| Club: | Sheffield United |
| Season: | 1999–2000 |
| Manager: | Adrian Heath (until 23 November) Neil Warnock (from 2 December) |
| Stadium: | Bramall Lane |
| League: | Football League First Division |
| League Result: | 16th |
| Cup1: | FA Cup |
| Cup1 Result: | Fourth round |
| Cup2: | Worthington Cup |
| Cup2 Result: | Second round |
| League Topscorer: | Bent (15) |
| Season Topscorer: | Bent (16) |
| Average Attendance: | 13,718 |
| Prevseason: | 1999–99 |
| Nextseason: | 2000–01 |
During the 1999–2000 English football season, Sheffield United competed in the English First Division.
Steve Bruce resigned from his post as Sheffield United manager after just one season in charge, mentioning chaos in the club's boardroom meetings and a lack of transfer funds. Adrian Heath replaced him as boss but resigned after six months and long-time Sheffield United supporter Neil Warnock took over the reins and prevented a threat of relegation, securing a 16th-place finish. During the season, striker Lee Morris was sold to Derby County for a club-record transfer of £3m.
Sheffield United's score comes first[1]
| Win | Draw | Loss |
| Date | Opponent | Venue | Result | Attendance | Scorers | |
|---|---|---|---|---|---|---|
| 7 August 1999 | Portsmouth | A | 0–2 | 17,667 | ||
| 14 August 1999 | Walsall | H | 1–1 | 12,581 | Murphy | |
| 21 August 1999 | Manchester City | A | 0–6 | 30,110 | ||
| 28 August 1999 | Ipswich Town | H | 2–2 | 12,455 | Smith, Marcelo | |
| 30 August 1999 | Tranmere Rovers | A | 3–1 | 5,436 | Devlin (2), Smith | |
| 4 September 1999 | Crystal Palace | H | 3–1 | 11,886 | Marcelo (2), Ford | |
| 18 September 1999 | Charlton Athletic | H | 1–2 | 13,216 | Kachura | |
| 25 September 1999 | Wolverhampton Wanderers | H | 3–0 | 14,163 | Smith (2), Devlin | |
| 2 October 1999 | Huddersfield Town | A | 1–4 | 14,238 | Murphy | |
| 9 October 1999 | Crewe Alexandra | A | 0–1 | 5,304 | ||
| 16 October 1999 | Nottingham Forest | H | 2–1 | 15,687 | Smith (2) | |
| 19 October 1999 | Norwich City | H | 0–0 | 11,907 | ||
| 23 October 1999 | Swindon Town | A | 2–2 | 5,504 | Smith (2) | |
| 26 October 1999 | Wolverhampton Wanderers | A | 0–1 | 24,402 | ||
| 30 October 1999 | Huddersfield Town | H | 0–1 | 14,928 | ||
| 6 November 1999 | Barnsley | A | 0–2 | 16,301 | ||
| 14 November 1999 | Bolton Wanderers | H | 1–2 | 10,013 | Bent | |
| 20 November 1999 | Stockport County | A | 1–1 | 6,614 | Bent | |
| 23 November 1999 | Port Vale | H | 1–3 | 8,965 | Sandford | |
| 27 November 1999 | West Bromwich Albion | A | 2–2 | 12,278 | Smith, Ribeiro | |
| 30 November 1999 | Queens Park Rangers | A | 1–3 | 9,922 | Devlin | |
| 4 December 1999 | Portsmouth | H | 1–0 | 10,834 | Devlin | |
| 19 December 1999 | Blackburn Rovers | H | 2–1 | 10,437 | Bent (2) | |
| 26 December 1999 | Birmingham City | A | 2–0 | 22,874 | Devlin, Smith | |
| 28 December 1999 | Fulham | H | 2–0 | 17,375 | Devlin, Bent | |
| 3 January 2000 | Grimsby Town | A | 2–2 | 7,618 | Bent, Hall | |
| 15 January 2000 | Walsall | A | 1–2 | 6,222 | Devlin | |
| 22 January 2000 | Manchester City | H | 1–0 | 23,862 | Brown | |
| 29 January 2000 | Ipswich Town | A | 1–1 | 17,350 | Bent | |
| 5 February 2000 | Tranmere Rovers | H | 3–1 | 14,219 | Devlin, Bent, Ford | |
| 12 February 2000 | Crystal Palace | A | 1–1 | 14,877 | Bent | |
| 19 February 2000 | West Bromwich Albion | H | 6–0 | 14,519 | Bent (3), Devlin, Notman, Brown | |
| 26 February 2000 | Charlton Athletic | A | 0–1 | 19,249 | ||
| 5 March 2000 | Queens Park Rangers | H | 1–1 | 11,554 | Notman | |
| 7 March 2000 | Barnsley | H | 3–3 | 22,376 | Notman, Brown, Bent | |
| 11 March 2000 | Port Vale | A | 3–2 | 5,484 | Bent, Woodhouse, D'Jaffo | |
| 18 March 2000 | Stockport County | H | 1–0 | 14,907 | Woodhouse | |
| 21 March 2000 | Bolton Wanderers | A | 0–2 | 11,891 | ||
| 25 March 2000 | Birmingham City | H | 1–2 | 15,486 | Bent | |
| 1 April 2000 | Blackburn Rovers | A | 0–5 | 17,769 | ||
| 8 April 2000 | Grimsby Town | H | 0–0 | 11,612 | ||
| 15 April 2000 | Fulham | A | 0–4 | 12,197 | ||
| 22 April 2000 | Nottingham Forest | A | 0–0 | 17,172 | ||
| 24 April 2000 | Crewe Alexandra | H | 1–1 | 9,923 | Woodhouse | |
| 28 April 2000 | Norwich City | A | 1–2 | 16,921 | Devlin (pen) | |
| 7 May 2000 | Swindon Town | H | 2–2 | 12,603 | Quinn, Burley |
See main article: 1999–2000 FA Cup.
| R3 | 12 December 1999 | Rushden & Diamonds | H | 1–1 | 10,104 | Bent | |
| R3R | 21 December 1999 | Rushden & Diamonds | A | 1–1 (won 6–5 on pens) | 6,010 | Derry | |
| R4 | 8 January 2000 | Newcastle United | A | 1–4 | 36,220 | Smith |
See main article: 1999–2000 Football League Cup.
| R1 1st Leg | 10 August 1999 | Shrewsbury Town | H | 3–0 | 6,419 | Kachura, Smith (2) | |
| R1 2nd Leg | 24 August 1999 | Shrewsbury Town | A | 3–0 (won 6–0 on agg) | 1,723 | Marcelo (2), Smith | |
| R2 1st Leg | 14 September 1999 | Preston North End | H | 2–0 | 5,350 | Smith, Kachura | |
| R2 2nd Leg | 21 September 1999 | Preston North End | A | 0–3 (lost 2–3 on agg) | 5,658 |
Squad at end of season[2]