6 Nov 2021|15:00FTHalifax Town7 - 4Maidenhead UnitedFA CupThe Shay StadiumSkircoat RoadHalifaxGlobal6 Nov 2021|15:00FA CupThe Shay StadiumSkircoat RoadHalifaxGlobalFT
15 Oct 2022|14:00FTMaidenhead United2 - 1Eastbourne BoroughFA CupYork Road StadiumYork RoadMaidenheadGlobal15 Oct 2022|14:00FA CupYork Road StadiumYork RoadMaidenheadGlobalFT
5 Nov 2022|15:00FTMaidenhead United0 - 1Dagenham & RedbridgeFA CupYork Road StadiumYork RoadMaidenheadGlobal5 Nov 2022|15:00FA CupYork Road StadiumYork RoadMaidenheadGlobalFT
14 Oct 2023|14:00FTWeston-super-Mare0 - 3Maidenhead UnitedFA CupWoodspring StadiumWinterstoke RoadWeston-super-MareGlobal14 Oct 2023|14:00FA CupWoodspring StadiumWinterstoke RoadWeston-super-MareGlobalFT
4 Nov 2023|15:00FTOxford United2 - 0Maidenhead UnitedFA CupThe Kassam StadiumGrenoble RoadOxfordGlobal4 Nov 2023|15:00FA CupThe Kassam StadiumGrenoble RoadOxfordGlobalFT
12 Oct 2024|14:00FTTaunton Town1 - 1Maidenhead UnitedFA CupCygnet Health Care StadiumCygnet Health Care StadiumTaunton, SomersetGlobal12 Oct 2024|14:00FA CupCygnet Health Care StadiumCygnet Health Care StadiumTaunton, SomersetGlobalFT
15 Oct 2024|18:45FTMaidenhead United3 - 0Taunton TownFA CupYork RoadYork RoadMaidenheadGlobal15 Oct 2024|18:45FA CupYork RoadYork RoadMaidenheadGlobalFT
2 Nov 2024|15:00FT (ET)Maidenhead United1 - 2Crawley TownFA CupYork RoadYork RoadMaidenheadGlobal2 Nov 2024|15:00FA CupYork RoadYork RoadMaidenheadGlobalFT (ET)
13 Sep 2025|14:00FTMaidenhead United0 - 1Faversham TownFA CupYork RoadYork RoadMaidenheadGlobal13 Sep 2025|14:00FA CupYork RoadYork RoadMaidenheadGlobalFT
19 Sep 2026|14:00FTMaidenhead United1 - 3Ebbsfleet UnitedFA CupYork Road StadiumYork RoadMaidenheadGlobal19 Sep 2026|14:00FA CupYork Road StadiumYork RoadMaidenheadGlobalFT
EnglandYork Road Stadium
EnglandYork Road StadiumEnglandYork Road Stadium
