| Season |
Competition |
Round Reached |
Date |
Home |
Score |
Away |
| 2012/2013 | F.A. Cup | 3rd Round | Sat 05 Jan | Peterborough | 0 - 3 | Norwich City |
| League Cup | 2nd Round | Tue 28 Aug | Reading | 3 - 2 | Peterborough |
| 2011/2012 | F.A. Cup | 3rd Round | Sun 08 Jan | Peterborough | 0 - 2 | Sunderland |
| League Cup | 2nd Round | Wed 24 Aug | Peterborough | 0 - 2 | Middlesbrough |
| 2010/2011 | F.A. Cup | 3rd Round | Sat 08 Jan | Fulham | 6 - 2 | Peterborough |
| League Cup | 3rd Round | Tue 21 Sep | Peterborough | 1 - 3 | Swansea City |
| (Associate Members) | Northern 2nd Round | Tue 05 Oct | Huddersfield | 3 - 2 | Peterborough |
| 2009/2010 | F.A. Cup | 3rd Round | Sat 02 Jan | Tottenham H. | 4 - 0 | Peterborough |
| League Cup | 4th Round | Tue 27 Oct | Blackburn R. | 5 - 2 | Peterborough |
| 2008/2009 | F.A. Cup | 3rd Round Replay | Tue 13 Jan | Peterborough | 0 - 2 | West Brom. |
| League Cup | 1st Round | Tue 12 Aug | Bristol City | 2 - 1 | Peterborough |
| (Associate Members) | Southern 2nd Round | Tue 07 Oct | Peterborough | 0 - 1 | Dag. & Red. |
| 2007/2008 | F.A. Cup | 4th Round | Sat 26 Jan | Peterborough | 0 - 3 | West Brom. |
| League Cup | 2nd Round | Tue 28 Aug | Peterborough | 0 - 2 | West Brom. |
| (Associate Members) | Southern 2nd Round | Tue 09 Oct | Milton Keynes | 3 - 1 | Peterborough |
| 2006/2007 | F.A. Cup | 3rd Round Replay | Tue 16 Jan | Plymouth Arg. | 2 - 1 | Peterborough |
| League Cup | 2nd Round | Tue 19 Sep | Peterborough | 1 - 2 | Everton |
| (Associate Members) | Southern Quarter-Final | Wed 29 Nov | Bristol Rvs. | 1 - 0 | Peterborough |
| 2005/2006 | F.A. Cup | 1st Round Replay | Wed 16 Nov | Burton Albion | 1 - 0 | Peterborough |
| League Cup | 1st Round | Tue 23 Aug | Plymouth Arg. | 2 - 1 | Peterborough |
| (Associate Members) | Southern Quarter-Final | Tue 13 Dec | Swansea City | 3 - 1 | Peterborough |
| after extra time, 90 minutes 0-0 |
| 2004/2005 | F.A. Cup | 4th Round | Sat 29 Jan | Nottm. Forest | 1 - 0 | Peterborough |
| League Cup | 1st Round | Tue 24 Aug | Peterborough | 0 - 3 | Milton Keynes |
| (Associate Members) | Southern 1st Round | Wed 29 Sep | Bristol City | 1 - 0 | Peterborough |
| 2003/2004 | F.A. Cup | 3rd Round | Sat 03 Jan | Coventry City | 2 - 0 | Peterborough |
| League Cup | 1st Round | Wed 13 Aug | Coventry City | 2 - 0 | Peterborough |
| (Associate Members) | Southern Quarter-Final | Tue 09 Dec | Northampton | 2 - 1 | Peterborough |
| after extra time, 90 minutes 1-1, Northampton Town won on silver goal rule |
| 2002/2003 | F.A. Cup | 1st Round | Sat 16 Nov | Rochdale | 3 - 2 | Peterborough |
| League Cup | 1st Round | Tue 10 Sep | Portsmouth | 2 - 0 | Peterborough |
| (Associate Members) | Southern 1st Round | Tue 22 Oct | Leyton Orient | 3 - 2 | Peterborough |
| 2001/2002 | F.A. Cup | 4th Round | Sun 27 Jan | Peterborough | 2 - 4 | Newcastle Utd. |
| League Cup | 2nd Round | Tue 11 Sep | Peterborough | 2 - 2 | Coventry City |
| after extra time, 90 minutes 2-2, Coventry City won 4-2 on penalties |
| (Associate Members) | Southern Quarter-Final | Tue 04 Dec | Bristol City | 2 - 1 | Peterborough |
| after extra time, 90 minutes 1-1, Bristol City won on the golden goal rule |
| 2000/2001 | F.A. Cup | 3rd Round | Sat 06 Jan | Chelsea | 5 - 0 | Peterborough |
| League Cup | 1st Round | Tue 05 Sep | Peterborough | 2 - 2 | Luton Town |
| after extra time, 90 minutes 2-2, aggregate 2-2, Luton Town won on away goals rule |
| (Associate Members) | Southern 2nd Round | Tue 09 Jan | Peterborough | 1 - 3 | Barnet |
| 1999/2000 | F.A. Cup | 1st Round Replay | Tue 09 Nov | Brighton & HA | 3 - 0 | Peterborough |
| League Cup | 1st Round | Tue 24 Aug | Peterborough | 1 - 2 | Reading |
| Reading won 2-1 on aggregate |
| (Associate Members) | Southern 2nd Round | Tue 11 Jan | Peterborough | 0 - 1 | Brentford |
| 1998/1999 | F.A. Cup | 1st Round | Sat 14 Nov | Wrexham | 1 - 0 | Peterborough |
| League Cup | 1st Round | Wed 26 Aug | Reading | 2 - 0 | Peterborough |
| Reading won 3-1 on aggregate |
| (Associate Members) | Southern 2nd Round | Tue 05 Jan | Bournemouth | 5 - 1 | Peterborough |
| 1997/1998 | F.A. Cup | 3rd Round | Tue 13 Jan | Peterborough | 0 - 2 | Walsall |
| League Cup | 2nd Round | Tue 23 Sep | Peterborough | 0 - 2 | Reading |
| Reading won 2-0 on aggregate |
| (Associate Members) | Southern Semi-Final | Tue 17 Feb | Peterborough | 1 - 2 | Walsall |
| 1996/1997 | F.A. Cup | 4th Round | Tue 04 Feb | Peterborough | 2 - 4 | Wrexham |
| League Cup | 2nd Round | Wed 25 Sep | Peterborough | 1 - 4 | Southampton |
| Southampton won 6-1 on aggregate |
| (Associate Members) | Southern Final | Tue 18 Mar | Colchester U. | 3 - 0 | Peterborough |
| after extra time, 90 minutes 2-0, Colchester United won 3-2 on aggregate due to the golden goal rule |
| 1995/1996 | F.A. Cup | 4th Round | Tue 06 Feb | Huddersfield | 2 - 0 | Peterborough |
| League Cup | 2nd Round | Tue 03 Oct | Peterborough | 1 - 1 | Aston Villa |
| Aston Villa won 7-1 on aggregate |
| (Associate Members) | Southern Semi-Final | Tue 13 Feb | Peterborough | 0 - 1 | Bristol Rvs. |
| 1994/1995 | F.A. Cup | 2nd Round | Sat 03 Dec | Peterborough | 0 - 2 | Cambridge U. |
| League Cup | 1st Round | Tue 23 Aug | Peterborough | 0 - 1 | Oxford Utd. |
| Oxford United won 4-1 on aggregate |
| (Associate Members) | Southern 1st Round | Tue 29 Nov | Hereford Utd. | 2 - 0 | Peterborough |
| 1993/1994 | F.A. Cup | 3rd Round Replay | Wed 19 Jan | Tottenham H. | 1 - 1 | Peterborough |
| after extra time, 90 minutes 1-1, Tottenham Hotspur won 5-4 on penalties |
| League Cup | 4th Round Replay | Wed 15 Dec | Portsmouth | 1 - 0 | Peterborough |
| 1992/1993 | F.A. Cup | 2nd Round | Wed 09 Dec | Plymouth Arg. | 3 - 2 | Peterborough |
| League Cup | 2nd Round | Tue 06 Oct | Peterborough | 2 - 1 | Leicester City |
| 1991/1992 | F.A. Cup | 2nd Round Replay | Tue 17 Dec | Reading | 1 - 0 | Peterborough |
| League Cup | Quarter Final Replay | Wed 12 Feb | Middlesbrough | 1 - 0 | Peterborough |
| (Associate Members) | Southern Final | Wed 15 Apr | Peterborough | 0 - 1 | Stoke City |
| Stoke City won 4-3 on aggregate |
| 1990/1991 | F.A. Cup | 3rd Round | Sat 05 Jan | Port Vale | 2 - 1 | Peterborough |
| League Cup | 2nd Round | Tue 09 Oct | Peterborough | 1 - 1 | Q.P.R. |
| Queens Park Rangers won 4-2 on aggregate |
| (Associate Members) | Southern Preliminary Round Group Two | Tue 27 Nov | Wrexham | 3 - 3 | Peterborough |
| 1989/1990 | F.A. Cup | 2nd Round | Sat 09 Dec | Swansea City | 3 - 1 | Peterborough |
| League Cup | 1st Round | Tue 29 Aug | Aldershot | 6 - 2 | Peterborough |
| Aldershot won 6-4 on aggregate |
| (Associate Members) | Southern 1st Round | Wed 10 Jan | Peterborough | 0 - 1 | Hereford Utd. |
| 1988/1989 | F.A. Cup | 2nd Round Replay | Wed 14 Dec | Brentford | 3 - 2 | Peterborough |
| League Cup | 2nd Round | Wed 12 Oct | Leeds Utd. | 3 - 1 | Peterborough |
| Leeds United won 5-2 on aggregate |
| (Associate Members) | Southern Preliminary Round Group Seven | Wed 21 Dec | Peterborough | 0 - 2 | Northampton |
| 1987/1988 | F.A. Cup | 2nd Round | Sat 05 Dec | Peterborough | 1 - 3 | Sutton Utd. |
| League Cup | 3rd Round Replay | Wed 04 Nov | Reading | 1 - 0 | Peterborough |
| (Associate Members) | Southern Quarter-Final | Tue 09 Feb | Wolves | 4 - 0 | Peterborough |
| 1986/1987 | F.A. Cup | 1st Round | Sun 16 Nov | Northampton | 3 - 0 | Peterborough |
| League Cup | 2nd Round | Wed 08 Oct | Norwich City | 1 - 0 | Peterborough |
| Norwich City won 1-0 on aggregate |
| (Associate Members) | Southern Preliminary Round Group Six | Wed 03 Dec | Peterborough | 3 - 3 | Aldershot |
