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

| Date_ | Opponent | Venue | Result_ | Attendance |
|---|---|---|---|---|
| 3 March 1999 | Wimbledon | H | 1–2 | 24116 |
| 9 March 1999 | Arsenal | A | 0–3 | 37792 |
| 13 March 1999 | Leeds United | H | 0–2 | 28142 |
| 20 March 1999 | Southampton | A | 0–1 | 15201 |
| 3 April 1999 | Coventry City | H | 1–2 | 28136 |
| 5 April 1999 | Everton | A | 2–1 | 35270 |
| 17 April 1999 | Manchester United | A | 0–3 | 55270 |
| 21 April 1999 | Newcastle United | H | 1–1 | 21545 |
| 25 April 1999 | Chelsea | H | 0–0 | 21652 |
| 1 May 1999 | Nottingham Forest | A | 0–2 | 20480 |
| 8 May 1999 | Liverpool | H | 1–0 | 27383 |
| 16 May 1999 | Charlton Athletic | A | 1–0 | 20043 |