| Season |
Competition |
Round Reached |
Date |
Home |
Score |
Away |
| 2012/2013 | F.A. Cup | 5th Round | Sat 16 Feb | Luton Town | 0 - 3 | Millwall |
| Trophy | 4th Round | Tue 29 Jan | Grimsby Town | 3 - 0 | Luton Town |
| 2011/2012 | F.A. Cup | 2nd Round | Sat 03 Dec | Luton Town | 2 - 4 | Cheltenham T. |
| Trophy | Semi Final | Sat 17 Mar | Luton Town | 1 - 1 | York City |
| York City won 2-1 on aggregate |
| 2010/2011 | F.A. Cup | 2nd Round Replay | Thu 09 Dec | Luton Town | 1 - 3 | Charlton Ath. |
| Trophy | Semi Final | Sat 19 Mar | Luton Town | 1 - 1 | Mansfield Town |
| after extra time, 90 minutes 1-0, Mansfield Town won 2-1 on aggregate |
| 2009/2010 | F.A. Cup | 3rd Round | Sat 02 Jan | Southampton | 1 - 0 | Luton Town |
| Trophy | 1st Round | Sat 12 Dec | Cambridge U. | 3 - 1 | Luton Town |
| 2008/2009 | F.A. Cup | 2nd Round | Sat 29 Nov | Southend Utd. | 3 - 1 | Luton Town |
| League Cup | 2nd Round | Tue 26 Aug | Reading | 5 - 1 | Luton Town |
| (Associate Members) | Final | Sun 05 Apr | Scunthorpe U. | 2 - 3 | Luton Town |
| after extra time, 90 minutes 2-2; played at Wembley |
| 2007/2008 | F.A. Cup | 3rd Round Replay | Tue 15 Jan | Liverpool | 5 - 0 | Luton Town |
| League Cup | 4th Round | Wed 31 Oct | Luton Town | 0 - 1 | Everton |
| after extra time |
| (Associate Members) | Southern 2nd Round | Tue 09 Oct | Gillingham | 4 - 3 | Luton Town |
| 2006/2007 | F.A. Cup | 4th Round | Sat 27 Jan | Luton Town | 0 - 4 | Blackburn R. |
| League Cup | 3rd Round | Tue 24 Oct | Everton | 4 - 0 | Luton Town |
| 2005/2006 | F.A. Cup | 3rd Round | Sat 07 Jan | Luton Town | 3 - 5 | Liverpool |
| League Cup | 2nd Round | Tue 20 Sep | Reading | 1 - 0 | Luton Town |
| 2004/2005 | F.A. Cup | 3rd Round | Sat 08 Jan | Luton Town | 0 - 2 | Brentford |
| League Cup | 1st Round | Tue 07 Sep | Boston Utd. | 4 - 3 | Luton Town |
| after extra time, 90 minutes 3-3 |
| (Associate Members) | Southern 1st Round | Tue 28 Sep | Swansea City | 2 - 0 | Luton Town |
| 2003/2004 | F.A. Cup | 4th Round | Sat 24 Jan | Luton Town | 0 - 1 | Tranmere Rvs. |
| League Cup | 2nd Round | Tue 23 Sep | Charlton Ath. | 4 - 4 | Luton Town |
| after extra time, 90 minutes 3-3, Charlton Athletic won 8-7 on penalties |
| (Associate Members) | Southern Quarter-Final | Tue 09 Dec | Southend Utd. | 3 - 0 | Luton Town |
| 2002/2003 | F.A. Cup | 2nd Round | Sat 07 Dec | Wigan Ath. | 3 - 0 | Luton Town |
| League Cup | 2nd Round | Wed 02 Oct | Aston Villa | 3 - 0 | Luton Town |
| (Associate Members) | Southern Quarter-Final | Tue 10 Dec | Luton Town | 1 - 2 | Cambridge U. |
| after extra time, 90 minutes 1-1, Cambridge United won on the golden goal rule |
| 2001/2002 | F.A. Cup | 1st Round | Sat 17 Nov | Southend Utd. | 3 - 2 | Luton Town |
| League Cup | 1st Round | Tue 21 Aug | Reading | 4 - 0 | Luton Town |
| (Associate Members) | Southern 2nd Round | Tue 30 Oct | Dag. & Red. | 3 - 2 | Luton Town |
| after extra time, 90 minutes 2-2, Dagenham & Redbridge won on golden goal rule |
| 2000/2001 | F.A. Cup | 3rd Round Replay | Wed 17 Jan | Q.P.R. | 2 - 1 | Luton Town |
| after extra time, 90 minutes 1-1 |
| League Cup | 2nd Round | Tue 26 Sep | Luton Town | 1 - 2 | Sunderland |
| Sunderland won 5-1 on aggregate |
| (Associate Members) | Southern 1st Round | Tue 05 Dec | Peterborough | 1 - 0 | Luton Town |
| 1999/2000 | F.A. Cup | 3rd Round Replay | Tue 21 Dec | Luton Town | 0 - 3 | Fulham |
| League Cup | 1st Round | Wed 25 Aug | Bristol Rvs. | 2 - 2 | Luton Town |
| Bristol Rovers won 4-2 on aggregate |
| (Associate Members) | Southern 1st Round | Tue 07 Dec | Oxford Utd. | 2 - 0 | Luton Town |
| 1998/1999 | F.A. Cup | 2nd Round | Sat 05 Dec | Luton Town | 1 - 2 | Hull City |
| League Cup | Quarter Final | Tue 01 Dec | Sunderland | 3 - 0 | Luton Town |
| (Associate Members) | Southern 2nd Round | Tue 05 Jan | Luton Town | 0 - 3 | Walsall |
| 1997/1998 | F.A. Cup | 1st Round | Sat 15 Nov | Luton Town | 0 - 1 | Torquay Utd. |
| League Cup | 2nd Round | Tue 23 Sep | West Brom. | 4 - 2 | Luton Town |
| West Bromwich Albion won 5-3 on aggregate |
| (Associate Members) | Southern Semi-Final | Tue 17 Feb | Bournemouth | 1 - 0 | Luton Town |
| 1996/1997 | F.A. Cup | 3rd Round Replay | Sat 25 Jan | Bolton Wdrs. | 6 - 2 | Luton Town |
| League Cup | 3rd Round Replay | Tue 12 Nov | Luton Town | 1 - 2 | Wimbledon |
| after extra time, 90 minutes 1-1 |
| (Associate Members) | Southern 2nd Round | Tue 04 Feb | Northampton | 1 - 0 | Luton Town |
| 1995/1996 | F.A. Cup | 3rd Round | Sat 06 Jan | Grimsby Town | 7 - 1 | Luton Town |
| League Cup | 1st Round | Tue 22 Aug | Bournemouth | 2 - 1 | Luton Town |
| after extra time, 90 minutes 1-1, Bournemouth won 3-2 on aggregate |
| 1994/1995 | F.A. Cup | 4th Round Replay | Wed 08 Feb | Southampton | 6 - 0 | Luton Town |
| League Cup | 1st Round | Tue 23 Aug | Fulham | 1 - 1 | Luton Town |
| after extra time, 90 minutes 1-1, aggregate 2-2, Fulham won 4-3 on penalties |
| 1993/1994 | F.A. Cup | Semi Final | Sat 09 Apr | Chelsea | 2 - 0 | Luton Town |
| played at Wembley |
| League Cup | 1st Round | Tue 24 Aug | Luton Town | 0 - 1 | Cambridge U. |
| Cambridge United won 2-0 on aggregate |
| 1992/1993 | F.A. Cup | 4th Round | Sat 23 Jan | Luton Town | 1 - 5 | Derby County |
| League Cup | 2nd Round | Tue 06 Oct | Plymouth Arg. | 3 - 2 | Luton Town |
| 1991/1992 | F.A. Cup | 3rd Round | Sat 04 Jan | Sheff. Utd. | 4 - 0 | Luton Town |
| League Cup | 2nd Round | Tue 08 Oct | Birmingham C. | 3 - 2 | Luton Town |
| Birmingham City won 5-4 on aggregate |
| 1990/1991 | F.A. Cup | 4th Round Replay | Wed 30 Jan | West Ham Utd. | 5 - 0 | Luton Town |
| League Cup | 2nd Round | Wed 10 Oct | Bradford City | 1 - 1 | Luton Town |
| after extra time, 90 minutes 1-1, aggregate 2-2, Bradford City won 5-4 on penalties |
| 1989/1990 | F.A. Cup | 3rd Round | Sat 06 Jan | Brighton & HA | 4 - 1 | Luton Town |
| League Cup | 3rd Round | Tue 24 Oct | Everton | 3 - 0 | Luton Town |
| 1988/1989 | F.A. Cup | 3rd Round | Sat 07 Jan | Millwall | 3 - 2 | Luton Town |
| League Cup | Final | Sun 09 Apr | Nottm. Forest | 3 - 1 | Luton Town |
| played at Wembley |
| 1987/1988 | F.A. Cup | Semi Final | Sat 09 Apr | Wimbledon | 2 - 1 | Luton Town |
| played at White Hart Lane |
| League Cup | Final | Sun 24 Apr | Luton Town | 3 - 2 | Arsenal |
| played at Wembley |
| 1986/1987 | F.A. Cup | 4th Round Replay | Wed 04 Feb | Q.P.R. | 2 - 1 | Luton Town |
