Home History
| Club Friendly List | 2021/06/26 13:00 | Forfar v Dundee | W | 0-3 |
| Scotland Premiership Play-Offs | 2021/05/24 18:45 | Kilmarnock v Dundee | W | 1-2 |
| Scotland Premiership Play-Offs | 2021/05/20 19:15 | Dundee v Kilmarnock | W | 2-1 |
| Scotland Premiership Play-Offs | 2021/05/15 18:45 | Dundee v Raith | L | 0-1 |
| Scotland Premiership Play-Offs | 2021/05/12 18:45 | Raith v Dundee | W | 0-3 |
| Scotland Championship | 2021/04/30 18:45 | Queen of South v Dundee | W | 0-2 |
| Scotland Championship | 2021/04/24 14:00 | Dundee v Raith | W | 2-1 |
| Scotland Championship | 2021/04/20 18:00 | Inverness CT v Dundee | D | 1-1 |
Away History
| 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 |
| England League 2 | 2021/04/13 18:00 | Harrogate Town v Leyton Orient | D | 2-2 |
| England League 2 | 2021/04/10 14:00 | Cheltenham v Leyton Orient | L | 1-0 |
| England League 2 | 2021/04/05 14:00 | Leyton Orient v Walsall | D | 0-0 |