Head to Head
| Soccer League | 2016/07/23 00:00 | Hamilton City v Milton | L | 1-2 |
| Soccer League | 2016/05/27 23:30 | Milton v Hamilton City | L | 2-1 |
| Soccer League | 2015/08/08 00:00 | Milton v Hamilton City | L | 3-1 |
| Soccer League | 2015/06/18 01:00 | Hamilton City v Milton | L | 1-3 |
Home History
| Soccer League | 2016/07/30 23:00 | Brantford Galaxy v Hamilton City | D | 2-2 |
| Soccer League | 2016/07/23 00:00 | Hamilton City v Milton | L | 1-2 |
| Soccer League | 2016/07/17 00:00 | Scarborough v Hamilton City | L | 1-0 |
| Soccer League | 2016/07/02 22:00 | Hamilton City v Shooters | L | 0-2 |
| Soccer League | 2016/06/25 21:00 | Hamilton City v Brantford Galaxy | W | 3-2 |
| Soccer League | 2016/06/18 23:00 | Brantford Galaxy v Hamilton City | W | 1-2 |
| Soccer League | 2016/06/12 22:30 | Ukraine United v Hamilton City | L | 3-2 |
| Soccer League | 2016/06/05 22:30 | Shooters v Hamilton City | L | 3-1 |
Away History
| Soccer League | 2016/07/31 00:00 | Milton v Serbian WE | L | 1-3 |
| Soccer League | 2016/07/23 00:00 | Hamilton City v Milton | W | 1-2 |
| Soccer League | 2016/07/15 23:30 | Milton v Shooters | L | 1-4 |
| Soccer League | 2016/07/10 22:30 | Shooters v Milton | L | 2-0 |
| Soccer League | 2016/06/26 22:30 | Ukraine United v Milton | L | 4-2 |
| Soccer League | 2016/06/24 23:00 | Serbian WE v Milton | L | 2-1 |
| Soccer League | 2016/05/27 23:30 | Milton v Hamilton City | W | 2-1 |
| Soccer League | 2015/10/11 23:00 | Toronto v Milton | L | 4-0 |