| Season |
Competition |
Round Reached |
Date |
Home |
Score |
Away |
| 2012/2013 | F.A. Cup | 5th Round | Sat 16 Feb | Milton Keynes | 1 - 3 | Barnsley |
| League Cup | 3rd Round | Tue 25 Sep | Milton Keynes | 0 - 2 | Sunderland |
| (Associate Members) | Southern 1st Round | Tue 04 Sep | Northampton | 1 - 0 | Milton Keynes |
| 2011/2012 | F.A. Cup | 3rd Round Replay | Tue 17 Jan | Q.P.R. | 1 - 0 | Milton Keynes |
| League Cup | 3rd Round | Tue 20 Sep | Burnley | 2 - 1 | Milton Keynes |
| (Associate Members) | Southern 1st Round | Tue 30 Aug | Milton Keynes | 3 - 3 | Brentford |
| Brentford won 4-3 on penalties |
| 2010/2011 | F.A. Cup | 1st Round Replay | Tue 16 Nov | Milton Keynes | 1 - 1 | Stevenage |
| after extra time, 90 minutes 1-1, Stevenage won 7-6 on penalties |
| League Cup | 3rd Round | Tue 21 Sep | Birmingham C. | 3 - 1 | Milton Keynes |
| (Associate Members) | Southern 2nd Round | Tue 05 Oct | Milton Keynes | 1 - 2 | Charlton Ath. |
| 2009/2010 | F.A. Cup | 3rd Round | Sat 02 Jan | Milton Keynes | 1 - 2 | Burnley |
| League Cup | 1st Round | Tue 11 Aug | Milton Keynes | 1 - 4 | Swindon Town |
| (Associate Members) | Southern Final | Tue 09 Feb | Southampton | 3 - 1 | Milton Keynes |
| Southampton won 4-1 on aggregate |
| 2008/2009 | F.A. Cup | 1st Round | Sat 08 Nov | Milton Keynes | 1 - 2 | Bradford City |
| League Cup | 2nd Round | Tue 26 Aug | Cardiff City | 2 - 1 | Milton Keynes |
| (Associate Members) | Southern 2nd Round | Tue 07 Oct | Milton Keynes | 0 - 1 | Bournemouth |
| 2007/2008 | F.A. Cup | 1st Round | Sat 10 Nov | Crewe Alex. | 2 - 1 | Milton Keynes |
| League Cup | 2nd Round | Tue 28 Aug | Milton Keynes | 2 - 3 | Sheff. Utd. |
| after extra time, 90 minutes 2-2 |
| (Associate Members) | Final | Sun 30 Mar | Milton Keynes | 2 - 0 | Grimsby Town |
| played at Wembley |
| 2006/2007 | F.A. Cup | 2nd Round | Sat 02 Dec | Milton Keynes | 0 - 2 | Blackpool |
| League Cup | 3rd Round | Wed 25 Oct | Milton Keynes | 0 - 5 | Tottenham H. |
| (Associate Members) | Southern 2nd Round | Wed 01 Nov | Brighton & HA | 4 - 1 | Milton Keynes |
| 2005/2006 | F.A. Cup | 3rd Round | Sat 07 Jan | Southampton | 4 - 3 | Milton Keynes |
| League Cup | 1st Round | Tue 23 Aug | Milton Keynes | 0 - 1 | Norwich City |
| after extra time, 90 minutes 0-0 |
| (Associate Members) | Southern Quarter-Final | Tue 20 Dec | Milton Keynes | 1 - 2 | Colchester U. |
| 2004/2005 | F.A. Cup | 3rd Round | Sat 08 Jan | Milton Keynes | 0 - 2 | Peterborough |
| League Cup | 2nd Round | Tue 21 Sep | Milton Keynes | 1 - 4 | Cardiff City |
| (Associate Members) | Southern 2nd Round | Tue 02 Nov | Bristol City | 2 - 1 | Milton Keynes |
| 2003/2004 | F.A. Cup | 4th Round | Sat 24 Jan | Birmingham C. | 1 - 0 | Wimbledon* |
| League Cup | 1st Round | Tue 12 Aug | Wycombe Wdrs. | 2 - 0 | Wimbledon* |
| 2002/2003 | F.A. Cup | 4th Round | Sat 25 Jan | Walsall | 1 - 0 | Wimbledon* |
| League Cup | 3rd Round | Tue 05 Nov | Wimbledon* | 1 - 3 | Rotherham U. |
| 2001/2002 | F.A. Cup | 3rd Round Replay | Tue 15 Jan | Middlesbrough | 2 - 0 | Wimbledon* |
| League Cup | 1st Round | Tue 21 Aug | Brighton & HA | 2 - 1 | Wimbledon* |
| 2000/2001 | F.A. Cup | 5th Round Replay | Tue 20 Feb | Wimbledon* | 2 - 2 | Wycombe Wdrs. |
| after extra time, 90 minutes 1-1, Wycombe Wanderers won 8-7 on penalties |
| League Cup | 4th Round | Wed 29 Nov | Man. City | 2 - 1 | Wimbledon* |
| 1999/2000 | F.A. Cup | 4th Round | Sat 08 Jan | Fulham | 3 - 0 | Wimbledon* |
| League Cup | Quarter Final | Tue 14 Dec | Bolton Wdrs. | 2 - 1 | Wimbledon* |
| 1998/1999 | F.A. Cup | 4th Round Replay | Tue 02 Feb | Tottenham H. | 3 - 0 | Wimbledon* |
| League Cup | Semi Final | Tue 16 Feb | Wimbledon* | 0 - 1 | Tottenham H. |
| Tottenham Hotspur won 1-0 on aggregate |
| 1997/1998 | F.A. Cup | 5th Round Replay | Wed 25 Feb | Wolves | 2 - 1 | Wimbledon* |
| League Cup | 3rd Round | Tue 14 Oct | Bolton Wdrs. | 2 - 0 | Wimbledon* |
| after extra time, 90 minutes 0-0 |
| 1996/1997 | F.A. Cup | Semi Final | Sun 13 Apr | Chelsea | 3 - 0 | Wimbledon* |
| played at Highbury |
| League Cup | Semi Final | Tue 11 Mar | Wimbledon* | 1 - 1 | Leicester City |
| aggregate 1-1, Leicester City won on away goals rule |
| 1995/1996 | F.A. Cup | 6th Round Replay | Wed 20 Mar | Wimbledon* | 1 - 3 | Chelsea |
| League Cup | 2nd Round | Tue 03 Oct | Charlton Ath. | 3 - 3 | Wimbledon* |
| after extra time, 90 minutes 2-3, Charlton Athletic won 8-7 on aggregate |
| 1994/1995 | F.A. Cup | 5th Round Replay | Tue 28 Feb | Wimbledon* | 0 - 2 | Liverpool |
| League Cup | 3rd Round | Tue 25 Oct | Wimbledon* | 0 - 1 | Crystal Palace |
| 1993/1994 | F.A. Cup | 5th Round | Sun 20 Feb | Wimbledon* | 0 - 3 | Man. Utd. |
| League Cup | Quarter Final | Tue 11 Jan | Wimbledon* | 1 - 2 | Sheff. Wed. |
| 1992/1993 | F.A. Cup | 5th Round | Sun 14 Feb | Tottenham H. | 3 - 2 | Wimbledon* |
| League Cup | 3rd Round Replay | Tue 10 Nov | Wimbledon* | 0 - 1 | Everton |
| 1991/1992 | F.A. Cup | 3rd Round Replay | Tue 14 Jan | Wimbledon* | 0 - 1 | Bristol City |
| League Cup | 2nd Round | Tue 08 Oct | Peterborough | 2 - 2 | Wimbledon* |
| Peterborough United won 4-3 on aggregate |
| 1990/1991 | F.A. Cup | 4th Round | Sat 26 Jan | Shrewsbury Tn. | 1 - 0 | Wimbledon* |
| League Cup | 2nd Round | Wed 10 Oct | Wimbledon* | 0 - 2 | Plymouth Arg. |
| Plymouth Argyle won 3-0 on aggregate |
| 1989/1990 | F.A. Cup | 3rd Round | Sat 06 Jan | West Brom. | 2 - 0 | Wimbledon* |
| League Cup | 4th Round | Wed 22 Nov | West Ham Utd. | 1 - 0 | Wimbledon* |
| 1988/1989 | F.A. Cup | 6th Round | Sun 19 Mar | Everton | 1 - 0 | Wimbledon* |
| League Cup | 4th Round Replay | Wed 14 Dec | Wimbledon* | 0 - 1 | Q.P.R. |
| Charity Shield | Final | Sat 20 Aug | Liverpool | 2 - 1 | Wimbledon* |
| played at Wembley |
| 1987/1988 | F.A. Cup | Final | Sat 14 May | Wimbledon* | 1 - 0 | Liverpool |
| played at Wembley |
| League Cup | 4th Round | Wed 18 Nov | Oxford Utd. | 2 - 1 | Wimbledon* |
| 1986/1987 | F.A. Cup | 6th Round | Sun 15 Mar | Wimbledon* | 0 - 2 | Tottenham H. |
| League Cup | 2nd Round | Tue 07 Oct | Wimbledon* | 2 - 2 | Cambridge U. |
| aggregate 3-3, Cambridge United won on away goals rule |
| * Milton Keynes Dons were formerly known as 'Wimbledon' |
