| 14/05/2000 | 16:00 | Aston Villa | - | Manchester United | 0:1 (0:0) | |
| 16:00 | Bradford City | - | Liverpool FC | 1:0 (1:0) | ||
| 16:00 | Chelsea FC | - | Derby County | 4:0 (0:0) | ||
| 16:00 | Everton FC | - | Middlesbrough FC | 0:2 (0:1) | ||
| 16:00 | Newcastle United | - | Arsenal FC | 4:2 (2:1) | ||
| 16:00 | Sheffield Wednesday | - | Leicester City | 4:0 (2:0) | ||
| 16:00 | Southampton FC | - | Wimbledon FC | 2:0 (0:0) | ||
| 16:00 | Tottenham Hotspur | - | Sunderland AFC | 3:1 (1:1) | ||
| 16:00 | Watford FC | - | Coventry City | 1:0 (1:0) | ||
| 16:00 | West Ham United | - | Leeds United | 0:0 (0:0) |
| » Tables | Home | Away | First round | Second round | First half | Second half |
| # | Team | M. | W | D | L | goals | Dif. | Pt. | |
|---|---|---|---|---|---|---|---|---|---|
| 1 |
|
Manchester United | 38 | 28 | 7 | 3 | 97:45 | 52 | 91 |
| 2 |
|
Arsenal FC | 38 | 22 | 7 | 9 | 73:43 | 30 | 73 |
| 3 |
|
Leeds United | 38 | 21 | 6 | 11 | 58:43 | 15 | 69 |
| 4 |
|
Liverpool FC | 38 | 19 | 10 | 9 | 51:30 | 21 | 67 |
| 5 |
|
Chelsea FC | 38 | 18 | 11 | 9 | 53:34 | 19 | 65 |
| 6 |
|
Aston Villa | 38 | 15 | 13 | 10 | 46:35 | 11 | 58 |
| 7 |
|
Sunderland AFC | 38 | 16 | 10 | 12 | 57:56 | 1 | 58 |
| 8 |
|
Leicester City | 38 | 16 | 7 | 15 | 55:55 | 0 | 55 |
| 9 |
|
West Ham United | 38 | 15 | 10 | 13 | 52:53 | -1 | 55 |
| 10 |
|
Tottenham Hotspur | 38 | 15 | 8 | 15 | 57:49 | 8 | 53 |
| 11 |
|
Newcastle United | 38 | 14 | 10 | 14 | 63:54 | 9 | 52 |
| 12 |
|
Middlesbrough FC | 38 | 14 | 10 | 14 | 46:52 | -6 | 52 |
| 13 |
|
Everton FC | 38 | 12 | 14 | 12 | 59:49 | 10 | 50 |
| 14 |
|
Coventry City | 38 | 12 | 8 | 18 | 47:54 | -7 | 44 |
| 15 |
|
Southampton FC | 38 | 12 | 8 | 18 | 45:62 | -17 | 44 |
| 16 |
|
Derby County | 38 | 9 | 11 | 18 | 44:57 | -13 | 38 |
| 17 |
|
Bradford City | 38 | 9 | 9 | 20 | 38:68 | -30 | 36 |
| 18 |
|
Wimbledon FC | 38 | 7 | 12 | 19 | 46:74 | -28 | 33 |
| 19 |
|
Sheffield Wednesday | 38 | 8 | 7 | 23 | 38:70 | -32 | 31 |
| 20 |
|
Watford FC | 38 | 6 | 6 | 26 | 35:77 | -42 | 24 |