[12] Middlesbrough 0-2 Ipswich [2] 2023-11-03 09:00
Stadium: Riverside Round: 20
Referee: Dean Whitestone Home Manager: Michael Carrick Away Manager: Kieran McKenna
Head to Head
| England Championship | 2018/12/29 15:00 | Middlesbrough v Ipswich | W | 2-0 |
| England Championship | 2018/10/02 18:45 | Ipswich v Middlesbrough | W | 0-2 |
| England Championship | 2018/05/06 11:30 | Ipswich v Middlesbrough | D | 2-2 |
| England Championship | 2017/12/09 15:00 | Middlesbrough v Ipswich | W | 2-0 |
| England Championship | 2016/04/23 14:00 | Middlesbrough v Ipswich | D | 0-0 |
| England Championship | 2015/12/04 19:45 | Ipswich v Middlesbrough | W | 0-2 |
| England Championship | 2015/03/14 12:15 | Middlesbrough v Ipswich | W | 4-1 |
| England Championship | 2014/12/20 15:00 | Ipswich v Middlesbrough | L | 2-0 |
Home History
| 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 |
| 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 |
Away History
| England EFL Cup | 2023/11/01 19:45 | Ipswich v Fulham | L | 1-3 |
| England Championship | 2023/10/28 14:00 | Ipswich v Plymouth | W | 3-2 |
| England Championship | 2023/10/25 18:45 | Bristol City v Ipswich | W | 0-1 |
| England Championship | 2023/10/07 14:00 | Ipswich v Preston | W | 4-2 |
| England Championship | 2023/10/03 18:45 | Ipswich v Hull | W | 3-0 |
| England Championship | 2023/09/30 14:00 | Huddersfield v Ipswich | D | 1-1 |
| England EFL Cup | 2023/09/26 18:45 | Ipswich v Wolverhampton | W | 3-2 |
| England Championship | 2023/09/23 14:00 | Ipswich v Blackburn | W | 4-3 |
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