| 1 | 3/8/2019 | 1-2 v Torquay UnitedTorquay United 2-1 Boreham Wood | Vanarama National League |
| 2 | 6/8/2019 | 2-2 v WrexhamBoreham Wood 2-2 Wrexham | Vanarama National League |
| 3 | 10/8/2019 | 2-2 v ChesterfieldBoreham Wood 2-2 Chesterfield | Vanarama National League |
| 4 | 13/8/2019 | 3-0 v Dagenham & RedbridgeDagenham & Redbridge 0-3 Boreham Wood | Vanarama National League |
| 5 | 17/8/2019 | 0-1 v Sutton UnitedBoreham Wood 0-1 Sutton United | Vanarama National League |
| 6 | 24/8/2019 | 0-1 v BromleyBromley 1-0 Boreham Wood | Vanarama National League |
| 7 | 26/8/2019 | 1-2 v Ebbsfleet UnitedBoreham Wood 1-2 Ebbsfleet United | Vanarama National League |
| 8 | 31/8/2019 | 3-1 v ChorleyChorley 1-3 Boreham Wood | Vanarama National League |
| 9 | 3/9/2019 | 0-2 v EastleighEastleigh 2-0 Boreham Wood | Vanarama National League |
| 10 | 7/9/2019 | 3-1 v Dover AthleticBoreham Wood 3-1 Dover Athletic | Vanarama National League |
| 11 | 14/9/2019 | 0-0 v Harrogate TownHarrogate Town 0-0 Boreham Wood | Vanarama National League |
| 12 | 21/9/2019 | 4-0 v Stockport CountyBoreham Wood 4-0 Stockport County | Vanarama National League |
| 13 | 24/9/2019 | 1-2 v Notts CountyBoreham Wood 1-2 Notts County | Vanarama National League |
| 14 | 28/9/2019 | 2-1 v WokingWoking 1-2 Boreham Wood | Vanarama National League |
| 15 | 5/10/2019 | 1-0 v Solihull MoorsBoreham Wood 1-0 Solihull Moors | Vanarama National League |
| 16 | 8/10/2019 | 1-3 v BarrowBarrow 3-1 Boreham Wood | Vanarama National League |
| 17 | 12/10/2019 | 2-0 v FC Halifax TownFC Halifax Town 0-2 Boreham Wood | Vanarama National League |
