[22] Middlesbrough 2-2 Sheff Utd [13] 2022-08-14 13:00
Stadium: Riverside Round: 3
Referee: Andre Marriner Home Manager: Chris Wilder Away Manager: Paul Heckingbottom
Head to Head
| England - Championship | 2022/03/08 19:45 | Sheff Utd v Middlesbrough | L | 4-1 |
| England - Championship | 2021/09/28 18:45 | Middlesbrough v Sheff Utd | W | 2-0 |
| England - Championship | 2019/02/13 19:45 | Sheff Utd v Middlesbrough | L | 1-0 |
| England - Championship | 2018/08/07 18:45 | Middlesbrough v Sheff Utd | W | 3-0 |
| England - Championship | 2018/04/10 18:45 | Sheff Utd v Middlesbrough | L | 2-1 |
| England - Championship | 2017/08/12 16:30 | Middlesbrough v Sheff Utd | W | 1-0 |