Date Home Score Away R Tournament
10 Dec 1955 Chesterfield 1–2 Hereford United A ENG · FA Cup Round 2
19 Nov 1955 Chesterfield 1–0 Chester H ENG · FA Cup Round 1
20 Nov 1954 Hereford United 1–0 Chesterfield H ENG · FA Cup Round 1
03 Feb 1954 Chesterfield 2–4 Sheffield Wednesday A ENG · FA Cup Round 4
30 Jan 1954 Sheffield Wednesday 0–0 Chesterfield D ENG · FA Cup Round 4
09 Jan 1954 Chesterfield 2–0 Bury H ENG · FA Cup Round 3
12 Dec 1953 Southend United 1–2 Chesterfield A ENG · FA Cup Round 2
21 Nov 1953 Gainsborough Trinity 1–4 Chesterfield A ENG · FA Cup Round 1
10 Dec 1952 Chesterfield 2–4 Shrewsbury Town A ENG · FA Cup Round 2
06 Dec 1952 Shrewsbury Town 0–0 Chesterfield D ENG · FA Cup Round 2
22 Nov 1952 Chesterfield 1–0 Workington H ENG · FA Cup Round 1
15 Dec 1951 Norwich City 3–1 Chesterfield H ENG · FA Cup Round 2
24 Nov 1951 Barrow 0–2 Chesterfield A ENG · FA Cup Round 1
06 Jan 1951 Brighton & Hove Albion 2–1 Chesterfield H ENG · FA Cup Round 3
15 Feb 1950 Chelsea 3–0 Chesterfield H ENG · FA Cup Round 5
11 Feb 1950 Chesterfield 1–1 Chelsea D ENG · FA Cup Round 5
28 Jan 1950 Chesterfield 3–2 Middlesbrough H ENG · FA Cup Round 4
07 Jan 1950 Chesterfield 3–1 Yeovil Town H ENG · FA Cup Round 3
08 Jan 1949 Wolverhampton Wanderers 6–0 Chesterfield H ENG · FA Cup Round 3
10 Jan 1948 Derby County 2–0 Chesterfield H ENG · FA Cup Round 3
25 Jan 1947 Middlesbrough 2–1 Chesterfield H ENG · FA Cup Round 4
11 Jan 1947 Chesterfield 2–1 Sunderland H ENG · FA Cup Round 3
09 Jan 1946 York City 3–2 Chesterfield H ENG · FA Cup Round 3
05 Jan 1946 Chesterfield 1–1 York City D ENG · FA Cup Round 3
16 Jan 1939 Southend United 4–3 Chesterfield H ENG · FA Cup Round 3
11 Jan 1939 Chesterfield 1–1 Southend United D ENG · FA Cup Round 3
16 Feb 1938 Tottenham Hotspur 2–1 Chesterfield H ENG · FA Cup Round 5
12 Feb 1938 Chesterfield 2–2 Tottenham Hotspur D ENG · FA Cup Round 5
22 Jan 1938 Chesterfield 3–2 Burnley H ENG · FA Cup Round 4
17 Jan 1938 Bradford City 0–2 Chesterfield A ENG · FA Cup Round 3
12 Jan 1938 Chesterfield 1–1 Bradford City D ENG · FA Cup Round 3
08 Jan 1938 Bradford City 1–1 Chesterfield D ENG · FA Cup Round 3
16 Jan 1937 Chesterfield 1–5 Arsenal A ENG · FA Cup Round 3
19 Dec 1935 Walsall 2–1 Chesterfield H ENG · FA Cup Round 2
14 Dec 1935 Chesterfield 0–0 Walsall D ENG · FA Cup Round 2
30 Nov 1935 Chesterfield 3–0 Southport H ENG · FA Cup Round 1
12 Jan 1935 Swindon Town 2–1 Chesterfield H ENG · FA Cup Round 3
17 Jan 1934 Aston Villa 2–0 Chesterfield H ENG · FA Cup Round 3
13 Jan 1934 Chesterfield 2–2 Aston Villa D ENG · FA Cup Round 3
18 Feb 1933 Burnley 1–0 Chesterfield H ENG · FA Cup Round 5
28 Jan 1933 Darlington 0–2 Chesterfield A ENG · FA Cup Round 4
18 Jan 1933 Chesterfield 4–2 Sheffield Wednesday H ENG · FA Cup Round 3
14 Jan 1933 Sheffield Wednesday 2–2 Chesterfield D ENG · FA Cup Round 3
23 Jan 1932 Chesterfield 2–4 Liverpool A ENG · FA Cup Round 4
09 Jan 1932 Chesterfield 5–2 Nottingham Forest H ENG · FA Cup Round 3
29 Nov 1930 Chesterfield 1–2 Notts County A ENG · FA Cup Round 1
15 Jan 1930 Middlesbrough 4–3 Chesterfield H ENG · FA Cup Round 3
11 Jan 1930 Chesterfield 1–1 Middlesbrough D ENG · FA Cup Round 3
14 Dec 1929 Chesterfield 2–0 Port Vale H ENG · FA Cup Round 2
04 Dec 1929 Chesterfield 3–2 Southport H ENG · FA Cup Round 1
30 Nov 1929 Southport 0–0 Chesterfield D ENG · FA Cup Round 1
12 Jan 1929 Chesterfield 1–7 Huddersfield Town A ENG · FA Cup Round 3
08 Dec 1928 Gainsborough Trinity 2–3 Chesterfield A ENG · FA Cup Round 2
24 Nov 1928 Chesterfield 3–2 Rochdale H ENG · FA Cup Round 1
26 Nov 1927 Darlington 4–1 Chesterfield H ENG · FA Cup Round 1
08 Jan 1927 Fulham 4–3 Chesterfield H ENG · FA Cup Round 3
11 Dec 1926 Doncaster Rovers 0–1 Chesterfield A ENG · FA Cup Round 2
27 Nov 1926 Chesterfield 2–1 Mexborough Athletic H ENG · FA Cup Round 1
09 Jan 1926 Chesterfield 0–1 Leyton Orient A ENG · FA Cup Round 3
12 Dec 1925 Worksop Town 1–2 Chesterfield A ENG · FA Cup Round 2
28 Nov 1925 Wath Athletic 0–5 Chesterfield A ENG · FA Cup Round 1
10 Jan 1914 West Ham United 8–1 Chesterfield H ENG · FA Cup Round 1
18 Jan 1913 Chesterfield 1–4 Nottingham Forest A ENG · FA Cup Round 1
04 Feb 1911 Chelsea 4–1 Chesterfield H ENG · FA Cup Round 2
14 Jan 1911 Bolton Wanderers 0–2 Chesterfield A ENG · FA Cup Round 1
19 Jan 1910 Fulham 2–1 Chesterfield H ENG · FA Cup Round 1
15 Jan 1910 Chesterfield 0–0 Fulham D ENG · FA Cup Round 1
16 Jan 1909 Chesterfield 0–2 Glossop North End A ENG · FA Cup Round 1
01 Feb 1908 Bristol Rovers 2–0 Chesterfield H ENG · FA Cup Round 2
11 Jan 1908 Chesterfield 4–0 Stockton H ENG · FA Cup Round 1
21 Jan 1907 Chesterfield 0–4 Derby County A ENG · FA Cup Round 1
16 Jan 1907 Chesterfield 1–1 Derby County D ENG · FA Cup Round 1
12 Jan 1907 Derby County 1–1 Chesterfield D ENG · FA Cup Round 1
03 Feb 1906 Everton 3–0 Chesterfield H ENG · FA Cup Round 2
17 Jan 1906 Chesterfield 3–0 Leyton Orient H ENG · FA Cup Round 1
13 Jan 1906 Leyton Orient 0–0 Chesterfield D ENG · FA Cup Round 1
13 Feb 1901 Chesterfield 1–2 Kettering Town A ENG · FA Cup Round 1
09 Feb 1901 Kettering Town 1–1 Chesterfield D ENG · FA Cup Round 1
01 Feb 1896 Chesterfield 0–4 Newcastle United A ENG · FA Cup Round 1
02 Feb 1895 Middlesbrough 4–0 Chesterfield H ENG · FA Cup Round 1
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