1989–90 FA Cup First round proper First round proper

| Tie_no | Home_team | Score | Away_team | Date_ |
|---|---|---|---|---|
| 19 | Kidderminster Harriers | 2–3 | Swansea City | 18 Nov 1989 |
| 20 | Aylesbury United | 1–0 | Southend United | 18 Nov 1989 |
| 21 | Brentford | 0–1 | Colchester United | 18 Nov 1989 |
| 22 | Bristol Rovers | 1–1 | Reading | 18 Nov 1989 |
| Replay | Reading | 1–1 | Bristol Rovers | 21 Nov 1989 |
| Replay | Bristol Rovers | 0–1 | Reading | 27 Nov 1989 |
| 23 | Maidstone United | 2–1 | Yeovil Town | 19 Nov 1989 |
| 24 | Carlisle United | 3–0 | Wrexham | 18 Nov 1989 |
| 25 | Scunthorpe United | 4–1 | Matlock Town | 18 Nov 1989 |
| 26 | Cardiff City | 1–0 | Halesowen Town | 18 Nov 1989 |
| 27 | York City | 1–2 | Grimsby Town | 18 Nov 1989 |
| 28 | Kettering Town | 0–1 | Northampton Town | 18 Nov 1989 |