Stadium: AESSEAL New York Stadium Round: 24
Referee: Andrew Kitchen Home Manager: Leam Nathan Richardson Away Manager: Michael Carrick
| Club Friendly List | 2023/07/19 18:00 | Rotherham v Middlesbrough | L | 0-2 |
| England Championship | 2023/05/01 12:00 | Rotherham v Middlesbrough | W | 1-0 |
| England Championship | 2022/09/17 18:45 | Middlesbrough v Rotherham | D | 0-0 |
| Club Friendly List | 2021/07/30 18:00 | Rotherham v Middlesbrough | L | 0-1 |
| England Championship | 2021/04/21 17:00 | Rotherham v Middlesbrough | L | 1-2 |
| England Championship | 2021/01/27 19:00 | Middlesbrough v Rotherham | W | 0-3 |
| England Championship | 2019/05/05 11:30 | Rotherham v Middlesbrough | L | 1-2 |
| England Championship | 2018/10/23 18:45 | Middlesbrough v Rotherham | D | 0-0 |
| England Championship | 2023/10/29 13:00 | Sheff Wed v Rotherham | L | 2-0 |
| England Championship | 2023/10/25 18:45 | Rotherham v Coventry | W | 2-0 |
| England Championship | 2023/10/07 14:00 | Southampton v Rotherham | D | 1-1 |
| England Championship | 2023/10/04 19:00 | Rotherham v Bristol City | L | 1-2 |
| England Championship | 2023/09/30 14:00 | Cardiff v Rotherham | L | 2-0 |
| England Championship | 2023/09/23 14:00 | Rotherham v Preston | D | 1-1 |
| England Championship | 2023/09/20 18:45 | Millwall v Rotherham | L | 3-0 |
| England Championship | 2023/09/16 14:00 | Huddersfield v Rotherham | L | 2-0 |
| 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 |
| England Championship | 2023/10/21 14:00 | Middlesbrough v Birmingham | W | 1-0 |
| England Championship | 2023/10/07 11:30 | Sunderland v Middlesbrough | W | 0-4 |
| England Championship | 2023/10/03 18:45 | Middlesbrough v Cardiff | W | 2-0 |
| England Championship | 2023/09/30 14:00 | Watford v Middlesbrough | W | 2-3 |
| England EFL Cup | 2023/09/26 18:45 | Bradford v Middlesbrough | W | 0-2 |
| England Championship | 2023/09/23 14:00 | Middlesbrough v Southampton | W | 2-1 |