02.01.1999 Aston Villa - Hull City 3:0 (1:0)
Blackburn Rovers - Charlton Athletic 2:0 (1:0)
Bolton Wanderers - Wolverhampton Wanderers 1:2 (0:1)
Bournemouth - West Bromwich Albion 1:0 (1:0)
Bradford City - Grimsby Town 2:1 (1:0)
Bristol City - Everton 0:2 (0:0)
Bury FC - Stockport County 0:3 (0:3)
Cardiff City - Yeovil Town 1:1 (0:0)
Coventry City - Macclesfield Town 7:0 (3:0)
Crewe Alexandra - Oxford United 1:3 (0:2)
Leicester City - Birmingham City 4:2 (2:1)
Lincoln City - Sunderland 0:1 (0:1)
Newcastle United - Crystal Palace 2:1 (0:1)
Nottingham Forest - Portsmouth FC 0:1 (0:1)
Oldham Athletic - Chelsea 0:2 (0:0)
Plymouth Argyle - Derby County 0:3 (0:2)
Queens Park Rangers - Huddersfield Town 0:1 (0:1)
Rotherham United - Bristol Rovers 0:1 (0:1)
Rushden & Diamonds - Leeds United 0:0 (0:0)
Sheffield United - Notts County 1:1 (1:0)
Southampton - Fulham FC 1:1 (0:1)
Southport FC - Leyton Orient 0:2 (0:0)
Swindon Town - Barnsley FC 0:0 (0:0)
Tottenham Hotspur - Watford FC 5:2 (4:2)
Tranmere Rovers - Ipswich Town 0:1 (0:0)
West Ham United - Swansea City 1:1 (0:0)
Wimbledon FC - Manchester City 1:0 (0:0)
Wrexham AFC - Scunthorpe United 4:3 (1:0)
03.01.1999 Manchester United - Middlesbrough 3:1 (0:0)
Port Vale FC - Liverpool 0:3 (0:2)
Sheffield Wednesday - Norwich City 4:1 (3:1)
04.01.1999 Preston North End - Arsenal 2:4 (2:1)
Partidos decisivos
12.01.1999 Yeovil Town - Cardiff City 1:2 (0:1, 1:1) pró.
13.01.1999 Fulham FC - Southampton 1:0 (0:0)
Leeds United - Rushden & Diamonds 3:1 (1:1)
Swansea City - West Ham United 1:0 (1:0)
19.01.1999 Barnsley FC - Swindon Town 3:1 (0:0)
23.01.1999 Notts County - Sheffield United 3:4 (1:1, 3:3) pró.