Weather: Good Stadium: Riverside Pitch: Good Round: 16
Referee: Jonathan Moss Home Manager: Aitor Karanka Away Manager: Jurgen Klopp
| England EFL Cup | 2014/09/23 18:45 | Liverpool v Middlesbrough | L | 16-15 |
| Club Friendly List | 2016/07/19 18:00 | Real Betis v Middlesbrough | L | 2-1 |
| Club Friendly List | 2016/07/16 14:00 | Doncaster v Middlesbrough | W | 0-2 |
| Club Friendly List | 2016/07/09 11:30 | York v Middlesbrough | W | 0-6 |
| England Championship | 2016/05/07 11:30 | Middlesbrough v Brighton | D | 1-1 |
| England Championship | 2016/04/29 18:45 | Birmingham v Middlesbrough | D | 2-2 |
| England Championship | 2016/04/23 14:00 | Middlesbrough v Ipswich | D | 0-0 |
| England Championship | 2016/04/19 18:45 | Burnley v Middlesbrough | D | 1-1 |
| England Championship | 2016/04/16 11:30 | Bolton v Middlesbrough | W | 1-2 |
| Club Friendly List | 2016/07/17 15:00 | Wigan v Liverpool | W | 0-2 |
| Club Friendly List | 2016/07/13 18:00 | Fleetwood Town v Liverpool | W | 0-5 |
| Club Friendly List | 2016/07/08 18:00 | Tranmere v Liverpool | W | 0-1 |
| UEFA Europa League | 2016/05/18 18:45 | Liverpool v Sevilla | L | 1-3 |
| England Premier League | 2016/05/15 14:00 | West Brom v Liverpool | D | 1-1 |
| England Premier League | 2016/05/11 19:00 | Liverpool v Chelsea | D | 1-1 |
| England Premier League | 2016/05/08 15:00 | Liverpool v Watford | W | 2-0 |
| UEFA Europa League | 2016/05/05 19:05 | Liverpool v Villarreal | W | 3-0 |