| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 11 Sep 1999 | Wimbledon | 2–2 |
|
D | ENG · Premier League |
| 28 Aug 1999 | Wimbledon | 0–1 |
|
A | ENG · Premier League |
| 25 Aug 1999 |
Everton
|
4–0 | Wimbledon | H | ENG · Premier League |
| 21 Aug 1999 |
Newcastle United
|
3–3 | Wimbledon | D | ENG · Premier League |
| 14 Aug 1999 | Wimbledon | 1–1 |
|
D | ENG · Premier League |
| 10 Aug 1999 | Wimbledon | 2–3 |
|
A | ENG · Premier League |
| 07 Aug 1999 |
Watford
|
2–3 | Wimbledon | A | ENG · Premier League |
| 16 May 1999 |
Liverpool
|
3–0 | Wimbledon | H | ENG · Premier League |
| 08 May 1999 | Wimbledon | 0–2 |
|
A | ENG · Premier League |
| 01 May 1999 |
Coventry City
|
2–1 | Wimbledon | H | ENG · Premier League |
| 24 Apr 1999 | Wimbledon | 1–1 |
|
D | ENG · Premier League |
| 19 Apr 1999 |
Arsenal
|
5–1 | Wimbledon | H | ENG · Premier League |
| 11 Apr 1999 | Wimbledon | 1–2 |
|
A | ENG · Premier League |
| 05 Apr 1999 |
Middlesbrough
|
3–1 | Wimbledon | H | ENG · Premier League |
| 03 Apr 1999 | Wimbledon | 1–1 |
|
D | ENG · Premier League |
| 20 Mar 1999 |
Blackburn Rovers
|
3–1 | Wimbledon | H | ENG · Premier League |
| 13 Mar 1999 | Wimbledon | 1–3 |
|
A | ENG · Premier League |
| 06 Mar 1999 | Wimbledon | 0–1 |
|
A | ENG · Premier League |
| 03 Mar 1999 |
Sheffield Wednesday
|
1–2 | Wimbledon | A | ENG · Premier League |
| 27 Feb 1999 |
Everton
|
1–1 | Wimbledon | D | ENG · Premier League |
| 21 Feb 1999 | Wimbledon | 0–0 |
|
D | ENG · Premier League |
| 16 Feb 1999 | Wimbledon | 0–1 |
|
A | ENG · League Cup Semi-final · Leg 2 |
| 08 Feb 1999 |
Charlton Athletic
|
2–0 | Wimbledon | H | ENG · Premier League |
| 02 Feb 1999 |
Tottenham Hotspur
|
3–0 | Wimbledon | H | ENG · FA Cup Round 4 |
| 30 Jan 1999 | Wimbledon | 0–0 |
|
D | ENG · Premier League |
| 27 Jan 1999 |
Tottenham Hotspur
|
0–0 | Wimbledon | D | ENG · League Cup Semi-final · Leg 1 |
| 23 Jan 1999 | Wimbledon | 1–1 |
|
D | ENG · FA Cup Round 4 |
| 16 Jan 1999 |
Tottenham Hotspur
|
0–0 | Wimbledon | D | ENG · Premier League |
| 09 Jan 1999 | Wimbledon | 2–1 |
|
H | ENG · Premier League |
| 02 Jan 1999 | Wimbledon | 1–0 |
|
H | ENG · FA Cup Round 3 |
| 29 Dec 1998 |
Leeds United
|
2–2 | Wimbledon | D | ENG · Premier League |
| 26 Dec 1998 | Wimbledon | 2–1 |
|
H | ENG · Premier League |
| 19 Dec 1998 |
Southampton
|
3–1 | Wimbledon | H | ENG · Premier League |
| 13 Dec 1998 | Wimbledon | 1–0 |
|
H | ENG · Premier League |
| 05 Dec 1998 | Wimbledon | 2–1 |
|
H | ENG · Premier League |
| 01 Dec 1998 | Wimbledon | 2–1 |
|
H | ENG · League Cup Round 5 |
| 28 Nov 1998 |
Newcastle United
|
3–1 | Wimbledon | H | ENG · Premier League |
| 21 Nov 1998 | Wimbledon | 1–0 |
|
H | ENG · Premier League |
| 14 Nov 1998 |
Chelsea
|
3–0 | Wimbledon | H | ENG · Premier League |
| 10 Nov 1998 |
Bolton Wanderers
|
1–2 | Wimbledon | A | ENG · League Cup Round 4 |