1. Round | 04/08/2018 | Maidenhead United | - | Gateshead FC | 1:3 | ||||
3. Round | 11/08/2018 | Dagenham & Redbridge | - | Maidenhead United | 2:2 | ||||
5. Round | 18/08/2018 | Hartlepool United | - | Maidenhead United | 2:1 | ||||
6. Round | 25/08/2018 | Maidenhead United | - | Maidstone United | 3:2 | ||||
7. Round | 27/08/2018 | Braintree Town | - | Maidenhead United | 0:2 | ||||
8. Round | 01/09/2018 | Maidenhead United | - | Bromley FC | 2:2 | ||||
9. Round | 04/09/2018 | Maidenhead United | - | Eastleigh FC | 2:0 | ||||
10. Round | 08/09/2018 | Barnet FC | - | Maidenhead United | 1:0 | ||||
11. Round | 15/09/2018 | Maidenhead United | - | Halifax Town | 3:0 | ||||
16. Round | 13/10/2018 | Boreham Wood | - | Maidenhead United | 3:1 | ||||
17. Round | 27/10/2018 | Maidenhead United | - | AFC Fylde | 0:6 | ||||
18. Round | 30/10/2018 | Havant & Waterlooville | - | Maidenhead United | 7:0 | ||||
19. Round | 03/11/2018 | Dover Athletic | - | Maidenhead United | 2:0 |