Stadium: St Andrew's Trillion Trophy Stadium Round: 29
Referee: Andy Davies Home Manager: Mark Venus Away Manager: Michael Carrick
| England Championship | 2023/10/21 14:00 | Middlesbrough v Birmingham | L | 1-0 |
| England Championship | 2023/01/02 15:00 | Birmingham v Middlesbrough | L | 1-3 |
| England Championship | 2022/10/05 18:45 | Middlesbrough v Birmingham | L | 1-0 |
| England Championship | 2022/03/15 19:45 | Birmingham v Middlesbrough | L | 0-2 |
| England Championship | 2021/10/30 14:00 | Middlesbrough v Birmingham | W | 0-2 |
| England Championship | 2021/01/16 12:30 | Middlesbrough v Birmingham | W | 0-1 |
| England Championship | 2020/12/19 15:00 | Birmingham v Middlesbrough | L | 1-4 |
| England Championship | 2020/01/21 19:45 | Middlesbrough v Birmingham | D | 1-1 |
| England Championship | 2023/12/02 15:00 | Birmingham v Rotherham | D | 0-0 |
| England Championship | 2023/11/29 19:45 | Blackburn v Birmingham | L | 4-2 |
| England Championship | 2023/11/25 15:00 | Birmingham v Sheff Wed | W | 2-1 |
| England Championship | 2023/11/11 12:30 | Sunderland v Birmingham | L | 3-1 |
| England Championship | 2023/11/04 15:00 | Birmingham v Ipswich | D | 2-2 |
| England Championship | 2023/10/28 11:30 | Southampton v Birmingham | L | 3-1 |
| England Championship | 2023/10/25 18:45 | Birmingham v Hull | L | 0-2 |
| England Championship | 2023/10/21 14:00 | Middlesbrough v Birmingham | L | 1-0 |
| England Championship | 2023/12/02 15:00 | Leeds v Middlesbrough | L | 3-2 |
| England Championship | 2023/11/28 19:45 | Middlesbrough v Preston | W | 4-0 |
| England Championship | 2023/11/25 15:00 | Bristol City v Middlesbrough | L | 3-2 |
| England Championship | 2023/11/11 15:00 | Middlesbrough v Leicester | W | 1-0 |
| England Championship | 2023/11/04 15:00 | Plymouth v Middlesbrough | D | 3-3 |
| England EFL Cup | 2023/10/31 19:45 | Exeter v Middlesbrough | W | 2-3 |
| England Championship | 2023/10/28 14:00 | Middlesbrough v Stoke | L | 0-2 |
| England Championship | 2023/10/24 18:45 | Norwich v Middlesbrough | W | 1-2 |