| Season | Competition |
Round Reached | Date |
Home | |
Away |
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| 2007/2008 | F.A. Cup | 1st Round Replay | Tue 20 Nov | Grimsby Town | 1 - 0 | Carlisle Utd. |
| League Cup | 2nd Round | Tue 28 Aug | Carlisle Utd. | 0 - 2 | Coventry City |
| (Associate Members) | Northern Section Quarter-Final | Tue 13 Nov | Carlisle Utd. | 0 - 3 | Stockport Co. |
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| 2006/2007 | F.A. Cup | 1st Round | Sat 11 Nov | Swindon Town | 3 - 1 | Carlisle Utd. |
| League Cup | 2nd Round | Tue 19 Sep | Charlton Ath. | 1 - 0 | Carlisle Utd. |
| (Associate Members) | Northern Section 1st Round | Tue 17 Oct | Accrington S. | 1 - 1 | Carlisle Utd. |
| no extra time played, Accrington Stanley won 3-1 on penalties |
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| 2005/2006 | F.A. Cup | 1st Round | Sat 05 Nov | Cheltenham T. | 1 - 0 | Carlisle Utd. |
| League Cup | 1st Round | Tue 23 Aug | Burnley | 2 - 1 | Carlisle Utd. |
| (Associate Members) | Final | Sun 02 Apr | Carlisle Utd. | 1 - 2 | Swansea City |
| at the Millennium Stadium, Cardiff |
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| 2004/2005 | F.A. Cup | 2nd Round | Sat 04 Dec | Bournemouth | 2 - 1 | Carlisle Utd. |
| (Associate Members) | Northern Section 2nd Round | Tue 02 Nov | Carlisle Utd. | 0 - 1 | Hartlepool U. |
| Trophy | 5th Round | Sat 26 Feb | Woking | 1 - 0 | Carlisle Utd. |
| Shield (Conference Cup) | Northern Section 4th Round | Wed 16 Feb | Morecambe | 1 - 1 | Carlisle Utd. |
| after extra time, 90 minutes 1-1, Morecambe won 3-1 on penalties |
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| 2003/2004 | F.A. Cup | 1st Round | Sat 08 Nov | Oldham Ath. | 3 - 0 | Carlisle Utd. |
| League Cup | 1st Round | Tue 12 Aug | Walsall | 2 - 1 | Carlisle Utd. |
| (Associate Members) | Northern Section Quarter-Final | Tue 09 Dec | Carlisle Utd. | 0 - 3 | Sheff. Wed. |
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| 2002/2003 | F.A. Cup | 2nd Round Replay | Mon 23 Dec | Carlisle Utd. | 0 - 1 | Scunthorpe U. |
| League Cup | 1st Round | Tue 10 Sep | Rotherham U. | 3 - 1 | Carlisle Utd. |
| (Associate Members) | Final | Sun 06 Apr | Bristol City | 2 - 0 | Carlisle Utd. |
| at the Millennium Stadium, Cardiff |
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| 2001/2002 | F.A. Cup | 2nd Round | Sat 08 Dec | Tranmere Rvs. | 6 - 1 | Carlisle Utd. |
| League Cup | 1st Round | Tue 21 Aug | Stockport Co. | 3 - 0 | Carlisle Utd. |
| (Associate Members) | Northern Section 1st Round | Tue 16 Oct | Port Vale | 2 - 1 | Carlisle Utd. |
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| 2000/2001 | F.A. Cup | 3rd Round | Sat 06 Jan | Carlisle Utd. | 0 - 1 | Arsenal |
| League Cup | 1st Round | Tue 05 Sep | Carlisle Utd. | 1 - 1 | Grimsby Town |
| Grimsby Town won 3-1 on aggregate |
| (Associate Members) | Northern Section 1st Round | Tue 12 Dec | Kidderminster | 2 - 1 | Carlisle Utd. |
| after extra time, 90 minutes 1-1, Kidderminster Harriers won on the golden goal rule |
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| 1999/2000 | F.A. Cup | 1st Round | Sat 30 Oct | Ilkeston Town | 2 - 1 | Carlisle Utd. |
| League Cup | 1st Round | Tue 24 Aug | Grimsby Town | 6 - 0 | Carlisle Utd. |
| Grimsby Town won 6-0 on aggregate |
| (Associate Members) | Northern Section Semi-Final | Tue 07 Mar | Carlisle Utd. | 0 - 1 | Rochdale |
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| 1998/1999 | F.A. Cup | 1st Round | Sat 14 Nov | Hartlepool U. | 2 - 1 | Carlisle Utd. |
| League Cup | 1st Round | Tue 18 Aug | Carlisle Utd. | 0 - 1 | Tranmere Rvs. |
| Tranmere Rovers won 4-0 on aggregate |
| (Associate Members) | Northern Section Quarter-Final | Tue 26 Jan | Carlisle Utd. | 0 - 3 | Wigan Ath. |
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| 1997/1998 | F.A. Cup | 1st Round | Sat 15 Nov | Carlisle Utd. | 0 - 1 | Wigan Ath. |
| League Cup | 2nd Round | Tue 30 Sep | Carlisle Utd. | 0 - 2 | Tottenham H. |
| Tottenham Hotspur won 5-2 on aggregate |
| (Associate Members) | Northern Section Quarter-Final | Tue 03 Feb | Burnley | 4 - 1 | Carlisle Utd. |
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| 1996/1997 | F.A. Cup | 4th Round | Sat 25 Jan | Carlisle Utd. | 0 - 2 | Sheff. Wed. |
| League Cup | 2nd Round | Tue 24 Sep | Carlisle Utd. | 2 - 2 | Port Vale |
| Port Vale won 3-2 on aggregate |
| (Associate Members) | Final | Sun 20 Apr | Carlisle Utd. | 0 - 0 | Colchester U. |
| at Wembley, after extra time, Carlisle United won 4-3 on penalties |
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| 1995/1996 | F.A. Cup | 1st Round | Sat 11 Nov | Carlisle Utd. | 1 - 2 | Preston N.E. |
| League Cup | 1st Round | Tue 22 Aug | Carlisle Utd. | 2 - 4 | Hull City |
| Hull City won 5-4 on aggregate |
| (Associate Members) | Northern Section Final | Tue 12 Mar | Carlisle Utd. | 0 - 2 | Rotherham U. |
| Rotherham United won 4-0 on aggregate |
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| 1994/1995 | F.A. Cup | 3rd Round Replay | Tue 17 Jan | Carlisle Utd. | 1 - 3 | Sunderland |
| League Cup | 2nd Round | Wed 05 Oct | Q.P.R. | 2 - 0 | Carlisle Utd. |
| Queens Park Rangers won 3-0 on aggregate |
| (Associate Members) | Final | Sun 23 Apr | Birmingham C. | 1 - 0 | Carlisle Utd. |
| at Wembley, after extra time, Birmingham City won on golden goal rule |
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| 1993/1994 | F.A. Cup | 3rd Round Replay | Tue 18 Jan | Carlisle Utd. | 0 - 1 | Sunderland |
| after extra time, 90 minutes 0-0 |
| League Cup | 1st Round | Tue 24 Aug | Carlisle Utd. | 1 - 1 | Chesterfield |
| Chesterfield won 4-2 on aggregate |
| (Associate Members) | Northern Section Final | Tue 22 Mar | Carlisle Utd. | 2 - 0 | Huddersfield |
| Huddersfield Town won 4-3 on aggregate |
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| 1992/1993 | F.A. Cup | 1st Round | Sat 14 Nov | Wigan Ath. | 3 - 1 | Carlisle Utd. |
| League Cup | 2nd Round | Wed 07 Oct | Norwich City | 2 - 0 | Carlisle Utd. |
| Norwich City won 4-2 on aggregate |
| (Associate Members) | Northern Section Preliminary Round Group Seven | Tue 15 Dec | Carlisle Utd. | 2 - 0 | Hartlepool U. |
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| 1991/1992 | F.A. Cup | 1st Round Replay | Tue 26 Nov | Crewe Alex. | 5 - 3 | Carlisle Utd. |
| after extra time, 90 minutes 3-3 |
| League Cup | 1st Round | Tue 27 Aug | Carlisle Utd. | 1 - 1 | Rochdale |
| Rochdale won 6-2 on aggregate |
| (Associate Members) | Northern Section 1st Round | Tue 14 Jan | Carlisle Utd. | 1 - 3 | Stockport Co. |
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| 1990/1991 | F.A. Cup | 1st Round | Sat 17 Nov | Wigan Ath. | 5 - 0 | Carlisle Utd. |
| League Cup | 2nd Round | Wed 10 Oct | Derby County | 1 - 0 | Carlisle Utd. |
| Derby County won 2-1 on aggregate |
| (Associate Members) | Northern Section Preliminary Round Group Four | Tue 18 Dec | Rochdale | 1 - 0 | Carlisle Utd. |
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| 1989/1990 | F.A. Cup | 2nd Round | Sat 09 Dec | Wigan Ath. | 2 - 0 | Carlisle Utd. |
| League Cup | 1st Round | Tue 29 Aug | Carlisle Utd. | 1 - 0 | Halifax Town |
| Halifax Town won 3-2 on aggregate |
| (Associate Members) | Northern Section 1st Round | Tue 09 Jan | Carlisle Utd. | 1 - 2 | Stockport Co. |
| after extra time, 90 minutes 1-1 |
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| 1988/1989 | F.A. Cup | 3rd Round | Sat 07 Jan | Carlisle Utd. | 0 - 3 | Liverpool |
| League Cup | 1st Round | Tue 06 Sep | Blackpool | 3 - 0 | Carlisle Utd. |
| Blackpool won 4-1 on aggregate |
| (Associate Members) | Northern Section Preliminary Round Group Five | Tue 06 Dec | Darlington | 3 - 2 | Carlisle Utd. |
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| 1987/1988 | F.A. Cup | 1st Round | Sat 14 Nov | Macclesfield | 4 - 2 | Carlisle Utd. |
| League Cup | 2nd Round | Tue 06 Oct | Oldham Ath. | 4 - 1 | Carlisle Utd. |
| Oldham Athletic won 7-5 on aggregate |
| (Associate Members) | Northern Section 1st Round | Wed 03 Feb | Carlisle Utd. | 0 - 2 | Hartlepool U. |
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| 1986/1987 | F.A. Cup | 1st Round Replay | Tue 18 Nov | Carlisle Utd. | 0 - 3 | Notts. County |
| League Cup | 1st Round | Tue 09 Sep | Grimsby Town | 2 - 0 | Carlisle Utd. |
| Grimsby Town won 2-1 on aggregate |
| (Associate Members) | Northern Section 1st Round | Wed 21 Jan | Carlisle Utd. | 1 - 2 | Preston N.E. |
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| 1985/1986 | F.A. Cup | 4th Round | Sat 25 Jan | Peterborough | 1 - 0 | Carlisle Utd. |
| League Cup | 1st Round | Tue 03 Sep | Carlisle Utd. | 3 - 4 | Crewe Alex. |
| Crewe Alexandra won 7-6 on aggregate |
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| 1984/1985 | F.A. Cup | 4th Round | Sat 26 Jan | Leicester City | 1 - 0 | Carlisle Utd. |
| League Cup | 2nd Round | Tue 09 Oct | Carlisle Utd. | 1 - 2 | Fulham |
| Fulham won 4-1 on aggregate |
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| 1983/1984 | F.A. Cup | 3rd Round Replay | Tue 10 Jan | Swindon Town | 3 - 1 | Carlisle Utd. |
| League Cup | 2nd Round | Tue 25 Oct | Southampton | 3 - 0 | Carlisle Utd. |
| Southampton won 3-2 on aggregate |
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| 1982/1983 | F.A. Cup | 3rd Round Replay | Tue 11 Jan | Burnley | 3 - 1 | Carlisle Utd. |
| League Cup | 1st Round | Tue 14 Sep | Bolton Wdrs. | 4 - 0 | Carlisle Utd. |
| Bolton Wanderers won 7-3 on aggregate |
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| 1981/1982 | F.A. Cup | 3rd Round | Sat 23 Jan | Carlisle Utd. | 2 - 3 | Huddersfield |
| League Cup | 2nd Round | Tue 27 Oct | Bristol City | 2 - 1 | Carlisle Utd. |
| Bristol City won 2-1 on aggregate |
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| 1980/1981 | F.A. Cup | 4th Round Replay | Wed 28 Jan | Bristol City | 5 - 0 | Carlisle Utd. |
| League Cup | 2nd Round | Tue 02 Sep | Charlton Ath. | 2 - 1 | Carlisle Utd. |
| Charlton Athletic won 4-2 on aggregate |
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| 1979/1980 | F.A. Cup | 4th Round Replay | Tue 29 Jan | Wrexham | 3 - 1 | Carlisle Utd. |
| League Cup | 1st Round | Tue 14 Aug | Carlisle Utd. | 1 - 2 | Wrexham |
| Wrexham won 3-2 on aggregate |
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| 1978/1979 | F.A. Cup | 3rd Round | Wed 10 Jan | Ipswich Town | 3 - 2 | Carlisle Utd. |
| League Cup | 1st Round | Wed 16 Aug | Blackpool | 2 - 1 | Carlisle Utd. |
| Blackpool won 4-3 on aggregate |
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| 1977/1978 | F.A. Cup | 3rd Round Replay | Wed 11 Jan | Man. Utd. | 4 - 2 | Carlisle Utd. |
| League Cup | 1st Round Replay | Tue 23 Aug | Huddersfield | 2 - 1 | Carlisle Utd. |
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| 1976/1977 | F.A. Cup | 4th Round | Sat 29 Jan | Liverpool | 3 - 0 | Carlisle Utd. |
| League Cup | 2nd Round | Tue 31 Aug | Arsenal | 3 - 2 | Carlisle Utd. |
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| 1975/1976 | F.A. Cup | 3rd Round | Sat 03 Jan | West Brom. | 3 - 1 | Carlisle Utd. |
| League Cup | 3rd Round | Wed 08 Oct | Everton | 2 - 0 | Carlisle Utd. |
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| 1974/1975 | F.A. Cup | 6th Round | Sat 08 Mar | Carlisle Utd. | 0 - 1 | Fulham |
| League Cup | 3rd Round | Wed 09 Oct | Colchester U. | 2 - 0 | Carlisle Utd. |
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| 1973/1974 | F.A. Cup | 4th Round Replay | Tue 29 Jan | Carlisle Utd. | 0 - 2 | Liverpool |
| League Cup | 3rd Round | Tue 06 Nov | Carlisle Utd. | 0 - 1 | Man. City |
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| 1972/1973 | F.A. Cup | 5th Round | Sat 24 Feb | Carlisle Utd. | 1 - 2 | Arsenal |
| League Cup | 2nd Round Replay | Tue 19 Sep | Liverpool | 5 - 1 | Carlisle Utd. |
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| 1971/1972 | F.A. Cup | 3rd Round Replay | Tue 18 Jan | Carlisle Utd. | 1 - 3 | Tottenham H. |
| League Cup | 3rd Round | Wed 06 Oct | Norwich City | 4 - 1 | Carlisle Utd. |
| (Invitation) Cup | Semi Final | Wed 04 Aug | Colchester U. | 2 - 0 | Carlisle Utd. |
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| 1970/1971 | F.A. Cup | 4th Round | Sat 23 Jan | Carlisle Utd. | 2 - 3 | Tottenham H. |
| League Cup | 4th Round | Wed 28 Oct | Aston Villa | 1 - 0 | Carlisle Utd. |
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| 1969/1970 | F.A. Cup | 5th Round | Sat 07 Feb | Carlisle Utd. | 1 - 2 | Middlesbrough |
| League Cup | Semi Final | Wed 03 Dec | West Brom. | 4 - 1 | Carlisle Utd. |
| West Bromwich Albion won 4-2 on aggregate |
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| 1968/1969 | F.A. Cup | 3rd Round | Sat 04 Jan | Chelsea | 2 - 0 | Carlisle Utd. |
| League Cup | 3rd Round | Tue 24 Sep | Carlisle Utd. | 0 - 3 | Leicester City |
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| 1967/1968 | F.A. Cup | 4th Round | Sat 17 Feb | Carlisle Utd. | 0 - 2 | Everton |
| League Cup | 2nd Round | Wed 13 Sep | Carlisle Utd. | 0 - 2 | Workington |
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| 1966/1967 | F.A. Cup | 4th Round | Sat 18 Feb | Ipswich Town | 2 - 0 | Carlisle Utd. |
| League Cup | Quarter Final | Wed 07 Dec | Q.P.R. | 2 - 1 | Carlisle Utd. |
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| 1965/1966 | F.A. Cup | 4th Round 2nd Replay | Mon 21 Feb | Shrewsbury Tn. | 4 - 3 | Carlisle Utd. |
| after extra time, 90 minutes 3-3; played at Deepdale, Preston North End |
| League Cup | 2nd Round | Tue 21 Sep | Charlton Ath. | 4 - 1 | Carlisle Utd. |
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| 1964/1965 | F.A. Cup | 1st Round | Sat 14 Nov | Crook Town | 1 - 0 | Carlisle Utd. |
| League Cup | 3rd Round | Wed 14 Oct | Chesterfield | 3 - 1 | Carlisle Utd. |
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| 1963/1964 | F.A. Cup | 5th Round | Sat 15 Feb | Preston N.E. | 1 - 0 | Carlisle Utd. |
| League Cup | 2nd Round | Wed 25 Sep | Man. City | 2 - 0 | Carlisle Utd. |
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| 1962/1963 | F.A. Cup | 3rd Round | Tue 29 Jan | Carlisle Utd. | 0 - 1 | Gravesend |
| League Cup | 3rd Round Replay | Wed 24 Oct | Norwich City | 5 - 0 | Carlisle Utd. |
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| 1961/1962 | F.A. Cup | 3rd Round | Mon 08 Jan | Wolves | 3 - 1 | Carlisle Utd. |
| League Cup | 1st Round Replay | Mon 25 Sep | Huddersfield | 3 - 0 | Carlisle Utd. |
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| 1960/1961 | F.A. Cup | 2nd Round | Sat 26 Nov | Port Vale | 2 - 1 | Carlisle Utd. |
| League Cup | 1st Round | Mon 10 Oct | Stockport Co. | 2 - 0 | Carlisle Utd. |
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| 1959/1960 | F.A. Cup | 1st Round Replay | Tue 17 Nov | Carlisle Utd. | 1 - 3 | Rochdale |
| after extra time, 90 minutes 1-1 |
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| 1958/1959 | F.A. Cup | 2nd Round Replay | Wed 10 Dec | Chesterfield | 1 - 0 | Carlisle Utd. |
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| 1957/1958 | F.A. Cup | 2nd Round Replay | Wed 11 Dec | Accrington S. | 3 - 2 | Carlisle Utd. |
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| 1956/1957 | F.A. Cup | 3rd Round Replay | Wed 09 Jan | Birmingham C. | 4 - 0 | Carlisle Utd. |
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| 1955/1956 | F.A. Cup | 1st Round 2nd Replay | Mon 28 Nov | Darlington | 3 - 1 | Carlisle Utd. |
| played at St. James' Park, Newcastle |
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| 1954/1955 | F.A. Cup | 2nd Round Replay | Wed 15 Dec | Watford | 4 - 1 | Carlisle Utd. |
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| 1953/1954 | F.A. Cup | 1st Round | Sat 21 Nov | Southport | 1 - 0 | Carlisle Utd. |
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| 1952/1953 | F.A. Cup | 1st Round | Sat 22 Nov | Scunthorpe U. | 1 - 0 | Carlisle Utd. |
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| 1951/1952 | F.A. Cup | 1st Round | Sat 24 Nov | Bradford City | 6 - 1 | Carlisle Utd. |
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| 1950/1951 | F.A. Cup | 3rd Round Replay | Thu 11 Jan | Carlisle Utd. | 1 - 4 | Arsenal |
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| 1949/1950 | F.A. Cup | 3rd Round | Sat 07 Jan | Carlisle Utd. | 2 - 5 | Leeds Utd. |
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| 1948/1949 | F.A. Cup | 1st Round | Sat 27 Nov | New Brighton | 1 - 0 | Carlisle Utd. |
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| 1947/1948 | F.A. Cup | 1st Round | Sat 29 Nov | Barrow | 3 - 2 | Carlisle Utd. |
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| 1946/1947 | F.A. Cup | 3rd Round | Sat 11 Jan | Sheff. Utd. | 3 - 0 | Carlisle Utd. |
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| 1945/1946 | F.A. Cup | 2nd Round | Sat 15 Dec | Carlisle Utd. | 3 - 4 | Barrow |
| Barrow won 8-5 on aggregate |
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| 1938/1939 | F.A. Cup | 1st Round | Sat 26 Nov | Walsall | 4 - 1 | Carlisle Utd. |
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| 1937/1938 | F.A. Cup | 1st Round | Sat 27 Nov | Tranmere Rvs. | 2 - 1 | Carlisle Utd. |
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| 1936/1937 | F.A. Cup | 3rd Round | Sat 16 Jan | Swansea Town | 1 - 0 | Carlisle Utd. |
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| 1935/1936 | F.A. Cup | 1st Round | Sat 30 Nov | Tranmere Rvs. | 3 - 0 | Carlisle Utd. |
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| 1934/1935 | F.A. Cup | 1st Round | Sat 24 Nov | Carlisle Utd. | 1 - 6 | Wigan Ath. |
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| 1933/1934 | F.A. Cup | 2nd Round | Sat 09 Dec | Carlisle Utd. | 1 - 2 | Cheltenham T. |
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| 1932/1933 | F.A. Cup | 2nd Round Replay | Thu 15 Dec | Hull City | 2 - 1 | Carlisle Utd. |
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| 1931/1932 | F.A. Cup | 2nd Round | Sat 12 Dec | Carlisle Utd. | 0 - 2 | Darlington |
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| 1930/1931 | F.A. Cup | 3rd Round | Sat 10 Jan | Bolton Wdrs. | 1 - 0 | Carlisle Utd. |
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| 1929/1930 | F.A. Cup | 3rd Round | Sat 11 Jan | Carlisle Utd. | 2 - 4 | Everton |
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| 1928/1929 | F.A. Cup | 2nd Round | Sat 08 Dec | Carlisle Utd. | 0 - 1 | Lincoln City |
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| 1927/1928 | F.A. Cup | 2nd Round | Sat 10 Dec | Wrexham | 1 - 0 | Carlisle Utd. |
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| 1926/1927 | F.A. Cup | 3rd Round | Sat 08 Jan | Carlisle Utd. | 0 - 2 | Wolves |
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| 1925/1926 | F.A. Cup |
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