| Port Vale FC v Middlesbrough FC 19/12/2023 | £8.50 | |
| Middlesbrough FC v West Bromwich Albion FC 23/12/2023 | View match | |
| Rotherham United FC v Middlesbrough FC 26/12/2023 | View match | |
| Huddersfield Town FC v Middlesbrough FC 29/12/2023 | View match | |
| Middlesbrough FC v Coventry City FC 01/01/2024 | View match | |
| Middlesbrough FC v Aston Villa FC 06/01/2024 | £8.50 | |
| Middlesbrough FC v Chelsea FC 09/01/2024 | £8.50 | |
| Millwall FC v Middlesbrough FC 13/01/2024 | £6.00 | |
| Middlesbrough FC v Rotherham United FC 20/01/2024 | View match | |
| Chelsea FC v Middlesbrough FC 23/01/2024 | View match | |
| Middlesbrough FC v Sunderland FC 04/02/2024 | View match | |
| Middlesbrough FC v Bristol City FC 10/02/2024 | View match |