Seizoen 1999/2000
| Datum | Plaats | Attendance | Tegenstander | Score | Scorers |
| FA Premier League | |||||
| 08/08/99 | Away | 39141 | Everton | 1-1 | Yorke |
| 11/08/99 | Home | 54941 | Sheffield Wednesday | 4-0 | Scholes,Yorke,Cole,Solskjaer |
| 14/08/99 | Home | 55187 | Leeds United | 2-0 | Yorke(2) |
| 22/08/99 | Away | 38147 | Arsenal | 2-1 | Keane(2) |
| 25/08/99 | Away | 22024 | Coventry City | 2-1 | Scholes,Yorke |
| 30/08/99 | Home | 55190 | Newcastle United | 5-1 | Cole(4),Giggs |
| 11/09/99 | Away | 44929 | Liverpool | 3-2 | Cole,o.g.(2) |
| 18/09/99 | Home | 55189 | Wimbledon | 1-1 | Cruyff |
| 25/09/99 | Home | 55249 | Southampton | 3-3 | Yorke(2),Sheringham |
| 03/10/99 | Away | 34909 | Chelsea | 0-5 | - |
| 16/10/99 | Home | 55188 | Watford | 4-1 | Yorke,Cole(2),Irwin |
| 23/10/99 | Away | 36072 | Tottenham Hotspur | 1-3 | Giggs |
| 30/10/99 | Home | 55211 | Aston Villa | 3-0 | Scholes,Cole,Keane |
| 06/11/99 | Home | 55191 | Leicester City | 2-0 | Cole(2) |
| 20/11/99 | Away | 33370 | Derby County | 2-1 | Cole,Butt |
| 04/12/99 | Home | 55193 | Everton | 5-1 | Irwin,Solskjaer(4) |
| 18/12/99 | Away | 26037 | West Ham United | 4-2 | Giggs(2),Yorke(2) |
| 26/12/99 | Home | 55188 | Bradford City | 4-0 | Fortune,Cole,Yorke,Keane |
| 28/12/99 | Away | 42026 | Sunderland | 2-2 | Keane,Butt |
| 24/01/00 | Home | 58293 | Arsenal | 1-1 | Sheringham |
| 29/01/00 | Home | 61267 | Middlesbrough | 1-0 | Beckham |
| 02/02/00 | Away | 39640 | Sheffield Wednesday | 1-0 | Sheringham |
| 05/02/00 | Home | 61380 | Coventry City | 3-2 | Cole(2),Scholes <=> Coventry:Roussel(Bel)(2) |
| 12/02/00 | Away | 36470 | Newcastle United | 0-3 | - |
| 20/02/00 | Away | 40160 | Leeds United | 1-0 | Cole |
| 26/02/00 | Away | 26129 | Wimbledon | 2-2 | Cruyff,Cole |
| 04/03/00 | Home | 61592 | Liverpool | 1-1 | Solskjaer |
| 11/03/00 | Home | 61619 | Derby County | 3-1 | Yorke(3) <=> Derby:Strupar(Bel) |
| 18/03/00 | Away | 22170 | Leicester City | 2-0 | Beckham,Yorke |
| 25/03/00 | Away | 18276 | Bradford City | 4-0 | Yorke(2),Sholes,Beckham |
| 01/04/00 | Home | 61611 | West Ham United | 7-1 | Scholes(3),Cole,Irwin,Beckham,Solskjaer |
| 10/04/00 | Away | 34775 | Middlesbrough | 4-3 | Giggs,Scholes,Cole,Fortune |
| 15/04/00 | Home | 61612 | Sunderland | 4-0 | Solskjaer(2),Butt,Berg |
| 22/04/00 | Away | 15245 | Southampton | 3-1 | Beckham,Solskjaer,o.g. |
| 24/04/00 | Home | 61593 | Chelsea | 3-2 | Yorke(2),Solskjaer |
| 29/04/00 | Away | 20250 | Watford | 3-2 | Yorke,Giggs,Cruyff |
| 06/05/00 | Home | 61629 | Tottenham Hotspur | 3-1 | Solskjaer,Beckham,Sheringham |
| 14/05/00 | Away | 39217 | Aston Villa | 1-0 | Sheringham |
| FA Charity Shield | |||||
| 01/08/00 | Wembley | 70815 | Arsenal | 1-2 | Beckham |
| Worthington (League) Cup | |||||
| 3de Ronde | |||||
| 13/10/99 | Away | 33815 | Aston Villa | 0-3 | - |
| UEFA Champions League | |||||
| 1ste Ronde | |||||
| 14/09/99 | Home | 53250 | NK Croatia Zagreb(Cro) | 0-0 | - |
| 22/09/99 | Away | 16480 | Sturm Graz(Aut) | 3-0 | Keane,Yorke,Cole |
| 29/09/99 | Home | 53993 | Olympique Marseille(Fra) | 2-1 | Cole,Scholes |
| 19/10/99 | Away | 57745 | Olympique Marseille(Fra) | 0-1 | - |
| 27/10/99 | Away | 38000 | NK Croatia Zagreb(Cro) | 2-1 | Beckham,Keane |
| 02/11/99 | Home | 53745 | Sturm Graz(Aut) | 2-1 | Keane,Solskjaer |
| 2de Ronde | |||||
| 23/11/99 | Away | 25000 | Fiorentina(Ita) | 0-2 | - |
| 08/12/99 | Home | 54606 | Valencia(Spa) | 3-0 | Keane,Solskjaer,Scholes |
| 01/03/00 | Home | 59786 | FC Girondins de Bordeaux(Fra) | 2-0 | Giggs,Sheringham |
| 07/03/00 | Away | 33100 | FC Girondins de Bordeaux(Fra) | 2-1 | Keane,Solskjaer |
| 15/03/00 | Home | 59926 | Fiorentina(Ita) | 3-1 | Cole,Keane,Yorke |
| 21/03/00 | Away | 48432 | Valencia(Spa) | 0-0 | - |
| Kwartfinale | |||||
| 04/04/00 | Away | 64119 | Real Madrid(Spa) | 0-0 | - |
| 19/04/00 | Home | 59178 | Real Madrid(Spa) | 2-3 | Beckham,Scholes |
| European Super Cup Final | |||||
| 27/08/00 | Monaco | 14461 | Lazio(Ita) | 0-1 | - |
| Inter Continental Cup | |||||
| 30/11/99 | Tokio | 53372 | Palmeiras(Bra) | 1-0 | Keane |
| World Club Championship | |||||
| 06/01/00 | Brazilië | 40000 | Rayos del Necaxa(Mex) | 1-1 | Yorke |
| 08/01/00 | Brazilië | 73000 | Vasco da Gama(Bra) | 1-3 | Butt |
| 11/01/00 | Brazilië | 25000 | South Melbourne(Aus) | 2-0 | Fortune(2) |