The 1999–2000 season was the 62nd season of competitive association football in the Football League played by Chester City, an English club based in Chester, Cheshire.
Also, it was the fifth season spent in the Third Division, after the relegation from the Second Division in 1995. Alongside competing in the Football League the club also participated in the FA Cup, the Football League Cup and the Football League Trophy.
| Pos | Team | Pld | W | D | L | GF | GA | GD | Pts | Promotion or relegation |
|---|---|---|---|---|---|---|---|---|---|---|
| 20 | York City | 46 | 12 | 16 | 18 | 39 | 53 | −14 | 52 | |
| 21 | Exeter City | 46 | 11 | 11 | 24 | 46 | 72 | −26 | 44 | |
| 22 | Shrewsbury Town | 46 | 9 | 13 | 24 | 40 | 67 | −27 | 40 | |
| 23 | Carlisle United | 46 | 9 | 12 | 25 | 42 | 75 | −33 | 39 | |
| 24 | Chester City (R) | 46 | 10 | 9 | 27 | 44 | 79 | −35 | 39 | Relegation to Football Conference |
| Overall | Home | Away | |||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Pld | W | D | L | GF | GA | GD | Pts | W | D | L | GF | GA | GD | W | D | L | GF | GA | GD |
| 46 | 10 | 9 | 27 | 44 | 79 | −35 | 39 | 5 | 5 | 13 | 20 | 36 | −16 | 5 | 4 | 14 | 24 | 43 | −19 |
Source: rsssf.com
| Date | Opponents | Venue | Result | Score | Scorers | Attendance |
|---|---|---|---|---|---|---|
| 7 August | Barnet | H | L | 0–2 | 2,234 | |
| 14 August | Rotherham United | A | L | 0–4 | 2,966 | |
| 18 August | Northampton Town | H | L | 0–2 | 1,904 | |
| 28 August | Torquay United | A | D | 2–2 | Beckett, Berry | 2,345 |
| 30 August | Rochdale | H | L | 0–2 | 2,644 | |
| 3 September | Hull City | A | L | 1–2 | Richardson | 6,137 |
| 11 September | Exeter City | H | D | 1–1 | Beckett | 1,855 |
| 18 September | Brighton & Hove Albion | A | W | 3–2 | Beckett, Watson (o.g.), Agogo | 5,810 |
| 25 September | Lincoln City | H | L | 1–3 | Blackwood | 2,161 |
| 2 October | York City | A | D | 2–2 | Blackwood, Agogo | 2,452 |
| 9 October | Peterborough United | A | L | 1–2 | Beckett | 4,965 |
| 16 October | Macclesfield Town | H | L | 1–2 | Agogo | 2,506 |
| 19 October | Cheltenham Town | H | W | 2–1 | Agogo (2) | 1,705 |
| 23 October | Lincoln City | A | L | 1–4 | Agogo | 3,790 |
| 2 November | Shrewsbury Town | A | W | 1–0 | Richardson | 2,523 |
| 6 November | Plymouth Argyle | H | L | 0–1 | 2,027 | |
| 13 November | Hartlepool United | A | L | 0–1 | 2,266 | |
| 23 November | Southend United | H | D | 0–0 | 1,906 | |
| 27 November | Swansea City | H | L | 0–1 | 2,713 | |
| 4 December | Barnet | A | L | 0–2 | 2,252 | |
| 15 December | Darlington | A | L | 1–3 | Samways (o.g.) | 3,553 |
| 18 December | Halifax Town | H | W | 2–1 | Laird, Eve | 2,037 |
| 26 December | Mansfield Town | A | L | 1–2 | Doughty | 3,234 |
| 28 December | Leyton Orient | H | L | 1–5 | Wright | 3,160 |
| 3 January | Carlisle United | A | L | 1–4 | Eve | 4,565 |
| 8 January | Darlington | H | L | 1–2 | Beckett | 2,067 |
| 15 January | Rotherham United | H | L | 0–2 | 2,398 | |
| 22 January | Northampton Town | A | L | 1–3 | Pickering | 5,332 |
| 29 January | Torquay United | H | W | 2–1 | Eyjólfsson, Beckett | 2,229 |
| 5 February | Rochdale | A | L | 1–2 | Beckett | 3,093 |
| 12 February | Hull City | H | D | 0–0 | 2,802 | |
| 18 February | Swansea City | A | L | 1–2 | Eyjólfsson | 6,336 |
| 26 February | Brighton & Hove Albion | H | L | 1–7 | Beckett | 2,743 |
| 4 March | Exeter City | A | W | 2–0 | Eyjólfsson, Beckett | 2,391 |
| 7 March | Plymouth Argyle | A | D | 0–0 | 4,140 | |
| 11 March | Shrewsbury Town | H | D | 0–0 | 4,002 | |
| 18 March | Southend United | A | L | 1–3 | Beckett | 3,483 |
| 21 March | Hartlepool United | H | D | 1–1 | Hemmings | 1,816 |
| 25 March | Mansfield Town | H | W | 5–0 | Heggs, Beckett, Hemmings, Eve | 1,953 |
| 1 April | Halifax Town | A | W | 1–0 | Beckett (pen) | 2,431 |
| 8 April | Carlisle United | H | L | 0–1 | 5,507 | |
| 15 April | Leyton Orient | A | W | 2–1 | Heggs, Fisher | 4,123 |
| 22 April | Macclesfield Town | A | D | 1–1 | Beckett | 3,456 |
| 24 April | York City | H | W | 2–0 | Bower (o.g.), Beckett | 3,503 |
| 29 April | Cheltenham Town | A | L | 0–1 | 5,391 | |
| 6 May | Peterborough United | H | L | 0–1 | 4,905 |
| Round | Date | Opponents | Venue | Result | Score | Scorers | Attendance |
|---|---|---|---|---|---|---|---|
| First round | 30 October | Whyteleafe (7) | A | D | 0–0 | 2,164 | |
| First round replay | 9 November | H | W | 3–1 | Cross (2), Beckett | 2,183 | |
| Second round | 20 November | Stalybridge Celtic (6) | A | W | 2–1 | Cross, Beckett | 3,312 |
| Third round | 12 December | Manchester City (2) | H | L | 1–4 | Richardson | 5,469 |
| Round | Date | Opponents | Venue | Result | Score | Scorers | Attendance |
|---|---|---|---|---|---|---|---|
| First round first leg | 10 August | Port Vale (2) | H | W | 2–1 | Richardson, Beckett (pen) | 2,102 |
| First round second leg | 24 August | A | D | 4–4 | Beckett (2, 1pen), Shelton, Jones | 2,625 | |
| Second round first leg | 14 September | Aston Villa (1) | H | L | 0–1 | 4,364 | |
| Second round second leg | 21 September | A | L | 0–5 | 22,163 |
| Round | Date | Opponents | Venue | Result | Score | Scorers | Attendance |
|---|---|---|---|---|---|---|---|
| Second round | 11 January | Hull City (4) | A | L | 0–2 | 1,680 |
| Nat | Player | Total | League | FA Cup |
League Cup |
FL Trophy | |||||
|---|---|---|---|---|---|---|---|---|---|---|---|
| A | G | A | G | A | G | A | G | A | G | ||
| Goalkeepers | |||||||||||
 |
Wayne Brown | 55 | – | 46 | – | 4 | – | 4 | – | 1 | – |
| Field players | |||||||||||
 |
Junior Agogo | 10 | 6 | 10 | 6 | – | – | – | – | – | – |
|
Luke Beckett | 55 | 19 | 46 | 14 | 4 | 2 | 4 | 3 | 1 | – |
|
Paul Berry | 0+12 | 1 | 0+9 | 1 | 0+1 | – | 0+2 | – | – | – |
|
Chris Blackburn | 0+1 | – | 0+1 | – | – | – | – | – | – | – |
|
Michael Blackwood | 9 | 2 | 9 | 2 | – | – | – | – | – | – |
|
Paul Carden | 9+2 | – | 9+2 | – | – | – | – | – | – | – |
|
Danny Carson | 0+1 | – | – | – | – | – | – | – | 0+1 | – |
 |
Joe Carver | 1+1 | – | 1+1 | – | – | – | – | – | – | – |
|
Jonathan Cross | 18+5 | 3 | 13+4 | – | 2+1 | 3 | 2 | – | 1 | – |
|
Ross Davidson | 13 | – | 9 | – | – | – | 4 | – | – | – |
|
Matt Doughty | 25+14 | 1 | 19+14 | 1 | 4 | – | 2 | – | – | – |
 |
Sigurður Ragnar Eyjólfsson | 10 | 3 | 9 | 3 | – | – | – | – | 1 | – |
 |
Angus Eve | 9+6 | 4 | 9+5 | 4 | – | – | – | – | 0+1 | – |
|
Steve Finney | 4+9 | – | 4+9 | – | – | – | – | – | – | – |
|
Neil Fisher | 43+7 | 1 | 34+7 | 1 | 4 | – | 4 | – | 1 | – |
|
Carl Heggs | 11 | 2 | 11 | 2 | – | – | – | – | – | – |
|
Tony Hemmings | 19 | 2 | 19 | 2 | – | – | – | – | – | – |
|
Stuart Hicks | 13 | – | 13 | – | – | – | – | – | – | – |
|
Gary Hobson | 20 | – | 20 | – | – | – | – | – | – | – |
 |
Jonathan Jones | 5+5 | 1 | 4+2 | – | 0+1 | – | 1+2 | 1 | – | – |
 |
John Keister | 9+2 | – | 8+2 | – | – | – | – | – | 1 | – |
|
Kamu Laird | 2+1 | 1 | 2+1 | 1 | – | – | – | – | – | – |
|
Martyn Lancaster | 19+4 | – | 14+3 | – | 1+1 | – | 3 | – | 1 | – |
 |
Steve Malone | 1 | – | – | – | 1 | – | – | – | – | – |
 |
Goran Milosavijevic | 17+1 | – | 11+1 | – | 3 | – | 2 | – | 1 | – |
|
Darren Moss | 34+8 | – | 28+7 | – | 4 | – | 1+1 | – | 1 | – |
 |
Martin Nash | 15+5 | – | 12+4 | – | 3+1 | – | – | – | – | – |
|
Ally Pickering | 7 | 1 | 7 | 1 | – | – | – | – | – | – |
|
Andy Porter | 16 | – | 16 | – | – | – | – | – | – | – |
|
Shaun Reid | 15+3 | – | 10+3 | – | 2 | – | 2 | – | 1 | – |
|
Nick Richardson | 40+5 | 4 | 31+5 | 2 | 4 | 1 | 4 | 1 | 1 | – |
|
Jamie Robinson | 9 | – | 9 | – | – | – | – | – | – | – |
|
Andy Shelton | 14+5 | 1 | 9+2 | – | 1+2 | – | 4 | 1 | 0+1 | – |
|
Nicky Spooner | 11 | – | 9 | – | 2 | – | – | – | – | – |
|
Matt Woods | 46+3 | – | 40+2 | – | 2+1 | – | 4 | – | – | – |
|
Darren Wright | 21+11 | 1 | 15+10 | 1 | 3 | – | 3 | – | 0+1 | – |
| Own goals | – | 3 | – | 3 | – | – | – | – | – | – | |
| Total | 55 | 56 | 46 | 44 | 4 | 6 | 4 | 6 | 1 | – | |
Sumner, Chas (1 November 2011). 125 Years on the Borderline: The Complete History of Chester City F.C. 1885-2010. Yore Publications. ISBN 978-0956984821.
