| Associate Members Cup | |
| Year: | 1989–90 |
| Other Titles: | Leyland DAF Cup |
| Country: | |
| Prev Season: | 1988–89 |
| Next Season: | 1990–91 |
The 1989–90 Associate Members' Cup, known as the 1989–90 Leyland DAF Cup, was the ninth staging of a secondary football league tournament, and the seventh staging of the Associate Members' Cup, a knock-out competition for English football clubs in the Third Division and the Fourth Division. The winners were Tranmere Rovers and the runners-up were Bristol Rovers.
The competition began on 7 November 1989 and ended with the final on 20 May 1990 at Wembley Stadium.
In the first round, there were two sections split into eight groups: North and South. In the following rounds each section gradually eliminates teams in knock-out fashion until each has a winning finalist. At this point, the two winning finalists faced each other in the combined final for the honour of the trophy.
| Date | Home team | Score | Away team | |
|---|---|---|---|---|
| 9 January | Bolton Wanderers | 2–1 | Lincoln City | |
| 9 January | Carlisle United | 1 – 2[1] | Stockport County | |
| 9 January | Doncaster Rovers | 2–0 | Bury | |
| 9 January | Halifax Town | 1–1 | York City | |
| Halifax Town won 7–6 on penalties | ||||
| 9 January | Preston North End | 1–2 | Wigan Athletic | |
| 9 January | Rotherham United | 3–0 | Huddersfield Town | |
| 9 January | Tranmere Rovers | 2–1 | Scunthorpe United | |
| 16 January | Blackpool | 0–1 | Chester City | |
| Date | Home team | Score | Away team | |
|---|---|---|---|---|
| 9 January | Aldershot | 1–4 | Walsall | |
| 10 January | Peterborough United | 0–1 | Hereford United | |
| 17 January | Maidstone United | 2–1 | Mansfield Town | |
| 17 January | Southend United | 2–1 | Northampton Town | |
| 23 January | Brentford | 2–1 | Reading | |
| 23 January | Bristol City | 0–1 | Notts County | |
| 23 January | Shrewsbury Town | 0–1 | Exeter City | |
| 24 January | Bristol Rovers | 1–0 | Gillingham |
| Date | Home team | Score | Away team | |
|---|---|---|---|---|
| 30 January | Halifax Town | 3 – 1 | Stockport County | |
| 30 January | Wigan Athletic | 1 – 2 | Doncaster Rovers | |
| 31 January | Bolton Wanderers | 1–0 | Rotherham United | |
| 6 February | Tranmere Rovers | 3–0 | Chester City |
| Date | Home team | Score | Away team | |
|---|---|---|---|---|
| 30 January | Walsall | 4–1 | Southend United | |
| 6 February | Brentford | 2–2 | Bristol Rovers | |
| Bristol Rovers won 4–3 on penalties | ||||
| 21 February | Hereford United | 1–1 | Notts County | |
| Notts County won 4–3 on penalties | ||||
| 21 February | Maidstone United | 2–0 | Exeter City | |
| Date | Home team | Score | Away team | |
|---|---|---|---|---|
| 20 February | Doncaster Rovers | 3–0 | Halifax Town | |
| 20 February | Tranmere Rovers | 2–1 | Bolton Wanderers |
| Date | Home team | Score | Away team | |
|---|---|---|---|---|
| 14 March | Bristol Rovers | 0–0 | Walsall | |
| Bristol Rovers won 3–2 on penalties | ||||
| 14 March | Maidstone United | 0 – 1 | Notts County | |
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