Home History
| Freundschaftsspiele - UK | 2021/07/13 18:00 | Leyton Orient v West Ham XI | D | 0-0 |
| Freundschaftsspiele - Europa | 2021/07/13 18:00 | Leyton Orient v West Ham | D | 0-0 |
| Freundschaftsspiele - Europa | 2021/07/06 16:00 | Dundee v Leyton Orient | L | 3-0 |
| England - League 2 | 2021/05/08 15:00 | Salford City v Leyton Orient | L | 3-0 |
| England - League 2 | 2021/05/01 14:00 | Leyton Orient v Carlisle | L | 2-3 |
| England - League 2 | 2021/04/24 14:00 | Southend v Leyton Orient | L | 2-1 |
| England - League 2 | 2021/04/20 18:00 | Leyton Orient v Cambridge Utd | L | 2-4 |
| England - League 2 | 2021/04/17 11:30 | Leyton Orient v Barrow | W | 2-0 |
Away History
| England - Premier League | 2021/05/23 15:00 | Leicester v Tottenham | W | 2-4 |
| England - Premier League | 2021/05/19 17:00 | Tottenham v Aston Villa | L | 1-2 |
| England - Premier League | 2021/05/16 13:05 | Tottenham v Wolverhampton | W | 2-0 |
| England - Premier League | 2021/05/08 11:30 | Leeds v Tottenham | L | 3-1 |
| England - Premier League | 2021/05/02 18:15 | Tottenham v Sheffield United | W | 4-0 |
| England - EFL Cup | 2021/04/25 15:30 | Manchester City v Tottenham | L | 1-0 |
| England - Premier League | 2021/04/21 17:00 | Tottenham v Southampton | W | 2-1 |
| England - Premier League | 2021/04/16 19:00 | Everton v Tottenham | D | 2-2 |