| 22 Jan 2000 |
Bolton Wanderers
|
1–1
|
Ipswich Town
|
D
|
ENG · Championship
|
| 15 Jan 2000 |
Queens Park Rangers
|
0–1
|
Bolton Wanderers
|
A
|
ENG · Championship
|
| 12 Jan 2000 |
Bolton Wanderers
|
0–1
|
Tranmere Rovers
|
A
|
ENG · League Cup
Semi-final · Leg 1
|
| 08 Jan 2000 |
Grimsby Town
|
0–2
|
Bolton Wanderers
|
A
|
ENG · FA Cup
Round 4
|
| 03 Jan 2000 |
Walsall
|
2–0
|
Bolton Wanderers
|
H
|
ENG · Championship
|
| 28 Dec 1999 |
Bolton Wanderers
|
1–1
|
West Bromwich Albion
|
D
|
ENG · Championship
|
| 21 Dec 1999 |
Bolton Wanderers
|
1–0
|
Cardiff City
|
H
|
ENG · FA Cup
Round 3
|
| 18 Dec 1999 |
Bolton Wanderers
|
0–1
|
Stockport County
|
A
|
ENG · Championship
|
| 14 Dec 1999 |
Bolton Wanderers
|
2–1
|
Wimbledon
|
H
|
ENG · League Cup
Round 5
|
| 07 Dec 1999 |
Blackburn Rovers
|
3–1
|
Bolton Wanderers
|
H
|
ENG · Championship
|
| 04 Dec 1999 |
Bolton Wanderers
|
2–3
|
Tranmere Rovers
|
A
|
ENG · Championship
|
| 30 Nov 1999 |
Bolton Wanderers
|
1–0
|
Sheffield Wednesday
|
H
|
ENG · League Cup
Round 4
|
| 27 Nov 1999 |
Portsmouth
|
0–0
|
Bolton Wanderers
|
D
|
ENG · Championship
|
| 23 Nov 1999 |
Fulham
|
1–1
|
Bolton Wanderers
|
D
|
ENG · Championship
|
| 20 Nov 1999 |
Bolton Wanderers
|
2–0
|
Grimsby Town
|
H
|
ENG · Championship
|
| 14 Nov 1999 |
Sheffield United
|
1–2
|
Bolton Wanderers
|
A
|
ENG · Championship
|
| 06 Nov 1999 |
Bolton Wanderers
|
2–0
|
Crystal Palace
|
H
|
ENG · Championship
|
| 30 Oct 1999 |
Bolton Wanderers
|
2–0
|
Swindon Town
|
H
|
ENG · Championship
|
| 27 Oct 1999 |
Nottingham Forest
|
1–1
|
Bolton Wanderers
|
D
|
ENG · Championship
|
| 24 Oct 1999 |
Norwich City
|
2–1
|
Bolton Wanderers
|
H
|
ENG · Championship
|
| 19 Oct 1999 |
Bolton Wanderers
|
2–2
|
Crewe Alexandra
|
D
|
ENG · Championship
|
| 16 Oct 1999 |
Bolton Wanderers
|
1–0
|
Huddersfield Town
|
H
|
ENG · Championship
|
| 13 Oct 1999 |
Derby County
|
1–2
|
Bolton Wanderers
|
A
|
ENG · League Cup
Round 3
|
| 09 Oct 1999 |
Wolverhampton Wanderers
|
1–0
|
Bolton Wanderers
|
H
|
ENG · Championship
|
| 02 Oct 1999 |
Swindon Town
|
0–4
|
Bolton Wanderers
|
A
|
ENG · Championship
|
| 25 Sep 1999 |
Bolton Wanderers
|
3–2
|
Nottingham Forest
|
H
|
ENG · Championship
|
| 21 Sep 1999 |
Bolton Wanderers
|
2–0
|
Gillingham
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 18 Sep 1999 |
Bolton Wanderers
|
2–2
|
Barnsley
|
D
|
ENG · Championship
|
| 14 Sep 1999 |
Gillingham
|
1–4
|
Bolton Wanderers
|
A
|
ENG · League Cup
Round 2 · Leg 1
|
| 11 Sep 1999 |
Charlton Athletic
|
2–1
|
Bolton Wanderers
|
H
|
ENG · Championship
|
| 05 Sep 1999 |
Bolton Wanderers
|
3–3
|
Birmingham City
|
D
|
ENG · Championship
|
| 28 Aug 1999 |
Bolton Wanderers
|
0–1
|
Manchester City
|
A
|
ENG · Championship
|
| 24 Aug 1999 |
Bolton Wanderers
|
5–3
|
Darlington
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 21 Aug 1999 |
Ipswich Town
|
1–0
|
Bolton Wanderers
|
H
|
ENG · Championship
|
| 14 Aug 1999 |
Bolton Wanderers
|
2–1
|
Queens Park Rangers
|
H
|
ENG · Championship
|
| 10 Aug 1999 |
Darlington
|
1–1
|
Bolton Wanderers
|
D
|
ENG · League Cup
Round 1 · Leg 1
|
| 07 Aug 1999 |
Tranmere Rovers
|
0–0
|
Bolton Wanderers
|
D
|
ENG · Championship
|
| 09 May 1999 |
Portsmouth
|
0–2
|
Bolton Wanderers
|
A
|
ENG · Championship
|
| 30 Apr 1999 |
Bolton Wanderers
|
1–1
|
Wolverhampton Wanderers
|
D
|
ENG · Championship
|
| 23 Apr 1999 |
Bury
|
2–1
|
Bolton Wanderers
|
H
|
ENG · Championship
|
