| Huddersfield Town FC v Middlesbrough FC 27/11/2021 | £8.50 | |
| Middlesbrough FC v Swansea City FC 04/12/2021 | View match | |
| Stoke City FC v Middlesbrough FC 11/12/2021 | View match | |
| Middlesbrough FC v AFC Bournemouth 18/12/2021 | £7.50 | |
| Middlesbrough FC v Nottingham Forest FC 26/12/2021 | View match | |
| Blackpool FC v Middlesbrough FC 29/12/2021 | View match | |
| Mansfield Town FC v Middlesbrough FC 08/01/2022 | £8.50 | |
| Middlesbrough FC v Reading FC 15/01/2022 | View match | |
| Blackburn Rovers FC v Middlesbrough FC 24/01/2022 | View match | |
| Middlesbrough FC v Coventry City FC 29/01/2022 | View match | |
| Manchester United FC v Middlesbrough FC 04/02/2022 | £7.50 | |
| Queens Park Rangers FC v Middlesbrough FC 09/02/2022 | View match |