[5] Middlesbrough 2-0 Ipswich [24] 2018-12-29 15:00
Stadium: Riverside Round: 25
Referee: Jeremy Simpson Home Manager: Tony Pulis Away Manager: Paul Lambert
Head to Head
| 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 Championship | 2018/12/26 15:00 | Middlesbrough v Sheff Wed | L | 0-1 |
| England Championship | 2018/12/22 15:00 | Reading v Middlesbrough | W | 0-1 |
| England EFL Cup | 2018/12/18 19:45 | Middlesbrough v Burton Albion | L | 0-1 |
| England Championship | 2018/12/15 15:00 | QPR v Middlesbrough | L | 2-1 |
| England Championship | 2018/12/08 15:00 | Middlesbrough v Blackburn | D | 1-1 |
| England Championship | 2018/12/01 17:30 | Middlesbrough v Aston Villa | L | 0-3 |
| England Championship | 2018/11/27 19:45 | Preston v Middlesbrough | D | 1-1 |
| England Championship | 2018/11/24 17:30 | Brentford v Middlesbrough | W | 1-2 |
Away History
| England Championship | 2018/12/26 15:00 | QPR v Ipswich | L | 3-0 |
| England Championship | 2018/12/22 15:00 | Ipswich v Sheff Utd | D | 1-1 |
| England Championship | 2018/12/15 15:00 | Ipswich v Wigan | W | 1-0 |
| England Championship | 2018/12/08 15:00 | Stoke v Ipswich | L | 2-0 |
| England Championship | 2018/12/01 15:00 | Nottm Forest v Ipswich | L | 2-0 |
| England Championship | 2018/11/28 19:45 | Ipswich v Bristol City | L | 2-3 |
| England Championship | 2018/11/23 19:45 | Ipswich v West Brom | L | 1-2 |
| England Championship | 2018/11/10 15:00 | Reading v Ipswich | D | 2-2 |