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Gillingham 3rd, English Div 2 |
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| League Record 1998-1999 [for the same period] |
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| Pld | W | D | L | F | A | GD | GFA | GAA | | PpG | Pts | Rank |
| Home Record | 23 | 15 | 5 | 3 | 45 | 17 | 28 | 1.95 | 0.73 | | 2.17 | 50 | 2 |
| Away Record | 23 | 7 | 9 | 7 | 30 | 27 | 3 | 1.30 | 1.17 | | 1.30 | 30 | 6 |
| Overall Record | 46 | 22 | 14 | 10 | 75 | 44 | 31 | 1.63 | 0.95 | | 1.73 | 80 | 4 |
| English Div 2 |
| No. | Date | Ven | Opponent | Result | HT | Attend |
| 1 | 07-Aug-99 | A | Bury | L | 1-2 | (0-0) | 4,014 |
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| 2 | 14-Aug-99 | H | Bristol Rovers | L | 0-1 | (0-0) | 6,234 |
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| 3 | 21-Aug-99 | A | Blackpool | D | 1-1 | (1-0) | 4,203 |
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| 4 | 28-Aug-99 | H | Wycombe Wanderers | D | 2-2 | (1-1) | 6,180 |
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| 5 | 30-Aug-99 | A | Stoke City | D | 1-1 | (0-0) | 8,369 |
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| 6 | 04-Sep-99 | H | Oldham Athletic | W | 2-1 | (2-0) | 5,884 |
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| 7 | 11-Sep-99 | A | Oxford United | W | 2-1 | (0-0) | 5,418 |
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| 8 | 18-Sep-99 | H | Preston North End | L | 0-2 | (0-0) | 6,610 |
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| 9 | 25-Sep-99 | A | Cambridge United | D | 2-2 | (1-0) | 4,708 |
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| 10 | 02-Oct-99 | H | Millwall | W | 2-0 | (1-0) | 6,616 |
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| 11 | 09-Oct-99 | H | Wrexham | W | 5-1 | (2-1) | 5,997 |
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| 12 | 16-Oct-99 | A | Luton Town | L | 1-3 | (1-0) | 6,394 |
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| 13 | 19-Oct-99 | A | Brentford | W | 2-1 | (2-0) | 6,264 |
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| 14 | 23-Oct-99 | H | Cambridge United | W | 2-1 | (0-1) | 6,417 |
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| 15 | 02-Nov-99 | H | Bristol City | W | 3-0 | (0-0) | 6,892 |
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| 16 | 06-Nov-99 | A | Notts County | D | 1-1 | (1-1) | 6,023 |
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| 17 | 12-Nov-99 | H | AFC Bournemouth | W | 4-1 | (2-1) | 6,336 |
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| 18 | 23-Nov-99 | A | Scunthorpe United | W | 4-1 | (2-1) | 3,444 |
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| 19 | 27-Nov-99 | A | Cardiff City | W | 2-1 | (2-1) | 7,608 |
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| 20 | 04-Dec-99 | H | Bury | W | 1-0 | (0-0) | 7,036 |
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| 21 | 26-Dec-99 | H | Colchester United | W | 2-1 | (2-0) | 7,338 |
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| 22 | 28-Dec-99 | A | Wigan Athletic | L | 0-2 | (0-1) | 8,054 |
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| 23 | 03-Jan-00 | H | Reading | D | 2-2 | (1-0) | 7,453 |
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| 24 | 15-Jan-00 | A | Bristol Rovers | L | 1-2 | (0-0) | 8,331 |
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| 25 | 22-Jan-00 | H | Blackpool | L | 1-3 | (0-2) | 6,805 |
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| 26 | 01-Feb-00 | A | Chesterfield | D | 0-0 | (0-0) | 2,898 |
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| 27 | 05-Feb-00 | H | Stoke City | W | 3-0 | (2-0) | 7,801 |
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| 28 | 12-Feb-00 | A | Oldham Athletic | W | 3-1 | (2-1) | 5,144 |
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| 29 | 26-Feb-00 | A | Preston North End | W | 2-0 | (0-0) | 13,246 |
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| 30 | 04-Mar-00 | H | Oxford United | W | 1-0 | (0-0) | 6,966 |
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| 31 | 07-Mar-00 | H | Notts County | L | 0-1 | (0-0) | 6,915 |
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| 32 | 11-Mar-00 | A | Bristol City | W | 1-0 | (0-0) | 9,332 |
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| 33 | 14-Mar-00 | H | Burnley | D | 2-2 | (1-1) | 7,347 |
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| 34 | 18-Mar-00 | H | Scunthorpe United | W | 3-1 | (1-1) | 6,822 |
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| 35 | 21-Mar-00 | A | AFC Bournemouth | W | 1-0 | (1-0) | 4,443 |
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| 36 | 25-Mar-00 | A | Colchester United | L | 1-2 | (0-0) | 4,337 |
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| 37 | 28-Mar-00 | A | Wycombe Wanderers | L | 0-1 | (0-0) | 4,183 |
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| 38 | 01-Apr-00 | H | Chesterfield | W | 1-0 | (0-0) | 6,772 |
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| 39 | 07-Apr-00 | A | Reading | D | 2-2 | (0-1) | 11,064 |
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| 40 | 15-Apr-00 | H | Wigan Athletic | W | 2-1 | (1-1) | 7,746 |
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| 41 | 18-Apr-00 | A | Burnley | W | 3-0 | (1-0) | 17,026 |
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| 42 | 22-Apr-00 | H | Luton Town | W | 2-0 | (1-0) | 8,667 |
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| 43 | 24-Apr-00 | A | Millwall | D | 2-2 | (2-2) | 17,921 |
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| 44 | 29-Apr-00 | H | Brentford | W | 2-0 | (1-0) | 9,001 |
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| 45 | 02-May-00 | H | Cardiff City | W | 4-1 | (3-1) | 9,178 |
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| 46 | 06-May-00 | A | Wrexham | L | 0-1 | (0-1) | 8,811 |
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| English FA Cup |
| Round | Date | Ven | Opponent | Result | HT | Attend |
| 1 | 30-Oct-99 | A | Cheltenham Town | D | 1-1 | (1-0) | 3,188 |
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| 1r | 09-Nov-99 | H | Cheltenham Town | W | 3-2 | (2-0) | 4,352 |
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| 2 | 20-Nov-99 | H | Darlington | W | 3-1 | (2-0) | 5,168 |
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| 3 | 11-Dec-99 | A | Walsall | D | 1-1 | (1-0) | 4,314 |
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| 3r | 08-Jan-00 | H | Walsall | W | 2-1 | (1-1) | 6,538 |
| [aet] |
| 4 | 11-Jan-00 | H | Bradford City | W | 3-1 | (1-0) | 7,091 |
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| 5 | 29-Jan-00 | H | Sheffield Wednesday | W | 3-1 | (0-1) | 10,130 |
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| QF | 20-Feb-00 | A | Chelsea | L | 0-5 | (0-1) | 34,205 |
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| English League Cup |
| Round | Date | Ven | Opponent | Result | HT | Attend |
| 1 L1 | 11-Aug-99 | A | Brighton & Hove Albion | W | 2-0 | (1-0) | 5,613 |
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| 1 L2 | 24-Aug-99 | H | Brighton & Hove Albion | W | 2-0 | (2-0) | 4,592 |
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| 2 L1 | 14-Sep-99 | H | Bolton Wanderers | L | 1-4 | (0-2) | 4,996 |
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| 2 L2 | 21-Sep-99 | A | Bolton Wanderers | L | 0-2 | (0-2) | 3,673 |
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| Division Two Play-offs |
| Round | Date | Ven | Opponent | Result | HT | Attend |
| SF L1 | 13-May-00 | A | Stoke City | L | 2-3 | (1-2) | 22,124 |
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| SF L2 | 17-May-00 | H | Stoke City | W | 3-0 | (0-0) | 10,386 |
| [aet] |
| F | 28-May-00 | N | Wigan Athletic | W | 3-2 | (1-0) | 53,764 |
| [aet] |
Home and away results against each team, listed in the current league table standings
| Home | 1998-1999 | Team | 1998-1999 | Away | Pts |
| L 0-2 | [1-1] | Preston North End | [1-1] | W 2-0 | 3 |
| D 2-2 | [2-1] | Burnley | [5-0] | W 3-0 | 4 |
| | Gillingham | | |
| W 2-1 | [2-0] | Wigan Athletic | [1-4] | L 0-2 | 3 |
| W 2-0 | [1-1] | Millwall | [3-3] | D 2-2 | 4 |
| W 3-0 | [4-0] | Stoke City | [0-0] | D 1-1 | 4 |
| L 0-1 | [0-0] | Bristol Rovers | [1-0] | L 1-2 | 0 |
| L 0-1 | [4-0] | Notts County | [1-0] | D 1-1 | 1 |
| W 3-0 | - | Bristol City | - | W 1-0 | 6 |
| D 2-2 | [2-1] | Reading | [0-0] | D 2-2 | 2 |
| W 5-1 | [4-0] | Wrexham | [1-2] | L 0-1 | 3 |
| D 2-2 | [3-0] | Wycombe Wanderers | [2-0] | L 0-1 | 1 |
| W 2-0 | [1-0] | Luton Town | [0-1] | L 1-3 | 3 |
| W 2-1 | [2-1] | Oldham Athletic | [4-1] | W 3-1 | 6 |
| W 1-0 | - | Bury | - | L 1-2 | 3 |
| W 4-1 | [2-1] | AFC Bournemouth | [3-3] | W 1-0 | 6 |
| W 2-0 | - | Brentford | - | W 2-1 | 6 |
| W 2-1 | [1-1] | Colchester United | [1-1] | L 1-2 | 3 |
| W 2-1 | - | Cambridge United | - | D 2-2 | 4 |
| W 1-0 | - | Oxford United | - | W 2-1 | 6 |
| W 4-1 | - | Cardiff City | - | W 2-1 | 6 |
| L 1-3 | [1-0] | Blackpool | [2-2] | D 1-1 | 1 |
| W 3-1 | - | Scunthorpe United | - | W 4-1 | 6 |
| W 1-0 | [3-1] | Chesterfield | [0-1] | D 0-0 | 4 |
| Leading Scorers |
League Cup Other |
| Taylor | | 18 | |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |
| Thomson | | 14 | |  |  |  |  |  |  |  |  |  |  |  |  |  |  |
| Southall | | 13 | |  |  |  |  |  |  |  |  |  |  |  |  |  |
| Hessenthaler | | 8 | |  |  |  |  |  |  |  |  |
| Onuora | | 7 | |  |  |  |  |  |  |  |
| Asaba | | 6 | |  |  |  |  |  |  |
| Lewis | | 6 | |  |  |  |  |  |  |
| Ashby | | 5 | |  |  |  |  |  |
| Gooden | | 5 | |  |  |  |  |  |
| Rowe | | 4 | |  |  |  |  |
| Butler | | 3 | |  |  |  |
| Butters | | 3 | |  |  |  |
| Omoyimni | | 3 | |  |  |  |
| McGlinchey | | 2 | |  |  |
| Saunders | | 2 | |  |  |
| Smith | | 2 | |  |  |
| Edge | | 1 | |  |
| Hodge | | 1 | |  |
| Nosworthy | | 1 | |  |
| Pennock | | 1 | |  |
| (own goals) | | 3 | |  |  |  |
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 | Other |
 | 0 | 1 | 2 | 3 |
| 0 | 1 | 4 | 2 |
| 1 | 5 | 3 | 3 | 2 |
| 2 | 4 | 7 | 6 |
| 3 | 3 | 2 |
| 4 | | 3 |
| 5 | | 1 |
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 | 0 | 1 | 2 | 3 | 4 | 5 |
| 0 | | | 1 | | | 1 |
| 1 | | 2 | | | 1 |
| 2 | 2 | 1 |
| 3 | | 3 | 1 |
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 | 0 | 1 | 2 | 3 |
| 0 |
| 1 |
| 2 | | | | 1 |
| 3 | 1 | | 1 |
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When the goals have been scored and conceded this season
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