FA Cup 2017/18, Extra Preliminary Round |
 | 05.08.2017 |  | Newport Isle of Wight | – | Guildford City | | 2:2 |
| Newport |
FA Cup 2014/15, Second Qualifying Round |
| 27.09.2014 | | Winchester City | – | Newport Isle of Wight | | 3:3 |
| Winchester |
FA Cup 2011/12, Preliminary Round |
| 03.09.2011 | | AFC Portchester | – | Newport Isle of Wight | | 2:2 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 15.08.2009 | | Bitton | – | Newport IOW | | 1:1 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Walton Casuals | – | Newport IOW | | 1:1,
pen. 4:1 * |
| |
FA Cup 2004/05, Preliminary Round |
| | | Newport IOW | – | Walton Casuals | | 0:0 |
| |
FA Cup 2003/04, Third Qualifying Round |
| | | Newport IOW | – | Harrow Borough | | 2:2 (1:2) |
| |
FA Cup 2002/03, Preliminary Round |
| | | Newport IOW | – | Blackfield & Langley | | 1:1 |
| |
FA Cup 2000/01, First Qualifying Round |
| | | Newport IOW | – | Bashley | | 1:1 |
| |
FA Cup 1999/00, Second Qualifying Round |
| | | Newport IOW | – | Dulwich Hamlet | | 1:1 |
| |
FA Cup 1998/99, Second Qualifying Round |
| | | Wealdstone | – | Newport IOW | | 0:0 |
| |
FA Cup 1995/96, First Round Proper |
| 11.11.1995 | | Newport IOW | – | Enfield | | 1:1 (1:1) |
| |
FA Cup 1995/96, Fourth Qualifying Round |
| | | Newport IOW | – | Bashley | | 1:1 |
| |
FA Cup 1995/96, Third Qualifying Round |
| | | Thame United | – | Newport IOW | | 1:1 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Waterlooville | – | Newport IOW | | 1:1 |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Newport IOW | – | Bashley | | 1:1 |
| |
FA Cup 1986/87, Second Qualifying Round |
| | | Sheppey United | – | Newport IOW | | 1:1 |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Gosport Borough | – | Newport IOW | | 1:1 |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Eastleigh | – | Newport IOW | | 2:2 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Newport IOW | – | Waterlooville | | 0:0 |
| |
FA Cup 1975/76, Second Qualifying Round |
| | | Newport IOW | – | Gosport Borough | | 1:1 aet * |
| |
FA Cup 1975/76, Second Qualifying Round |
| | | Gosport Borough | – | Newport IOW | | 2:2 |
| |
FA Cup 1973/74, Preliminary Round |
| | | Newport IOW | – | Fareham Town | | 1:1 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Fleet Town | – | Newport IOW | | 1:1 |
| |
FA Cup 1971/72, Preliminary Round |
| | | Gosport Borough | – | Newport IOW | | 0:0 |
| |
FA Cup 1970/71, Second Qualifying Round |
| | | Newport IOW | – | Basingstoke Town | | 2:2 |
| |
FA Cup 1965/66, Second Qualifying Round |
| | | Cowes | – | Newport IOW | | 3:3 |
| |
FA Cup 1961/62, Second Qualifying Round |
| | | Newport IOW | – | Cowes | | 0:0 |
| |
FA Cup 1958/59, First Round Proper |
| 15.11.1958 | | Newport IOW | – | Shrewsbury Town | | 0:0 |
| |
FA Cup 1958/59, Fourth Qualifying Round |
| | | Portland United | – | Newport IOW | | 2:2 |
| |
FA Cup 1950/51, First Qualifying Round |
| | | Newport IOW | – | Poole Town | | 6:6 |
| |
FA Cup 1949/50, Preliminary Round |
| | | Ryde Sports | – | Newport IOW | | 1:1 |
| |
FA Cup 1947/48, First Qualifying Round |
| | | Salisbury | – | Newport IOW | | 0:0 |
| |
FA Cup 1946/47, Preliminary Round |
| | | Sandown | – | Newport IOW | | 3:3 |
| |
