| 08 Aug 99 | r00        | EvertonEverton | 1 - 1 | Manchester UnitedManchester Un |
| 11 Aug 99 | r00        | Manchester UnitedManchester Un | 4 - 0 | Sheffield WedsSheffield Wed |
| 14 Aug 99 | r00        | Manchester UnitedManchester Un | 2 - 0 | LeedsLeeds |
| 22 Aug 99 | r00        | ArsenalArsenal | 1 - 2 | Manchester UnitedManchester Un |
| 25 Aug 99 | r00        | CoventryCoventry | 1 - 2 | Manchester UnitedManchester Un |
| 30 Aug 99 | r00        | Manchester UnitedManchester Un | 5 - 1 | NewcastleNewcastle |
| 11 Sep 99 | r00        | LiverpoolLiverpool | 2 - 3 | Manchester UnitedManchester Un |
| 18 Sep 99 | r00        | Manchester UnitedManchester Un | 1 - 1 | Wimbledon FCWimbledon FC |
| 25 Sep 99 | r00        | Manchester UnitedManchester Un | 3 - 3 | SouthamptonSouthampton |
| 03 Oct 99 | r00        | ChelseaChelsea | 5 - 0 | Manchester UnitedManchester Un |
| 16 Oct 99 | r00        | Manchester UnitedManchester Un | 4 - 1 | WatfordWatford |
| 23 Oct 99 | r00        | TottenhamTottenham | 3 - 1 | Manchester UnitedManchester Un |
| 30 Oct 99 | r00        | Manchester UnitedManchester Un | 3 - 0 | Aston VillaAston Villa |
| 06 Nov 99 | r00        | Manchester UnitedManchester Un | 2 - 0 | LeicesterLeicester |
| 20 Nov 99 | r00        | DerbyDerby | 1 - 2 | Manchester UnitedManchester Un |
| 04 Dec 99 | r00        | Manchester UnitedManchester Un | 5 - 1 | EvertonEverton |
| 18 Dec 99 | r00        | West HamWest Ham | 2 - 4 | Manchester UnitedManchester Un |
| 26 Dec 99 | r00        | Manchester UnitedManchester Un | 4 - 0 | BradfordBradford |
| 28 Dec 99 | r00        | SunderlandSunderland | 2 - 2 | Manchester UnitedManchester Un |
| 24 Jan 00 | r00        | Manchester UnitedManchester Un | 1 - 1 | ArsenalArsenal |
| 29 Jan 00 | r00        | Manchester UnitedManchester Un | 1 - 0 | MiddlesbroughMiddlesbrough |
| 02 Feb 00 | r00        | Sheffield WedsSheffield Wed | 0 - 1 | Manchester UnitedManchester Un |
| 05 Feb 00 | r00        | Manchester UnitedManchester Un | 3 - 2 | CoventryCoventry |
| 12 Feb 00 | r00        | NewcastleNewcastle | 3 - 0 | Manchester UnitedManchester Un |
| 20 Feb 00 | r00        | LeedsLeeds | 0 - 1 | Manchester UnitedManchester Un |
| 26 Feb 00 | r00        | Wimbledon FCWimbledon FC | 2 - 2 | Manchester UnitedManchester Un |
| 04 Mar 00 | r00        | Manchester UnitedManchester Un | 1 - 1 | LiverpoolLiverpool |
| 11 Mar 00 | r00        | Manchester UnitedManchester Un | 3 - 1 | DerbyDerby |
| 18 Mar 00 | r00        | LeicesterLeicester | 0 - 2 | Manchester UnitedManchester Un |
| 25 Mar 00 | r00        | BradfordBradford | 0 - 4 | Manchester UnitedManchester Un |
| 01 Apr 00 | r00        | Manchester UnitedManchester Un | 7 - 1 | West HamWest Ham |
| 10 Apr 00 | r00        | MiddlesbroughMiddlesbrough | 3 - 4 | Manchester UnitedManchester Un |
| 15 Apr 00 | r00        | Manchester UnitedManchester Un | 4 - 0 | SunderlandSunderland |
| 22 Apr 00 | r00        | SouthamptonSouthampton | 1 - 3 | Manchester UnitedManchester Un |
| 24 Apr 00 | r00        | Manchester UnitedManchester Un | 3 - 2 | ChelseaChelsea |
| 29 Apr 00 | r00        | WatfordWatford | 2 - 3 | Manchester UnitedManchester Un |
| 06 May 00 | r00        | Manchester UnitedManchester Un | 3 - 1 | TottenhamTottenham |
| 14 May 00 | r00        | Aston VillaAston Villa | 0 - 1 | Manchester UnitedManchester Un |