03/05 - 15:30
03/05 - 15:45
03/05 - 16:00
03/05 - 16:00
03/05 - 16:00
03/05 - 19:00
03/05 - 21:30
04/05 - 08:30
04/05 - 09:00
03/05 - 15:30
03/05 - 15:45
03/05 - 16:00
03/05 - 16:00
03/05 - 16:00
03/05 - 19:00
03/05 - 20:30
04/05 - 08:30
04/05 - 09:00
V | 2000-09-25 | Macclesfield Town |  | 1-3 |  | Middlesbrough | 2R | ||
V | 2000-09-18 | Middlesbrough | | 2-1 | | Macclesfield Town | 2R | ||
V | 2000-05-13 | Everton |  | 0-2 | | Middlesbrough | R38 | ||
E | 2000-05-05 | Middlesbrough | | 1-1 |  | Watford | R37 | ||
E | 2000-05-01 | Middlesbrough | | 2-2 |  | Newcastle | R35 | ||
V | 2000-04-28 | West Ham |  | 0-1 | | Middlesbrough | R36 | ||
E | 2000-04-21 | Chelsea |  | 1-1 | | Middlesbrough | R34 | ||
D | 2000-04-14 | Coventry City |  | 2-1 | | Middlesbrough | R33 | ||
D | 2000-04-09 | Middlesbrough | | 3-4 |  | Manchester United | R32 | ||
V | 2000-04-02 | Tottenham |  | 2-3 | | Middlesbrough | R31 | ||
V | 2000-03-24 | Middlesbrough | | 1-0 |  | Sheffield Wed. | R30 | ||
E | 2000-03-17 | Sunderland |  | 1-1 | | Middlesbrough | R29 | ||
V | 2000-03-11 | Middlesbrough | | 2-1 |  | Arsenal | R28 | ||
E | 2000-03-03 | Southampton |  | 1-1 | | Middlesbrough | R27 | ||
E | 2000-02-25 | Middlesbrough | | 0-0 |  | Leeds United | R26 | ||
V | 2000-02-18 | Middlesbrough | | 2-0 | | Coventry City | R20 | ||
D | 2000-02-13 | Middlesbrough | | 0-4 |  | Aston Villa | R25 | ||
D | 2000-02-04 | Leicester City |  | 2-1 | | Middlesbrough | R24 | ||
D | 2000-01-28 | Manchester United | | 1-0 | | Middlesbrough | R21 | ||
E | 2000-01-21 | Liverpool |  | 0-0 | | Middlesbrough | R23 |
