| 04 Oct 1989 |
Southend United
|
3–2
|
Tottenham Hotspur
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 20 Sep 1989 |
Tottenham Hotspur
|
1–0
|
Southend United
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 07 Jan 1989 |
Bradford City
|
1–0
|
Tottenham Hotspur
|
H
|
ENG · FA Cup
Round 3
|
| 29 Nov 1988 |
Southampton
|
2–1
|
Tottenham Hotspur
|
H
|
ENG · League Cup
Round 4
|
| 09 Nov 1988 |
Blackburn Rovers
|
1–2
|
Tottenham Hotspur
|
A
|
ENG · League Cup
Round 3
|
| 01 Nov 1988 |
Tottenham Hotspur
|
0–0
|
Blackburn Rovers
|
D
|
ENG · League Cup
Round 3
|
| 11 Oct 1988 |
Tottenham Hotspur
|
2–1
|
Notts County
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 27 Sep 1988 |
Notts County
|
1–1
|
Tottenham Hotspur
|
D
|
ENG · League Cup
Round 2 · Leg 1
|
| 30 Jan 1988 |
Port Vale
|
2–1
|
Tottenham Hotspur
|
H
|
ENG · FA Cup
Round 4
|
| 09 Jan 1988 |
Oldham Athletic
|
2–4
|
Tottenham Hotspur
|
A
|
ENG · FA Cup
Round 3
|
| 28 Oct 1987 |
Aston Villa
|
2–1
|
Tottenham Hotspur
|
H
|
ENG · League Cup
Round 3
|
| 07 Oct 1987 |
Tottenham Hotspur
|
3–0
|
Torquay United
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 23 Sep 1987 |
Torquay United
|
1–0
|
Tottenham Hotspur
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 16 May 1987 |
Coventry City
|
3–2
|
Tottenham Hotspur
|
H
|
ENG · FA Cup
Final
|
| 11 Apr 1987 |
Tottenham Hotspur
|
4–1
|
Watford
|
H
|
ENG · FA Cup
Semi-final
|
| 15 Mar 1987 |
Wimbledon
|
0–2
|
Tottenham Hotspur
|
A
|
ENG · FA Cup
Round 6
|
| 04 Mar 1987 |
Tottenham Hotspur
|
1–2
|
Arsenal
|
A
|
ENG · League Cup
Semi-final
|
| 01 Mar 1987 |
Tottenham Hotspur
|
1–2
|
Arsenal
|
A
|
ENG · League Cup
Semi-final · Leg 2
|
| 21 Feb 1987 |
Tottenham Hotspur
|
1–0
|
Newcastle United
|
H
|
ENG · FA Cup
Round 5
|
| 08 Feb 1987 |
Arsenal
|
0–1
|
Tottenham Hotspur
|
A
|
ENG · League Cup
Semi-final · Leg 1
|
| 02 Feb 1987 |
Tottenham Hotspur
|
5–0
|
West Ham United
|
H
|
ENG · League Cup
Round 5
|
| 31 Jan 1987 |
Tottenham Hotspur
|
4–0
|
Crystal Palace
|
H
|
ENG · FA Cup
Round 4
|
| 27 Jan 1987 |
West Ham United
|
1–1
|
Tottenham Hotspur
|
D
|
ENG · League Cup
Round 5
|
| 10 Jan 1987 |
Tottenham Hotspur
|
3–2
|
Scunthorpe United
|
H
|
ENG · FA Cup
Round 3
|
| 18 Nov 1986 |
Cambridge United
|
1–3
|
Tottenham Hotspur
|
A
|
ENG · League Cup
Round 4
|
| 29 Oct 1986 |
Tottenham Hotspur
|
5–0
|
Birmingham City
|
H
|
ENG · League Cup
Round 3
|
| 08 Oct 1986 |
Tottenham Hotspur
|
5–3
|
Barnsley
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 23 Sep 1986 |
Barnsley
|
2–3
|
Tottenham Hotspur
|
A
|
ENG · League Cup
Round 2 · Leg 1
|
| 04 Mar 1986 |
Tottenham Hotspur
|
1–2
|
Everton
|
A
|
ENG · FA Cup
Round 5
|
| 29 Jan 1986 |
Tottenham Hotspur
|
5–0
|
Notts County
|
H
|
ENG · FA Cup
Round 4
|
| 25 Jan 1986 |
Notts County
|
1–1
|
Tottenham Hotspur
|
D
|
ENG · FA Cup
Round 4
|
| 08 Jan 1986 |
Tottenham Hotspur
|
2–1
|
Oxford United
|
H
|
ENG · FA Cup
Round 3
|
| 04 Jan 1986 |
Oxford United
|
1–1
|
Tottenham Hotspur
|
D
|
ENG · FA Cup
Round 3
|
| 10 Dec 1985 |
Tottenham Hotspur
|
0–1
|
Portsmouth
|
A
|
ENG · League Cup
Round 4
|
| 26 Nov 1985 |
Portsmouth
|
0–0
|
Tottenham Hotspur
|
D
|
ENG · League Cup
Round 4
|
| 19 Nov 1985 |
Tottenham Hotspur
|
0–0
|
Portsmouth
|
D
|
ENG · League Cup
Round 4
|
| 06 Nov 1985 |
Tottenham Hotspur
|
2–0
|
Wimbledon
|
H
|
ENG · League Cup
Round 3
|
| 30 Oct 1985 |
Tottenham Hotspur
|
4–0
|
Leyton Orient
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 23 Sep 1985 |
Leyton Orient
|
2–0
|
Tottenham Hotspur
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 27 Jan 1985 |
Liverpool
|
1–0
|
Tottenham Hotspur
|
H
|
ENG · FA Cup
Round 4
|
