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Chelsea matches where Louis Van Gaal was opposition manager/coach
| Date | Venue | Opponent | Score | Comp |
| 05/04/2000 | Stamford Bridge | Barcelona | 3-1 | UEFA Champions League |
| 18/04/2000 | Nou Camp | Barcelona | 1-5 | UEFA Champions League |
| 26/10/2014 | Old Trafford | Manchester United | 1-1 | Premier League |
| 18/04/2015 | Stamford Bridge | Manchester United | 1-0 | Premier League |
| 28/12/2015 | Old Trafford | Manchester United | 0-0 | Premier League |
| 07/02/2016 | Stamford Bridge | Manchester United | 1-1 | Premier League |