1999–2000 Manchester United F.C. season Premier League Premier League

| Date_ | Opponents | H_A | Result_F_A | Attendance | League_position |
|---|---|---|---|---|---|
| 23 October 1999 | Tottenham Hotspur | A | 1–3 | 36072 | 3rd |
| 30 October 1999 | Aston Villa | H | 3–0 | 55211 | 2nd |
| 6 November 1999 | Leicester City | H | 2–0 | 55191 | 1st |
| 20 November 1999 | Derby County | A | 2–1 | 33370 | 1st |
| 4 December 1999 | Everton | H | 5–1 | 55193 | 1st |
| 18 December 1999 | West Ham United | A | 4–2 | 26037 | 1st |
| 26 December 1999 | Bradford City | H | 4–0 | 55188 | 2nd |
| 28 December 1999 | Sunderland | A | 2–2 | 42026 | 2nd |
| 24 January 2000 | Arsenal | H | 1–1 | 58293 | 2nd |
| 29 January 2000 | Middlesbrough | H | 1–0 | 61267 | 1st |
| 2 February 2000 | Sheffield Wednesday | A | 1–0 | 39640 | 1st |
| 5 February 2000 | Coventry City | H | 3–2 | 61380 | 1st |