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
9 Reading 4–2 Hendon 19 November 1988
10 Woking 1–4 Cambridge United 19 November 1988
11 Gillingham 3–3 Peterborough United 19 November 1988
Replay Peterborough United 1–0 Gillingham 23 November 1988
12 Bolton Wanderers 0–0 Chesterfield 19 November 1988
Replay Chesterfield 2–3 Bolton Wanderers 28 November 1988
13 Grimsby Town 1–0 Wolverhampton Wanderers 19 November 1988
14 Stafford Rangers 2–2 Crewe Alexandra 19 November 1988
Replay Crewe Alexandra 3–2 Stafford Rangers 22 November 1988
15 Scarborough 2–1 Stockport County 19 November 1988
16 Doncaster Rovers 0–0 Brandon United 19 November 1988
Replay Doncaster Rovers 2–1 Brandon United 22 November 1988
17 Fulham 0–1 Colchester United 19 November 1988
18 Brentford 2–0 Halesowen Town 19 November 1988
19 Bristol Rovers 3–0 Fisher Athletic 20 November 1988
20 Altrincham 3–2 Lincoln City 19 November 1988
21 Bognor Regis Town 2–1 Exeter City 19 November 1988
22 Huddersfield Town 1–1 Rochdale 19 November 1988
Replay Rochdale 3–4 Huddersfield Town 28 November 1988
23 Mansfield Town 1–1 Sheffield United 19 November 1988
Replay Sheffield United 2–1 Mansfield Town 22 November 1988
24 Cardiff City 3–0 Hereford United 19 November 1988
25 Halifax Town 1–0 York City 19 November 1988
26 Newport County 1–2 Maidstone United 19 November 1988
27 Southport 0–2 Port Vale 19 November 1988
28 Runcorn 2–2 Wrexham 19 November 1988
Replay Wrexham 2–3 Runcorn 22 November 1988
29 Torquay United 2–2 Fareham Town 19 November 1988
Replay Fareham Town 2–3 Torquay United 23 November 1988
30 Kettering Town 2–1 Dartford 19 November 1988
31 Rotherham United 3–1 Barrow 19 November 1988
32 Aldershot 1–0 Hayes 19 November 1988
33 Dagenham 0–4 Sutton United 19 November 1988
34 Waterlooville 1–4 Aylesbury United 19 November 1988
35 Telford United 1–1 Carlisle United 19 November 1988
Replay Carlisle United 4–1 Telford United 22 November 1988
36 Swansea City 3–1 Northampton Town 19 November 1988
37 Frickley Athletic 0–2 Northwich Victoria 19 November 1988
38 Hartlepool United 2–0 Wigan Athletic 19 November 1988
39 Welling United 3–0 Bromsgrove Rovers 19 November 1988
40 Guisborough Town 0–1 Bury 19 November 1988