| 1 | Sat 3 Aug 2019 | 1-2 v Torquay UnitedTorquay United 2-1 Boreham Wood | Vanarama National League |
| 2 | Tue 6 Aug 2019 | 2-2 v WrexhamBoreham Wood 2-2 Wrexham | Vanarama National League |
| 3 | Sat 10 Aug 2019 | 2-2 v ChesterfieldBoreham Wood 2-2 Chesterfield | Vanarama National League |
| 4 | Tue 13 Aug 2019 | 3-0 v Dagenham & RedbridgeDagenham & Redbridge 0-3 Boreham Wood | Vanarama National League |
| 5 | Sat 17 Aug 2019 | 0-1 v Sutton UnitedBoreham Wood 0-1 Sutton United | Vanarama National League |
| 6 | Sat 24 Aug 2019 | 0-1 v BromleyBromley 1-0 Boreham Wood | Vanarama National League |
| 7 | Mon 26 Aug 2019 | 1-2 v Ebbsfleet UnitedBoreham Wood 1-2 Ebbsfleet United | Vanarama National League |
| 8 | Sat 31 Aug 2019 | 3-1 v ChorleyChorley 1-3 Boreham Wood | Vanarama National League |
| 9 | Tue 3 Sep 2019 | 0-2 v EastleighEastleigh 2-0 Boreham Wood | Vanarama National League |
| 10 | Sat 7 Sep 2019 | 3-1 v Dover AthleticBoreham Wood 3-1 Dover Athletic | Vanarama National League |
| 11 | Sat 14 Sep 2019 | 0-0 v Harrogate TownHarrogate Town 0-0 Boreham Wood | Vanarama National League |
| 12 | Sat 21 Sep 2019 | 4-0 v Stockport CountyBoreham Wood 4-0 Stockport County | Vanarama National League |
| 13 | Tue 24 Sep 2019 | 1-2 v Notts CountyBoreham Wood 1-2 Notts County | Vanarama National League |
| 14 | Sat 28 Sep 2019 | 2-1 v WokingWoking 1-2 Boreham Wood | Vanarama National League |
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