Leyland DAF Cup 1989-90 
Winners: Tranmere Rovers Runners-up: Bristol Rovers Winners from previous season: Bolton Wanderers Preliminary round
| Northern section
| | Group 1 | | 7 November 1989 | Halifax Town | 3 | - | 0 | Lincoln City | 824 | The Shay, Halifax | | 29 November 1989 | Lincoln City | 3 | - | 0 | Chesterfield | 1,178 | Sincil Bank, Lincoln | | 12 December 1989 | Chesterfield | 2 | - | 1 | Halifax Town | 1,275 | Recreation Ground, Chesterfield | | Final Group 1 table | P | W | D | L | F | A | Pts | Goal Diff | | 1 | Halifax Town | 2 | 1 | 0 | 1 | 4 | 2 | 3 | +2 | | 2 | Lincoln City | 2 | 1 | 0 | 1 | 3 | 3 | 3 | 0 | | 3 | Chesterfield | 2 | 1 | 0 | 1 | 2 | 4 | 3 | -2 |
| Group 2
| | 7 November 1989 | Huddersfield Town | 2 | - | 2 | Doncaster Rovers | 1,714 | Leeds Road, Huddersfield | | 28 November 1989 | Doncaster Rovers | 1 | - | 0 | Grimsby Town | 1,551 | Belle Vue, Doncaster | | 12 December 1989 | Grimsby Town | 3 | - | 3 | Huddersfield Town | 995 | Blundell Park, Cleethorpes | | Final Group 2 table | P | W | D | L | F | A | Pts | Goal Diff | | 1 | Doncaster Rovers | 2 | 1 | 1 | 0 | 3 | 2 | 4 | +1 | | 2 | Huddersfield Town | 2 | 0 | 2 | 0 | 5 | 5 | 2 | 0 | | 3 | Grimsby Town | 2 | 0 | 1 | 1 | 3 | 4 | 1 | -1 |
| Group 3
| | 7 November 1989 | Wrexham | 1 | - | 0 | Blackpool | 1,092 | Racecourse Ground, Wrexham | | 28 November 1989 | Blackpool | 4 | - | 0 | Bury | 1,408 | Bloomfield Road, Blackpool | | 9 December 1989 | Bury | 4 | - | 1 | Wrexham | 1,371 | Gigg Lane, Bury | | Final Group 3 table | P | W | D | L | F | A | Pts | Goal Diff | | 1 | Blackpool | 2 | 1 | 0 | 1 | 4 | 1 | 3 | +3 | | 2 | Bury | 2 | 1 | 0 | 1 | 4 | 5 | 3 | -1 | | 3 | Wrexham | 2 | 1 | 0 | 1 | 2 | 4 | 3 | -2 |
| Group 4
| | 7 November 1989 | Tranmere Rovers | 1 | - | 0 | Chester City | 10,559 | Prenton Park, Birkenhead | | 28 November 1989 | Chester City | 0 | - | 0 | Rochdale | 1,222 | Sealand Road, Chester | | 12 December 1989 | Rochdale | 0 | - | 1 | Tranmere Rovers | 1,078 | Spotland, Rochdale | | Final Group 4 table | P | W | D | L | F | A | Pts | Goal Diff | | 1 | Tranmere Rovers | 2 | 2 | 0 | 0 | 2 | 0 | 6 | +2 | | 2 | Chester City | 2 | 0 | 1 | 1 | 0 | 1 | 1 | -1 | | 3 | Rochdale | 2 | 0 | 1 | 1 | 0 | 1 | 1 | -1 |
| Group 4 play-off
| | 20 December 1989 | Rochdale | 1 | - | 2 | Chester City | 787 | Spotland, Rochdale | | Group 5 | | 7 November 1989 | Preston North End | 3 | - | 0 | Burnley | 5,241 | Deepdale, Preston | | 28 November 1989 | Burnley | 0 | - | 2 | Stockport County | 3,352 | Turf Moor, Burnley | | 13 December 1989 | Stockport County | 2 | - | 4 | Preston North End | 1,545 | Edgeley Park, Stockport | | Final Group 5 table | P | W | D | L | F | A | Pts | Goal Diff | | 1 | Preston North End | 2 | 2 | 0 | 0 | 7 | 2 | 6 | +5 | | 2 | Stockport County | 2 | 1 | 0 | 1 | 4 | 4 | 3 | 0 | | 3 | Burnley | 2 | 0 | 0 | 2 | 0 | 5 | 1 | -5 |
| Group 6
| | 7 November 1989 | Scunthorpe United | 1 | - | 0 | Scarborough | 1,496 | Glanford Park, Scunthorpe | | 29 November 1989 | Scarborough | 0 | - | 1 | Carlisle United | 826 | McCain Stadium, Scarborough | 22 December 1989 | Carlisle United | 1 | - | 1 | Scunthorpe United | 1,942 | Burnton Park, Carlisle | | Final Group 6 table | P | W | D | L | F | A | Pts | Goal Diff | | 1 | Carlisle United | 2 | 1 | 1 | 0 | 2 | 1 | 4 | +1 | | 2 | Scunthorpe United | 2 | 1 | 1 | 0 | 2 | 1 | 4 | +1 | | 3 | Scarborough | 2 | 0 | 0 | 2 | 0 | 2 | 0 | -2 |
| Group 7
| | 7 November 1989 | York City | 7 | - | 1 | Hartlepool United | 1,444 | Bootham Crescent, York | | 28 November 1989 | Hartlepool United | 1 | - | 4 | Rotherham United | 818 | Victoria Park, Hartlepool | | 12 December 1989 | Rotherham United | 3 | - | 1 | York City | 1,996 | Millmoor, Rotherham | | Final Group 7 table | P | W | D | L | F | A | Pts | Goal Diff | | 1 | Rotherham United | 2 | 2 | 0 | 0 | 7 | 2 | 6 | +5 | | 2 | York City | 2 | 1 | 0 | 1 | 8 | 4 | 3 | +4 | | 3 | Hartlepool United | 2 | 0 | 0 | 2 | 2 | 11 | 0 | -9 |
| Group 8
| | 28 November 1989 | Bolton Wanderers | 2 | - | 0 | Crewe Alexandra | 3,868 | Burnden Park, Bolton | | 5 December 1989 | Wigan Athletic | 1 | - | 0 | Bolton Wanderers | 2,306 | Springfield Park, Wigan | | 19 December 1989 | Crewe Alexandra | 1 | - | 0 | Wigan Athletic | 1,984 | Gresty Road, Crewe | | Final Group 8 table | P | W | D | L | F | A | Pts | Goal Diff | | 1 | Bolton Wanderers | 2 | 1 | 0 | 1 | 2 | 1 | 3 | +1 | | 2 | Wigan Athletic | 2 | 1 | 0 | 1 | 1 | 1 | 3 | 0 | | 3 | Crewe Alexandra | 2 | 1 | 0 | 1 | 1 | 2 | 3 | -1 |
| Southern Section
| Group 1 | | 7 November 1989 | Cardiff City | 3 | - | 5 | Walsall | 1,487 | Ninian Park, Cardiff | | 28 November 1989 | Walsall | 0 | - | 1 | Shrewsbury Town | 2,120 | Fellows Park, Walsall | | 19 December 1989 | Shrewsbury Town | 4 | - | 0 | Cardiff City | 1,058 | Gayfield, Shrewsbury | | Final Group 1 table | P | W | D | L | F | A | Pts | Goal Diff | | 1 | Shrewsbury Town | 2 | 2 | 0 | 0 | 5 | 0 | 6 | +5 | | 2 | Walsall | 2 | 1 | 0 | 1 | 5 | 3 | 3 | +1 | | 3 | Cardiff City | 2 | 0 | 0 | 2 | 3 | 9 | 0 | -6 |
| Group 2
| | 7 November 1989 | Torquay United | 1 | - | 0 | Bristol Rovers | 2,218 | Plainmoor, Torquay | | 15 January 1990 | Exeter City | 2 | - | 0 | Torquay United | 4,737 | St James's Park, Exeter | | 17 January 1990 | Bristol Rovers | 3 | - | 0 | Exeter City | 3,136 | Twerton Park, Bath | | Final Group 2 table | P | W | D | L | F | A | Pts | Goal Diff | | 1 | Bristol Rovers | 2 | 1 | 0 | 1 | 3 | 1 | 3 | +2 | | 2 | Exeter City | 2 | 1 | 0 | 1 | 2 | 3 | 3 | -1 | | 3 | Torquay United | 2 | 1 | 0 | 1 | 1 | 2 | 3 | -1 |
| Group 3
| | 8 November 1989 | Peterborough United | 1 | - | 0 | Fulham | 1,939 | London Road, Peterborough | 28 November 1989 | Fulham | 0 | - | 1 | Notts County | 1,317 | Craven Cottage, London | | 12 December 1989 | Notts County | 2 | - | 2 | Peterborough United | 1,616 | Meadow Lane, Nottingham | | Final Group 3 table | P | W | D | L | F | A | Pts | Goal Diff | | 1 | Notts County | 2 | 1 | 1 | 0 | 3 | 2 | 4 | +1 | | 2 | Peterborough United | 2 | 1 | 1 | 0 | 3 | 2 | 4 | +1 | | 3 | Fulham | 2 | 0 | 0 | 2 | 0 | 2 | 0 | -2 |
| Group 4 | | 8 November 1989 | Hereford United | 3 | - | 2 | Aldershot | 1,194 | Edgar Street, Hereford | | 28 November 1989 | Aldershot | 3 | - | 0 | Birmingham City | 1,148 | Recreation Ground, Aldershot | | 12 December 1989 | Birmingham City | 1 | - | 0 | Hereford United | 3,168 | St Andrew's, Birmingham | | Final Group 4 table | P | W | D | L | F | A | Pts | Goal Diff | | 1 | Aldershot | 2 | 1 | 0 | 1 | 5 | 3 | 3 | +2 | | 2 | Hereford United | 2 | 1 | 0 | 1 | 3 | 3 | 3 | 0 | | 3 | Birmingham City | 2 | 1 | 0 | 1 | 1 | 3 | 3 | -2 |
| Group 5 | | 7 November 1989 | Southend United | 1 | - | 0 | Gillingham | 1,650 | Roots Hall, Southend-on-Sea | | 28 November 1989 | Gillingham | 2 | - | 0 | Cambridge United | 1,044 | Priestfield, Gillingham | | 12 December 1989 | Cambridge United | 3 | - | 3 | Southend United | 1,304 | Abbey Stadium, Cambridge | | Final Group 5 table | P | W | D | L | F | A | Pts | Goal Diff | | 1 | Southend United | 2 | 1 | 1 | 0 | 4 | 3 | 4 | +1 | | 2 | Gillingham | 2 | 1 | 0 | 1 | 2 | 1 | 3 | +1 | | 3 | Cambridge United | 2 | 0 | 1 | 1 | 3 | 5 | 1 | -2 |
| Group 6
| | 5 December 1989 | Bristol City | 2 | - | 1 | Swansea City | 3,488 | Ashton Gate, Bristol | | 15 January 1990 | Reading | 1 | - | 1 | Bristol City | 1,784 | Elm Park, Reading | | 17 January 1990 | Swansea City | 1 | - | 2 | Reading | 1,829 | Vetch Field, Swansea | | Final Group 6 table | P | W | D | L | F | A | Pts | Goal Diff | | 1 | Bristol City | 2 | 1 | 1 | 0 | 3 | 2 | 4 | +1 | | 2 | Reading | 2 | 1 | 1 | 0 | 3 | 2 | 4 | +1 | | 3 | Swansea City | 2 | 0 | 0 | 2 | 2 | 4 | 0 | -2 |
| Group 7
| | 7 November 1989 | Colchester United | 0 | - | 3 | Northampton Town | 1,780 | Layer Road, Colchester | | 28 November 1989 | Northampton Town | 2 | - | 4 | Maidstone United | 1,165 | County Ground, Northampton | | 10 January 1990 | Maidstone United | 2 | - | 1 | Colchester United | 1,176 | Watling Street, Dartford | | Final Group 7 table | P | W | D | L | F | A | Pts | Goal Diff | | 1 | Maidstone United | 2 | 2 | 0 | 0 | 6 | 3 | 6 | +3 | | 2 | Northampton Town | 2 | 1 | 0 | 1 | 5 | 4 | 3 | +1 | | 3 | Colchester United | 2 | 0 | 0 | 2 | 1 | 5 | 0 | -4 |
| Group 8
| | 7 November 1989 | Brentford | 3 | - | 0 | Leyton Orient | 2,544 | Griffin Park, London | | 28 November 1989 | Leyton Orient | 2 | - | 0 | Mansfield Town | 1,133 | Brisbane Road, London | | 9 December 1989 | Mansfield Town | 2 | - | 1 | Brentford | 1,445 | Field Mill, Mansfield | | Final Group 8 table | P | W | D | L | F | A | Pts | Goal Diff | | 1 | Brentford | 2 | 1 | 0 | 1 | 4 | 2 | 3 | +2 | | 2 | Leyton Orient | 2 | 1 | 0 | 1 | 2 | 3 | 3 | -1 | | 3 | Mansfield Town | 2 | 1 | 0 | 1 | 2 | 3 | 3 | -1 |
| Group 8 play-off
| | 9 January 1990 | Mansfield Town | 2 | - | 1 | Leyton Orient | 1,938 | Field Mill, Mansfield | First round | Northern section | | 9 January 1990 | Bolton Wanderers | 2 | - | 1 | Lincoln City | 4,420 | Burnden Park, Bolton | | 9 January 1990 | Carlisle United | 1 | - | 2 | Stockport County | 2,814 | Brunton Park, Carlisle (aet) | | 9 January 1990 | Doncaster Rovers | 2 | - | 0 | Bury | 2,847 | Belle Vue, Doncaster | | 9 January 1990 | Halifax Town (win 7-6 on penalties) | 1 | - | 1 | York City | 1,063 | The Shay, Halifax (aet) | | 9 January 1990 | Preston North End | 1 | - | 2 | Wigan Athletic | 4,539 | Deepdale, Preston | | 9 January 1990 | Rotherham United | 3 | - | 0 | Huddersfield Town | 3,519 | Millmoor, Rotherham | | 9 January 1990 | Tranmere Rovers | 2 | - | 1 | Scunthorpe United | 2,766 | Prenton Park, Birkenhead | | 16 January 1990 | Blackpool | 0 | - | 1 | Chester City | 1,433 | Bloomfield Road, Blackpool | Southern section | | 9 January 1990 | Aldershot | 1 | - | 4 | Walsall | 1,214 | Recreation Ground, Aldershot | | 10 January 1990 | Peterborough United | 0 | - | 1 | Hereford United | 1,824 | London Road, Peterborough | | 17 January 1990 | Maidstone United | 2 | - | 1 | Mansfield Town | 1,020 | Watling Street, Dartford | | 17 January 1990 | Southend United | 2 | - | 1 | Northampton Town | 1,346 | Roots Hall, Southend-on-Sea | | 23 January 1990 | Brentford | 2 | - | 1 | Reading | 3,928 | Griffin Park, London | | 23 January 1990 | Bristol City | 0 | - | 1 | Notts County | 4,902 | Ashton Gate, Bristol | | 23 January 1990 | Shrewsbury Town | 0 | - | 1 | Exeter City | 1,462 | Gay Meadow, Shrewsbury | | 24 January 1990 | Bristol Rovers | 1 | - | 0 | Gillingham | 2,724 | Twerton Park, Bath | | Quarter-finals | | Northern section | | 30 January 1990 | Halifax Town | 3 | - | 1 | Stockport County | 1,779 | The Shay, Halifax (aet) | | 30 January 1990 | Wigan Athletic | 1 | - | 2 | Doncaster Rovers | 2,742 | Springfield Park, Wigan (aet) | | 31 January 1990 | Bolton Wanderers | 1 | - | 0 | Rotherham United | 6,838 | Burnden Park, Bolton | | 6 February 1990 | Tranmere Rovers | 3 | - | 0 | Chester City | 4,183 | Prenton Park, Birkenhead | Southern section | | 30 January 1990 | Walsall | 4 | - | 1 | Southend United | 2,255 | Fellows Park, Walsall | | 6 February 1990 | Brentford | 2 | - | 2 | Bristol Rovers (won 3-4 on pens.) | 4,409 | Griffin Park, London (aet) | | 21 February 1990 | Hereford United | 1 | - | 1 | Notts County (won 3-4 on pens.) | 3,409 | Edgar Street, Hereford (aet) | | 21 February 1990 | Maidstone United | 2 | - | 0 | Exeter City | 1,685 | Watling Street, Dartford | Semi-Finals | Northern section | | 20 February 1990 | Doncaster Rovers | 3 | - | 0 | Halifax Town | 5,754 | Belle Vue, Doncaster | | 20 February 1990 | Tranmere Rovers | 2 | - | 1 | Bolton Wanderers | 9,315 | Prenton Park, Birkenhead | Southern section | | 14 March 1990 | Bristol Rovers (won 3-2 on pens.) | 0 | - | 0 | Walsall | 4,740 | Twerton Park, Bath (aet) | | 14 March 1990 | Maidstone United | 0 | - | 1 | Notts County | 2,114 | Watling Street, Dartford (aet) | Area Finals | Northern section: 1st leg | | 12 March 1990 | Tranmere Rovers | 2 | - | 0 | Doncaster Rovers | 10,004 | Prenton Park, Birkenhead | | Southern section: 1st leg | | 28 March 1990 | Bristol Rovers | 1 | - | 0 | Notts County | 6,480 | Twerton Park, Bath | | Northern section: 2nd leg | | 3 April 1990 | Doncaster Rovers | 1 | - | 1 | Tranmere Rovers | 6,670 | Belle Vue, Doncaster | | (Tranmere Rovers win 3-1 on aggregate) | Southern section: 2nd leg | | 2 April 1990 | Notts County | 0 | - | 0 | Bristol Rovers | 10,857 | Meadow Lane, Nottingham | (Bristol Rovers win 1-0 on aggregate) | National final | | 20 May 1990 | Tranmere Rovers | 2 | - | 1 | Bristol Rovers | 48,402 | Wembley Stadium, London |
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