| Middlesbrough FC v Derby County FC 12/02/2022 | View match | |
| Bristol City FC v Middlesbrough FC 19/02/2022 | View match | |
| Middlesbrough FC v West Bromwich Albion FC 22/02/2022 | View match | |
| Barnsley FC v Middlesbrough FC 26/02/2022 | View match | |
| Middlesbrough FC v Tottenham Hotspur FC 01/03/2022 | View match | |
| Middlesbrough FC v Luton Town FC 05/03/2022 | View match | |
| Sheffield United FC v Middlesbrough FC 08/03/2022 | View match | |
| Millwall FC v Middlesbrough FC 12/03/2022 | View match | |
| Birmingham City FC v Middlesbrough FC 15/03/2022 | View match | |
| Middlesbrough FC v Chelsea FC 19/03/2022 | £7.50 | |
| Peterborough United FC v Middlesbrough FC 02/04/2022 | £7.50 | |
| Middlesbrough FC v Fulham FC 06/04/2022 | View match |