Home History
| England League 1 | 2021/05/09 11:00 | Gillingham v Plymouth | L | 1-0 |
| England League 1 | 2021/05/01 14:00 | Plymouth v Sunderland | L | 1-3 |
| England League 1 | 2021/04/24 14:00 | Oxford Utd v Plymouth | L | 3-1 |
| England League 1 | 2021/04/20 18:45 | Plymouth v Charlton | L | 0-6 |
| England League 1 | 2021/04/17 11:30 | Burton Albion v Plymouth | D | 1-1 |
| England League 1 | 2021/04/10 14:00 | Plymouth v Hull | L | 0-3 |
| England League 1 | 2021/04/05 14:00 | Shrewsbury v Plymouth | L | 3-0 |
| England League 1 | 2021/04/02 14:00 | Plymouth v AFC Wimbledon | W | 1-0 |
Away History
| England Championship | 2021/05/08 11:30 | Middlesbrough v Wycombe | L | 0-3 |
| England Championship | 2021/05/01 14:00 | Luton v Middlesbrough | D | 1-1 |
| England Championship | 2021/04/24 14:00 | Middlesbrough v Sheff Wed | W | 3-1 |
| England Championship | 2021/04/21 17:00 | Rotherham v Middlesbrough | W | 1-2 |
| England Championship | 2021/04/17 11:30 | Middlesbrough v QPR | L | 1-2 |
| England Championship | 2021/04/10 14:00 | Barnsley v Middlesbrough | L | 2-0 |
| England Championship | 2021/04/05 11:30 | Middlesbrough v Watford | D | 1-1 |
| England Championship | 2021/04/02 14:00 | Bournemouth v Middlesbrough | L | 3-1 |
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