|   
  
    |  |  
    | Saturday, 8 January, 2000 |  
    |  |  
    | Aston Villa | 1 | 0 | Southampton |  
    | Southgate 20 |  |  
    | Match Attendance:   25 025 |  
    |  |  
    | Charlton Athletic | 1 | 0 | Queens Park Rangers |  
    | MacDonald 68 |  |  
    | Match Attendance:   16 798 |  
   |  |  
    | Coventry City | 3 | 0 | Burnley |  
    | Chippo 11,69 Whelan 75
 |  |  
    | Match Attendance:   22 774 |  
    |  |  
    | Everton | 2 | 0 | Birmingham City |  
    | Unsworth  pen 75, pen 90 |  |  
    | Match Attendance:   25 405 |  
    | Match Report |  
    |  |  
    | Fulham | 3 | 0 | Wimbledon |  
    | Collins 22, 77 Finnan 25
 |  |  
    | Match Attendance:   16 877 |  
    |  |  
    | Grimsby Town | 0 | 2 | Bolton Wanderers |  
    | Little 75 | Gudjohnsen 33 Hansen 54
 |  
    | Match Attendance:   4 270 |  
    |  |  
    | Newcastle United | 4 | 1 | Sheffield United |  
    | Shearer 5 Dabizas 47
 Ferguson 59
 Gallacher 69
 | Smith 17 |  
    | Match Attendance:   36 220 |  
    |  |  
    | Plymouth Argyle | 0 | 2 | Preston North End |  
    |  | Alexander pen 60 Beswetherick og 77
 |  
    | Match Attendance:   10 824 |  
    |  |  
    | Sheffield Wednesday | 1 | 1 | Wolverhampton Wanderers |  
    | Alexandersson 9 | Sedgeley 68 |  
    | Match Attendance:   18 506 |  
    |  |  
    | Tranmere Rovers | 1 | 0 | Sunderland |  
    | Allison 25 |  |  
    | Match Attendance:   15 469 |  
    |  |  
    | Wrexham | 1 | 2 | Cambridge United |  
    | Connolly 44 | Benjamin 15 Butler 52
 |  
    | Match Attendance:   7 186 |  
    |  |  
    | Sunday, 9 January, 2000 |  
    |  |  
    | Arsenal | 0 | 0 | Leicester City |  
    |  |  |  
    | Match Attendance:   35 710 |  
    |  |  
    | Manchester City | 2 | 5 | Leeds United |  
    | Goater 2 Bishop 11
 | Bakke 8 Smith 20
 Kewell 41, 88
 Bowyer 66
 |  
    | Match Attendance:   29 240 |  
    |  |  
    | Monday, 10 January, 2000 |  
    |  |  
    | Liverpool | 0 | 1 | Blackburn Rovers |  
    |  | Blake 84 |  
    | Match Attendance:   32 839 |  
    |  |  
    | Tuesday, 11 January, 2000 |  
    |  |  
    | Gillingham | 3 | 1 | Bradford City |  
    | Thomson 39 Ashby 54
 Hodge 78
 | Saunders 77 |  
    | Match Attendance:   7 091 |  
    |  |  
    | Tuesday, 18 January, 2000 |  
    |  |  
    | Wolverhampton Wanderers | 0 | 0 | Sheffield Wednesday |  
    | AET
 |  |  
    | Sheffield Wednesday won 4-3 on penalties |  
    | Match Attendance:   25 201 |  
    |  |  
    | Wednesday, 19 January, 2000 |  
    |  |  
    | Chelsea | 2 | 0 | Nottingham Forest |  
    | Leboeuf 57 Wise 86
 |  |  
    | Match Attendance: |  
    |  |  
    | Leicester City | 0 | 0 | Arsenal |  
    | AET
 |  |  
    | Leicester City won 6-5 on penalties |  
    | Match Attendance: |  
    |  |  
 
| Last updated: 28 January 2000 |  |