[10] Luton 3-1 Middlesbrough [11] 2021-11-02 19:45
Stadium: Kenilworth Road Round: 16
Referee: Tim Robinson Home Manager: Nathan Jones Away Manager: Neil Warnock
Head to Head
| Anglia - Championship | 2021/05/01 14:00 | Luton v Middlesbrough | D | 1-1 |
| Anglia - Championship | 2020/12/16 19:00 | Middlesbrough v Luton | L | 1-0 |
| Anglia - Championship | 2020/02/15 15:00 | Middlesbrough v Luton | W | 0-1 |
| Anglia - Championship | 2019/08/02 18:45 | Luton v Middlesbrough | D | 3-3 |
Home History
| Anglia - Championship | 2021/10/30 14:00 | Preston v Luton | L | 2-0 |
| Anglia - Championship | 2021/10/23 14:00 | Luton v Hull | W | 1-0 |
| Anglia - Championship | 2021/10/19 18:45 | Derby v Luton | D | 2-2 |
| Anglia - Championship | 2021/10/16 14:00 | Millwall v Luton | W | 0-2 |
| Anglia - Championship | 2021/10/02 14:00 | Luton v Huddersfield | D | 0-0 |
| Anglia - Championship | 2021/09/29 18:45 | Luton v Coventry | W | 5-0 |
| Anglia - Championship | 2021/09/25 14:00 | Bournemouth v Luton | L | 2-1 |
| Anglia - Championship | 2021/09/18 14:00 | Luton v Swansea | D | 3-3 |
Away History
| Anglia - Championship | 2021/10/30 14:00 | Middlesbrough v Birmingham | L | 0-2 |
| Anglia - Championship | 2021/10/23 11:30 | Cardiff v Middlesbrough | W | 0-2 |
| Anglia - Championship | 2021/10/20 18:45 | Middlesbrough v Barnsley | W | 2-0 |
| Anglia - Championship | 2021/10/16 14:00 | Middlesbrough v Peterborough | W | 2-0 |
| Anglia - Championship | 2021/10/02 14:00 | Hull v Middlesbrough | L | 2-0 |
| Anglia - Championship | 2021/09/28 18:45 | Middlesbrough v Sheff Utd | W | 2-0 |
| Anglia - Championship | 2021/09/25 11:30 | Reading v Middlesbrough | L | 1-0 |
| Anglia - Championship | 2021/09/18 14:00 | Middlesbrough v Blackpool | L | 1-2 |