1998–99 Sheffield Wednesday F.C. season FA Premier League FA Premier League

| Date_ | Opponent | Venue | Result_ | Attendance |
|---|---|---|---|---|
| 15 August 1998 | West Ham United | H | 0–1 | 30236 |
| 22 August 1998 | Tottenham Hotspur | A | 3–0 | 32129 |
| 29 August 1998 | Aston Villa | H | 0–1 | 25989 |
| 9 September 1998 | Derby County | A | 0–1 | 26209 |
| 12 September 1998 | Blackburn Rovers | H | 3–0 | 20846 |
| 19 September 1998 | Wimbledon | A | 1–2 | 13163 |
| 26 September 1998 | Arsenal | H | 1–0 | 27949 |
| 3 October 1998 | Middlesbrough | A | 0–4 | 34163 |
| 18 October 1998 | Coventry City | A | 0–1 | 16006 |
| 24 October 1998 | Everton | H | 0–0 | 26592 |
| 31 October 1998 | Southampton | H | 0–0 | 30078 |
| 8 November 1998 | Leeds United | A | 1–2 | 30012 |
| 14 November 1998 | Newcastle United | A | 1–1 | 36698 |