| 01 Mar 1969 |
Manchester City
|
1–0
|
Tottenham Hotspur
|
H
|
ENG · FA Cup
Round 6
|
| 12 Feb 1969 |
Tottenham Hotspur
|
3–2
|
Aston Villa
|
H
|
ENG · FA Cup
Round 5
|
| 25 Jan 1969 |
Tottenham Hotspur
|
2–1
|
Wolverhampton Wanderers
|
H
|
ENG · FA Cup
Round 4
|
| 04 Jan 1969 |
Walsall
|
0–1
|
Tottenham Hotspur
|
A
|
ENG · FA Cup
Round 3
|
| 04 Dec 1968 |
Tottenham Hotspur
|
1–1
|
Arsenal
|
D
|
ENG · League Cup
Semi-final · Leg 2
|
| 20 Nov 1968 |
Arsenal
|
1–0
|
Tottenham Hotspur
|
H
|
ENG · League Cup
Semi-final · Leg 1
|
| 30 Oct 1968 |
Tottenham Hotspur
|
1–0
|
Southampton
|
H
|
ENG · League Cup
Round 5
|
| 16 Oct 1968 |
Tottenham Hotspur
|
1–0
|
Peterborough United
|
H
|
ENG · League Cup
Round 4
|
| 25 Sep 1968 |
Tottenham Hotspur
|
6–3
|
Exeter City
|
H
|
ENG · League Cup
Round 3
|
| 04 Sep 1968 |
Aston Villa
|
1–4
|
Tottenham Hotspur
|
A
|
ENG · League Cup
Round 2
|
| 12 Mar 1968 |
Liverpool
|
2–1
|
Tottenham Hotspur
|
H
|
ENG · FA Cup
Round 5
|
| 09 Mar 1968 |
Tottenham Hotspur
|
1–1
|
Liverpool
|
D
|
ENG · FA Cup
Round 5
|
| 17 Feb 1968 |
Tottenham Hotspur
|
3–1
|
Preston North End
|
H
|
ENG · FA Cup
Round 4
|
| 31 Jan 1968 |
Tottenham Hotspur
|
1–0
|
Manchester United
|
H
|
ENG · FA Cup
Round 3
|
| 27 Jan 1968 |
Manchester United
|
2–2
|
Tottenham Hotspur
|
D
|
ENG · FA Cup
Round 3
|
| 13 Dec 1967 |
Tottenham Hotspur
|
4–3
|
Olympique Lyonnais
|
H
|
ITL · UEFA Cup Winners' Cup
|
| 29 Nov 1967 |
Olympique Lyonnais
|
1–0
|
Tottenham Hotspur
|
H
|
ITL · UEFA Cup Winners' Cup
|
| 27 Sep 1967 |
Tottenham Hotspur
|
4–3
|
Hajduk Split
|
H
|
ITL · UEFA Cup Winners' Cup
|
| 20 Sep 1967 |
Hajduk Split
|
0–2
|
Tottenham Hotspur
|
A
|
ITL · UEFA Cup Winners' Cup
|
| 01 Aug 1967 |
Manchester United
|
3–3
|
Tottenham Hotspur
|
D
|
ENG · FA Community Shield
Final
|
| 20 May 1967 |
Tottenham Hotspur
|
2–1
|
Chelsea
|
H
|
ENG · FA Cup
Final
|
| 29 Apr 1967 |
Tottenham Hotspur
|
2–1
|
Nottingham Forest
|
H
|
ENG · FA Cup
Semi-final
|
| 12 Apr 1967 |
Tottenham Hotspur
|
6–0
|
Birmingham City
|
H
|
ENG · FA Cup
Round 6
|
| 08 Apr 1967 |
Birmingham City
|
0–0
|
Tottenham Hotspur
|
D
|
ENG · FA Cup
Round 6
|
| 11 Mar 1967 |
Tottenham Hotspur
|
2–0
|
Bristol City
|
H
|
ENG · FA Cup
Round 5
|
| 18 Feb 1967 |
Tottenham Hotspur
|
3–1
|
Portsmouth
|
H
|
ENG · FA Cup
Round 4
|
| 01 Feb 1967 |
Tottenham Hotspur
|
1–0
|
Millwall
|
H
|
ENG · FA Cup
Round 3
|
| 28 Jan 1967 |
Millwall
|
0–0
|
Tottenham Hotspur
|
D
|
ENG · FA Cup
Round 3
|
| 14 Sep 1966 |
West Ham United
|
1–0
|
Tottenham Hotspur
|
H
|
ENG · League Cup
Round 2
|
| 05 Mar 1966 |
Preston North End
|
2–1
|
Tottenham Hotspur
|
H
|
ENG · FA Cup
Round 5
|
| 12 Feb 1966 |
Tottenham Hotspur
|
4–3
|
Burnley
|
H
|
ENG · FA Cup
Round 4
|
| 22 Jan 1966 |
Tottenham Hotspur
|
4–0
|
Middlesbrough
|
H
|
ENG · FA Cup
Round 3
|
| 20 Feb 1965 |
Chelsea
|
1–0
|
Tottenham Hotspur
|
H
|
ENG · FA Cup
Round 5
|
| 30 Jan 1965 |
Tottenham Hotspur
|
5–0
|
Ipswich Town
|
H
|
ENG · FA Cup
Round 4
|
| 18 Jan 1965 |
Tottenham Hotspur
|
5–1
|
Torquay United
|
H
|
ENG · FA Cup
Round 3
|
| 09 Jan 1965 |
Torquay United
|
3–3
|
Tottenham Hotspur
|
D
|
ENG · FA Cup
Round 3
|
| 08 Jan 1964 |
Chelsea
|
2–0
|
Tottenham Hotspur
|
H
|
ENG · FA Cup
Round 3
|
| 04 Jan 1964 |
Tottenham Hotspur
|
1–1
|
Chelsea
|
D
|
ENG · FA Cup
Round 3
|
| 10 Dec 1963 |
Manchester United
|
4–1
|
Tottenham Hotspur
|
H
|
ITL · UEFA Cup Winners' Cup
|
| 03 Dec 1963 |
Tottenham Hotspur
|
2–0
|
Manchester United
|
H
|
ITL · UEFA Cup Winners' Cup
|
