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Middlesbrough 14th, English Premiership |
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| League Record 1999-2000 [for the same period] |
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| Pld | W | D | L | F | A | GD | GFA | GAA | | PpG | Pts | Rank |
| Home Record | 19 | 8 | 5 | 6 | 23 | 26 | -3 | 1.21 | 1.36 | | 1.52 | 29 | 14 |
| Away Record | 19 | 6 | 5 | 8 | 23 | 26 | -3 | 1.21 | 1.36 | | 1.21 | 23 | 7 |
| Overall Record | 38 | 14 | 10 | 14 | 46 | 52 | -6 | 1.21 | 1.36 | | 1.36 | 52 | 12 |
| English Premiership |
| No. | Date | Ven | Opponent | Result | HT | Attend |
| 1 | 19-Aug-00 | A | Coventry City | W | 3-1 | (1-1) | 20,624 |
| Job 20; Boksic 59, 62 |
| 2 | 22-Aug-00 | H | Tottenham Hotspur | D | 1-1 | (0-1) | 31,254 |
| Summerbell 59 |
| 3 | 26-Aug-00 | H | Leeds United | L | 1-2 | (0-2) | 31,626 |
| Stamp 82 |
| 4 | 06-Sep-00 | A | Derby County | D | 3-3 | (1-0) | 24,290 |
| Boksic 12p; Job 51; Deane 59 |
| 5 | 09-Sep-00 | H | Everton | L | 1-2 | (1-0) | 30,885 |
| Steve Watson(og) 7 |
| 6 | 17-Sep-00 | A | Manchester City | D | 1-1 | (0-0) | 32,053 |
| Festa 55 |
| 7 | 23-Sep-00 | H | Aston Villa | D | 1-1 | (0-0) | 27,556 |
| Alpay(og) 89 |
| 8 | 30-Sep-00 | A | Southampton | W | 3-1 | (2-0) | 14,903 |
| Boksic 17, 82; Festa 32 |
| 9 | 16-Oct-00 | H | Newcastle United | L | 1-3 | (0-1) | 31,436 |
| Deane 90 |
| 10 | 21-Oct-00 | A | Charlton Athletic | L | 0-1 | (0-0) | 20,043 |
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| 11 | 28-Oct-00 | A | Ipswich Town | L | 1-2 | (0-2) | 21,771 |
| Gordon 68 |
| 12 | 04-Nov-00 | H | Arsenal | L | 0-1 | (0-1) | 29,541 |
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| 13 | 11-Nov-00 | A | Manchester United | L | 1-2 | (1-0) | 67,576 |
| Karembeu 32 |
| 14 | 18-Nov-00 | H | Leicester City | L | 0-3 | (0-2) | 27,965 |
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| 15 | 25-Nov-00 | H | Bradford City | D | 2-2 | (0-2) | 28,526 |
| Ehiogu 48; Ince 89 |
| 16 | 02-Dec-00 | A | West Ham United | L | 0-1 | (0-1) | 25,459 |
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| 17 | 09-Dec-00 | A | Sunderland | L | 0-1 | (0-0) | 47,742 |
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| 18 | 16-Dec-00 | H | Chelsea | W | 1-0 | (0-0) | 29,422 |
| Gordon 71 |
| 19 | 23-Dec-00 | A | Tottenham Hotspur | D | 0-0 | (0-0) | 35,638 |
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| 20 | 26-Dec-00 | H | Liverpool | W | 1-0 | (1-0) | 34,696 |
| Karembeu 41 |
| 21 | 30-Dec-00 | H | Coventry City | D | 1-1 | (0-1) | 30,499 |
| Boksic 86 |
| 22 | 01-Jan-01 | A | Leeds United | D | 1-1 | (1-0) | 39,251 |
| Boksic 27 |
| 23 | 13-Jan-01 | H | Derby County | W | 4-0 | (1-0) | 29,041 |
| Boksic 43p, 81; Ehiogu 60; Ricard 90p |
| 24 | 20-Jan-01 | A | Liverpool | D | 0-0 | (0-0) | 43,042 |
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| 25 | 31-Jan-01 | A | Everton | D | 2-2 | (1-0) | 34,244 |
| Ricard 11; Cooper 63 |
| 26 | 03-Feb-01 | H | Manchester City | D | 1-1 | (0-1) | 31,794 |
| Cooper 62 |
| 27 | 10-Feb-01 | A | Aston Villa | D | 1-1 | (0-1) | 28,912 |
| Ehiogu 49 |
| 28 | 24-Feb-01 | H | Southampton | L | 0-1 | (0-0) | 28,725 |
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| 29 | 03-Mar-01 | H | Charlton Athletic | D | 0-0 | (0-0) | 28,177 |
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| 30 | 17-Mar-01 | A | Newcastle United | W | 2-1 | (2-0) | 51,751 |
| Boksic 28, 33 |
| 31 | 31-Mar-01 | A | Chelsea | L | 1-2 | (0-1) | 34,933 |
| Windass 54 |
| 32 | 09-Apr-01 | H | Sunderland | D | 0-0 | (0-0) | 31,284 |
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| 33 | 14-Apr-01 | A | Arsenal | W | 3-0 | (2-0) | 37,879 |
| Edu(og) 34; Silvinho(og) 38; Ricard 58 |
| 34 | 16-Apr-01 | H | Ipswich Town | L | 1-2 | (1-0) | 34,294 |
| Windass 39 |
| 35 | 21-Apr-01 | A | Leicester City | W | 3-0 | (1-0) | 18,162 |
| Ricard 12; Boksic 50; Ince 52 |
| 36 | 28-Apr-01 | H | Manchester United | L | 0-2 | (0-1) | 34,417 |
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| 37 | 05-May-01 | A | Bradford City | D | 1-1 | (0-1) | 20,921 |
| Karembeu 81 |
| 38 | 19-May-01 | H | West Ham United | W | 2-1 | (2-1) | 33,057 |
| Job 21; Karembeu 45 |
| English FA Cup |
| Round | Date | Ven | Opponent | Result | HT | Attend |
| 3 | 08-Jan-01 | A | Bradford City | W | 1-0 | (0-0) | 7,303 |
| Ricard 67 |
| 4 | 06-Feb-01 | H | Wimbledon | D | 0-0 | (0-0) | 20,625 |
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| 4r | 13-Feb-01 | A | Wimbledon | L | 1-3 | (1-0) | 5,991 |
| Ricard 45 [aet] |
| English League Cup |
| Round | Date | Ven | Opponent | Result | HT | Attend |
| 2 L1 | 19-Sep-00 | H | Macclesfield Town | W | 2-1 | (0-0) | 5,144 |
| Whelan 87; Summerbell 90 |
| 2 L2 | 26-Sep-00 | A | Macclesfield Town | W | 3-1 | (1-1) | 3,153 |
| Ricard 18, 51, 53 |
| 3 | 31-Oct-00 | A | Wimbledon | L | 0-1 | (0-0) | 3,666 |
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Home and away results against each team, listed in the current league table standings
| Home | 1999-2000 | Team | 1999-2000 | Away | Pts |
| L 0-2 | [3-4] | Manchester United | [0-1] | L 1-2 | 0 |
| L 0-1 | [2-1] | Arsenal | [1-5] | W 3-0 | 3 |
| W 1-0 | [1-0] | Liverpool | [0-0] | D 0-0 | 4 |
| L 1-2 | [0-0] | Leeds United | [0-2] | D 1-1 | 1 |
| L 1-2 | - | Ipswich Town | - | L 1-2 | 0 |
| W 1-0 | [0-1] | Chelsea | [1-1] | L 1-2 | 3 |
| D 0-0 | [1-1] | Sunderland | [1-1] | L 0-1 | 1 |
| D 1-1 | [0-4] | Aston Villa | [0-1] | D 1-1 | 2 |
| D 0-0 | - | Charlton Athletic | - | L 0-1 | 1 |
| L 0-1 | [3-2] | Southampton | [1-1] | W 3-1 | 3 |
| L 1-3 | [2-2] | Newcastle United | [1-2] | W 2-1 | 3 |
| D 1-1 | [2-1] | Tottenham Hotspur | [3-2] | D 0-0 | 2 |
| L 0-3 | [0-3] | Leicester City | [1-2] | W 3-0 | 3 |
| | Middlesbrough | | |
| W 2-1 | [2-0] | West Ham United | [1-0] | L 0-1 | 3 |
| L 1-2 | [2-1] | Everton | [2-0] | D 2-2 | 1 |
| W 4-0 | [1-4] | Derby County | [3-1] | D 3-3 | 4 |
| D 1-1 | - | Manchester City | - | D 1-1 | 2 |
| D 1-1 | [2-0] | Coventry City | [1-2] | W 3-1 | 4 |
| D 2-2 | [0-1] | Bradford City | [1-1] | D 1-1 | 2 |
| Leading Scorers |
League Cup |
| Boksic | | 12 | |  |  |  |  |  |  |  |  |  |  |  |  |
| Ricard | | 9 | |  |  |  |  |  |  |  |  |  |
| Karembeu | | 4 | |  |  |  |  |
| Ehiogu | | 3 | |  |  |  |
| Job | | 3 | |  |  |  |
| Cooper | | 2 | |  |  |
| Deane | | 2 | |  |  |
| Festa | | 2 | |  |  |
| Gordon | | 2 | |  |  |
| Ince | | 2 | |  |  |
| Summerbell | | 2 | |  |  |
| Windass | | 2 | |  |  |
| Stamp | | 1 | |  |
| Whelan | | 1 | |  |
| (own goals) | | 4 | |  |  |  |  |
Score distributions by match - goals scored by row, and goals conceded by column. Each box shows the number of this season's matches with the resulting scoreline.
| League | Cup |
 | 0 | 1 | 2 | 3 |
| 0 | 4 | 5 | 1 | 1 |
| 1 | 2 | 8 | 6 | 1 |
| 2 | | 2 | 2 |
| 3 | 2 | 2 | | 1 |
| 4 | 1 |
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 | 0 | 1 | 2 | 3 |
| 0 | 1 | 1 |
| 1 | 1 | | | 1 |
| 2 | | 1 |
| 3 | | 1 |
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When the goals have been scored and conceded this season
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