| 1 | Mon 26 Aug 2019 | 181-2 v BromleyMaidenhead United 1-2 Bromley | Vanarama National League |
| 2 | Tue 3 Sep 2019 | 182-2 v WrexhamWrexham 2-2 Maidenhead United | Vanarama National League |
| 3 | Sat 14 Sep 2019 | 180-1 v BarnetBarnet 1-0 Maidenhead United | Vanarama National League |
| 4 | Tue 24 Sep 2019 | 181-2 v Dover AthleticMaidenhead United 1-2 Dover Athletic | Vanarama National League |
| 5 | Tue 8 Oct 2019 | 181-2 v EastleighEastleigh 2-1 Maidenhead United | Vanarama National League |
| 6 | Tue 26 Nov 2019 | 184-3 v Dover AthleticDover Athletic 3-4 Maidenhead United | Vanarama National League |
| 7 | Sat 30 Nov 2019 | 180-4 v BarrowMaidenhead United 0-4 Barrow | Vanarama National League |
| 8 | Sat 28 Dec 2019 | 182-0 v WrexhamMaidenhead United 2-0 Wrexham | Vanarama National League |
| 9 | Wed 1 Jan 2020 | 180-0 v Notts CountyMaidenhead United 0-0 Notts County | Vanarama National League |
| 10 | Sat 4 Jan 2020 | 180-1 v Harrogate TownHarrogate Town 1-0 Maidenhead United | Vanarama National League |
| 11 | Sat 1 Feb 2020 | 182-0 v Solihull MoorsSolihull Moors 0-2 Maidenhead United | Vanarama National League |
| 12 | Sat 22 Feb 2020 | 181-2 v Aldershot TownMaidenhead United 1-2 Aldershot Town | Vanarama National League |
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