21st April 1991
| Final | Sheffield Wednesday | 1-0 | Manchester United |
27th February 1991
| Semi Final 2nd Leg | Sheffield Wednesday | 3-1 | Chelsea |
24th February 1991
| Semi Final 1st Leg | Chelsea | 0-2 | Sheffield Wednesday |
| Semi Final 2nd Leg | Leeds United | 0-1 | Manchester United |
10th February 1991
| Semi Final 1st Leg | Manchester United | 2-1 | Leeds United |
23rd January 1991
| Quarter Final | Coventry City | 0-1 | Sheffield Wednesday |
| Quarter Final Replay | Manchester United | 3-2 | Southampton |
| Quarter Final Replay | Tottenham Hotspur | 0-3 | Chelsea |
16th January 1991
| Quarter Final | Chelsea | 0-0 | Tottenham Hotspur |
| Quarter Final | Leeds United | 4-1 | Aston Villa |
| Quarter Final | Southampton | 1-1 | Manchester United |
12th December 1990
| 4th Round Replay | Derby County | 1-2 | Sheffield Wednesday |
28th November 1990
| 4th Round | Arsenal | 2-6 | Manchester United |
| 4th Round | Aston Villa | 3-2 | Middlesbrough |
| 4th Round | Coventry City | 5-4 | Nottingham Forest |
| 4th Round | Oxford United | 1-2 | Chelsea |
| 4th Round | Sheffield Wednesday | 1-1 | Derby County |
27th November 1990
| 4th Round | Queens Park Rangers | 0-3 | Leeds United |
| 4th Round | Sheffield United | 0-2 | Tottenham Hotspur |
| 4th Round | Southampton | 2-0 | Crystal Palace |
7th November 1990
| 3rd Round Replay | Leyton Orient | 0-1 | Crystal Palace |
6th November 1990
| 3rd Round Replay | Portsmouth | 2-3 | Chelsea |
| 3rd Round Replay | Swindon Town | 0-1 | Sheffield Wednesday |
31st October 1990
| 3rd Round | Aston Villa | 2-0 | Millwall |
| 3rd Round | Chelsea | 0-0 | Portsmouth |
| 3rd Round | Coventry City | 3-0 | Hull City |
| 3rd Round | Derby County | 6-0 | Sunderland |
| 3rd Round | Leeds United | 2-0 | Oldham Athletic |
| 3rd Round | Manchester United | 3-1 | Liverpool |
| 3rd Round | Oxford United | 2-1 | West Ham United |
| 3rd Round | Plymouth Argyle | 1-2 | Nottingham Forest |
| 3rd Round | Queens Park Rangers | 2-1 | Blackburn Rovers |
| 3rd Round | Sheffield Wednesday | 0-0 | Swindon Town |
30th October 1990
| 3rd Round | Crystal Palace | 0-0 | Leyton Orient |
| 3rd Round | Ipswich Town | 0-2 | Southampton |
| 3rd Round | Manchester City | 1-2 | Arsenal |
| 3rd Round | Middlesbrough | 2-0 | Norwich City |
| 3rd Round | Sheffield United | 2-1 | Everton |
| 3rd Round | Tottenham Hotspur | 2-1 | Bradford City |
10th October 1990
| 2nd Round 2nd Leg | Bradford City | 1-1 | Luton Town |
| 2nd Round 2nd Leg | Burnley | 0-1 | Nottingham Forest |
| 2nd Round 2nd Leg | Chelsea | 4-1 | Walsall |
| 2nd Round 2nd Leg | Derby County | 1-0 | Carlisle United |
| 2nd Round 2nd Leg | Leeds United | 3-0 | Leicester City |
| 2nd Round 2nd Leg | Manchester City | 0-0 |
| 2nd Round 2nd Leg | Manchester United | 2-1 | FC Halifax Town |
| 2nd Round 2nd Leg | Millwall | 2-1 | AFC Bournemouth |
| 2nd Round 2nd Leg | Newcastle United | 1-0 | Middlesbrough |
| 2nd Round 2nd Leg | Oldham Athletic | 5-2 | Notts. County |
| 2nd Round 2nd Leg | Oxford United | 0-0 | Port Vale |
| 2nd Round 2nd Leg | Sheffield United | 2-1 | Northampton Town |
| 2nd Round 2nd Leg | Stoke City | 1-2 | West Ham United |
| 2nd Round 2nd Leg | 0-2 | Plymouth Argyle |
9th October 1990
| 2nd Round 2nd Leg | Arsenal | 5-0 |
| 2nd Round 2nd Leg | Barnsley | 0-1 | Aston Villa |
| 2nd Round 2nd Leg | Blackburn Rovers | 1-0 | Rotherham United |
| 2nd Round 2nd Leg | Bolton Wanderers | 2-3 | Coventry City |
| 2nd Round 2nd Leg | Brentford | 1-2 | Sheffield Wednesday |
| 2nd Round 2nd Leg | Bristol City | 1-6 | Sunderland |
| 2nd Round 2nd Leg | Crewe Alexandra | 1-4 | Liverpool |
| 2nd Round 2nd Leg | Everton | 6-0 | Wrexham |
| 2nd Round 2nd Leg | Hartlepool United | 1-2 | Tottenham Hotspur |
| 2nd Round 2nd Leg | Ipswich Town | 3-0 | Shrewsbury Town |
| 2nd Round 2nd Leg | Leyton Orient | 1-0 | Charlton Athletic |
| 2nd Round 2nd Leg | Peterborough United | 1-1 | Queens Park Rangers |
| 2nd Round 2nd Leg | Portsmouth | 3-1 | Cardiff City |
| 2nd Round 2nd Leg | Southampton | 3-0 |
| 2nd Round 2nd Leg | 1-2 | Crystal Palace |
| 2nd Round 2nd Leg | Swindon Town | 4-0 |
| 2nd Round 2nd Leg | Watford | 0-3 | Norwich City |
| 2nd Round 2nd Leg | Wolverhampton Wanderers | 1-1 | Hull City |
26th September 1990
| 2nd Round 1st Leg | Aston Villa | 1-0 | Barnsley |
| 2nd Round 1st Leg | Charlton Athletic | 2-2 | Leyton Orient |
| 2nd Round 1st Leg | Coventry City | 4-2 | Bolton Wanderers |
| 2nd Round 1st Leg | FC Halifax Town | 1-3 | Manchester United |
| 2nd Round 1st Leg | Leicester City | 1-0 | Leeds United |
| 2nd Round 1st Leg | Norwich City | 2-0 | Watford |
| 2nd Round 1st Leg | Nottingham Forest | 4-1 | Burnley |
| 2nd Round 1st Leg | Queens Park Rangers | 3-1 | Peterborough United |
| 2nd Round 1st Leg | Sheffield Wednesday | 1-1 | Brentford |
| 2nd Round 1st Leg | 0-4 | Manchester City |
| 2nd Round 1st Leg | Tottenham Hotspur | 5-0 | Hartlepool United |
| 2nd Round 1st Leg | Walsall | 0-5 | Chelsea |
| 2nd Round 1st Leg | West Ham United | 3-0 | Stoke City |
25th September 1990
| 2nd Round 1st Leg | AFC Bournemouth | 0-0 | Millwall |
| 2nd Round 1st Leg | Cardiff City | 1-1 | Portsmouth |
| 2nd Round 1st Leg | Carlisle United | 1-1 | Derby County |
| 2nd Round 1st Leg | 0-1 | Arsenal |
| 2nd Round 1st Leg | Crystal Palace | 8-0 |
| 2nd Round 1st Leg | 3-0 | Swindon Town |
| 2nd Round 1st Leg | Hull City | 0-0 | Wolverhampton Wanderers |
| 2nd Round 1st Leg | Liverpool | 5-1 | Crewe Alexandra |
| 2nd Round 1st Leg | Luton Town | 1-1 | Bradford City |
| 2nd Round 1st Leg | Middlesbrough | 2-0 | Newcastle United |
| 2nd Round 1st Leg | Northampton Town | 0-1 | Sheffield United |
| 2nd Round 1st Leg | Notts. County | 1-0 | Oldham Athletic |
| 2nd Round 1st Leg | Plymouth Argyle | 1-0 |
| 2nd Round 1st Leg | 0-5 | Southampton |
| 2nd Round 1st Leg | Rotherham United | 1-1 | Blackburn Rovers |
| 2nd Round 1st Leg | Shrewsbury Town | 1-1 | Ipswich Town |
| 2nd Round 1st Leg | Sunderland | 0-1 | Bristol City |
| 2nd Round 1st Leg | Wrexham | 0-5 | Everton |
24th September 1990
| 2nd Round 1st Leg | Port Vale | 0-2 | Oxford United |
11th September 1990
| 1st Round 2nd Leg | Hartlepool United | 2-2 | Chesterfield |
5th September 1990
| 1st Round 2nd Leg | Bristol City | 1-0 | West Bromwich Albion |
| 1st Round 2nd Leg | 1-0 | Brentford |
| 1st Round 2nd Leg | Lincoln City | 1-0 | FC Halifax Town |
| 1st Round 2nd Leg | Oxford United | 2-1 | Reading |
| 1st Round 2nd Leg | 3-3 |
4th September 1990
| 1st Round 2nd Leg | Aldershot Town | 2-2 |
| 1st Round 2nd Leg | Barnsley | 0-1 | Wigan Athletic |
| 1st Round 2nd Leg | Blackpool | 1-1 |
| 1st Round 2nd Leg | Bolton Wanderers | 2-1 | Huddersfield Town |
| 1st Round 2nd Leg | AFC Bournemouth | 1-1 | Birmingham City |
| 1st Round 2nd Leg | Burnley | 0-1 |
| 1st Round 2nd Leg | 3-2 | Bradford City |
| 1st Round 2nd Leg | Cambridge United | 2-1 | Walsall |
| 1st Round 2nd Leg | Cardiff City | 3-0 | Mansfield Town |
| 1st Round 2nd Leg | 5-1 | Preston North End |
| 1st Round 2nd Leg | Crewe Alexandra | 1-0 | Grimsby Town |
| 1st Round 2nd Leg | Leyton Orient | 4-1 | Maidstone United |
| 1st Round 2nd Leg | Northampton Town | 1-1 | Brighton & Hove Albion |
| 1st Round 2nd Leg | Notts. County | 1-0 | Exeter City |
| 1st Round 2nd Leg | Rotherham United | 2-1 |
| 1st Round 2nd Leg | Scunthorpe United | 1-1 | Carlisle United |
| 1st Round 2nd Leg | Shrewsbury Town | 2-0 |
| 1st Round 2nd Leg | Swansea City | 0-1 | Stoke City |
| 1st Round 2nd Leg | 1-1 | Bristol Rovers |
| 1st Round 2nd Leg | Wrexham | 2-0 |
3rd September 1990
| 1st Round 2nd Leg | Peterborough United | 2-0 | Fulham |
| 1st Round 2nd Leg | 1-2 | Middlesbrough |
29th August 1990
| 1st Round 1st Leg | Bradford City | 2-0 |
| 1st Round 1st Leg | Brighton & Hove Albion | 0-2 | Northampton Town |
| 1st Round 1st Leg | Bristol Rovers | 1-2 |
| 1st Round 1st Leg | Exeter City | 1-1 | Notts. County |
| 1st Round 1st Leg | Huddersfield Town | 0-3 | Bolton Wanderers |
| 1st Round 1st Leg | Maidstone United | 2-2 | Leyton Orient |
| 1st Round 1st Leg | Stoke City | 0-0 | Swansea City |
| 1st Round 1st Leg | West Bromwich Albion | 2-2 | Bristol City |
28th August 1990
| 1st Round 1st Leg | Birmingham City | 0-1 | AFC Bournemouth |
| 1st Round 1st Leg | Brentford | 2-0 |
| 1st Round 1st Leg | Carlisle United | 1-0 | Scunthorpe United |
| 1st Round 1st Leg | Chesterfield | 1-2 | Hartlepool United |
| 1st Round 1st Leg | 0-0 | Blackpool |
| 1st Round 1st Leg | 2-6 | Rotherham United |
| 1st Round 1st Leg | Fulham | 1-2 | Peterborough United |
| 1st Round 1st Leg | 1-0 | Shrewsbury Town |
| 1st Round 1st Leg | Grimsby Town | 2-1 | Crewe Alexandra |
| 1st Round 1st Leg | FC Halifax Town | 2-0 | Lincoln City |
| 1st Round 1st Leg | Mansfield Town | 1-1 | Cardiff City |
| 1st Round 1st Leg | Middlesbrough | 1-1 |
| 1st Round 1st Leg | Preston North End | 2-0 |
| 1st Round 1st Leg | Reading | 0-1 | Oxford United |
| 1st Round 1st Leg | 4-0 |
| 1st Round 1st Leg | 2-1 | Aldershot Town |
| 1st Round 1st Leg | Walsall | 4-2 | Cambridge United |
| 1st Round 1st Leg | Wigan Athletic | 0-1 | Barnsley |
| 1st Round 1st Leg | 0-1 | Wrexham |
27th August 1990
| 1st Round 1st Leg | 0-2 | Burnley |