 0-2 v PortsmouthPortsmouth 2-0 Tranmere Rovers | Sky Bet League One |
| 3 | Tue 13 Aug 2019 | 0-3 v Hull CityTranmere Rovers 0-3 Hull City | Carabao Cup First Round |
| 4 | Sat 17 Aug 2019 | 5-0 v Bolton WanderersTranmere Rovers 5-0 Bolton Wanderers | Sky Bet League One |
| 5 | Tue 20 Aug 2019 | 0-2 v Bristol RoversBristol Rovers 2-0 Tranmere Rovers | Sky Bet League One |
| 6 | Sat 31 Aug 2019 | 1-1 v Rotherham UnitedRotherham United 1-1 Tranmere Rovers | Sky Bet League One |
| 7 | Sat 7 Sep 2019 | 2-2 v GillinghamTranmere Rovers 2-2 Gillingham | Sky Bet League One |
| 8 | Sat 14 Sep 2019 | 0-3 v Oxford UnitedOxford United 3-0 Tranmere Rovers | Sky Bet League One |
| 9 | Tue 17 Sep 2019 | 2-2 v Peterborough UnitedTranmere Rovers 2-2 Peterborough United | Sky Bet League One |
| 10 | Sat 21 Sep 2019 | 2-1 v Burton AlbionTranmere Rovers 2-1 Burton Albion | Sky Bet League One |
| 11 | Sat 28 Sep 2019 | 1-4 v Ipswich TownIpswich Town 4-1 Tranmere Rovers | Sky Bet League One |
| 12 | Sat 5 Oct 2019 | 0-1 v Shrewsbury TownTranmere Rovers 0-1 Shrewsbury Town | Sky Bet League One |
| 13 | Sun 13 Oct 2019 | 1-0 v Coventry CityCoventry City 0-1 Tranmere Rovers | Sky Bet League One |
| 14 | Fri 18 Oct 2019 | 1-1 v Southend UnitedTranmere Rovers 1-1 Southend United | Sky Bet League One |
| 15 | Tue 22 Oct 2019 | 0-5 v SunderlandSunderland 5-0 Tranmere Rovers | Sky Bet League One |
| 16 | Sat 2 Nov 2019 | 3-1 v Milton Keynes DonsMilton Keynes Dons 1-3 Tranmere Rovers | Sky Bet League One |
| 17 | Sat 9 Nov 2019 | 2-2 v Wycombe WanderersTranmere Rovers 2-2 Wycombe Wanderers | Emirates FA Cup First Round |
| 18 | Sun 17 Nov 2019 | 0-2 v Wycombe WanderersTranmere Rovers 0-2 Wycombe Wanderers | Sky Bet League One |
| 19 | Wed 20 Nov 2019 | 2-1 v Wycombe WanderersWycombe Wanderers 1-2 Tranmere Rovers | Emirates FA Cup First Round Replay |
| 20 | Sat 23 Nov 2019 | 1-2 v Fleetwood TownFleetwood Town 2-1 Tranmere Rovers | Sky Bet League One |
| 21 | Sat 7 Dec 2019 | 1-1 v Accrington StanleyTranmere Rovers 1-1 Accrington Stanley | Sky Bet League One |
| 22 | Wed 1 Jan 2020 | 1-4 v Coventry CityTranmere Rovers 1-4 Coventry City | Sky Bet League One |
| 23 | Sat 11 Jan 2020 | 0-0 v Southend UnitedSouthend United 0-0 Tranmere Rovers | Sky Bet League One |
| 24 | Sat 18 Jan 2020 | 1-2 v Ipswich TownTranmere Rovers 1-2 Ipswich Town | Sky Bet League One |
| 25 | Thu 23 Jan 2020 | 2-1 v WatfordTranmere Rovers 2-1 Watford | Emirates FA Cup Third Round |
| 26 | Sun 26 Jan 2020 | 0-6 v Manchester UnitedTranmere Rovers 0-6 Manchester United | Emirates FA Cup Fourth Round |
| 27 | Wed 29 Jan 2020 | 0-1 v SunderlandTranmere Rovers 0-1 Sunderland | Sky Bet League One |
| 28 | Sat 1 Feb 2020 | 0-2 v Bolton WanderersBolton Wanderers 2-0 Tranmere Rovers | Sky Bet League One |
| 29 | Sat 8 Feb 2020 | 0-2 v PortsmouthTranmere Rovers 0-2 Portsmouth | Sky Bet League One |
| 30 | Tue 11 Feb 2020 | 0-0 v Bristol RoversTranmere Rovers 0-0 Bristol Rovers | Sky Bet League One |
| 31 | Sat 22 Feb 2020 | 1-3 v Wycombe WanderersWycombe Wanderers 3-1 Tranmere Rovers | Sky Bet League One |
| 32 | Tue 25 Feb 2020 | 3-2 v Shrewsbury TownShrewsbury Town 2-3 Tranmere Rovers | Sky Bet League One |
| 33 | Sat 7 Mar 2020 | 2-1 v Accrington StanleyAccrington Stanley 1-2 Tranmere Rovers | Sky Bet League One |
| 34 | Tue 10 Mar 2020 | 2-1 v BlackpoolBlackpool 1-2 Tranmere Rovers | Sky Bet League One |
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