| Season | Competition |
Round Reached | Date |
Home | |
Away |
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| 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 Section 2nd Round | Tue 09 Oct | Milton Keynes | 3 - 1 | Peterborough |
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| 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 Section Quarter-Final | Wed 29 Nov | Bristol Rvs. | 1 - 0 | Peterborough |
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| 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 Section Quarter-Final | Tue 13 Dec | Swansea City | 3 - 1 | Peterborough |
| after extra time, 90 minutes 0-0 |
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| 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 Section 1st Round | Wed 29 Sep | Bristol City | 1 - 0 | Peterborough |
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| 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 Section Quarter-Final | Tue 09 Dec | Northampton | 2 - 1 | Peterborough |
| after extra time, 90 minutes 1-1, Northampton Town won on silver goal rule |
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| 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 Section 1st Round | Tue 22 Oct | Leyton Orient | 3 - 2 | Peterborough |
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| 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 Section 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 |
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| 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 |
| (Associate Members) | Southern Section 2nd Round | Tue 09 Jan | Peterborough | 1 - 3 | Barnet |
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| 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 Section 2nd Round | Tue 11 Jan | Peterborough | 0 - 1 | Brentford |
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| 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 Section 2nd Round | Tue 05 Jan | Bournemouth | 5 - 1 | Peterborough |
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| 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 Section Semi-Final | Tue 17 Feb | Peterborough | 1 - 2 | Walsall |
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| 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 Section 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 |
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| 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 Section Semi-Final | Tue 13 Feb | Peterborough | 0 - 1 | Bristol Rvs. |
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| 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 Section 1st Round | Tue 29 Nov | Hereford Utd. | 2 - 0 | Peterborough |
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| 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 |
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| 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 |
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| 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 Section Final | Wed 15 Apr | Peterborough | 0 - 1 | Stoke City |
| Stoke City won 4-3 on aggregate |
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| 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 Section Preliminary Round Group Two | Tue 27 Nov | Wrexham | 3 - 3 | Peterborough |
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| 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 Section 1st Round | Wed 10 Jan | Peterborough | 0 - 1 | Hereford Utd. |
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| 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 Section Preliminary Round Group Seven | Wed 21 Dec | Peterborough | 0 - 2 | Northampton |
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| 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 Section Quarter-Final | Tue 09 Feb | Wolves | 4 - 0 | Peterborough |
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| 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 Section Preliminary Round Group Six | Wed 03 Dec | Peterborough | 3 - 3 | Aldershot |
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| 1985/1986 | F.A. Cup | 5th Round Replay | Mon 03 Mar | Brighton & HA | 1 - 0 | Peterborough |
| League Cup | 1st Round | Tue 03 Sep | Northampton | 2 - 0 | Peterborough |
| Northampton Town won 2-0 on aggregate |
| (Associate Members) | Southern Section Preliminary Round Group Five | Thu 17 Apr | Peterborough | 2 - 0 | Aldershot |
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| 1984/1985 | F.A. Cup | 2nd Round | Sat 08 Dec | Dagenham | 1 - 0 | Peterborough |
| League Cup | 1st Round | Wed 05 Sep | Peterborough | 2 - 2 | Sheff. Utd. |
| Sheffield United won 3-2 on aggregate |
| (Associate Members) | Southern Section 1st Round | Tue 05 Feb | Cambridge U. | 2 - 0 | Peterborough |
| Cambridge United won 3-2 on aggregate |
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| 1983/1984 | F.A. Cup | 1st Round | Sat 19 Nov | Oxford Utd. | 2 - 0 | Peterborough |
| League Cup | 2nd Round | Wed 26 Oct | Peterborough | 1 - 2 | Stoke City |
| Stoke City won 2-1 on aggregate |
| (Associate Members) | Southern Section 1st Round | Tue 21 Feb | Wrexham | 3 - 2 | Peterborough |
| after extra time, 90 minutes 2-2 |
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| 1982/1983 | F.A. Cup | 3rd Round | Sat 08 Jan | Luton Town | 3 - 0 | Peterborough |
| League Cup | 2nd Round | Tue 26 Oct | Crystal Palace | 2 - 1 | Peterborough |
| Crystal Palace won 4-1 on aggregate |
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| 1981/1982 | F.A. Cup | 3rd Round | Wed 06 Jan | Peterborough | 0 - 1 | Bristol City |
| League Cup | 1st Round | Tue 15 Sep | Barnsley | 6 - 0 | Peterborough |
| Barnsley won 9-2 on aggregate |
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| 1980/1981 | F.A. Cup | 5th Round | Sat 14 Feb | Peterborough | 0 - 1 | Man. City |
| League Cup | 2nd Round | Wed 03 Sep | Peterborough | 1 - 1 | Nottm. Forest |
| Nottingham Forest won 4-1 on aggregate |
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| 1979/1980 | F.A. Cup | 1st Round | Sat 24 Nov | Peterborough | 1 - 2 | Bournemouth |
| League Cup | 3rd Round Replay | Tue 02 Oct | Bristol City | 4 - 0 | Peterborough |
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| 1978/1979 | F.A. Cup | 1st Round | Sat 25 Nov | Southend Utd. | 3 - 2 | Peterborough |
| League Cup | 4th Round | Tue 07 Nov | Brighton & HA | 1 - 0 | Peterborough |
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| 1977/1978 | F.A. Cup | 3rd Round Replay | Wed 11 Jan | Newcastle Utd. | 2 - 0 | Peterborough |
| League Cup | 3rd Round | Tue 25 Oct | Bolton Wdrs. | 3 - 1 | Peterborough |
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| 1976/1977 | F.A. Cup | 2nd Round | Tue 14 Dec | Northwich Vic. | 4 - 0 | Peterborough |
| League Cup | 2nd Round Replay | Tue 07 Sep | Peterborough | 1 - 2 | Fulham |
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| 1975/1976 | F.A. Cup | 4th Round | Sat 24 Jan | Man. Utd. | 3 - 1 | Peterborough |
| League Cup | 4th Round | Tue 11 Nov | Middlesbrough | 3 - 0 | Peterborough |
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| 1974/1975 | F.A. Cup | 5th Round Replay | Tue 18 Feb | Middlesbrough | 2 - 0 | Peterborough |
| League Cup | 1st Round | Tue 20 Aug | Charlton Ath. | 4 - 0 | Peterborough |
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| 1973/1974 | F.A. Cup | 4th Round | Sat 26 Jan | Peterborough | 1 - 4 | Leeds Utd. |
| League Cup | 1st Round Replay | Tue 04 Sep | Scunthorpe U. | 2 - 1 | Peterborough |
| (Invitation) Cup | 1st Round | Sat 11 Aug | Peterborough | 1 - 2 | Bristol City |
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| 1972/1973 | F.A. Cup | 3rd Round | Sat 13 Jan | Peterborough | 0 - 1 | Derby County |
| League Cup | 1st Round | Wed 16 Aug | Oxford Utd. | 4 - 0 | Peterborough |
| (Invitation) Cup | Semi Final | Wed 02 Aug | Peterborough | 0 - 4 | Sheff. Utd. |
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| 1971/1972 | F.A. Cup | 3rd Round | Sat 15 Jan | Peterborough | 0 - 2 | Ipswich Town |
| League Cup | 1st Round | Tue 17 Aug | Charlton Ath. | 5 - 1 | Peterborough |
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| 1970/1971 | F.A. Cup | 2nd Round | Sat 12 Dec | Wigan Ath. | 2 - 1 | Peterborough |
| League Cup | 1st Round | Wed 19 Aug | Watford | 2 - 0 | Peterborough |
| (Invitation) Cup | 1st Round | Sat 01 Aug | Peterborough | 0 - 4 | Hull City |
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| 1969/1970 | F.A. Cup | 4th Round | Sat 24 Jan | Gillingham | 5 - 1 | Peterborough |
| League Cup | 1st Round Replay | Tue 19 Aug | Luton Town | 5 - 2 | Peterborough |
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| 1968/1969 | F.A. Cup | 1st Round | Sat 16 Nov | Bristol Rvs. | 3 - 1 | Peterborough |
| League Cup | 4th Round | Wed 16 Oct | Tottenham H. | 1 - 0 | Peterborough |
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| 1967/1968 | F.A. Cup | 3rd Round | Sat 27 Jan | Peterborough | 0 - 1 | Portsmouth |
| League Cup | 1st Round | Wed 23 Aug | Northampton | 3 - 2 | Peterborough |
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| 1966/1967 | F.A. Cup | 4th Round | Sat 18 Feb | Sunderland | 7 - 1 | Peterborough |
| League Cup | 2nd Round Replay | Mon 26 Sep | Peterborough | 0 - 2 | Northampton |
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| 1965/1966 | F.A. Cup | 2nd Round | Sat 04 Dec | Shrewsbury Tn. | 3 - 2 | Peterborough |
| League Cup | Semi Final | Wed 15 Dec | Peterborough | 2 - 4 | West Brom. |
| West Bromwich Albion won 6-3 on aggregate |
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| 1964/1965 | F.A. Cup | 6th Round | Sat 06 Mar | Chelsea | 5 - 1 | Peterborough |
| League Cup | 2nd Round Replay | Thu 08 Oct | Peterborough | 0 - 2 | Leicester City |
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| 1963/1964 | F.A. Cup | 1st Round Replay | Tue 19 Nov | Watford | 2 - 1 | Peterborough |
| after extra time, 90 minutes ?-? |
| League Cup | 2nd Round | Wed 25 Sep | Millwall | 3 - 2 | Peterborough |
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| 1962/1963 | F.A. Cup | 3rd Round | Mon 04 Feb | Derby County | 2 - 0 | Peterborough |
| League Cup | 2nd Round | Mon 24 Sep | Aston Villa | 6 - 1 | Peterborough |
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| 1961/1962 | F.A. Cup | 4th Round | Sat 27 Jan | Peterborough | 1 - 3 | Sheff. Utd. |
| League Cup | 1st Round | Mon 11 Sep | Peterborough | 1 - 3 | Blackburn R. |
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| 1960/1961 | F.A. Cup | 4th Round Replay | Wed 01 Feb | Aston Villa | 2 - 1 | Peterborough |
| League Cup | 1st Round | Tue 11 Oct | Preston N.E. | 4 - 1 | Peterborough |
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| 1959/1960 | F.A. Cup | 4th Round | Sat 30 Jan | Sheff. Wed. | 2 - 0 | Peterborough |
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| 1958/1959 | F.A. Cup | 3rd Round Replay | Sat 24 Jan | Peterborough | 0 - 1 | Fulham |
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| 1957/1958 | F.A. Cup | 1st Round Replay | Wed 20 Nov | Torquay Utd. | 1 - 0 | Peterborough |
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| 1956/1957 | F.A. Cup | 4th Round | Sat 26 Jan | Huddersfield | 3 - 1 | Peterborough |
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| 1955/1956 | F.A. Cup | 2nd Round Replay | Thu 15 Dec | Peterborough | 1 - 2 | Swindon Town |
| after extra time, 90 minutes ?-? |
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| 1953/1954 | F.A. Cup | 3rd Round | Sat 09 Jan | Cardiff City | 3 - 1 | Peterborough |
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| 1952/1953 | F.A. Cup | 2nd Round | Sat 06 Dec | Peterborough | 0 - 1 | Bristol Rvs. |
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| 1948/1949 | F.A. Cup | 1st Round | Sat 27 Nov | Peterborough | 0 - 1 | Torquay Utd. |
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| 1946/1947 | F.A. Cup | 2nd Round 2nd Replay | Mon 23 Dec | Northampton | 8 - 1 | Peterborough |
| played at neutral ground |
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| 1938/1939 | F.A. Cup | 1st Round | Sat 26 Nov | Bristol Rvs. | 4 - 1 | Peterborough |
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| 1936/1937 | F.A. Cup | 1st Round | Sat 28 Nov | Dartford | 3 - 0 | Peterborough |
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