| 1 | 21/9/2019 | 1-0 v PortsmouthWycombe Wanderers 1-0 Portsmouth | Sky Bet League One |
| 2 | 28/9/2019 | 3-0 v RochdaleRochdale 0-3 Wycombe Wanderers | Sky Bet League One |
| 3 | 5/10/2019 | 3-3 v Peterborough UnitedWycombe Wanderers 3-3 Peterborough United | Sky Bet League One |
| 4 | 8/10/2019 | 0-1 v StevenageWycombe Wanderers 0-1 Stevenage | Checkatrade Trophy Southern Group G |
| 5 | 19/10/2019 | 1-0 v SunderlandWycombe Wanderers 1-0 Sunderland | Sky Bet League One |
| 6 | 22/10/2019 | 1-1 v BlackpoolBlackpool 1-1 Wycombe Wanderers | Sky Bet League One |
| 7 | 26/10/2019 | 1-0 v Rotherham UnitedRotherham United 0-1 Wycombe Wanderers | Sky Bet League One |
| 8 | 2/11/2019 | 1-0 v Shrewsbury TownWycombe Wanderers 1-0 Shrewsbury Town | Sky Bet League One |
| 9 | 9/11/2019 | 2-2 v Tranmere RoversTranmere Rovers 2-2 Wycombe Wanderers | Emirates FA Cup First Round |
| 10 | 23/11/2019 | 1-0 v Doncaster RoversWycombe Wanderers 1-0 Doncaster Rovers | Sky Bet League One |
