| Season |
Competition |
Round Reached |
Date |
Home |
Score |
Away |
| 2012/2013 | F.A. Cup | 1st Round Replay | Tue 13 Nov | Bradford City | 3 - 3 | Northampton |
| after extra time, 90 minutes 2-2, Bradford City won 4-2 on penalties |
| League Cup | 2nd Round | Thu 30 Aug | Northampton | 1 - 3 | Wolves |
| (Associate Members) | Southern Quarter-Final | Wed 05 Dec | Northampton | 0 - 3 | Leyton Orient |
| 2011/2012 | F.A. Cup | 1st Round | Sat 12 Nov | Luton Town | 1 - 0 | Northampton |
| League Cup | 2nd Round | Tue 23 Aug | Northampton | 0 - 4 | Wolves |
| (Associate Members) | Northern 1st Round | Tue 30 Aug | Northampton | 1 - 2 | Huddersfield |
| 2010/2011 | F.A. Cup | 2nd Round | Sat 27 Nov | Sheff. Wed. | 3 - 2 | Northampton |
| League Cup | 4th Round | Tue 26 Oct | Ipswich Town | 3 - 1 | Northampton |
| (Associate Members) | Northern 1st Round | Tue 31 Aug | Hartlepool U. | 4 - 0 | Northampton |
| 2009/2010 | F.A. Cup | 2nd Round | Sat 28 Nov | Northampton | 2 - 3 | Southampton |
| League Cup | 1st Round | Tue 11 Aug | Southampton | 2 - 0 | Northampton |
| (Associate Members) | Southern Quarter-Final | Tue 10 Nov | Milton Keynes | 3 - 1 | Northampton |
| 2008/2009 | F.A. Cup | 1st Round Replay | Mon 17 Nov | Northampton | 2 - 5 | Leeds Utd. |
| League Cup | 3rd Round | Tue 23 Sep | Sunderland | 2 - 2 | Northampton |
| after extra time, 90 minutes 2-2, Sunderland won 4-3 on penalties |
| (Associate Members) | Southern 1st Round | Tue 02 Sep | Northampton | 0 - 1 | Brighton & HA |
| 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 1st Round | Tue 04 Sep | Luton Town | 2 - 0 | Northampton |
| 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 1st Round | Tue 17 Oct | Northampton | 0 - 0 | Brentford |
| no extra time played, Brentford won 4-2 on penalties |
| 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 2nd Round | Wed 23 Nov | Colchester U. | 3 - 2 | Northampton |
| after extra time, 90 minutes 2-2 |
| 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 Quarter-Final | Tue 30 Nov | Northampton | 0 - 2 | Southend Utd. |
| 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 Semi-Final | Tue 20 Jan | Northampton | 2 - 3 | Colchester U. |
| after extra time, 90 minutes 2-2, Colchester United won on silver goal rule |
| 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 2nd Round | Tue 12 Nov | Northampton | 2 - 4 | Cambridge U. |
| 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 2nd Round | Tue 30 Oct | Northampton | 0 - 1 | Barnet |
| 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 1st Round | Tue 05 Dec | Millwall | 4 - 1 | Northampton |
| 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 2nd Round | Tue 11 Jan | Northampton | 0 - 0 | Bristol Rvs. |
| after extra time, 90 minutes 0-0, Bristol Rovers won 5-3 on penalties |
| 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 2nd Round | Tue 05 Jan | Cambridge U. | 3 - 2 | Northampton |
| 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 Quarter-Final | Tue 27 Jan | Peterborough | 2 - 1 | Northampton |
| 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 Semi-Final | Tue 18 Feb | Colchester U. | 2 - 1 | Northampton |
| 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 Quarter-Final | Tue 09 Jan | Hereford Utd. | 1 - 0 | Northampton |
| 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 1st Round | Tue 29 Nov | Northampton | 0 - 1 | Swansea City |
| 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 1st Round | Wed 01 Dec | Reading | 4 - 1 | Northampton |
| 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 Quarter-Final | Tue 02 Feb | Port Vale | 4 - 2 | Northampton |
| 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 1st Round | Tue 14 Jan | Barnet | 3 - 2 | Northampton |
| 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 1st Round | Tue 19 Feb | Torquay Utd. | 2 - 0 | Northampton |
| 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 1st Round | Wed 17 Jan | Southend Utd. | 2 - 1 | Northampton |
| 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 Quarter-Final | Tue 21 Feb | Wolves | 3 - 1 | Northampton |
| after extra time, 90 minutes 0-0 |
| 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 Preliminary Round Group One | Wed 28 Oct | Northampton | 1 - 0 | Brentford |
| 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 1st Round | Mon 26 Jan | Fulham | 3 - 2 | Northampton |
