| 1 | Sat 3 Aug 2019 | 2-0 v Bolton WanderersWycombe Wanderers 2-0 Bolton Wanderers | Sky Bet League One |
| 2 | Sat 10 Aug 2019 | 0-0 v Bristol RoversBristol Rovers 0-0 Wycombe Wanderers | Sky Bet League One |
| 3 | Sat 17 Aug 2019 | 3-2 v Milton Keynes DonsWycombe Wanderers 3-2 Milton Keynes Dons | Sky Bet League One |
| 4 | Wed 20 Nov 2019 | 1-2 v Tranmere RoversWycombe Wanderers 1-2 Tranmere Rovers | Emirates FA Cup First Round Replay |
| 5 | Sat 23 Nov 2019 | 1-0 v Doncaster RoversWycombe Wanderers 1-0 Doncaster Rovers | Sky Bet League One |
| 6 | Sat 21 Dec 2019 | 0-1 v Oxford UnitedOxford United 1-0 Wycombe Wanderers | Sky Bet League One |
| 7 | Thu 26 Dec 2019 | 0-2 v PortsmouthPortsmouth 2-0 Wycombe Wanderers | Sky Bet League One |
| 8 | Sun 29 Dec 2019 | 1-4 v Coventry CityWycombe Wanderers 1-4 Coventry City | Sky Bet League One |
| 9 | Wed 1 Jan 2020 | 1-1 v Ipswich TownWycombe Wanderers 1-1 Ipswich Town | Sky Bet League One |
| 10 | Sat 11 Jan 2020 | 0-4 v SunderlandSunderland 4-0 Wycombe Wanderers | Sky Bet League One |
| 11 | Tue 21 Jan 2020 | 0-4 v Peterborough UnitedPeterborough United 4-0 Wycombe Wanderers | Sky Bet League One |
| 12 | Sat 1 Feb 2020 | 0-2 v Milton Keynes DonsMilton Keynes Dons 2-0 Wycombe Wanderers | Sky Bet League One |
| 13 | Sat 8 Feb 2020 | 3-1 v Bristol RoversWycombe Wanderers 3-1 Bristol Rovers | Sky Bet League One |
| 14 | Tue 11 Feb 2020 | 0-1 v Fleetwood TownWycombe Wanderers 0-1 Fleetwood Town | Sky Bet League One |
| 15 | Sat 15 Feb 2020 | 2-0 v Bolton WanderersBolton Wanderers 0-2 Wycombe Wanderers | Sky Bet League One |
| 16 | Sat 22 Feb 2020 | 3-1 v Tranmere RoversWycombe Wanderers 3-1 Tranmere Rovers | Sky Bet League One |
| 17 | Sat 29 Feb 2020 | 1-3 v Doncaster RoversDoncaster Rovers 3-1 Wycombe Wanderers | Sky Bet League One |
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