| Season | Competition |
Round Reached | Date |
Home | |
Away |
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| 2008/2009 | League Cup | 1st Round | Tue 12 Aug | Crewe Alex. | v | Barnsley |
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| 2007/2008 | F.A. Cup | 2nd Round | Sat 01 Dec | Oldham Ath. | 1 - 0 | Crewe Alex. |
| League Cup | 1st Round | Wed 15 Aug | Crewe Alex. | 0 - 3 | Hull City |
| (Associate Members) | Northern Section 1st Round | Tue 04 Sep | Chester City | 1 - 1 | Crewe Alex. |
| after extra time, 90 minutes 1-1, Chester City won 4-3 on penalties |
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| 2006/2007 | F.A. Cup | 1st Round | Sat 11 Nov | Bradford City | 4 - 0 | Crewe Alex. |
| League Cup | 3rd Round | Wed 25 Oct | Crewe Alex. | 1 - 2 | Man. Utd. |
| after extra time, 90 minutes 1-1 |
| (Associate Members) | Northern Section Final | Mon 12 Feb | Doncaster Rvs. | 3 - 2 | Crewe Alex. |
| Doncaster Rovers won 6-5 on aggregate |
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| 2005/2006 | F.A. Cup | 3rd Round | Sat 07 Jan | Preston N.E. | 2 - 1 | Crewe Alex. |
| League Cup | 1st Round | Tue 23 Aug | Lincoln City | 5 - 1 | Crewe Alex. |
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| 2004/2005 | F.A. Cup | 3rd Round | Sat 08 Jan | Coventry City | 3 - 0 | Crewe Alex. |
| League Cup | 3rd Round | Tue 26 Oct | Crewe Alex. | 0 - 3 | Man. Utd. |
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| 2003/2004 | F.A. Cup | 3rd Round | Sat 03 Jan | Crewe Alex. | 0 - 1 | Telford Utd. |
| League Cup | 2nd Round | Tue 23 Sep | Leicester City | 1 - 0 | Crewe Alex. |
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| 2002/2003 | F.A. Cup | 3rd Round Replay | Tue 14 Jan | Crewe Alex. | 2 - 2 | Bournemouth |
| after extra time, 90 minutes 1-1. Bournemouth won 3-1 on penalties |
| League Cup | 2nd Round | Tue 01 Oct | Man. City | 3 - 2 | Crewe Alex. |
| (Associate Members) | Northern Section Semi-Final | Wed 29 Jan | Shrewsbury Tn. | 4 - 2 | Crewe Alex. |
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| 2001/2002 | F.A. Cup | 5th Round Replay | Tue 26 Feb | Crewe Alex. | 1 - 2 | Everton |
| League Cup | 3rd Round | Tue 09 Oct | Crewe Alex. | 2 - 3 | Ipswich Town |
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| 2000/2001 | F.A. Cup | 4th Round | Sat 27 Jan | Crewe Alex. | 0 - 1 | Stockport Co. |
| League Cup | 2nd Round | Tue 26 Sep | Crewe Alex. | 0 - 3 | Barnsley |
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| 1999/2000 | F.A. Cup | 3rd Round | Sat 11 Dec | Crewe Alex. | 1 - 2 | Bradford City |
| League Cup | 3rd Round | Wed 13 Oct | Tottenham H. | 3 - 1 | Crewe Alex. |
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| 1998/1999 | F.A. Cup | 3rd Round | Sat 02 Jan | Crewe Alex. | 1 - 3 | Oxford Utd. |
| League Cup | 3rd Round | Wed 28 Oct | Crewe Alex. | 0 - 1 | Blackburn R. |
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| 1997/1998 | F.A. Cup | 3rd Round | Sat 03 Jan | Crewe Alex. | 1 - 2 | Birmingham C. |
| League Cup | 1st Round | Tue 26 Aug | Bury | 3 - 3 | Crewe Alex. |
| after extra time, 90 minutes 2-3, Bury won 6-5 on aggregate |
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| 1996/1997 | F.A. Cup | 3rd Round Replay | Tue 21 Jan | Wimbledon | 2 - 0 | Crewe Alex. |
| League Cup | 1st Round | Tue 03 Sep | Crewe Alex. | 1 - 5 | Port Vale |
| Port Vale won 6-1 on aggregate |
| (Associate Members) | Northern Section Semi-Final | Tue 04 Mar | Crewe Alex. | 1 - 1 | Stockport Co. |
| after extra time, 90 minutes 1-1, Stockport County won 5-3 on penalties |
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| 1995/1996 | F.A. Cup | 4th Round Replay | Tue 13 Feb | Crewe Alex. | 2 - 3 | Southampton |
| League Cup | 2nd Round | Wed 04 Oct | Sheff. Wed. | 5 - 2 | Crewe Alex. |
| Sheffield Wednesday won 7-4 on aggregate |
| (Associate Members) | Northern Section 1st Round | Wed 29 Nov | Crewe Alex. | 0 - 1 | Burnley |
| after extra time, 90 minutes 0-0, Burnley won on golden goal rule |
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| 1994/1995 | F.A. Cup | 2nd Round | Sat 03 Dec | Crewe Alex. | 1 - 2 | Bury |
| League Cup | 1st Round | Tue 23 Aug | Wigan Ath. | 3 - 0 | Crewe Alex. |
| Wigan Athletic won 4-2 on aggregate |
| (Associate Members) | Northern Section Semi-Final | Tue 14 Feb | Crewe Alex. | 0 - 1 | Carlisle Utd. |
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| 1993/1994 | F.A. Cup | 3rd Round | Sat 08 Jan | Leeds Utd. | 3 - 1 | Crewe Alex. |
| League Cup | 1st Round | Tue 24 Aug | Wrexham | 3 - 3 | Crewe Alex. |
| Wrexham won 4-3 on aggregate |
| (Associate Members) | Northern Section Quarter-Final | Tue 11 Jan | Huddersfield | 3 - 2 | Crewe Alex. |
| after extra time, 90 minutes 2-2 |
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| 1992/1993 | F.A. Cup | 4th Round | Sat 23 Jan | Crewe Alex. | 0 - 3 | Blackburn R. |
| League Cup | 3rd Round | Wed 28 Oct | Crewe Alex. | 0 - 1 | Nottm. Forest |
| (Associate Members) | Southern Section Preliminary Round Group Seven | Wed 06 Jan | Stoke City | 2 - 2 | Crewe Alex. |
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| 1991/1992 | F.A. Cup | 3rd Round | Mon 06 Jan | Crewe Alex. | 0 - 4 | Liverpool |
| League Cup | 2nd Round | Wed 09 Oct | Newcastle Utd. | 1 - 0 | Crewe Alex. |
| Newcastle United won 5-3 on aggregate |
| (Associate Members) | Northern Section Semi-Final | Tue 17 Mar | Crewe Alex. | 1 - 2 | Stockport Co. |
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| 1990/1991 | F.A. Cup | 5th Round | Sat 16 Feb | West Ham Utd. | 1 - 0 | Crewe Alex. |
| League Cup | 2nd Round | Tue 09 Oct | Crewe Alex. | 1 - 4 | Liverpool |
| Liverpool won 9-2 on aggregate |
| (Associate Members) | Northern Section Preliminary Round Group Three | Tue 27 Nov | Crewe Alex. | 1 - 1 | Stockport Co. |
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| 1989/1990 | F.A. Cup | 3rd Round Replay | Wed 10 Jan | Crewe Alex. | 0 - 2 | Chelsea |
| League Cup | 2nd Round | Tue 03 Oct | Bournemouth | 0 - 0 | Crewe Alex. |
| Bournemouth won 1-0 on aggregate |
| (Associate Members) | Northern Section Preliminary Round Group Three | Tue 19 Dec | Crewe Alex. | 1 - 0 | Wigan Ath. |
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| 1988/1989 | F.A. Cup | 3rd Round | Sat 07 Jan | Crewe Alex. | 2 - 3 | Aston Villa |
| League Cup | 1st Round | Wed 07 Sep | Lincoln City | 2 - 1 | Crewe Alex. |
| Lincoln City won 3-2 on aggregate |
| (Associate Members) | Northern Section Semi-Final | Tue 21 Mar | Crewe Alex. | 1 - 2 | Bolton Wdrs. |
| after extra time, 90 minutes 1-1 |
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| 1987/1988 | F.A. Cup | 1st Round | Sat 14 Nov | Lincoln City | 2 - 1 | Crewe Alex. |
| League Cup | 1st Round | Tue 08 Sep | Shrewsbury Tn. | 4 - 1 | Crewe Alex. |
| Shrewsbury Town won 7-4 on aggregate |
| (Associate Members) | Northern Section 1st Round | Tue 19 Jan | Sunderland | 1 - 0 | Crewe Alex. |
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| 1986/1987 | F.A. Cup | 1st Round | Sat 15 Nov | York City | 3 - 1 | Crewe Alex. |
| League Cup | 1st Round | Tue 02 Sep | Crewe Alex. | 0 - 4 | Shrewsbury Tn. |
| Shrewsbury Town won 4-0 on aggregate |
| (Associate Members) | Northern Section Preliminary Round Group One | Mon 05 Jan | Preston N.E. | 1 - 0 | Crewe Alex. |
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| 1985/1986 | F.A. Cup | 1st Round | Sat 16 Nov | Derby County | 5 - 1 | Crewe Alex. |
| League Cup | 2nd Round | Tue 08 Oct | Watford | 3 - 2 | Crewe Alex. |
| Watford won 6-3 on aggregate |
| (Associate Members) | Northern Section Preliminary Round Group Two | Tue 28 Jan | Bolton Wdrs. | 1 - 0 | Crewe Alex. |
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| 1984/1985 | F.A. Cup | 1st Round | Sat 17 Nov | Northwich Vic. | 3 - 1 | Crewe Alex. |
| League Cup | 1st Round | Tue 04 Sep | Crewe Alex. | 0 - 3 | Burnley |
| Burnley won 4-2 on aggregate |
| (Associate Members) | Northern Section 1st Round | Tue 05 Feb | Crewe Alex. | 0 - 0 | Bolton Wdrs. |
| Bolton Wanderers won 3-2 on aggregate |
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| 1983/1984 | F.A. Cup | 1st Round | Sat 19 Nov | Rochdale | 1 - 0 | Crewe Alex. |
| League Cup | 2nd Round | Tue 25 Oct | Crewe Alex. | 3 - 0 | Q.P.R. |
| Queens Park Rangers won 8-4 on aggregate |
| (Associate Members) | Northern Section Quarter-Final | Tue 20 Mar | Tranmere Rvs. | 0 - 0 | Crewe Alex. |
| after extra-time, 90 minutes 0-0, Tranmere Rovers won 4-3 on penalties |
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| 1982/1983 | F.A. Cup | 1st Round | Sat 20 Nov | Boston Utd. | 3 - 1 | Crewe Alex. |
| League Cup | 1st Round | Mon 13 Sep | Tranmere Rvs. | 0 - 0 | Crewe Alex. |
| aggregate 1-1, Tranmere Rovers won on away goals rule |
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| 1981/1982 | F.A. Cup | 2nd Round | Sat 02 Jan | Crewe Alex. | 1 - 3 | Scunthorpe U. |
| League Cup | 1st Round | Tue 15 Sep | Bristol Rvs. | 1 - 0 | Crewe Alex. |
| Bristol Rovers won 2-1 on aggregate |
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| 1980/1981 | F.A. Cup | 1st Round | Sat 22 Nov | Mossley | 1 - 0 | Crewe Alex. |
| League Cup | 1st Round | Wed 13 Aug | Crewe Alex. | 2 - 2 | Wigan Ath. |
| Wigan Athletic won 4-3 on aggregate |
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| 1979/1980 | F.A. Cup | 1st Round | Sat 24 Nov | Altrincham | 3 - 0 | Crewe Alex. |
| League Cup | 1st Round | Wed 15 Aug | Crewe Alex. | 1 - 3 | Huddersfield |
| Huddersfield Town won 5-2 on aggregate |
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| 1978/1979 | F.A. Cup | 2nd Round | Sat 16 Dec | Crewe Alex. | 0 - 1 | Hartlepool U. |
| League Cup | 3rd Round | Tue 03 Oct | Luton Town | 2 - 1 | Crewe Alex. |
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| 1977/1978 | F.A. Cup | 2nd Round Replay | Wed 21 Dec | Scarborough | 2 - 0 | Crewe Alex. |
| League Cup | 1st Round | Wed 17 Aug | Crewe Alex. | 1 - 1 | Bury |
| Bury won 4-1 on aggregate |
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| 1976/1977 | F.A. Cup | 1st Round 2nd Replay | Mon 29 Nov | Crewe Alex. | 0 - 3 | Preston N.E. |
| played at neutral ground |
| League Cup | 1st Round | Wed 18 Aug | Tranmere Rvs. | 3 - 1 | Crewe Alex. |
| Tranmere Rovers won 4-3 on aggregate |
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| 1975/1976 | F.A. Cup | 1st Round | Sat 22 Nov | Rotherham U. | 2 - 1 | Crewe Alex. |
| League Cup | 3rd Round | Wed 08 Oct | Crewe Alex. | 0 - 2 | Tottenham H. |
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| 1974/1975 | F.A. Cup | 1st Round Replay | Mon 25 Nov | Gateshead U. | 1 - 0 | Crewe Alex. |
| after extra time, 90 minutes 0-0 |
| League Cup | 3rd Round Replay | Wed 16 Oct | Aston Villa | 1 - 0 | Crewe Alex. |
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| 1973/1974 | F.A. Cup | 1st Round Replay | Wed 28 Nov | Scarborough | 2 - 1 | Crewe Alex. |
| League Cup | 1st Round Replay | Wed 05 Sep | Crewe Alex. | 0 - 1 | Tranmere Rvs. |
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| 1972/1973 | F.A. Cup | 3rd Round | Sat 13 Jan | Luton Town | 2 - 0 | Crewe Alex. |
| League Cup | 1st Round | Wed 16 Aug | Wrexham | 4 - 0 | Crewe Alex. |
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| 1971/1972 | F.A. Cup | 1st Round | Sat 20 Nov | Crewe Alex. | 0 - 1 | Blyth |
| League Cup | 1st Round | Wed 18 Aug | Crewe Alex. | 0 - 1 | Southport |
| Invitation Cup | 1st Round | Sat 31 Jul | Crewe Alex. | 1 - 3 | Carlisle Utd. |
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| 1970/1971 | F.A. Cup | 2nd Round | Sat 12 Dec | Chester | 1 - 0 | Crewe Alex. |
| League Cup | 1st Round Replay | Mon 24 Aug | Tranmere Rvs. | 4 - 0 | Crewe Alex. |
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| 1969/1970 | F.A. Cup | 1st Round Replay | Wed 19 Nov | Crewe Alex. | 0 - 1 | Doncaster Rvs. |
| League Cup | 1st Round Replay | Mon 18 Aug | Wrexham | 1 - 0 | Crewe Alex. |
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| 1968/1969 | F.A. Cup | 2nd Round Replay | Wed 11 Dec | Crewe Alex. | 1 - 3 | Halifax Town |
| League Cup | 2nd Round | Wed 04 Sep | Southampton | 3 - 1 | Crewe Alex. |
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| 1967/1968 | F.A. Cup | 1st Round | Wed 13 Dec | Halifax Town | 3 - 2 | Crewe Alex. |
| League Cup | 1st Round Replay | Mon 28 Aug | Stockport Co. | 3 - 0 | Crewe Alex. |
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| 1966/1967 | F.A. Cup | 3rd Round | Sat 28 Jan | Bolton Wdrs. | 1 - 0 | Crewe Alex. |
| League Cup | 2nd Round | Wed 14 Sep | Preston N.E. | 2 - 0 | Crewe Alex. |
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| 1965/1966 | F.A. Cup | 4th Round Replay | Mon 14 Feb | Coventry City | 4 - 1 | Crewe Alex. |
| League Cup | 2nd Round Replay | Wed 29 Sep | Cardiff City | 3 - 0 | Crewe Alex. |
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| 1964/1965 | F.A. Cup | 1st Round | Sat 14 Nov | Chester | 5 - 0 | Crewe Alex. |
| League Cup | 1st Round | Wed 02 Sep | Tranmere Rvs. | 2 - 0 | Crewe Alex. |
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| 1963/1964 | F.A. Cup | 1st Round Replay | Wed 20 Nov | Crewe Alex. | 0 - 3 | Hull City |
| League Cup | 1st Round | Wed 04 Sep | Carlisle Utd. | 3 - 2 | Crewe Alex. |
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| 1962/1963 | F.A. Cup | 2nd Round | Sat 24 Nov | York City | 2 - 1 | Crewe Alex. |
| League Cup | 1st Round | Wed 05 Sep | Crewe Alex. | 2 - 3 | Oldham Ath. |
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| 1961/1962 | F.A. Cup | 2nd Round Replay | Mon 27 Nov | Port Vale | 3 - 0 | Crewe Alex. |
| League Cup | 2nd Round | Wed 04 Oct | Middlesbrough | 3 - 1 | Crewe Alex. |
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| 1960/1961 | F.A. Cup | 4th Round | Sat 28 Jan | Tottenham H. | 5 - 1 | Crewe Alex. |
| League Cup | 3rd Round | Wed 16 Nov | Tranmere Rvs. | 2 - 0 | Crewe Alex. |
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| 1959/1960 | F.A. Cup | 4th Round Replay | Wed 03 Feb | Tottenham H. | 13 - 2 | Crewe Alex. |
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| 1958/1959 | F.A. Cup | 1st Round Replay | Wed 19 Nov | South Shields | 5 - 0 | Crewe Alex. |
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| 1957/1958 | F.A. Cup | 1st Round | Sat 16 Nov | Hull City | 2 - 1 | Crewe Alex. |
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| 1956/1957 | F.A. Cup | 1st Round Replay | Wed 21 Nov | Wrexham | 2 - 1 | Crewe Alex. |
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| 1955/1956 | F.A. Cup | 1st Round Replay | Wed 23 Nov | Crewe Alex. | 2 - 3 | Barrow |
| after extra time, 90 minutes ?-? |
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| 1954/1955 | F.A. Cup | 1st Round | Sat 20 Nov | Oldham Ath. | 1 - 0 | Crewe Alex. |
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| 1953/1954 | F.A. Cup | 2nd Round | Sat 12 Dec | Walsall | 3 - 0 | Crewe Alex. |
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| 1952/1953 | F.A. Cup | 1st Round | Sat 22 Nov | Gateshead | 2 - 0 | Crewe Alex. |
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| 1951/1952 | F.A. Cup | 1st Round | Sat 24 Nov | Crewe Alex. | 2 - 4 | Lincoln City |
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| 1950/1951 | F.A. Cup | 2nd Round Replay | Wed 13 Dec | Plymouth Arg. | 3 - 0 | Crewe Alex. |
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| 1949/1950 | F.A. Cup | 2nd Round 2nd Replay | Mon 19 Dec | Oldham Ath. | 3 - 0 | Crewe Alex. |
| played at neutral ground |
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| 1948/1949 | F.A. Cup | 3rd Round | Sat 08 Jan | Crewe Alex. | 0 - 2 | Sunderland |
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| 1947/1948 | F.A. Cup | 4th Round | Sat 24 Jan | Crewe Alex. | 0 - 3 | Derby County |
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| 1946/1947 | F.A. Cup | 1st Round | Sat 30 Nov | Rotherham U. | 2 - 0 | Crewe Alex. |
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| 1945/1946 | F.A. Cup | 1st Round | Sat 24 Nov | Wrexham | 3 - 0 | Crewe Alex. |
| Wrexham won 5-4 on aggregate |
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| 1938/1939 | F.A. Cup | 2nd Round | Sat 10 Dec | Cardiff City | 1 - 0 | Crewe Alex. |
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| 1937/1938 | F.A. Cup | 2nd Round Replay | Mon 20 Dec | New Brighton | 4 - 1 | Crewe Alex. |
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| 1936/1937 | F.A. Cup | 3rd Round | Sat 16 Jan | Crewe Alex. | 0 - 2 | Plymouth Arg. |
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| 1935/1936 | F.A. Cup | 3rd Round Replay | Wed 15 Jan | Sheff. Wed. | 3 - 1 | Crewe Alex. |
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| 1934/1935 | F.A. Cup | 1st Round | Sat 24 Nov | Crewe Alex. | 1 - 2 | Walsall |
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| 1933/1934 | F.A. Cup | 1st Round | Sat 25 Nov | Coventry City | 3 - 0 | Crewe Alex. |
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| 1932/1933 | F.A. Cup | 2nd Round | Sat 10 Dec | Crewe Alex. | 0 - 2 | Darlington |
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| 1931/1932 | F.A. Cup | 1st Round Replay | Wed 02 Dec | Gainsborough | 1 - 0 | Crewe Alex. |
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| 1930/1931 | F.A. Cup | 2nd Round | Sat 13 Dec | Crewe Alex. | 2 - 4 | Q.P.R. |
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| 1929/1930 | F.A. Cup | 2nd Round | Sat 14 Dec | Carlisle Utd. | 4 - 2 | Crewe Alex. |
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| 1928/1929 | F.A. Cup | 1st Round | Sat 24 Nov | Gainsborough | 3 - 1 | Crewe Alex. |
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| 1927/1928 | F.A. Cup | 4th Round | Sat 28 Jan | Aston Villa | 3 - 0 | Crewe Alex. |
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| 1926/1927 | F.A. Cup | 3rd Round | Sat 08 Jan | Barnsley | 6 - 1 | Crewe Alex. |
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| 1925/1926 | F.A. Cup | 2nd Round Replay | Wed 16 Dec | Wigan Boro. | 2 - 1 | Crewe Alex. |
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| 1911/1912 | F.A. Cup | 1st Round 2nd Replay | Thu 25 Jan | Blackpool | 2 - 1 | Crewe Alex. |
| played at Maine Road |
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| 1910/1911 | F.A. Cup | 2nd Round | Sat 04 Feb | Crewe Alex. | 1 - 5 | Grimsby Town |
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| 1906/1907 | F.A. Cup | 1st Round Replay | Wed 16 Jan | Accrington S. | 1 - 0 | Crewe Alex. |
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| 1905/1906 | F.A. Cup | 1st Round Replay | Thu 18 Jan | Barnsley | 4 - 0 | Crewe Alex. |
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| 1895/1896 | F.A. Cup | 1st Round | Sat 01 Feb | Crewe Alex. | 0 - 4 | Bolton Wdrs. |
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| 1891/1892 | F.A. Cup | 1st Round Replay | Sat 23 Jan | Crewe Alex. | 1 - 4 | Wolves |
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| 1890/1891 | F.A. Cup | 1st Round | Sat 17 Jan | Burnley | 4 - 2 | Crewe Alex. |
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| 1888/1889 | F.A. Cup | 1st Round Replay | Sat 09 Feb | Crewe Alex. | 1 - 5 | Halliwell |
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| 1887/1888 | F.A. Cup | Semi Final | Sat 18 Feb | Preston N.E. | 4 - 0 | Crewe Alex. |
| played at Liverpool |
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