Competitions
Semi-finals
Luton Town 5 -
0 West Ham
Bristol City 1 -
2 Nottingham Forest
Quarter-finals
Southampton 2 -
3 Luton Town
Round of 16
Nottingham Forest 2 -
1 Leicester City
Wimbledon 0 -
1 QPR
3rd Round
Blackburn 1 -
2 Tottenham
Scunthorpe United 1 -
2 Bradford City
Liverpool 3 -
2 Arsenal
Southampton 3 -
2 Scarborough Athletic
Oldham Athletic 1 -
3 Everton
2nd Round
Ipswich 3 -
1 Port Vale
Wimbledon 2 -
1 Barnsley
Aston Villa 7 -
0 Birmingham
Brentford 5 -
6 Blackburn
Sheffield Wednesday 3 -
3 Blackpool
Coventry City 7 -
1 AFC Bournemouth
Oldham Athletic 4 -
2 Darlington 1883
Stoke City 3 -
3 Leyton Orient
Burnley 1 -
2 Luton Town
Gillingham 1 -
6 Millwall
Charlton Athletic 3 -
2 Northampton Town
Tottenham 3 -
2 Notts County
Leeds United 5 -
2 Peterborough United
Scarborough Athletic 5 -
3 Portsmouth
West Ham 5 -
1 Sunderland
Chelsea 3 -
6 Scunthorpe United
Crystal Palace 4 -
1 Swindon Town
Newcastle Utd 2 -
3 Sheffield United
Bury 2 -
5 Everton
Southend United 1 -
3 Derby County
Cardiff City 1 -
7 QPR
Watford 3 -
6 Leicester City
Walsall 1 -
4 Liverpool
Southampton 4 -
2 Lincoln City
Plymouth Argyle 3 -
7 Manchester City
Tranmere Rovers 1 -
0 Middlesbrough
Preston North End 0 -
5 Norwich
Chester City 0 -
10 Nottingham Forest
Bristol City 6 -
2 Oxford United
Bradford City 3 -
2 Reading
Manchester United 6 -
0 Rotherham United
Arsenal 5 -
1 Hull City
1st Round
Tranmere Rovers 2 -
1 Stockport County
Preston North End 1 -
0 Wigan
Plymouth Argyle 6 -
2 Hereford United
Chester City 3 -
2 Bolton
Bristol Rovers 0 -
1 AFC Bournemouth
Exeter City 0 -
2 Bristol City
Wrexham 3 -
4 Bury
Birmingham 3 -
3 Wolverhampton
Rotherham United 2 -
0 Grimsby Town
Darlington 1883 3 -
1 Doncaster Rovers
Sunderland 4 -
0 York City
Swansea 1 -
2 Cardiff City
Blackpool 4 -
1 Carlisle United
Gillingham 5 -
2 Cambridge United
Northampton Town 5 -
0 Colchester United
Lincoln City 3 -
2 Crewe Alexandra
Aldershot Town 0 -
2 Leyton Orient
Mansfield 1 -
5 Notts County
Chesterfield 3 -
4 Port Vale
Burnley 5 -
4 Rochdale
Brighton 0 -
3 Southend United
Huddersfield 4 -
5 Scunthorpe United
Reading 4 -
1 Torquay United
Brentford 3 -
2 Fulham
Sheffield United 4 -
2 Hartlepool United
Walsall 5 -
2 Shrewsbury Town
Peterborough United 3 -
2 West Bromwich
Halifax Town 3 -
3 Scarborough Athletic
Littlewoods Challenge Cup
| Winner | |
| Country |  England |
| Date | 29.08.1988 - 09.04.1989 |
| Played | 162 of 162 |
