Home History
| England National League South | 2016/05/14 14:00 | Ebbsfleet United v Maidstone Utd | W | 5-6 |
| England National League South | 2016/05/08 15:00 | Maidstone Utd v Truro City | W | 1-0 |
| England National League South | 2016/05/04 18:45 | Truro City v Maidstone Utd | W | 0-2 |
| England National League South | 2016/04/30 14:00 | Maidstone Utd v Bishop's Stortford | D | 1-1 |
| England National League South | 2016/04/23 14:00 | Whitehawk v Maidstone Utd | L | 1-0 |
| England National League South | 2016/04/16 14:00 | Truro City v Maidstone Utd | W | 1-3 |
| England National League South | 2016/04/09 14:00 | Maidstone Utd v Dartford | L | 1-2 |
| England National League South | 2016/04/05 18:45 | Maidstone Utd v Sutton Utd | L | 1-2 |
Away History
| World Club Friendlies | 2016/07/27 18:30 | Harrogate Town v York | L | 2-1 |
| Club Friendly List | 2016/07/26 18:00 | York v Doncaster | L | 1-2 |
| Club Friendly List | 2016/07/23 12:30 | York v Bolton | L | 0-2 |
| Club Friendly List | 2016/07/09 11:30 | York v Middlesbrough | L | 0-6 |
| England League 2 | 2016/05/07 14:00 | Morecambe v York | D | 1-1 |
| England League 2 | 2016/04/30 14:00 | York v Bristol Rovers | L | 1-4 |
| England League 2 | 2016/04/23 14:00 | Accrington Stanley v York | L | 3-0 |
| England League 2 | 2016/04/19 18:45 | York v Portsmouth | W | 3-1 |