| Season | Competition |
Round Reached | Date |
Home | |
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| 2007/2008 | F.A. Cup | 2nd Round Replay | Tue 11 Dec | Walsall | 1 - 0 | Northampton |
| League Cup | 2nd Round | Wed 29 Aug | Middlesbrough | 2 - 0 | Northampton |
| (Associate Members) | Southern Section 1st Round | Tue 04 Sep | Luton Town | 2 - 0 | Northampton |
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| 2006/2007 | F.A. Cup | 2nd Round | Sat 02 Dec | Barnet | 4 - 1 | Northampton |
| League Cup | 1st Round | Tue 22 Aug | Q.P.R. | 3 - 2 | Northampton |
| (Associate Members) | Southern Section 1st Round | Tue 17 Oct | Northampton | 0 - 0 | Brentford |
| no extra time played, Brentford won 4-2 on penalties |
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| 2005/2006 | F.A. Cup | 3rd Round | Sat 07 Jan | Crystal Palace | 4 - 1 | Northampton |
| League Cup | 2nd Round | Tue 20 Sep | Norwich City | 2 - 0 | Northampton |
| (Associate Members) | Southern Section 2nd Round | Wed 23 Nov | Colchester U. | 3 - 2 | Northampton |
| after extra time, 90 minutes 2-2 |
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| 2004/2005 | F.A. Cup | 3rd Round | Sat 08 Jan | Northampton | 1 - 3 | Southampton |
| League Cup | 2nd Round | Wed 22 Sep | Northampton | 0 - 3 | Southampton |
| (Associate Members) | Southern Section Quarter-Final | Tue 30 Nov | Northampton | 0 - 2 | Southend Utd. |
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| 2003/2004 | F.A. Cup | 4th Round | Sun 25 Jan | Northampton | 0 - 3 | Man. Utd. |
| League Cup | 2nd Round | Tue 23 Sep | Portsmouth | 5 - 2 | Northampton |
| (Associate Members) | Southern Section Semi-Final | Tue 20 Jan | Northampton | 2 - 3 | Colchester U. |
| after extra time, 90 minutes 2-2, Colchester United won on silver goal rule |
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| 2002/2003 | F.A. Cup | 2nd Round Replay | Tue 17 Dec | Northampton | 0 - 1 | Cambridge U. |
| League Cup | 1st Round | Tue 10 Sep | Northampton | 0 - 1 | Wigan Ath. |
| (Associate Members) | Southern Section 2nd Round | Tue 12 Nov | Northampton | 2 - 4 | Cambridge U. |
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| 2001/2002 | F.A. Cup | 2nd Round | Sun 09 Dec | Canvey Island | 1 - 0 | Northampton |
| League Cup | 2nd Round | Tue 11 Sep | Middlesbrough | 3 - 1 | Northampton |
| (Associate Members) | Southern Section 2nd Round | Tue 30 Oct | Northampton | 0 - 1 | Barnet |
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| 2000/2001 | F.A. Cup | 2nd Round | Sat 09 Dec | Rotherham U. | 1 - 0 | Northampton |
| League Cup | 1st Round | Tue 05 Sep | Fulham | 4 - 1 | Northampton |
| (Associate Members) | Southern Section 1st Round | Tue 05 Dec | Millwall | 4 - 1 | Northampton |
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| 1999/2000 | F.A. Cup | 1st Round | Sat 30 Oct | Shrewsbury Tn. | 2 - 1 | Northampton |
| League Cup | 1st Round | Tue 24 Aug | Fulham | 3 - 1 | Northampton |
| Fulham won 5-2 on aggregate |
| (Associate Members) | Southern Section 2nd Round | Tue 11 Jan | Northampton | 0 - 0 | Bristol Rvs. |
| after extra time, 90 minutes 0-0, Bristol Rovers won 5-3 on penalties |
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| 1998/1999 | F.A. Cup | 2nd Round | Sat 05 Dec | Yeovil Town | 2 - 0 | Northampton |
| League Cup | 3rd Round | Tue 27 Oct | Northampton | 1 - 3 | Tottenham H. |
| (Associate Members) | Southern Section 2nd Round | Tue 05 Jan | Cambridge U. | 3 - 2 | Northampton |
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| 1997/1998 | F.A. Cup | 3rd Round | Sat 03 Jan | Leicester City | 4 - 0 | Northampton |
| League Cup | 1st Round | Wed 27 Aug | Millwall | 2 - 1 | Northampton |
| after extra time, 90 minutes 2-1, aggregate 3-3, Millwal won 2-0 on penalties |
| (Associate Members) | Southern Section Quarter-Final | Tue 27 Jan | Peterborough | 2 - 1 | Northampton |
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| 1996/1997 | F.A. Cup | 1st Round | Sun 17 Nov | Northampton | 0 - 1 | Watford |
| League Cup | 2nd Round | Tue 24 Sep | Northampton | 1 - 2 | Stoke City |
| Stoke City won 3-1 on aggregate |
| (Associate Members) | Southern Section Semi-Final | Tue 18 Feb | Colchester U. | 2 - 1 | Northampton |
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| 1995/1996 | F.A. Cup | 2nd Round | Sat 02 Dec | Oxford Utd. | 2 - 0 | Northampton |
| League Cup | 1st Round | Tue 22 Aug | Northampton | 2 - 4 | West Brom. |
| West Bromwich Albion won 5-3 on aggregate |
| (Associate Members) | Southern Section Quarter-Final | Tue 09 Jan | Hereford Utd. | 1 - 0 | Northampton |
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| 1994/1995 | F.A. Cup | 1st Round | Sat 12 Nov | Peterborough | 4 - 0 | Northampton |
| League Cup | 1st Round | Tue 06 Sep | Northampton | 0 - 1 | Bournemouth |
| Bournemouth won 3-0 on aggregate |
| (Associate Members) | Southern Section 1st Round | Tue 29 Nov | Northampton | 0 - 1 | Swansea City |
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| 1993/1994 | F.A. Cup | 1st Round | Sat 13 Nov | Northampton | 1 - 2 | Bromsgrove |
| League Cup | 1st Round | Tue 07 Sep | Northampton | 0 - 2 | Reading |
| Reading won 5-0 on aggregate |
| (Associate Members) | Southern Section 1st Round | Wed 01 Dec | Reading | 4 - 1 | Northampton |
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| 1992/1993 | F.A. Cup | 3rd Round | Tue 12 Jan | Northampton | 0 - 1 | Rotherham U. |
| League Cup | 1st Round | Wed 09 Sep | Northampton | 0 - 2 | Gillingham |
| Gillingham won 4-1 on aggregate |
| (Associate Members) | Southern Section Quarter-Final | Tue 02 Feb | Port Vale | 4 - 2 | Northampton |
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| 1991/1992 | F.A. Cup | 1st Round | Sat 16 Nov | Crawley Town | 4 - 2 | Northampton |
| League Cup | 1st Round | Tue 10 Sep | Northampton | 2 - 0 | Leyton Orient |
| Leyton Orient won 5-2 on aggregate |
| (Associate Members) | Southern Section 1st Round | Tue 14 Jan | Barnet | 3 - 2 | Northampton |
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| 1990/1991 | F.A. Cup | 2nd Round Replay | Wed 12 Dec | Northampton | 0 - 1 | Barnet |
| League Cup | 2nd Round | Wed 10 Oct | Sheff. Utd. | 2 - 1 | Northampton |
| Sheffield United won 3-1 on aggregate |
| (Associate Members) | Southern Section 1st Round | Tue 19 Feb | Torquay Utd. | 2 - 0 | Northampton |
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| 1989/1990 | F.A. Cup | 4th Round | Sat 27 Jan | Rochdale | 3 - 0 | Northampton |
| League Cup | 1st Round | Tue 05 Sep | Northampton | 0 - 2 | Mansfield Town |
| Mansfield Town won 3-1 on aggregate |
| (Associate Members) | Southern Section 1st Round | Wed 17 Jan | Southend Utd. | 2 - 1 | Northampton |
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| 1988/1989 | F.A. Cup | 1st Round | Sat 19 Nov | Swansea City | 3 - 1 | Northampton |
| League Cup | 2nd Round | Tue 11 Oct | Charlton Ath. | 2 - 1 | Northampton |
| Charlton Athletic won 3-2 on aggregate |
| (Associate Members) | Southern Section Quarter-Final | Tue 21 Feb | Wolves | 3 - 1 | Northampton |
| after extra time, 90 minutes 0-0 |
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| 1987/1988 | F.A. Cup | 2nd Round | Sat 05 Dec | Northampton | 1 - 2 | Brighton & HA |
| League Cup | 2nd Round | Wed 07 Oct | Northampton | 2 - 4 | Ipswich Town |
| Ipswich Town won 5-3 on aggregate |
| (Associate Members) | Southern Section Preliminary Round Group One | Wed 28 Oct | Northampton | 1 - 0 | Brentford |
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| 1986/1987 | F.A. Cup | 3rd Round | Wed 21 Jan | Newcastle Utd. | 2 - 1 | Northampton |
| League Cup | 1st Round | Wed 03 Sep | Northampton | 2 - 2 | Gillingham |
| Gillingham won 3-2 on aggregate |
| (Associate Members) | Southern Section 1st Round | Mon 26 Jan | Fulham | 3 - 2 | Northampton |
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| 1985/1986 | F.A. Cup | 1st Round | Sat 16 Nov | Gillingham | 3 - 0 | Northampton |
| League Cup | 2nd Round | Tue 08 Oct | Northampton | 0 - 2 | Oxford Utd. |
| Oxford United won 4-1 on aggregate |
| (Associate Members) | Southern Section Quarter-Final | Thu 27 Mar | Bristol City | 3 - 2 | Northampton |
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| 1984/1985 | F.A. Cup | 2nd Round Replay | Mon 17 Dec | Northampton | 0 - 2 | Brentford |
| League Cup | 1st Round | Tue 04 Sep | Northampton | 0 - 0 | Crystal Palace |
| Crystal Palace won 1-0 on aggregate |
| (Associate Members) | Southern Section 1st Round | Tue 05 Feb | Northampton | 1 - 2 | Port Vale |
| after extra time, 90 minutes 1-1, Port Vale won 3-2 on aggregate |
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| 1983/1984 | F.A. Cup | 2nd Round Replay | Wed 14 Dec | Telford Utd. | 3 - 2 | Northampton |
| League Cup | 1st Round | Tue 13 Sep | Northampton | 1 - 2 | Millwall |
| Millwall won 5-1 on aggregate |
| (Associate Members) | Southern Section 1st Round | Tue 21 Feb | Walsall | 3 - 1 | Northampton |
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| 1982/1983 | F.A. Cup | 3rd Round | Sat 08 Jan | Northampton | 0 - 1 | Aston Villa |
| League Cup | 2nd Round | Tue 26 Oct | Blackpool | 2 - 1 | Northampton |
| Blackpool won 3-2 on aggregate |
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| 1981/1982 | F.A. Cup | 2nd Round | Tue 15 Dec | Bristol City | 3 - 0 | Northampton |
| League Cup | 3rd Round | Wed 11 Nov | Man. City | 3 - 1 | Northampton |
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| 1980/1981 | F.A. Cup | 1st Round | Sat 22 Nov | Northampton | 1 - 4 | Peterborough |
| League Cup | 1st Round | Wed 13 Aug | Reading | 2 - 3 | Northampton |
| Reading won 4-3 on aggregate |
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| 1979/1980 | F.A. Cup | 1st Round | Sat 24 Nov | Hereford Utd. | 1 - 0 | Northampton |
| League Cup | 3rd Round | Tue 25 Sep | Northampton | 0 - 1 | Brighton & HA |
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| 1978/1979 | F.A. Cup | 1st Round | Sat 25 Nov | Portsmouth | 2 - 0 | Northampton |
| League Cup | 3rd Round | Tue 03 Oct | Northampton | 1 - 3 | Stoke City |
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| 1977/1978 | F.A. Cup | 2nd Round | Sat 17 Dec | Northampton | 0 - 2 | Enfield |
| League Cup | 2nd Round | Tue 30 Aug | Ipswich Town | 5 - 0 | Northampton |
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| 1976/1977 | F.A. Cup | 1st Round | Sat 20 Nov | Leatherhead | 2 - 0 | Northampton |
| League Cup | 2nd Round | Tue 31 Aug | Northampton | 0 - 1 | Huddersfield |
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| 1975/1976 | F.A. Cup | 1st Round | Sat 22 Nov | Brentford | 2 - 0 | Northampton |
| League Cup | 1st Round | Wed 27 Aug | Northampton | 1 - 1 | Watford |
| Watford won 3-1 on aggregate |
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| 1974/1975 | F.A. Cup | 2nd Round | Sat 14 Dec | Rotherham U. | 2 - 1 | Northampton |
| League Cup | 2nd Round Replay | Wed 18 Sep | Blackburn R. | 1 - 0 | Northampton |
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| 1973/1974 | F.A. Cup | 2nd Round | Sat 15 Dec | Northampton | 1 - 2 | Bristol Rvs. |
| League Cup | 1st Round | Tue 28 Aug | Grimsby Town | 2 - 1 | Northampton |
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| 1972/1973 | F.A. Cup | 1st Round | Sat 18 Nov | Peterborough | 1 - 0 | Northampton |
| League Cup | 1st Round | Tue 15 Aug | Northampton | 0 - 3 | Charlton Ath. |
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| 1971/1972 | F.A. Cup | 2nd Round 2nd Replay | Mon 20 Dec | Hereford Utd. | 2 - 1 | Northampton |
| after extra time, 90 minutes ?-?; played at neutral ground |
| League Cup | 1st Round | Wed 18 Aug | Watford | 2 - 0 | Northampton |
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| 1970/1971 | F.A. Cup | 1st Round Replay | Tue 24 Nov | Northampton | 1 - 2 | Hereford Utd. |
| League Cup | 3rd Round Replay | Tue 13 Oct | Aston Villa | 3 - 0 | Northampton |
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| 1969/1970 | F.A. Cup | 5th Round | Sat 07 Feb | Northampton | 2 - 8 | Man. Utd. |
| League Cup | 1st Round | Wed 13 Aug | Oxford Utd. | 2 - 0 | Northampton |
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| 1968/1969 | F.A. Cup | 3rd Round | Sat 04 Jan | Bolton Wdrs. | 2 - 1 | Northampton |
| League Cup | 1st Round Replay | Wed 21 Aug | Crewe Alex. | 1 - 0 | Northampton |
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| 1967/1968 | F.A. Cup | 1st Round | Sat 09 Dec | Bournemouth & Boscombe Ath. | 2 - 0 | Northampton |
| League Cup | 3rd Round Replay | Mon 16 Oct | Millwall | 5 - 1 | Northampton |
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| 1966/1967 | F.A. Cup | 3rd Round | Sat 28 Jan | Northampton | 1 - 3 | West Brom. |
| League Cup | Quarter Final | Wed 07 Dec | Northampton | 1 - 2 | West Brom. |
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| 1965/1966 | F.A. Cup | 3rd Round | Sat 22 Jan | Northampton | 1 - 2 | Nottm. Forest |
| League Cup | 3rd Round | Wed 13 Oct | Fulham | 5 - 0 | Northampton |
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| 1964/1965 | F.A. Cup | 3rd Round | Sat 09 Jan | Chelsea | 4 - 1 | Northampton |
| League Cup | Quarter Final | Wed 25 Nov | Plymouth Arg. | 1 - 0 | Northampton |
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| 1963/1964 | F.A. Cup | 3rd Round | Sat 04 Jan | Sunderland | 2 - 0 | Northampton |
| League Cup | 3rd Round | Mon 04 Nov | Colchester U. | 4 - 1 | Northampton |
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| 1962/1963 | F.A. Cup | 1st Round | Sat 03 Nov | Northampton | 1 - 2 | Torquay Utd. |
| League Cup | 3rd Round Replay | Mon 29 Oct | Preston N.E. | 2 - 1 | Northampton |
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| 1961/1962 | F.A. Cup | 3rd Round | Sat 06 Jan | Port Vale | 3 - 1 | Northampton |
| League Cup | 1st Round | Wed 13 Sep | Luton Town | 2 - 1 | Northampton |
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| 1960/1961 | F.A. Cup | 3rd Round | Sat 07 Jan | Luton Town | 4 - 0 | Northampton |
| League Cup | 2nd Round Replay | Tue 25 Oct | Wrexham | 2 - 0 | Northampton |
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| 1959/1960 | F.A. Cup | 1st Round | Sat 14 Nov | Torquay Utd. | 7 - 1 | Northampton |
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| 1958/1959 | F.A. Cup | 2nd Round | Sat 06 Dec | Tooting & M. | 2 - 1 | Northampton |
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| 1957/1958 | F.A. Cup | 4th Round | Sat 25 Jan | Liverpool | 3 - 1 | Northampton |
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| 1956/1957 | F.A. Cup | 1st Round | Sat 17 Nov | Southampton | 2 - 0 | Northampton |
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| 1955/1956 | F.A. Cup | 3rd Round | Sat 07 Jan | Northampton | 1 - 2 | Blackburn R. |
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| 1954/1955 | F.A. Cup | 1st Round | Sat 20 Nov | Northampton | 0 - 1 | Coventry City |
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| 1953/1954 | F.A. Cup | 2nd Round Replay | Wed 16 Dec | Hartlepools | 1 - 0 | Northampton |
| after extra time, 90 minutes 0-0 |
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| 1952/1953 | F.A. Cup | 2nd Round | Sat 06 Dec | Swindon Town | 2 - 0 | Northampton |
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| 1951/1952 | F.A. Cup | 1st Round | Sat 24 Nov | Norwich City | 3 - 2 | Northampton |
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| 1950/1951 | F.A. Cup | 4th Round | Sat 27 Jan | Arsenal | 3 - 2 | Northampton |
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| 1949/1950 | F.A. Cup | 5th Round | Sat 11 Feb | Derby County | 4 - 2 | Northampton |
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| 1948/1949 | F.A. Cup | 2nd Round | Sat 11 Dec | Mansfield Town | 2 - 1 | Northampton |
| after extra time, 90 minutes ?-? |
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| 1947/1948 | F.A. Cup | 2nd Round Replay | Sat 20 Dec | Torquay Utd. | 2 - 0 | Northampton |
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| 1946/1947 | F.A. Cup | 3rd Round | Sat 11 Jan | Northampton | 1 - 2 | Preston N.E. |
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| 1945/1946 | F.A. Cup | 3rd Round | Mon 07 Jan | Millwall | 3 - 0 | Northampton |
| Millwall won 5-2 on aggregate |
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| 1938/1939 | F.A. Cup | 1st Round | Sat 26 Nov | Watford | 4 - 1 | Northampton |
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| 1937/1938 | F.A. Cup | 1st Round | Sat 27 Nov | Northampton | 1 - 2 | Cardiff City |
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| 1936/1937 | F.A. Cup | 1st Round | Sat 28 Nov | Walthamstow Av | 6 - 1 | Northampton |
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| 1935/1936 | F.A. Cup | 1st Round Replay | Wed 04 Dec | Bristol Rvs. | 3 - 1 | Northampton |
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| 1934/1935 | F.A. Cup | 3rd Round | Sat 12 Jan | Northampton | 0 - 2 | Bolton Wdrs. |
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| 1933/1934 | F.A. Cup | 5th Round | Sat 17 Feb | Preston N.E. | 4 - 0 | Northampton |
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| 1932/1933 | F.A. Cup | 2nd Round | Sat 10 Dec | Northampton | 0 - 1 | Doncaster Rvs. |
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| 1931/1932 | F.A. Cup | 4th Round | Sat 23 Jan | Bradford P.A. | 4 - 2 | Northampton |
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| 1930/1931 | F.A. Cup | 1st Round | Sat 29 Nov | Northampton | 1 - 2 | Coventry City |
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| 1929/1930 | F.A. Cup | 3rd Round | Sat 11 Jan | Blackburn R. | 4 - 1 | Northampton |
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| 1928/1929 | F.A. Cup | 3rd Round 2nd Replay | Mon 21 Jan | Millwall | 2 - 0 | Northampton |
| played at Highbury |
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| 1927/1928 | F.A. Cup | 3rd Round Replay | Thu 19 Jan | Northampton | 0 - 3 | Sunderland |
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| 1926/1927 | F.A. Cup | 2nd Round | Sat 11 Dec | Exeter City | 1 - 0 | Northampton |
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| 1925/1926 | F.A. Cup | 3rd Round Replay | Wed 13 Jan | Crystal Palace | 2 - 1 | Northampton |
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| 1924/1925 | F.A. Cup | 1st Round | Sat 10 Jan | Tottenham H. | 3 - 0 | Northampton |
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| 1923/1924 | F.A. Cup | 1st Round 2nd Replay | Mon 21 Jan | Halifax Town | 4 - 2 | Northampton |
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| 1921/1922 | F.A. Cup | 2nd Round Replay | Thu 02 Feb | Stoke | 3 - 0 | Northampton |
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| 1920/1921 | F.A. Cup | 1st Round Replay | Wed 12 Jan | Southampton | 4 - 1 | Northampton |
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| 1914/1915 | F.A. Cup | 2nd Round | Sat 30 Jan | Hull City | 2 - 1 | Northampton |
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| 1913/1914 | F.A. Cup | 1st Round | Sat 10 Jan | Derby County | 1 - 0 | Northampton |
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| 1912/1913 | F.A. Cup | 1st Round | Sat 18 Jan | Blackburn R. | 7 - 2 | Northampton |
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| 1911/1912 | F.A. Cup | 3rd Round | Sat 24 Feb | Fulham | 2 - 1 | Northampton |
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| 1910/1911 | F.A. Cup | 2nd Round Replay | Wed 08 Feb | Northampton | 0 - 1 | Newcastle Utd. |
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| 1909/1910 | F.A. Cup | 2nd Round Replay | Wed 09 Feb | Nottm. Forest | 1 - 0 | Northampton |
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| 1908/1909 | F.A. Cup | 1st Round Replay | Wed 20 Jan | Derby County | 4 - 2 | Northampton |
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| 1907/1908 | F.A. Cup | 1st Round | Sat 11 Jan | Northampton | 0 - 1 | Bristol Rvs. |
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| 1906/1907 | F.A. Cup | 1st Round | Sat 12 Jan | Middlesbrough | 4 - 2 | Northampton |
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| 1905/1906 | |
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