| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 15 Nov 1961 |
Norwich City
|
3–2 |
|
H | ENG · League Cup Round 3 |
| 04 Oct 1961 |
Middlesbrough
|
3–1 |
|
H | ENG · League Cup Round 2 |
| 13 Sep 1961 |
Tranmere Rovers
|
3–6 |
|
A | ENG · League Cup Round 1 |
| 07 Jan 1961 |
Manchester United
|
3–0 |
|
H | ENG · FA Cup Round 3 |
| 03 Oct 1960 |
Middlesbrough
|
3–4 |
|
A | ENG · League Cup Round 1 |
| 09 Jan 1960 |
Sheffield Wednesday
|
2–1 |
|
H | ENG · FA Cup Round 3 |
| 24 Jan 1959 |
Middlesbrough
|
0–1 |
|
A | ENG · FA Cup Round 3 |
| 25 Jan 1958 |
Stoke City
|
3–1 |
|
H | ENG · FA Cup Round 4 |
| 04 Jan 1958 |
Middlesbrough
|
5–0 |
|
H | ENG · FA Cup Round 3 |
| 26 Jan 1957 |
Middlesbrough
|
2–3 |
|
A | ENG · FA Cup Round 4 |
| 10 Jan 1957 |
Charlton Athletic
|
2–3 |
|
A | ENG · FA Cup Round 3 |
| 05 Jan 1957 |
Middlesbrough
|
1–1 |
|
D | ENG · FA Cup Round 3 |
| 28 Jan 1956 |
Tottenham Hotspur
|
3–1 |
|
H | ENG · FA Cup Round 4 |
| 07 Jan 1956 |
Bradford (Park Avenue)
|
0–4 |
|
A | ENG · FA Cup Round 3 |
| 08 Jan 1955 |
Middlesbrough
|
1–4 |
|
A | ENG · FA Cup Round 3 |
| 14 Jan 1954 |
Leicester City
|
3–2 |
|
H | ENG · FA Cup Round 3 |
| 09 Jan 1954 |
Middlesbrough
|
0–0 |
|
D | ENG · FA Cup Round 3 |
| 10 Jan 1953 |
Aston Villa
|
3–1 |
|
H | ENG · FA Cup Round 3 |
| 06 Feb 1952 |
Middlesbrough
|
1–4 |
|
A | ENG · FA Cup Round 4 |
| 16 Jan 1952 |
Derby County
|
0–2 |
|
A | ENG · FA Cup Round 3 |
| 12 Jan 1952 |
Middlesbrough
|
2–2 |
|
D | ENG · FA Cup Round 3 |
| 06 Jan 1951 |
Leeds United
|
1–0 |
|
H | ENG · FA Cup Round 3 |
| 28 Jan 1950 |
Chesterfield
|
3–2 |
|
H | ENG · FA Cup Round 4 |
| 16 Jan 1950 |
Aston Villa
|
0–3 |
|
A | ENG · FA Cup Round 3 |
| 11 Jan 1950 |
Middlesbrough
|
0–0 |
|
D | ENG · FA Cup Round 3 |
| 07 Jan 1950 |
Aston Villa
|
2–2 |
|
D | ENG · FA Cup Round 3 |
| 08 Jan 1949 |
Brentford
|
3–2 |
|
H | ENG · FA Cup Round 3 |
| 07 Feb 1948 |
Middlesbrough
|
1–2 |
|
A | ENG · FA Cup Round 5 |
| 24 Jan 1948 |
Brentford
|
1–2 |
|
A | ENG · FA Cup Round 4 |
| 10 Jan 1948 |
Hull City
|
1–3 |
|
A | ENG · FA Cup Round 3 |
| 04 Mar 1947 |
Burnley
|
1–0 |
|
H | ENG · FA Cup Round 6 |
| 01 Mar 1947 |
Middlesbrough
|
1–1 |
|
D | ENG · FA Cup Round 6 |
| 12 Feb 1947 |
Middlesbrough
|
6–2 |
|
H | ENG · FA Cup Round 5 |
| 08 Feb 1947 |
Nottingham Forest
|
2–2 |
|
D | ENG · FA Cup Round 5 |
| 25 Jan 1947 |
Middlesbrough
|
2–1 |
|
H | ENG · FA Cup Round 4 |
| 15 Jan 1947 |
Middlesbrough
|
3–1 |
|
H | ENG · FA Cup Round 3 |
| 11 Jan 1947 |
Queens Park Rangers
|
1–1 |
|
D | ENG · FA Cup Round 3 |
| 13 Feb 1946 |
Middlesbrough
|
1–1 |
|
D | ENG · FA Cup Round 5 |
| 09 Feb 1946 |
Bolton Wanderers
|
1–0 |
|
H | ENG · FA Cup Round 5 |
| 04 Feb 1946 |
Blackpool
|
0–1 |
|
A | ENG · FA Cup Round 4 |