1988–89 FA Cup First round proper First round proper

| Tie_no | Home_team | Score | Away_team | Date_ |
|---|---|---|---|---|
| 1 | Enfield | 1–1 | Leyton Orient | 19 November 1988 |
| Replay | Leyton Orient | 2–2 | Enfield | 23 November 1988 |
| Replay | Leyton Orient | 0–1 | Enfield | 28 November 1988 |
| 2 | Blackpool | 2–1 | Scunthorpe United | 19 November 1988 |
| 3 | Darlington | 1–2 | Notts County | 19 November 1988 |
| 4 | Bath City | 2–0 | Grays Athletic | 19 November 1988 |
| 5 | Bristol City | 3–1 | Southend United | 19 November 1988 |
| 6 | Burnley | 0–2 | Chester City | 19 November 1988 |
| 7 | Preston North End | 1–1 | Tranmere Rovers | 19 November 1988 |
| Replay | Tranmere Rovers | 3–0 | Preston North End | 22 November 1988 |
| 8 | Yeovil Town | 3–2 | Merthyr Tydfil | 19 November 1988 |