| 1 | Sat 3 Aug 2019 | 2-1 v Saint ÉtienneNewcastle United 2-1 Saint Étienne | Friendly |
| 2 | Sat 5 Oct 2019 | 3-3 v Peterborough UnitedWycombe Wanderers 3-3 Peterborough United | Sky Bet League One |
| 3 | Tue 8 Oct 2019 | 0-1 v StevenageWycombe Wanderers 0-1 Stevenage | Leasing.com Trophy Southern Group G |
| 4 | Sat 19 Oct 2019 | 1-0 v SunderlandWycombe Wanderers 1-0 Sunderland | Sky Bet League One |
| 5 | Tue 22 Oct 2019 | 1-1 v BlackpoolBlackpool 1-1 Wycombe Wanderers | Sky Bet League One |
| 6 | Sat 26 Oct 2019 | 1-0 v Rotherham UnitedRotherham United 0-1 Wycombe Wanderers | Sky Bet League One |
| 7 | Sat 2 Nov 2019 | 1-0 v Shrewsbury TownWycombe Wanderers 1-0 Shrewsbury Town | Sky Bet League One |
| 8 | Sat 9 Nov 2019 | 2-2 v Tranmere RoversTranmere Rovers 2-2 Wycombe Wanderers | Emirates FA Cup First Round |
| 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 | Sat 8 Feb 2020 | 1-1 v St MirrenSt Mirren 1-1 Motherwell | William Hill Scottish Cup Fifth Round |
| 14 | Wed 12 Feb 2020 | 1-2 v St JohnstoneSt Johnstone 2-1 Motherwell | Ladbrokes Premiership |
| 15 | Tue 18 Feb 2020 | 4-4 v St MirrenMotherwell 4-4 St Mirren | William Hill Scottish Cup Fifth Round Replay |
| 16 | Sat 22 Feb 2020 | 0-0 v Hamilton AcademicalHamilton Academical 0-0 Motherwell | Ladbrokes Premiership |
| 17 | Tue 25 Feb 2020 | 1-2 v St MirrenMotherwell 1-2 St Mirren | Ladbrokes Premiership |
| 18 | Wed 4 Mar 2020 | 4-1 v Ross CountyMotherwell 4-1 Ross County | Ladbrokes Premiership |
| 19 | Sat 7 Mar 2020 | 1-1 v Heart of MidlothianHeart of Midlothian 1-1 Motherwell | Ladbrokes Premiership |
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