Home History
| Club Friendly List | 2017/07/12 17:30 | Oxford Utd v Middlesbrough | D | 0-0 |
| England Premier League | 2017/05/21 14:00 | Liverpool v Middlesbrough | L | 3-0 |
| England Premier League | 2017/05/13 14:00 | Middlesbrough v Southampton | L | 1-2 |
| England Premier League | 2017/05/08 19:00 | Chelsea v Middlesbrough | L | 3-0 |
| England Premier League | 2017/04/30 13:05 | Middlesbrough v Man City | D | 2-2 |
| England Premier League | 2017/04/26 18:45 | Middlesbrough v Sunderland | W | 1-0 |
| England Premier League | 2017/04/22 14:00 | Bournemouth v Middlesbrough | L | 4-0 |
| England Premier League | 2017/04/17 19:00 | Middlesbrough v Arsenal | L | 1-2 |
Away History
| Europe Friendlies | 2017/07/11 17:30 | Chesterfield v Benfica B | D | 0-0 |
| Club Friendly List | 2017/07/07 18:30 | Buxton v Chesterfield | W | 0-4 |
| Club Friendly List | 2017/07/06 18:30 | Matlock Town v Chesterfield | W | 0-4 |
| Club Friendly List | 2017/07/04 18:30 | Sheffield FC v Chesterfield | W | 1-4 |
| England League 1 | 2017/04/30 11:00 | Sheff Utd v Chesterfield | L | 3-2 |
| England League 1 | 2017/04/22 14:00 | Chesterfield v Charlton | L | 1-2 |
| England League 1 | 2017/04/17 14:00 | Scunthorpe v Chesterfield | L | 3-1 |
| England League 1 | 2017/04/14 14:00 | Chesterfield v Southend | L | 0-4 |