1998–99 FA Cup qualifying rounds
The 1998–99 FA Cup qualifying rounds opened the 118th season of competition in England for 'The Football Association Challenge Cup', the world's oldest association football single knockout competition. A total of 558 clubs were accepted for the competition, down five from the previous season's 563.
The large number of clubs entering the tournament meant that the competition started with preliminary and four qualifying knockouts for these non-League teams. The 32 winning teams from fourth round qualifying progressed to the First round proper, where League teams tiered at Levels 3 and 4 entered the competition.
Preliminary round
Matches were played on weekend of Saturday 21 August 1998. A total of 172 clubs took part in this stage of the competition, including 44 clubs from the four divisions at Level 7 of English football and 128 clubs from sixteen lower-level leagues, while other 44 clubs from the four divisions at Level 7 of English football and 162 clubs from lower-level leagues get a bye to the first round qualifying.First round qualifying
Matches were played on weekend of 4 September 1998. A total of 292 clubs took part in this stage of the competition, including the 86 winners from the preliminary round and 206 clubs, who get a bye to this round, including 44 clubs from the four divisions at Level 7 of English football.Second round qualifying
Matches were played on weekend of 18 September 1998. A total of 212 clubs took part in this stage of the competition, including the 146 winners from the first round qualifying and 66 Level 6 clubs, from Premier divisions of the Isthmian League, Northern Premier League and Southern Football League, entering at this stage.Third round qualifying
Matches were played on weekend of 2 October 1998. A total of 128 clubs took part, 106 having progressed from the second round qualifying and 22 clubs from Football Conference, forming Level 5 of English football, entering at this stage.Fourth round qualifying
Matches were played on weekend of 16 October 1998. A total of 64 clubs took part, all having progressed from the third round qualifying.| Tie | Home team | Score | Away team |
| 1 | Runcorn | 5–3 | Ashton United |
| 2 | King's Lynn | 0–1 | West Auckland Town |
| 3 | Tamworth | 2–1 | Grantham Town |
| 4 | Droylsden | 1–2 | Leigh RMI |
| 5 | Southport | 4–0 | Stourbridge |
| 6 | Leek Town | 0–3 | Lancaster City |
| 7 | Telford United | 2–1 | Burscough |
| 8 | Doncaster Rovers | 3–1 | Guiseley |
| 9 | Morpeth Town | 0–1 | Burton Albion |
| 10 | Frickley Athletic | 0–0 | Gresley Rovers |
| replay | Gresley Rovers | 2–1 | Frickley Athletic |
| 11 | Morecambe | 1–2 | Hednesford Town |
| 12 | Emley | 1–1 | Gateshead |
| replay | Gateshead | 0–2 | Emley |
| 13 | Stafford Rangers | 1–2 | Bedlington Terriers |
| 14 | Aldershot Town | 0–0 | Woking |
| replay | Woking | 2–1 | Aldershot Town |
| 15 | St Albans City | 1–1 | Kingstonian |
| replay | Kingstonian | St Albans City | |
| 16 | Enfield | 2–0 | Raunds Town |
| Tie | Home team | Score | Away team |
| 17 | Havant & Waterlooville | 2–2 | Hayes |
| replay | Hayes | Havant & Waterlooville | |
| 18 | Dagenham & Redbridge | 0–3 | Stevenage Borough |
| 19 | Lowestoft Town | 1–3 | Ford United |
| 20 | Hendon | 4–0 | Bath City |
| 21 | Basingstoke Town | 2–2 | Dover Athletic |
| replay | Dover Athletic | 1–2 | Basingstoke Town |
| 22 | Boreham Wood | 1–0 | Sutton United |
| 23 | Worcester City | 7–0 | Langney Sports |
| 24 | Welling United | 3–1 | Whyteleafe |
| 25 | Leatherhead | 1–1 | Rushden & Diamonds |
| replay | Rushden & Diamonds | 4–0 | Leatherhead |
| 26 | Kidderminster Harriers | 2–1 | Gloucester City |
| 27 | Farnborough Town | 1–3 | Yeovil Town |
| 28 | Carshalton Athletic | 0–6 | Salisbury City |
| 29 | Dulwich Hamlet | 3–2 | Newport (Isle of Wight) |
| 30 | Cheltenham Town | 3–2 | Taunton Town |
| 31 | St Blazey | 0–2 | Camberley Town |
| 32 | Crawley Town | 0–0 | Slough Town |
| replay | Slough Town | 3–2 | Crawley Town |