20th May 1990
| Final | Bristol Rovers | 1-2 |
3rd April 1990
| Northern Section Final 2nd Leg | 1-1 |
2nd April 1990
| Southern Section Final 2nd Leg | Notts. County | 0-0 | Bristol Rovers |
28th March 1990
| Southern Section Final 1st Leg | Bristol Rovers | 1-0 | Notts. County |
14th March 1990
| Southern Section Semi-Final | Maidstone United | 0-1 | Notts. County |
| Southern Section Semi-Final | Bristol Rovers | 0-0 | Walsall |
12th March 1990
| Northern Section Final 1st Leg | 2-0 |
21st February 1990
| Southern Section Quarter-Final | 1-1 | Notts. County |
| Southern Section Quarter-Final | Maidstone United | 2-0 | Exeter City |
20th February 1990
| Northern Section Semi-Final | 2-1 | Bolton Wanderers |
| Northern Section Semi-Final | 3-0 | FC Halifax Town |
6th February 1990
| Southern Section Quarter-Final | Brentford | 2-2 | Bristol Rovers |
| Northern Section Quarter-Final | 3-0 |
31st January 1990
| Northern Section Quarter-Final | Bolton Wanderers | 1-0 | Rotherham United |
30th January 1990
| Southern Section Quarter-Final | Walsall | 4-1 |
| Northern Section Quarter-Final | Wigan Athletic | 1-2 |
| Northern Section Quarter-Final | FC Halifax Town | 3-1 |
24th January 1990
| Southern Section 1st Round | Bristol Rovers | 1-0 |
23rd January 1990
| Southern Section 1st Round | Shrewsbury Town | 0-1 | Exeter City |
| Southern Section 1st Round | Bristol City | 0-1 | Notts. County |
| Southern Section 1st Round | Brentford | 2-1 | Reading |
17th January 1990
| Southern Section Preliminary Round Group Four | Bristol Rovers | 3-0 | Exeter City |
| Southern Section 1st Round | 2-1 | Northampton Town |
| Southern Section 1st Round | Maidstone United | 2-1 | Mansfield Town |
| Southern Section Preliminary Round Group Two | Swansea City | 1-2 | Reading |
16th January 1990
| Northern Section 1st Round | Blackpool | 0-1 |
15th January 1990
| Southern Section Preliminary Round Group Four | Exeter City | 2-0 |
| Southern Section Preliminary Round Group Two | Reading | 1-1 | Bristol City |
10th January 1990
| Southern Section Preliminary Round Group Six | Maidstone United | 2-1 | Colchester United |
| Southern Section 1st Round | Peterborough United | 0-1 |
9th January 1990
| Northern Section 1st Round | 2-1 | Scunthorpe United |
| Southern Section 1st Round | Aldershot Town | 1-4 | Walsall |
| Northern Section 1st Round | Carlisle United | 1-2 |
| Southern Section Preliminary Round Group Play-offs | Mansfield Town | 2-1 | Leyton Orient |
| Northern Section 1st Round | Bolton Wanderers | 2-1 | Lincoln City |
| Northern Section 1st Round | 2-0 |
| Northern Section 1st Round | FC Halifax Town | 1-1 |
| Northern Section 1st Round | Preston North End | 1-2 | Wigan Athletic |
| Northern Section 1st Round | Rotherham United | 3-0 | Huddersfield Town |
22nd December 1989
| Northern Section Preliminary Round Group Seven | Carlisle United | 1-1 | Scunthorpe United |
20th December 1989
| Northern Section Preliminary Round Group Play-offs | 1-2 |
19th December 1989
| Northern Section Preliminary Round Group Three | Crewe Alexandra | 1-0 | Wigan Athletic |
| Southern Section Preliminary Round Group Three | Shrewsbury Town | 4-0 | Cardiff City |
13th December 1989
| Northern Section Preliminary Round Group Four | 2-4 | Preston North End |
12th December 1989
| Northern Section Preliminary Round Group Five | Grimsby Town | 3-3 | Huddersfield Town |
| Northern Section Preliminary Round Group One | 0-1 |
| Northern Section Preliminary Round Group Six | Rotherham United | 3-1 |
| Southern Section Preliminary Round Group Eight | Notts. County | 2-2 | Peterborough United |
| Northern Section Preliminary Round Group Eight | Chesterfield | 2-1 | FC Halifax Town |
| Southern Section Preliminary Round Group One | Birmingham City | 1-0 |
| Southern Section Preliminary Round Group Seven | Cambridge United | 3-3 |
9th December 1989
| Northern Section Preliminary Round Group Two | 4-1 | Wrexham |
| Southern Section Preliminary Round Group Five | Mansfield Town | 2-1 | Brentford |
5th December 1989
| Northern Section Preliminary Round Group Three | Wigan Athletic | 1-0 | Bolton Wanderers |
| Southern Section Preliminary Round Group Two | Bristol City | 2-1 | Swansea City |
29th November 1989
| Northern Section Preliminary Round Group Eight | Lincoln City | 3-0 | Chesterfield |
| Northern Section Preliminary Round Group Seven | 0-1 | Carlisle United |
28th November 1989
| Northern Section Preliminary Round Group One | 0-0 |
| Northern Section Preliminary Round Group Two | Blackpool | 4-0 |
| Northern Section Preliminary Round Group Three | Bolton Wanderers | 2-0 | Crewe Alexandra |
| Southern Section Preliminary Round Group Seven | 2-0 | Cambridge United |
| Southern Section Preliminary Round Group Three | Walsall | 0-1 | Shrewsbury Town |
| Southern Section Preliminary Round Group Five | Leyton Orient | 2-0 | Mansfield Town |
| Southern Section Preliminary Round Group One | Aldershot Town | 3-0 | Birmingham City |
| Southern Section Preliminary Round Group Six | Northampton Town | 2-4 | Maidstone United |
| Southern Section Preliminary Round Group Eight | Fulham | 0-1 | Notts. County |
| Northern Section Preliminary Round Group Four | Burnley | 0-2 |
| Northern Section Preliminary Round Group Six | Hartlepool United | 1-4 | Rotherham United |
| Northern Section Preliminary Round Group Five | 1-0 | Grimsby Town |
8th November 1989
| Southern Section Preliminary Round Group One | 3-2 | Aldershot Town |
| Southern Section Preliminary Round Group Eight | Peterborough United | 1-0 | Fulham |
7th November 1989
| Northern Section Preliminary Round Group Two | Wrexham | 1-0 | Blackpool |
| Northern Section Preliminary Round Group Four | Preston North End | 3-0 | Burnley |
| Southern Section Preliminary Round Group Five | Brentford | 3-0 | Leyton Orient |
| Southern Section Preliminary Round Group Four | 1-0 | Bristol Rovers |
| Southern Section Preliminary Round Group Six | Colchester United | 0-3 | Northampton Town |
| Southern Section Preliminary Round Group Three | Cardiff City | 3-5 | Walsall |
| Southern Section Preliminary Round Group Seven | 1-0 |
| Northern Section Preliminary Round Group Eight | FC Halifax Town | 3-0 | Lincoln City |
| Northern Section Preliminary Round Group One | 1-0 |
| Northern Section Preliminary Round Group Seven | Scunthorpe United | 1-0 |
| Northern Section Preliminary Round Group Six | 7-1 | Hartlepool United |
| Northern Section Preliminary Round Group Five | Huddersfield Town | 2-2 |