FA Cup 2022/23, Preliminary Round |
 | 20.08.2022 | | AFC Stoneham | – | Newport Isle of Wight | | 2:0 (1:0) |
| Eastleigh |
FA Cup 2018/19, Preliminary Round |
| 25.08.2018 | | Wimborne Town | – | Newport Isle of Wight | | 6:0 (1:0) |
| Wimborne Minster |
FA Cup 2017/18, Extra Preliminary Round |
| 16.08.2017 | | Guildford City | – | Newport Isle of Wight | | 3:0 (2:0) * |
| Guildford |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Oldland Abbotonians | – | Newport Isle of Wight | | 1:0 |
| Oldland Common |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Verwood Town | – | Newport Isle of Wight | | 2:0 |
| Verwood |
FA Cup 2014/15, Second Qualifying Round |
| 30.09.2014 | | Newport Isle of Wight | – | Winchester City | | 0:1 (0:1) * |
| Newport |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Newport Isle of Wight | – | Fareham Town | | 0:2 |
| Newport |
FA Cup 2012/13, Second Qualifying Round |
| 22.09.2012 | | Newport Isle of Wight | – | Salisbury City | | 0:3 |
| Newport |
FA Cup 2011/12, First Qualifying Round |
| 17.09.2011 | | Bournemouth | – | Newport Isle of Wight | | 2:1 |
| |
FA Cup 2010/11, First Qualifying Round |
| 11.09.2010 | | Newport IOW | – | Bishop's Cleeve | | 0:3 |
| |
FA Cup 2009/10, Preliminary Round |
| 29.08.2009 | | Wantage Town | – | Newport IOW | | 5:0 |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 16.08.2008 | | Carterton | – | Newport IOW | | 2:1 |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Aylesbury United | – | Newport IOW | | 4:2 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Hassocks | – | Newport IOW | | 2:0 |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Oxford City | – | Newport IOW | | 3:2 |
| |
FA Cup 2003/04, Third Qualifying Round |
| | | Harrow Borough | – | Newport IOW | | 2:0 * |
| |
FA Cup 2002/03, First Qualifying Round |
| | | Newport IOW | – | Maidstone United | | 0:4 |
| |
FA Cup 2001/02, Third Qualifying Round |
| | | Welling United | – | Newport IOW | | 3:0 (1:0) |
| |
FA Cup 2000/01, Second Qualifying Round |
| | | Fisher Athletic | – | Newport IOW | | 4:2 |
| |
FA Cup 1999/00, Second Qualifying Round |
| | | Dulwich Hamlet | – | Newport IOW | | 4:1 * |
| |
FA Cup 1998/99, Fourth Qualifying Round |
| | | Dulwich Hamlet | – | Newport IOW | | 3:2 |
| |
FA Cup 1997/98, Second Qualifying Round |
| | | Gloucester City | – | Newport IOW | | 2:1 |
| |
FA Cup 1996/97, Fourth Qualifying Round |
| | | Newport IOW | – | Dagenham & Redbridge | | 1:4 |
| |
FA Cup 1995/96, First Round Proper |
| 21.11.1995 | | Enfield | – | Newport IOW | | 2:1 (1:0) * |
| London Southbury Road |
FA Cup 1994/95, First Round Proper |
| 12.11.1994 | | Newport IOW | – | Aylesbury United | | 2:3 (1:1) |
| |
FA Cup 1993/94, Fourth Qualifying Round |
| | | Weston-Super-Mare | – | Newport IOW | | 2:0 |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Newport IOW | – | Wimborne Town | | 2:3 |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Newport IOW | – | Maidenhead United | | 0:3 |
| |
FA Cup 1990/91, Third Qualifying Round |
| | | Newport IOW | – | Romsey Town | | 0:1 |
| |
FA Cup 1989/90, Third Qualifying Round |
| | | Newport IOW | – | Marlow | | 0:1 |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Bashley | – | Newport IOW | | 1:0 * |
| |
FA Cup 1987/88, Third Qualifying Round |
| | | Bracknell Town | – | Newport IOW | | 4:1 |
| |
FA Cup 1986/87, Third Qualifying Round |
| | | Southwick | – | Newport IOW | | 2:0 |
| |
FA Cup 1985/86, Third Qualifying Round |
| | | Worthing | – | Newport IOW | | 4:0 |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Salisbury | – | Newport IOW | | 4:1 |
| |
FA Cup 1983/84, Preliminary Round |
| | | Wick | – | Newport IOW | | 2:1 |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Newport IOW | – | Eastleigh | | 1:3 * |
| |
FA Cup 1981/82, Preliminary Round |
| | | Woking | – | Newport IOW | | 1:0 |
| |
FA Cup 1980/81, First Qualifying Round |
| | | Fareham Town | – | Newport IOW | | 2:0 |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Salisbury | – | Newport IOW | | 4:3 |
| |
FA Cup 1978/79, First Qualifying Round |
| | | Newport IOW | – | Basingstoke Town | | 0:1 |
| |
FA Cup 1977/78, Second Qualifying Round |
| | | Farnborough Town | – | Newport IOW | | 3:0 |
| |
FA Cup 1976/77, First Qualifying Round |
| | | Swaythling | – | Newport IOW | | 4:0 |
| |
FA Cup 1975/76, Second Qualifying Round |
| | | Gosport Borough | – | Newport IOW | | 2:0 * |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Alton Town | – | Newport IOW | | 3:2 |
| |
FA Cup 1973/74, Second Qualifying Round |
| | | Bognor Regis Town | – | Newport IOW | | 1:0 |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Newport IOW | – | Fareham Town | | 2:6 |
| |
FA Cup 1971/72, Second Qualifying Round |
| | | Thornycroft Athletic | – | Newport IOW | | 4:1 |
| |
FA Cup 1970/71, Second Qualifying Round |
| | | Basingstoke Town | – | Newport IOW | | 1:0 * |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Andover | – | Newport IOW | | 4:1 |
| |
FA Cup 1968/69, Second Qualifying Round |
| | | Waterlooville | – | Newport IOW | | 3:0 |
| |
FA Cup 1967/68, Third Qualifying Round |
| | | Salisbury | – | Newport IOW | | 3:0 |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Fareham Town | – | Newport IOW | | 5:1 |
| |
FA Cup 1965/66, Second Qualifying Round |
| | | Newport IOW | – | Cowes | | 0:3 * |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Newport IOW | – | Fareham Town | | 1:5 |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Andover | – | Newport IOW | | 2:0 |
| |
FA Cup 1962/63, First Qualifying Round |
| | | Alton Town | – | Newport IOW | | 2:0 |
| |
FA Cup 1961/62, Second Qualifying Round |
| | | Cowes | – | Newport IOW | | 5:1 * |
| |
FA Cup 1960/61, First Qualifying Round |
| | | Newport IOW | – | Cowes | | 1:2 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Cowes | – | Newport IOW | | 2:0 |
| |
FA Cup 1958/59, First Round Proper |
| 20.11.1958 | | Shrewsbury Town | – | Newport IOW | | 5:0 * |
| |
FA Cup 1957/58, First Round Proper |
| 16.11.1957 | | Newport IOW | – | Hereford United | | 0:3 |
| |
FA Cup 1956/57, First Round Proper |
| 17.11.1956 | | Newport IOW | – | Watford | | 0:6 |
| |
FA Cup 1955/56, Fourth Qualifying Round |
| | | Dorchester Town | – | Newport IOW | | 3:0 |
| |
FA Cup 1954/55, First Round Proper |
| 20.11.1954 | | Hinckley Athletic | – | Newport IOW | | 4:3 |
| |
FA Cup 1953/54, First Round Proper |
| 21.11.1953 | | Swindon Town | – | Newport IOW | | 2:1 |
| |
FA Cup 1952/53, First Round Proper |
| 22.11.1952 | | Swindon Town | – | Newport IOW | | 5:0 |
| |
FA Cup 1951/52, Fourth Qualifying Round |
| | | Chippenham Town | – | Newport IOW | | 3:1 |
| |
FA Cup 1950/51, First Qualifying Round |
| | | Poole Town | – | Newport IOW | | 1:0 * |
| |
FA Cup 1949/50, Preliminary Round |
| | | Newport IOW | – | Ryde Sports | | 3:5 * |
| |
FA Cup 1948/49, First Qualifying Round |
| | | Newport IOW | – | Weymouth | | 2:4 |
| |
FA Cup 1947/48, Second Qualifying Round |
| | | Gosport Borough Athletic | – | Newport IOW | | 5:2 |
| |
FA Cup 1946/47, First Qualifying Round |
| | | Newport IOW | – | Bournemouth Gasworks Athletic | | 0:1 |
| |
FA Cup 1945/46, Second Round Proper |
| 15.12.1945 | | Newport IOW | – | Aldershot | | 0:5 |
| |
FA Cup 1945/46, Second Round Proper |
| 08.12.1945 | | Aldershot | – | Newport IOW | | 7:0 |
| |
FA Cup 1945/46, First Round Proper |
| 17.11.1945 | | Leyton Orient | – | Newport IOW | | 2:1 |
| |
FA Cup 1945/46, Third Qualifying Round |
| | | Newport IOW | – | Cowes | | 0:1 * |
| |
FA Cup 1935/36, Second Round Proper |
| 14.12.1935 | | Southall | – | Newport IOW | | 8:0 |
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