| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 21 Aug 1999 |
Leeds United
|
2–1 |
|
H | ENG · Premier League |
| 19 Aug 1999 |
Leeds United
|
1–0 |
|
H | ITL · UEFA Europa League |
| 14 Aug 1999 |
Manchester United
|
2–0 |
|
H | ENG · Premier League |
| 11 Aug 1999 |
Southampton
|
0–3 |
|
A | ENG · Premier League |
| 07 Aug 1999 |
Leeds United
|
0–0 |
|
D | ENG · Premier League |
| 05 Aug 1999 |
FK Partizan Belgrade
|
1–3 |
|
A | ITL · UEFA Europa League |
| 16 May 1999 |
Coventry City
|
2–2 |
|
D | ENG · Premier League |
| 11 May 1999 |
Leeds United
|
1–0 |
|
H | ENG · Premier League |
| 05 May 1999 |
Chelsea
|
1–0 |
|
H | ENG · Premier League |
| 01 May 1999 |
West Ham United
|
1–5 |
|
A | ENG · Premier League |
| 25 Apr 1999 |
Leeds United
|
1–1 |
|
D | ENG · Premier League |
| 17 Apr 1999 |
Charlton Athletic
|
1–1 |
|
D | ENG · Premier League |
| 12 Apr 1999 |
Leeds United
|
0–0 |
|
D | ENG · Premier League |
| 03 Apr 1999 |
Leeds United
|
3–1 |
|
H | ENG · Premier League |
| 20 Mar 1999 |
Leeds United
|
4–1 |
|
H | ENG · Premier League |
| 13 Mar 1999 |
Sheffield Wednesday
|
0–2 |
|
A | ENG · Premier League |
| 10 Mar 1999 |
Leeds United
|
2–0 |
|
H | ENG · Premier League |
| 01 Mar 1999 |
Leicester City
|
1–2 |
|
A | ENG · Premier League |
| 24 Feb 1999 |
Tottenham Hotspur
|
2–0 |
|
H | ENG · FA Cup Round 5 |
| 20 Feb 1999 |
Leeds United
|
1–0 |
|
H | ENG · Premier League |
| 17 Feb 1999 |
Aston Villa
|
1–2 |
|
A | ENG · Premier League |
| 13 Feb 1999 |
Leeds United
|
1–1 |
|
D | ENG · FA Cup Round 5 |
| 06 Feb 1999 |
Leeds United
|
0–1 |
|
A | ENG · Premier League |
| 30 Jan 1999 |
Southampton
|
3–0 |
|
H | ENG · Premier League |
| 23 Jan 1999 |
Portsmouth
|
1–5 |
|
A | ENG · FA Cup Round 4 |
| 16 Jan 1999 |
Leeds United
|
2–0 |
|
H | ENG · Premier League |
| 13 Jan 1999 |
Leeds United
|
3–1 | Rushden & Diamonds | H | ENG · FA Cup Round 3 |
| 09 Jan 1999 |
Blackburn Rovers
|
1–0 |
|
H | ENG · Premier League |
| 02 Jan 1999 | Rushden & Diamonds | 0–0 |
|
D | ENG · FA Cup Round 3 |
| 29 Dec 1998 |
Leeds United
|
2–2 | Wimbledon | D | ENG · Premier League |
| 26 Dec 1998 |
Newcastle United
|
0–3 |
|
A | ENG · Premier League |
| 20 Dec 1998 |
Arsenal
|
3–1 |
|
H | ENG · Premier League |
| 14 Dec 1998 |
Leeds United
|
2–0 |
|
H | ENG · Premier League |
| 05 Dec 1998 |
Leeds United
|
4–0 |
|
H | ENG · Premier League |
| 29 Nov 1998 |
Manchester United
|
3–2 |
|
H | ENG · Premier League |
| 21 Nov 1998 |
Leeds United
|
4–1 |
|
H | ENG · Premier League |
| 14 Nov 1998 |
Liverpool
|
1–3 |
|
A | ENG · Premier League |
| 11 Nov 1998 |
Leicester City
|
2–1 |
|
H | ENG · League Cup Round 4 |
| 08 Nov 1998 |
Leeds United
|
2–1 |
|
H | ENG · Premier League |
| 31 Oct 1998 |
Derby County
|
2–2 |
|
D | ENG · Premier League |