| 1 | Sat 14 Sep 2019 | 0-2 v GillinghamGillingham 2-0 Wycombe Wanderers | Sky Bet League One |
| 2 | Sat 21 Sep 2019 | 1-0 v PortsmouthWycombe Wanderers 1-0 Portsmouth | Sky Bet League One |
| 3 | Tue 8 Oct 2019 | 0-1 v StevenageWycombe Wanderers 0-1 Stevenage | Leasing.com Trophy Southern Group G |
| 4 | Tue 22 Oct 2019 | 1-1 v BlackpoolBlackpool 1-1 Wycombe Wanderers | Sky Bet League One |
| 5 | Sat 26 Oct 2019 | 1-0 v Rotherham UnitedRotherham United 0-1 Wycombe Wanderers | Sky Bet League One |
| 6 | Sat 9 Nov 2019 | 2-2 v Tranmere RoversTranmere Rovers 2-2 Wycombe Wanderers | Emirates FA Cup First Round |
| 7 | Tue 12 Nov 2019 | 2-1 v Milton Keynes DonsMilton Keynes Dons 1-2 Wycombe Wanderers | Leasing.com Trophy Southern Group G |
| 8 | Sun 17 Nov 2019 | 2-0 v Tranmere RoversTranmere Rovers 0-2 Wycombe Wanderers | Sky Bet League One |
| 9 | Sat 23 Nov 2019 | 1-0 v Doncaster RoversWycombe Wanderers 1-0 Doncaster Rovers | Sky Bet League One |
| 10 | Sat 14 Dec 2019 | 2-0 v Burton AlbionWycombe Wanderers 2-0 Burton Albion | Sky Bet League One |
| 11 | Sat 21 Dec 2019 | 0-1 v Oxford UnitedOxford United 1-0 Wycombe Wanderers | Sky Bet League One |
| 12 | Thu 26 Dec 2019 | 0-2 v PortsmouthPortsmouth 2-0 Wycombe Wanderers | Sky Bet League One |
| 13 | Sun 29 Dec 2019 | 1-4 v Coventry CityWycombe Wanderers 1-4 Coventry City | Sky Bet League One |
| 14 | Wed 1 Jan 2020 | 1-1 v Ipswich TownWycombe Wanderers 1-1 Ipswich Town | Sky Bet League One |
| 15 | Tue 21 Jan 2020 | 0-4 v Peterborough UnitedPeterborough United 4-0 Wycombe Wanderers | Sky Bet League One |
| 16 | Sat 8 Feb 2020 | 3-1 v Bristol RoversWycombe Wanderers 3-1 Bristol Rovers | Sky Bet League One |
| 17 | Sat 15 Feb 2020 | 2-0 v Bolton WanderersBolton Wanderers 0-2 Wycombe Wanderers | Sky Bet League One |
| 18 | Sat 22 Feb 2020 | 3-1 v Tranmere RoversWycombe Wanderers 3-1 Tranmere Rovers | Sky Bet League One |
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