27 Sep 2014|14:00EndstandWinchester City3 - 3Newport Isle of Wight FCFA CupThe Denplan City GroundThe Denplan City GroundWinchesterGlobal27 Sep 2014|14:00FA CupThe Denplan City GroundThe Denplan City GroundWinchesterGlobalEndstand
30 Sep 2014|18:45EndstandNewport Isle of Wight FC0 - 1Winchester CityFA CupSt Georges ParkSt Georges ParkNewportGlobal30 Sep 2014|18:45FA CupSt Georges ParkSt Georges ParkNewportGlobalEndstand
15 Aug 2015|14:00EndstandVerwood Town2 - 0Newport Isle of Wight FCFA CupPotterne ParkPotterne ParkVerwoodGlobal15 Aug 2015|14:00FA CupPotterne ParkPotterne ParkVerwoodGlobalEndstand
6 Aug 2016|14:00EndstandOldland Abbotonians1 - 0Newport Isle of Wight FCFA CupAitchison Playing FieldLahore, PakistanOldland CommonGlobal6 Aug 2016|14:00FA CupAitchison Playing FieldLahore, PakistanOldland CommonGlobalEndstand
5 Aug 2017|14:00EndstandNewport Isle of Wight FC2 - 2Guildford CityFA CupSt George's ParkSt George's ParkIsle of WightGlobal5 Aug 2017|14:00FA CupSt George's ParkSt George's ParkIsle of WightGlobalEndstand
16 Aug 2017|18:15EndstandGuildford City3 - 0Newport Isle of Wight FCFA CupGuildford Spectrum Athletics StadiumGuildford Spectrum Athletics StadiumGuildfordGlobal16 Aug 2017|18:15FA CupGuildford Spectrum Athletics StadiumGuildford Spectrum Athletics StadiumGuildfordGlobalEndstand
11 Aug 2018|14:00EndstandNewport Isle of Wight FC3 - 1Amesbury TownFA CupSt George's ParkSt George's ParkIsle of WightGlobal11 Aug 2018|14:00FA CupSt George's ParkSt George's ParkIsle of WightGlobalEndstand
25 Aug 2018|14:00EndstandWimborne Town6 - 0Newport Isle of Wight FCFA CupCuthburyCowgrove RoadWimborne MinsterGlobal25 Aug 2018|14:00FA CupCuthburyCowgrove RoadWimborne MinsterGlobalEndstand
6 Aug 2022|14:00EndstandFleet Town1 - 3Newport Isle of Wight FCFA CupCalthorpe ParkCrookham RoadFleetGlobal6 Aug 2022|14:00FA CupCalthorpe ParkCrookham RoadFleetGlobalEndstand
20 Aug 2022|14:00EndstandAFC Stoneham2 - 0Newport Isle of Wight FCFA Cup20 Aug 2022|14:00FA CupEndstand