Littlewoods Challenge Cup
First Round
| FIRST LEG | ||
| Monday August 25th, 1986 | ||
Gillingham
Gillingham
|
1-0 | 
Northampton Town
Northampton Town
|
| Tuesday August 26th, 1986 | ||
AFC Bournemouth
Bournemouth
|
0-1 | 
Bristol City
Bristol City
|
Aldershot
Aldershot
|
1-3 | 
Fulham
Fulham
|
Blackpool
Blackpool
|
0-0 | 
Preston North End
Preston North End
|
Bury
Bury
|
2-1 | 
Bolton Wanderers
Bolton
|
Cardiff City
Cardiff City
|
5-4 | 
Plymouth Argyle
Plymouth Argyle
|
Chesterfield
Chesterfield
|
0-2 | 
Wrexham
Wrexham
|
Colchester United
Colchester United
|
0-0 | 
Peterborough United
Peterborough United
|
Doncaster Rovers
Doncaster Rovers
|
1-1 | 
Rotherham United
Rotherham United
|
Hartlepool United
Hartlepool United
|
1-1 | 
Middlesbrough
Middlesbrough
|
Huddersfield Town
Huddersfield Town
|
3-1 | 
Halifax Town
Halifax Town
|
Notts County
Notts County
|
1-3 | 
Port Vale
Port Vale
|
Orient
Orient
|
2-2 | 
Cambridge United
Cambridge
|
Rochdale
Rochdale
|
1-1 | 
Burnley
Burnley
|
Scunthorpe United
Scunthorpe United
|
2-0 | 
Darlington
Darlington
|
Shrewsbury Town
Shrewsbury Town
|
0-0 | 
Crewe Alexandra
Crewe Alexandra
|
Southend United
Southend United
|
1-0 | 
Brentford
Brentford
|
Stockport County
Stockport County
|
2-1 | 
Tranmere Rovers
Tranmere Rovers
|
Sunderland
Sunderland
|
2-4 | 
York City
York City
|
Swindon Town
Swindon
|
3-0 | 
Torquay United
Torquay United
|
Walsall
Walsall
|
1-0 | 
Mansfield Town
Mansfield Town
|
Wigan Athletic
Wigan Athletic
|
1-3 | 
Blackburn Rovers
Blackburn
|
Wolverhampton Wanderers
Wolves
|
1-2 | 
Lincoln City
Lincoln City
|
| Wednesday August 27th, 1986 | ||
Bristol Rovers
Bristol Rovers
|
1-2 | 
Reading
Reading
|
Derby County
Derby County
|
0-1 | 
Chester City
Chester
|
Exeter City
Exeter City
|
0-0 | 
Newport County
Newport County
|
Hereford United
Hereford United
|
3-3 | 
Swansea City
Swansea City
|
| Tuesday September 2nd, 1986 | ||
Carlisle United
Carlisle United
|
1-0 | 
Grimsby Town
Grimsby Town
|
| SECOND LEG | ||
|
Blackburn Rovers
Blackburn
|
2-0 Agg.5-1 |
Wigan Athletic
Wigan Athletic
|
|
Bolton Wanderers
Bolton
|
0-0 Agg.1-2 |
Bury
Bury
|
|
Brentford
Brentford
|
2-3 Agg.2-4 |
Southend United
Southend United
|
|
Bristol City
Bristol City
|
1-1 (AET) Agg.2-1 |
AFC Bournemouth
Bournemouth
|
|
Burnley
Burnley
|
1-3 Agg.2-4 |
Rochdale
Rochdale
|
|
Cambridge United
Cambridge
|
1-0 Agg.3-2 |
Orient
Orient
|
|
Crewe Alexandra
Crewe Alexandra
|
0-4 Agg.0-4 |
Shrewsbury Town
Shrewsbury Town
|
|
Darlington
Darlington
|
1-2 Agg.1-4 |
Scunthorpe United
Scunthorpe United
|
|
Halifax Town
Halifax Town
|
2-2 (AET) Agg.3-5 |
Huddersfield Town
Huddersfield Town
|
|
Lincoln City
Lincoln City
|
0-1 (AET) Agg.2-2 |
Wolverhampton Wanderers
Wolves
|
|
Mansfield Town
Mansfield Town
|
2-4 Agg.2-5 |
Walsall
Walsall
|
|
Middlesbrough
Middlesbrough
|
2-0 Agg.3-1 |
Hartlepool United
Hartlepool United
|
|
Newport County
Newport County
|
1-0 Agg.1-0 |
Exeter City
Exeter City
|
|
Plymouth Argyle
Plymouth Argyle
|
0-1 Agg.4-6 |
Cardiff City
Cardiff City
|
|
Preston North End
Preston North End
|
2-1 Agg.2-1 |
Blackpool
Blackpool
|
|
Rotherham United
Rotherham United
|
4-1 Agg.5-2 |
Doncaster Rovers
Doncaster Rovers
|
|
Swansea City
Swansea City
|
5-1 Agg.8-4 |
Hereford United
Hereford United
|
|
Torquay United
Torquay United
|
2-3 Agg.2-6 |
Swindon Town
Swindon
|
|
Tranmere Rovers
Tranmere Rovers
|
3-3 Agg.4-5 |
Stockport County
Stockport County
|
|
Wrexham
Wrexham
|
2-2 Agg.4-2 |
Chesterfield
Chesterfield
|
|
York City
York City
|
1-3 (AET) Agg.5-5 |
Sunderland
Sunderland
|
| Wednesday September 3rd, 1986 | ||
|
Chester City
Chester
|
1-2 (AET) Agg.2-2 |
Derby County
Derby County
|
|
Fulham
Fulham
|
2-0 Agg.5-1 |
Aldershot
Aldershot
|
|
Northampton Town
Northampton Town
|
2-2 Agg.2-3 |
Gillingham
Gillingham
|
|
Peterborough United
Peterborough United
|
2-0 Agg.2-0 |
Colchester United
Colchester United
|
|
Port Vale
Port Vale
|
4-1 Agg.7-2 |
Notts County
Notts County
|
|
Reading
Reading
|
4-0 Agg.6-1 |
Bristol Rovers
Bristol Rovers
|
| Tuesday September 9th, 1986 | ||
|
Grimsby Town
Grimsby Town
|
2-0 Agg.2-1 |
Carlisle United
Carlisle United
|
Second Round
| FIRST LEG | ||
| Tuesday September 23rd, 1986 | ||
Arsenal
Arsenal
|
2-0 |
Huddersfield Town
Huddersfield Town
|
Barnsley
Barnsley
|
2-3 | 
Tottenham Hotspur
Tottenham
|
Bradford City
Bradford
|
2-0 | 
Newcastle United
Newcastle United
|
|
Bristol City
Bristol City
|
2-2 | 
Sheffield United
Sheffield United
|
|
Cambridge United
Cambridge
|
1-1 | 
Wimbledon
Wimbledon
|
Charlton Athletic
Charlton Athletic
|
3-1 |
Lincoln City
Lincoln City
|
Coventry City
Coventry City
|
3-2 |
Rotherham United
Rotherham United
|
Hull City
Hull City
|
1-0 |
Grimsby Town
Grimsby Town
|
Liverpool
Liverpool
|
10-0 |
Fulham
Fulham
|
|
Middlesbrough
Middlesbrough
|
2-2 | 
Birmingham City
Birmingham
|
Oldham Athletic
Oldham Athletic
|
3-2 | 
Leeds United
Leeds United
|
|
Preston North End
Preston North End
|
1-1 | 
West Ham United
West Ham United
|
Queens Park Rangers
Q.P.R.
|
2-1 |
Blackburn Rovers
Blackburn
|
|
Scunthorpe United
Scunthorpe United
|
1-2 | 
Ipswich Town
Ipswich Town
|
Sheffield Wednesday
Sheffield Wednesday
|
3-0 |
Stockport County
Stockport County
|
|
Shrewsbury Town
Shrewsbury Town
|
2-1 | 
Stoke City
Stoke City
|
Southampton
Southampton
|
3-0 |
Swindon Town
Swindon
|
|
Southend United
Southend United
|
0-0 | 
Manchester City
Man City
|
|
Swansea City
Swansea City
|
0-2 | 
Leicester City
Leicester City
|
Watford
Watford
|
1-1 |
Rochdale
Rochdale
|
|
York City
York City
|
1-0 | 
Chelsea
Chelsea
|
| Wednesday September 24th, 1986 | ||
Brighton and Hove Albion
Brighton
|
0-0 | 
Nottingham Forest
Nottingham Forest
|
Crystal Palace
Crystal Palace
|
0-0 |
Bury
Bury
|
|
Derby County
Derby County
|
4-1 | 
West Bromwich Albion
West Bromwich Albion
|
Everton
Everton
|
4-0 |
Newport County
Newport County
|
Manchester United
Man Utd
|
2-0 |
Port Vale
Port Vale
|
Oxford United
Oxford United
|
6-0 |
Gillingham
Gillingham
|
|
Peterborough United
Peterborough United
|
0-0 | 
Norwich City
Norwich City
|
|
Reading
Reading
|
1-1 | 
Aston Villa
Aston Villa
|
|
Wrexham
Wrexham
|
1-2 | 
Portsmouth
Portsmouth
|
| Tuesday October 7th, 1986 | ||
|
Walsall
Walsall
|
0-1 | 
Millwall
Millwall
|
| SECOND LEG | ||
| Monday October 6th, 1986 | ||
|
Stockport County
Stockport County
|
0-7 Agg.0-10 |
Sheffield Wednesday
Sheffield Wednesday
|
| Tuesday October 7th, 1986 | ||
|
Birmingham City
Birmingham
|
3-2 (AET) Agg.5-4 |
Middlesbrough
Middlesbrough
|
|
Blackburn Rovers
Blackburn
|
2-2 Agg.3-4 |
Queens Park Rangers
Q.P.R.
|
|
Bury
Bury
|
0-1 Agg.0-1 |
Crystal Palace
Crystal Palace
|
|
Fulham
Fulham
|
2-3 Agg.2-13 |
Liverpool
Liverpool
|
|
Gillingham
Gillingham
|
1-1 Agg.1-7 |
Oxford United
Oxford United
|
|
Grimsby Town
Grimsby Town
|
1-1 Agg.1-2 |
Hull City
Hull City
|
|
Huddersfield Town
Huddersfield Town
|
1-1 Agg.1-3 |
Arsenal
Arsenal
|
|
Ipswich Town
Ipswich Town
|
2-0 Agg.4-1 |
Scunthorpe United
Scunthorpe United
|
|
Newport County
Newport County
|
1-5 Agg.1-9 |
Everton
Everton
|
|
Port Vale
Port Vale
|
2-5 Agg.2-7 |
Manchester United
Man Utd
|
|
Portsmouth
Portsmouth
|
2-0 Agg.4-1 |
Wrexham
Wrexham
|
|
Rochdale
Rochdale
|
1-2 Agg.2-3 |
Watford
Watford
|
|
Rotherham United
Rotherham United
|
0-1 Agg.2-4 |
Coventry City
Coventry City
|
|
Sheffield United
Sheffield United
|
3-0 Agg.5-2 |
Bristol City
Bristol City
|
|
West Bromwich Albion
West Bromwich Albion
|
0-1 Agg.1-5 |
Derby County
Derby County
|
|
West Ham United
West Ham United
|
4-1 Agg.5-2 |
Preston North End
Preston North End
|
|
Wimbledon
Wimbledon
|
2-2 (AET) Agg.3-3 |
Cambridge United
Cambridge
|
| Wednesday October 8th, 1986 | ||
|
Aston Villa
Aston Villa
|
4-1 Agg.5-2 |
Reading
Reading
|
|
Chelsea
Chelsea
|
3-0 Agg.3-1 |
York City
York City
|
|
Leeds United
Leeds United
|
0-1 Agg.2-4 |
Oldham Athletic
Oldham Athletic
|
|
Leicester City
Leicester City
|
4-2 Agg.6-2 |
Swansea City
Swansea City
|
|
Lincoln City
Lincoln City
|
0-1 Agg.1-4 |
Charlton Athletic
Charlton Athletic
|
|
Manchester City
Man City
|
2-1 Agg.2-1 |
Southend United
Southend United
|
|
Newcastle United
Newcastle United
|
1-0 Agg.1-2 |
Bradford City
Bradford
|
|
Norwich City
Norwich City
|
1-0 Agg.1-0 |
Peterborough United
Peterborough United
|
|
Nottingham Forest
Nottingham Forest
|
3-0 Agg.3-0 |
Brighton and Hove Albion
Brighton
|
|
Stoke City
Stoke City
|
0-0 Agg.1-2 |
Shrewsbury Town
Shrewsbury Town
|
|
Swindon Town
Swindon
|
0-0 Agg.0-3 |
Southampton
Southampton
|
|
Tottenham Hotspur
Tottenham
|
5-3 Agg.8-5 |
Barnsley
Barnsley
|
| Tuesday October 14th, 1986 | ||
|
Millwall
Millwall
|
3-2 Agg.4-2 |
Walsall
Walsall
|
Third Round
| Tuesday October 28th, 1986 | ||
|
Arsenal
Arsenal
|
3-1 |
Manchester City
Man City
|
|
Cambridge United
Cambridge
|
1-0 |
Ipswich Town
Ipswich Town
|
|
Cardiff City
Cardiff City
|
2-1 |
Chelsea
Chelsea
|
|
Charlton Athletic
Charlton Athletic
|
1-0 |
Queens Park Rangers
Q.P.R.
|
|
Coventry City
Coventry City
|
2-1 |
Oldham Athletic
Oldham Athletic
|
|
Everton
Everton
|
4-0 |
Sheffield Wednesday
Sheffield Wednesday
|
|
Shrewsbury Town
Shrewsbury Town
|
1-0 |
Hull City
Hull City
|
| Wednesday October 29th, 1986 | ||
|
Bradford City
Bradford
|
3-0 |
Portsmouth
Portsmouth
|
|
Crystal Palace
Crystal Palace
|
2-2 |
Nottingham Forest
Nottingham Forest
|
|
Derby County
Derby County
|
1-1 |
Aston Villa
Aston Villa
|
|
Liverpool
Liverpool
|
4-1 |
Leicester City
Leicester City
|
|
Manchester United
Man Utd
|
0-0 |
Southampton
Southampton
|
|
Norwich City
Norwich City
|
4-1 |
Millwall
Millwall
|
|
Oxford United
Oxford United
|
3-1 |
Sheffield United
Sheffield United
|
|
Tottenham Hotspur
Tottenham
|
5-0 |
Birmingham City
Birmingham
|
|
Watford
Watford
|
2-3 |
West Ham United
West Ham United
|
| REPLAY | ||
| Tuesday November 4th, 1986 | ||
|
Aston Villa
Aston Villa
|
2-1 |
Derby County
Derby County
|
|
Southampton
Southampton
|
4-1 |
Manchester United
Man Utd
|
| Wednesday November 5th, 1986 | ||
|
Nottingham Forest
Nottingham Forest
|
1-0 |
Crystal Palace
Crystal Palace
|
Fourth Round
| Tuesday November 18th, 1986 | ||
|
Arsenal
Arsenal
|
2-0 |
Charlton Athletic
Charlton Athletic
|
|
Shrewsbury Town
Shrewsbury Town
|
1-0 |
Cardiff City
Cardiff City
|
|
Southampton
Southampton
|
2-1 |
Aston Villa
Aston Villa
|
|
West Ham United
West Ham United
|
1-0 |
Oxford United
Oxford United
|
| Wednesday November 19th, 1986 | ||
|
Bradford City
Bradford
|
0-5 |
Nottingham Forest
Nottingham Forest
|
|
Coventry City
Coventry City
|
0-0 |
Liverpool
Liverpool
|
|
Norwich City
Norwich City
|
1-4 |
Everton
Everton
|
| Wednesday November 26th, 1986 | ||
|
Cambridge United
Cambridge
|
1-3 |
Tottenham Hotspur
Tottenham
|
| REPLAY | ||
|
Liverpool
Liverpool
|
3-1 |
Coventry City
Coventry City
|
Quarter Final
| Wednesday January 21st, 1987 | ||
|
Arsenal
Arsenal
|
2-0 |
Nottingham Forest
Nottingham Forest
|
|
Everton
Everton
|
0-1 |
Liverpool
Liverpool
|
| Tuesday January 27th, 1987 | ||
|
Southampton
Southampton
|
1-0 |
Shrewsbury Town
Shrewsbury Town
|
|
West Ham United
West Ham United
|
1-1 |
Tottenham Hotspur
Tottenham
|
| REPLAY | ||
| Monday February 2nd, 1987 | ||
|
Tottenham Hotspur
Tottenham
|
5-0 |
West Ham United
West Ham United
|
Semi Final
| FIRST LEG | ||
| Sunday February 8th, 1987 | ||
|
Arsenal
Arsenal
|
0-1 |
Tottenham Hotspur
Tottenham
|
| Wednesday February 11th, 1987 | ||
|
Southampton
Southampton
|
0-0 |
Liverpool
Liverpool
|
| SECOND LEG | ||
| Wednesday February 25th, 1987 | ||
|
Liverpool
Liverpool
|
3-0 Agg.3-0 |
Southampton
Southampton
|
| Sunday March 1st, 1987 | ||
|
Tottenham Hotspur
Tottenham
|
1-2 (AET) Agg.2-2 |
Arsenal
Arsenal
|
| REPLAY | ||
| Wednesday March 4th, 1987 | ||
|
Tottenham Hotspur
Tottenham
|
1-2 |
Arsenal
Arsenal
|
Final
| Sunday April 5th, 1987 | ||
|
Arsenal
Arsenal
|
2-1 |
Liverpool
Liverpool
|