Head to Head
| Club Friendly List | 2019/07/14 12:00 | Hartlepool v Middlesbrough | L | 0-4 |
| Club Friendly List | 2018/07/28 12:00 | Hartlepool v Middlesbrough | L | 0-5 |
| Club Friendly List | 2014/07/30 18:30 | Hartlepool v Middlesbrough | L | 0-2 |
Home History
| England League 2 | 2023/05/08 11:30 | Stockport v Hartlepool | D | 1-1 |
| England League 2 | 2023/04/29 14:00 | Hartlepool v Barrow | W | 3-1 |
| England League 2 | 2023/04/22 14:00 | Hartlepool v Crawley Town | L | 0-2 |
| England League 2 | 2023/04/18 18:45 | Salford City v Hartlepool | L | 2-0 |
| England League 2 | 2023/04/15 14:00 | Newport County v Hartlepool | L | 2-0 |
| England League 2 | 2023/04/10 14:00 | Hartlepool v Stevenage | D | 1-1 |
| England League 2 | 2023/04/07 14:00 | Grimsby v Hartlepool | W | 1-4 |
| England League 2 | 2023/04/01 14:00 | Hartlepool v Swindon | W | 2-1 |
Away History
| Club Friendly List | 2023/07/08 12:00 | Guimaraes v Middlesbrough | W | 0-1 |
| England Championship | 2023/05/17 19:00 | Middlesbrough v Coventry | L | 0-1 |
| England Championship | 2023/05/14 11:00 | Coventry v Middlesbrough | D | 0-0 |
| England Championship | 2023/05/08 14:00 | Middlesbrough v Coventry | D | 1-1 |
| England Championship | 2023/05/01 12:00 | Rotherham v Middlesbrough | L | 1-0 |
| England Championship | 2023/04/24 19:00 | Luton v Middlesbrough | L | 2-1 |
| England Championship | 2023/04/19 19:00 | Middlesbrough v Hull | W | 3-1 |
| England Championship | 2023/04/14 19:00 | Middlesbrough v Norwich | W | 5-1 |