[13] Luton 3-3 Middlesbrough [14] 2019-05-23 22:45
Stadium: Kenilworth Road Round: 1
Referee: Oliver Langford Home Manager: Graeme Anthony Jones Away Manager: Jonathan Simon Woodgate
Home History
| England League 1 | 2019/05/04 16:30 | Luton v Oxford Utd | W | 3-1 |
| England League 1 | 2019/04/27 14:00 | Burton Albion v Luton | L | 2-1 |
| England League 1 | 2019/04/23 18:45 | Luton v AFC Wimbledon | D | 2-2 |
| England League 1 | 2019/04/20 16:30 | Accrington Stanley v Luton | W | 0-3 |
| England League 1 | 2019/04/13 14:00 | Charlton v Luton | L | 3-1 |
| England League 1 | 2019/04/06 14:00 | Luton v Blackpool | D | 2-2 |
| England League 1 | 2019/03/30 15:00 | Bristol Rovers v Luton | W | 1-2 |
| England League 1 | 2019/03/23 15:00 | Luton v Doncaster | W | 4-0 |
Away History
| England Championship | 2019/05/05 11:30 | Rotherham v Middlesbrough | W | 1-2 |
| England Championship | 2019/04/27 14:00 | Middlesbrough v Reading | W | 2-1 |
| England Championship | 2019/04/22 14:00 | Nottm Forest v Middlesbrough | L | 3-0 |
| England Championship | 2019/04/19 14:00 | Middlesbrough v Stoke | W | 1-0 |
| England Championship | 2019/04/13 14:00 | Middlesbrough v Hull | W | 1-0 |
| England Championship | 2019/04/09 19:00 | Bolton v Middlesbrough | W | 0-2 |
| England Championship | 2019/04/06 14:00 | Swansea v Middlesbrough | L | 3-1 |
| England Championship | 2019/04/02 18:45 | Middlesbrough v Bristol City | L | 0-1 |