FA Cup 2022/23, Extra Preliminary Round |
 | 06.08.2022 | | Fleet Town | – | Newport Isle of Wight | | 1:3 |
| Fleet |
FA Cup 2018/19, Extra Preliminary Round |
| 11.08.2018 | | Newport Isle of Wight | – | Amesbury Town | | 3:1 (0:1) |
| Newport |
FA Cup 2014/15, First Qualifying Round |
| 13.09.2014 | | Horndean | – | Newport Isle of Wight | | 0:1 |
| Horndean |
FA Cup 2014/15, Preliminary Round |
| 30.08.2014 | | Newport Isle of Wight | – | Winterbourne United | | 5:2 |
| Newport |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Newport Isle of Wight | – | Hamworthy United | | 2:0 |
| Newport |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Newport Isle of Wight | – | Verwood Town | | 4:1 |
| Newport |
FA Cup 2012/13, First Qualifying Round |
| 08.09.2012 | | Newport Isle of Wight | – | Horndean | | 2:0 |
| Newport |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Moneyfields | – | Newport Isle of Wight | | 0:1 |
| Portsmouth |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | New Milton Town | – | Newport Isle of Wight | | 0:2 |
| |
FA Cup 2011/12, Preliminary Round |
| 07.09.2011 | | Newport Isle of Wight | – | AFC Portchester | | 2:1 * |
| |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Cowes Sports | – | Newport Isle of Wight | | 1:4 |
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FA Cup 2010/11, Preliminary Round |
| 28.08.2010 | | Reading Town | – | Newport IOW | | 1:4 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Newport IOW | – | Kidlington | | 1:0 |
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FA Cup 2009/10, Extra Preliminary Round |
| 19.08.2009 | | Newport IOW | – | Bitton | | 2:1 * |
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FA Cup 2003/04, Second Qualifying Round |
| | | Newport IOW | – | Tiverton Town | | 2:1 |
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FA Cup 2003/04, First Qualifying Round |
| | | Fareham Town | – | Newport IOW | | 1:2 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Horsham | – | Newport IOW | | 1:2 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Blackfield & Langley | – | Newport IOW | | 0:3 * |
| |
FA Cup 2001/02, Second Qualifying Round |
| | | Hastings Town | – | Newport IOW | | 0:2 |
| |
FA Cup 2000/01, First Qualifying Round |
| | | Bashley | – | Newport IOW | | 0:2 * |
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FA Cup 2000/01, Preliminary Round |
| | | Newport IOW | – | Arundel | | 5:2 |
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FA Cup 1999/00, First Qualifying Round |
| | | Chatham Town | – | Newport IOW | | 2:3 |
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FA Cup 1999/00, Preliminary Round |
| | | Newport IOW | – | North Leigh | | 2:0 |
| |
FA Cup 1998/99, Third Qualifying Round |
| | | Hereford United | – | Newport IOW | | 2:3 |
| |
FA Cup 1998/99, Second Qualifying Round |
| | | Newport IOW | – | Wealdstone | | 3:2 * |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Bognor Regis Town | – | Newport IOW | | 2:4 |
| |
FA Cup 1997/98, First Qualifying Round |
| | | Newport IOW | – | Aldershot Town | | 2:1 |
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FA Cup 1995/96, Fourth Qualifying Round |
| | | Bashley | – | Newport IOW | | 2:3 * |
| |
FA Cup 1995/96, Third Qualifying Round |
| | | Newport IOW | – | Thame United | | 3:1 * |
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FA Cup 1995/96, Second Qualifying Round |
| | | Salisbury City | – | Newport IOW | | 1:3 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Abingdon Town | – | Newport IOW | | 2:3 |
| |
FA Cup 1994/95, Fourth Qualifying Round |
| | | Newport IOW | – | Trowbridge Town | | 1:0 |
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FA Cup 1994/95, Third Qualifying Round |
| | | Newport IOW | – | Wokingham Town | | 3:0 |
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FA Cup 1994/95, Second Qualifying Round |
| | | Newport IOW | – | Buckingham Town | | 1:0 |
| |
FA Cup 1994/95, First Qualifying Round |
| | | Basingstoke Town | – | Newport IOW | | 2:4 |
| |
FA Cup 1993/94, Third Qualifying Round |
| | | Newport IOW | – | Newbury Town | | 4:2 |
| |
FA Cup 1993/94, Preliminary Round |
| | | Oxford City | – | Newport IOW | | 0:7 |
| |
FA Cup 1993/94, Second Qualifying Round |
| | | AFC Lymington | – | Newport IOW | | 0:1 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Hungerford Town | – | Newport IOW | | 0:2 |
| |
FA Cup 1992/93, Preliminary Round |
| | | Eastleigh | – | Newport IOW | | 1:2 |
| |
FA Cup 1990/91, Second Qualifying Round |
| | | Melksham Town | – | Newport IOW | | 0:2 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Newport IOW | – | Waterlooville | | 3:0 * |
| |
FA Cup 1989/90, Second Qualifying Round |
| | | AFC Totton | – | Newport IOW | | 1:3 |
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FA Cup 1989/90, First Qualifying Round |
| | | Flackwell Heath | – | Newport IOW | | 0:2 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Abingdon United | – | Newport IOW | | 1:4 |
| |
FA Cup 1987/88, Second Qualifying Round |
| | | Chertsey Town | – | Newport IOW | | 0:1 |
| |
FA Cup 1987/88, First Qualifying Round |
| | | Newport IOW | – | AFC Totton | | 2:0 |
| |
FA Cup 1986/87, Second Qualifying Round |
| | | Newport IOW | – | Sheppey United | | 1:0 * |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Newport IOW | – | Gosport Borough | | 3:2 * |
| |
FA Cup 1985/86, Second Qualifying Round |
| | | Pagham | – | Newport IOW | | 3:5 |
| |
FA Cup 1985/86, First Qualifying Round |
| | | Newport IOW | – | Metropolitan Police | | 3:2 |
| |
FA Cup 1982/83, Preliminary Round |
| | | Littlehampton Town | – | Newport IOW | | 0:3 |
| |
FA Cup 1979/80, Preliminary Round |
| | | Newport IOW | – | Selsey | | 4:0 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Waterlooville | – | Newport IOW | | 0:1 * |
| |
FA Cup 1976/77, Preliminary Round |
| | | Newport IOW | – | Wigmore Athletic | | 2:0 |
| |
FA Cup 1975/76, First Qualifying Round |
| | | Bognor Regis Town | – | Newport IOW | | 1:3 |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Arundel | – | Newport IOW | | 0:2 |
| |
FA Cup 1973/74, Preliminary Round |
| | | Fareham Town | – | Newport IOW | | 0:1 * |
| |
FA Cup 1972/73, Preliminary Round |
| | | Newport IOW | – | Cowes | | 2:0 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Newport IOW | – | Fleet Town | | 5:2 * |
| |
FA Cup 1971/72, Preliminary Round |
| | | Newport IOW | – | Gosport Borough | | 4:0 * |
| |
FA Cup 1970/71, First Qualifying Round |
| | | Ryde Sports | – | Newport IOW | | 0:3 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Newport IOW | – | Selsey | | 3:2 |
| |
FA Cup 1967/68, Second Qualifying Round |
| | | Selsey | – | Newport IOW | | 1:3 |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Newport IOW | – | Andover | | 4:3 |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Newport IOW | – | Bognor Regis Town | | 2:1 |
| |
FA Cup 1961/62, First Qualifying Round |
| | | Fareham Town | – | Newport IOW | | 2:3 |
| |
FA Cup 1958/59, Fourth Qualifying Round |
| | | Newport IOW | – | Portland United | | 3:1 * |
| |
FA Cup 1957/58, Fourth Qualifying Round |
| | | Newport IOW | – | Portland United | | 5:0 |
| |
FA Cup 1956/57, Fourth Qualifying Round |
| | | Poole Town | – | Newport IOW | | 0:3 |
| |
FA Cup 1954/55, Fourth Qualifying Round |
| | | Wells City | – | Newport IOW | | 1:4 |
| |
FA Cup 1953/54, Fourth Qualifying Round |
| | | Newport IOW | – | Chippenham United | | 3:1 |
| |
FA Cup 1953/54, Third Qualifying Round |
| | | Newport IOW | – | Cowes | | 4:2 |
| |
FA Cup 1953/54, Second Qualifying Round |
| | | Newport IOW | – | Winchester City | | 7:0 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Basingstoke Town | – | Newport IOW | | 0:5 |
| |
FA Cup 1952/53, Fourth Qualifying Round |
| | | Lancing Athletic | – | Newport IOW | | 1:5 |
| |
FA Cup 1952/53, Third Qualifying Round |
| | | Basingstoke Town | – | Newport IOW | | 2:4 |
| |
FA Cup 1952/53, Second Qualifying Round |
| | | Winchester City | – | Newport IOW | | 1:3 |
| |
FA Cup 1952/53, First Qualifying Round |
| | | Cowes | – | Newport IOW | | 0:1 |
| |
FA Cup 1951/52, Third Qualifying Round |
| | | Newport IOW | – | Alton Town | | 5:1 |
| |
FA Cup 1951/52, Second Qualifying Round |
| | | Newport IOW | – | Totton | | 6:1 |
| |
FA Cup 1951/52, First Qualifying Round |
| | | Gosport Borough Athletic | – | Newport IOW | | 2:3 |
| |
FA Cup 1950/51, Preliminary Round |
| | | Newport IOW | – | Winchester City | | 5:1 |
| |
FA Cup 1950/51, Extra Preliminary Round |
| | | Newport IOW | – | Totton | | 4:0 |
| |
FA Cup 1949/50, Extra Preliminary Round |
| | | Winchester City | – | Newport IOW | | 1:2 |
| |
FA Cup 1948/49, Preliminary Round |
| | | Newport IOW | – | Bitterne Nomads | | 4:0 |
| |
FA Cup 1947/48, First Qualifying Round |
| | | Newport IOW | – | Salisbury | | 2:0 * |
| |
FA Cup 1947/48, Preliminary Round |
| | | Newport IOW | – | Weymouth | | 5:2 |
| |
FA Cup 1947/48, Extra Preliminary Round |
| | | Cowes | – | Newport IOW | | 1:3 |
| |
FA Cup 1946/47, Preliminary Round |
| | | Newport IOW | – | Sandown | | 3:2 * |
| |
FA Cup 1945/46, First Round Proper |
| 24.11.1945 | | Newport IOW | – | Leyton Orient | | 2:0 |
| |
FA Cup 1945/46, Fourth Qualifying Round |
| | | Guildford City | – | Newport IOW | | 1:2 |
| |
FA Cup 1945/46, Second Qualifying Round |
| | | Newport IOW | – | Gosport Borough Athletic | | 2:0 |
| |
FA Cup 1945/46, First Qualifying Round |
| | | Totton | – | Newport IOW | | 0:4 |
| |
FA Cup 1935/36, First Round Proper |
| 30.11.1935 | | Yeovil & Petter's United | – | Newport IOW | | 0:1 |
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