15. Round | 05/10/2019 | Maidenhead United | - | Halifax Town | 0:1 | ||||
16. Round | 08/10/2019 | Eastleigh FC | - | Maidenhead United | 2:1 | ||||
17. Round | 12/10/2019 | Ebbsfleet United | - | Maidenhead United | 1:2 | ||||
18. Round | 26/10/2019 | Maidenhead United | - | Solihull Moors | 1:0 | ||||
19. Round | 29/10/2019 | Maidenhead United | - | AFC Fylde | 1:1 | ||||
20. Round | 02/11/2019 | Aldershot Town | - | Maidenhead United | 2:0 | ||||
21. Round | 16/11/2019 | Boreham Wood | - | Maidenhead United | 2:1 | ||||
22. Round | 23/11/2019 | Maidenhead United | - | Woking FC | 2:3 | ||||
23. Round | 26/11/2019 | Dover Athletic | - | Maidenhead United | 3:4 | ||||
24. Round | 30/11/2019 | Maidenhead United | - | Barrow AFC | 0:4 | ||||
25. Round | 07/12/2019 | Dagenham & Redbridge | - | Maidenhead United | 1:2 | ||||
26. Round | 21/12/2019 | Maidenhead United | - | Barnet FC | 1:4 | ||||
27. Round | 26/12/2019 | Notts County | - | Maidenhead United | 3:0 | ||||
28. Round | 28/12/2019 | Maidenhead United | - | Wrexham AFC | 2:0 | ||||
29. Round | 01/01/2020 | Maidenhead United | - | Notts County | 0:0 | ||||
30. Round | 04/01/2020 | Harrogate Town | - | Maidenhead United | 1:0 |