| 1 | Tue 13 Aug 2019 | 1-1 v ReadingWycombe Wanderers 1-1 Reading | Carabao Cup First Round |
| 2 | Sat 17 Aug 2019 | 3-2 v Milton Keynes DonsWycombe Wanderers 3-2 Milton Keynes Dons | Sky Bet League One |
| 3 | Tue 20 Aug 2019 | 1-1 v Fleetwood TownFleetwood Town 1-1 Wycombe Wanderers | Sky Bet League One |
| 4 | Sat 14 Sep 2019 | 0-2 v GillinghamGillingham 2-0 Wycombe Wanderers | Sky Bet League One |
| 5 | Tue 17 Sep 2019 | 1-1 v Accrington StanleyWycombe Wanderers 1-1 Accrington Stanley | Sky Bet League One |
| 6 | Sat 28 Sep 2019 | 3-0 v RochdaleRochdale 0-3 Wycombe Wanderers | Sky Bet League One |
| 7 | Sat 5 Oct 2019 | 3-3 v Peterborough UnitedWycombe Wanderers 3-3 Peterborough United | Sky Bet League One |
| 8 | Tue 8 Oct 2019 | 0-1 v StevenageWycombe Wanderers 0-1 Stevenage | Leasing.com Trophy Southern Group G |
| 9 | Tue 22 Oct 2019 | 1-1 v BlackpoolBlackpool 1-1 Wycombe Wanderers | Sky Bet League One |
| 10 | Tue 12 Nov 2019 | 2-1 v Milton Keynes DonsMilton Keynes Dons 1-2 Wycombe Wanderers | Leasing.com Trophy Southern Group G |
| 11 | Wed 20 Nov 2019 | 1-2 v Tranmere RoversWycombe Wanderers 1-2 Tranmere Rovers | Emirates FA Cup First Round Replay |
| 12 | Sun 29 Dec 2019 | 1-4 v Coventry CityWycombe Wanderers 1-4 Coventry City | Sky Bet League One |
| 13 | Wed 1 Jan 2020 | 1-1 v Ipswich TownWycombe Wanderers 1-1 Ipswich Town | Sky Bet League One |
| 14 | Sat 11 Jan 2020 | 0-4 v SunderlandSunderland 4-0 Wycombe Wanderers | Sky Bet League One |
| 15 | Tue 21 Jan 2020 | 0-4 v Peterborough UnitedPeterborough United 4-0 Wycombe Wanderers | Sky Bet League One |
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