Football League Cup
First Round
| Tuesday August 13th, 1968 | ||
Bournemouth and Boscombe Athletic
Bournemouth
|
1-6 | 
Southend United
Southend United
|
Bradford (Park Avenue)
Bradford (PA)
|
0-3 | 
Darlington
Darlington
|
Bristol City
Bristol City
|
2-0 | 
Newport County
Newport County
|
Bristol Rovers
Bristol Rovers
|
0-2 | 
Swansea Town
Swansea Town
|
Bury
Bury
|
1-1 | 
Stockport County
Stockport County
|
Chester
Chester
|
0-0 | 
Tranmere Rovers
Tranmere Rovers
|
Colchester United
Colchester United
|
2-0 | 
Reading
Reading
|
Derby County
Derby County
|
3-0 | 
Chesterfield
Chesterfield
|
Scunthorpe United
Scunthorpe United
|
2-1 | 
Rotherham United
Rotherham United
|
Swindon Town
Swindon
|
2-1 | 
Torquay United
Torquay United
|
Walsall
Walsall
|
2-0 | 
Shrewsbury Town
Shrewsbury Town
|
| Wednesday August 14th, 1968 | ||
Aldershot
Aldershot
|
2-4 | 
Brentford
Brentford
|
Bradford City
Bradford
|
3-2 | 
Hartlepool
Hartlepool
|
Brighton and Hove Albion
Brighton
|
2-0 | 
Oxford United
Oxford United
|
Doncaster Rovers
Doncaster Rovers
|
0-0 | 
Peterborough United
Peterborough United
|
Gillingham
Gillingham
|
2-2 | 
Orient
Orient
|
Grimsby Town
Grimsby Town
|
0-0 | 
Notts County
Notts County
|
Halifax Town
Halifax Town
|
0-3 | 
Hull City
Hull City
|
Lincoln City
Lincoln City
|
2-1 | 
Mansfield Town
Mansfield Town
|
Luton Town
Luton Town
|
3-0 | 
Watford
Watford
|
Northampton Town
Northampton Town
|
1-1 | 
Crewe Alexandra
Crewe Alexandra
|
Plymouth Argyle
Plymouth Argyle
|
0-0 | 
Exeter City
Exeter City
|
Preston North End
Preston North End
|
1-1 | 
Oldham Athletic
Oldham Athletic
|
Southport
Southport
|
2-2 | 
Barrow
Barrow
|
Workington
Workington
|
2-1 | 
Rochdale
Rochdale
|
Wrexham
Wrexham
|
2-0 | 
Port Vale
Port Vale
|
York City
York City
|
3-4 | 
Barnsley
Barnsley
|
| REPLAY | ||
| Monday August 19th, 1968 | ||
|
Barrow
Barrow
|
1-3 (AET) |
Southport
Southport
|
|
Peterborough United
Peterborough United
|
1-0 |
Doncaster Rovers
Doncaster Rovers
|
|
Stockport County
Stockport County
|
1-0 |
Bury
Bury
|
| Tuesday August 20th, 1968 | ||
|
Orient
Orient
|
3-0 |
Gillingham
Gillingham
|
| Wednesday August 21st, 1968 | ||
|
Crewe Alexandra
Crewe Alexandra
|
1-0 |
Northampton Town
Northampton Town
|
|
Exeter City
Exeter City
|
0-0 (AET) |
Plymouth Argyle
Plymouth Argyle
|
|
Notts County
Notts County
|
0-1 |
Grimsby Town
Grimsby Town
|
|
Oldham Athletic
Oldham Athletic
|
0-1 |
Preston North End
Preston North End
|
|
Tranmere Rovers
Tranmere Rovers
|
2-2 (AET) |
Chester
Chester
|
| SECOND REPLAY | ||
| Monday August 26th, 1968 | ||
|
Exeter City
Exeter City
|
1-0 (AET) |
Plymouth Argyle
Plymouth Argyle
|
|
Tranmere Rovers
Tranmere Rovers
|
1-1 (AET) |
Chester
Chester
|
| THIRD REPLAY | ||
| Wednesday August 28th, 1968 | ||
|
Chester
Chester
|
1-2 |
Tranmere Rovers
Tranmere Rovers
|
Second Round
| Monday September 2nd, 1968 | ||
|
Southport
Southport
|
0-2 | 
Newcastle United
Newcastle United
|
| Tuesday September 3rd, 1968 | ||
|
Barnsley
Barnsley
|
1-1 | 
Millwall
Millwall
|
Birmingham City
Birmingham
|
0-1 | 
Chelsea
Chelsea
|
Coventry City
Coventry City
|
2-0 | 
Portsmouth
Portsmouth
|
Everton
Everton
|
4-0 |
Tranmere Rovers
Tranmere Rovers
|
Huddersfield Town
Huddersfield Town
|
0-0 | 
Manchester City
Man City
|
Ipswich Town
Ipswich Town
|
2-4 | 
Norwich City
Norwich City
|
Nottingham Forest
Nottingham Forest
|
2-3 | 
West Bromwich Albion
West Bromwich Albion
|
|
Orient
Orient
|
1-0 | 
Fulham
Fulham
|
|
Scunthorpe United
Scunthorpe United
|
2-1 |
Lincoln City
Lincoln City
|
|
Walsall
Walsall
|
1-1 |
Swansea Town
Swansea Town
|
| Wednesday September 4th, 1968 | ||
Arsenal
Arsenal
|
1-0 | 
Sunderland
Sunderland
|
Aston Villa
Aston Villa
|
1-4 | 
Tottenham Hotspur
Tottenham
|
Blackburn Rovers
Blackburn
|
1-1 | 
Stoke City
Stoke City
|
|
Bradford City
Bradford
|
1-1 |
Swindon Town
Swindon
|
|
Brentford
Brentford
|
3-0 |
Hull City
Hull City
|
|
Brighton and Hove Albion
Brighton
|
1-1 |
Luton Town
Luton Town
|
|
Bristol City
Bristol City
|
1-0 | 
Middlesbrough
Middlesbrough
|
Carlisle United
Carlisle United
|
2-0 | 
Cardiff City
Cardiff City
|
|
Colchester United
Colchester United
|
0-1 |
Workington
Workington
|
Crystal Palace
Crystal Palace
|
3-1 |
Preston North End
Preston North End
|
|
Darlington
Darlington
|
1-2 | 
Leicester City
Leicester City
|
|
Derby County
Derby County
|
5-1 |
Stockport County
Stockport County
|
|
Exeter City
Exeter City
|
3-1 | 
Sheffield Wednesday
Sheffield Wednesday
|
|
Grimsby Town
Grimsby Town
|
1-1 | 
Burnley
Burnley
|
Leeds United
Leeds United
|
1-0 | 
Charlton Athletic
Charlton Athletic
|
Liverpool
Liverpool
|
4-0 | 
Sheffield United
Sheffield United
|
|
Peterborough United
Peterborough United
|
4-2 | 
Queens Park Rangers
Q.P.R.
|
Southampton
Southampton
|
3-1 |
Crewe Alexandra
Crewe Alexandra
|
West Ham United
West Ham United
|
7-2 | 
Bolton Wanderers
Bolton
|
Wolverhampton Wanderers
Wolves
|
1-0 |
Southend United
Southend United
|
|
Wrexham
Wrexham
|
1-1 | 
Blackpool
Blackpool
|
| REPLAY | ||
| Monday September 9th, 1968 | ||
|
Blackpool
Blackpool
|
3-0 |
Wrexham
Wrexham
|
|
Millwall
Millwall
|
3-1 (AET) |
Barnsley
Barnsley
|
| Tuesday September 10th, 1968 | ||
|
Burnley
Burnley
|
6-0 |
Grimsby Town
Grimsby Town
|
|
Swansea Town
Swansea Town
|
3-2 (AET) |
Walsall
Walsall
|
|
Swindon Town
Swindon
|
4-3 |
Bradford City
Bradford
|
| Wednesday September 11th, 1968 | ||
|
Luton Town
Luton Town
|
4-2 |
Brighton and Hove Albion
Brighton
|
|
Manchester City
Man City
|
4-0 |
Huddersfield Town
Huddersfield Town
|
|
Stoke City
Stoke City
|
0-1 |
Blackburn Rovers
Blackburn
|
Third Round
| Tuesday September 24th, 1968 | ||
|
Brentford
Brentford
|
0-2 |
Norwich City
Norwich City
|
|
Carlisle United
Carlisle United
|
0-3 |
Leicester City
Leicester City
|
|
Everton
Everton
|
5-1 |
Luton Town
Luton Town
|
|
Orient
Orient
|
0-1 |
Crystal Palace
Crystal Palace
|
|
Swindon Town
Swindon
|
1-0 |
Blackburn Rovers
Blackburn
|
| Wednesday September 25th, 1968 | ||
|
Blackpool
Blackpool
|
1-0 |
Manchester City
Man City
|
|
Chelsea
Chelsea
|
0-0 |
Derby County
Derby County
|
|
Leeds United
Leeds United
|
2-1 |
Bristol City
Bristol City
|
|
Liverpool
Liverpool
|
2-0 |
Swansea Town
Swansea Town
|
|
Peterborough United
Peterborough United
|
2-1 |
West Bromwich Albion
West Bromwich Albion
|
|
Scunthorpe United
Scunthorpe United
|
1-6 |
Arsenal
Arsenal
|
|
Southampton
Southampton
|
4-1 |
Newcastle United
Newcastle United
|
|
Tottenham Hotspur
Tottenham
|
6-3 |
Exeter City
Exeter City
|
|
West Ham United
West Ham United
|
0-0 |
Coventry City
Coventry City
|
|
Wolverhampton Wanderers
Wolves
|
5-1 |
Millwall
Millwall
|
|
Workington
Workington
|
0-1 |
Burnley
Burnley
|
| REPLAY | ||
| Tuesday October 1st, 1968 | ||
|
Coventry City
Coventry City
|
3-2 |
West Ham United
West Ham United
|
| Wednesday October 2nd, 1968 | ||
|
Derby County
Derby County
|
3-1 |
Chelsea
Chelsea
|
Fourth Round
| Tuesday October 15th, 1968 | ||
|
Arsenal
Arsenal
|
2-1 |
Liverpool
Liverpool
|
| Wednesday October 16th, 1968 | ||
|
Blackpool
Blackpool
|
2-1 |
Wolverhampton Wanderers
Wolves
|
|
Burnley
Burnley
|
4-0 |
Leicester City
Leicester City
|
|
Coventry City
Coventry City
|
2-2 |
Swindon Town
Swindon
|
|
Crystal Palace
Crystal Palace
|
2-1 |
Leeds United
Leeds United
|
|
Everton
Everton
|
0-0 |
Derby County
Derby County
|
|
Norwich City
Norwich City
|
0-4 |
Southampton
Southampton
|
|
Tottenham Hotspur
Tottenham
|
1-0 |
Peterborough United
Peterborough United
|
| REPLAY | ||
| Monday October 21st, 1968 | ||
|
Swindon Town
Swindon
|
3-0 |
Coventry City
Coventry City
|
| Wednesday October 23rd, 1968 | ||
|
Derby County
Derby County
|
1-0 |
Everton
Everton
|
Quarter Final
| Tuesday October 29th, 1968 | ||
|
Arsenal
Arsenal
|
5-1 |
Blackpool
Blackpool
|
| Wednesday October 30th, 1968 | ||
|
Burnley
Burnley
|
2-0 |
Crystal Palace
Crystal Palace
|
|
Derby County
Derby County
|
0-0 |
Swindon Town
Swindon
|
|
Tottenham Hotspur
Tottenham
|
1-0 |
Southampton
Southampton
|
| REPLAY | ||
| Tuesday November 5th, 1968 | ||
|
Swindon Town
Swindon
|
1-0 |
Derby County
Derby County
|
Semi Final
| FIRST LEG | ||
| Wednesday November 20th, 1968 | ||
|
Arsenal
Arsenal
|
1-0 |
Tottenham Hotspur
Tottenham
|
|
Burnley
Burnley
|
1-2 |
Swindon Town
Swindon
|
| SECOND LEG | ||
| Wednesday December 4th, 1968 | ||
|
Swindon Town
Swindon
|
1-2 (AET) Agg.3-3 |
Burnley
Burnley
|
|
Tottenham Hotspur
Tottenham
|
1-1 Agg.1-2 |
Arsenal
Arsenal
|
| REPLAY | ||
| Wednesday December 18th, 1968 | ||
|
Swindon Town
Swindon
|
3-2 (AET) |
Burnley
Burnley
|
Final
| Saturday March 15th, 1969 | ||
|
Swindon Town
Swindon
|
3-1 (AET) |
Arsenal
Arsenal
|