Home History
| Canadian Soccer League | 2019/08/24 00:00 | Brantford Galaxy v Kingsman | L | 3-1 |
| Canadian Soccer League | 2019/08/18 00:00 | Scarborough v Kingsman | L | 2-1 |
| Canadian Soccer League | 2019/08/10 00:00 | Kingsman v Scarborough | D | 3-3 |
| Canadian Soccer League | 2019/08/03 00:00 | Kingsman v Serbian WE | W | 4-2 |
| Canadian Soccer League | 2019/07/27 00:00 | Kingsman v Vorkuta | L | 0-3 |
| Canadian Soccer League | 2019/07/21 00:00 | Kingsman v Waterloo | W | 2-1 |
| Canadian Soccer League | 2019/07/05 00:00 | Kingsman v Ukraine United | W | 2-1 |
| Canadian Soccer League | 2019/06/28 00:00 | Kingsman v Brantford Galaxy | W | 4-0 |
Away History
| Canadian Soccer League | 2019/09/01 00:00 | Scarborough v Hamilton City | L | 2-0 |
| Canadian Soccer League | 2019/08/24 00:00 | Hamilton City v CSC Mississauga | W | 3-2 |
| Canadian Soccer League | 2019/08/18 00:00 | Ukraine United v Hamilton City | L | 3-0 |
| Canadian Soccer League | 2019/08/10 00:00 | Brantford Galaxy v Hamilton City | L | 3-1 |
| Canadian Soccer League | 2019/07/27 00:00 | Waterloo v Hamilton City | D | 0-0 |
| Canadian Soccer League | 2019/07/21 00:00 | Hamilton City v Ukraine United | W | 2-1 |
| Canadian Soccer League | 2019/07/06 00:00 | Hamilton City v Scarborough | D | 1-1 |
| Canadian Soccer League | 2019/06/29 00:00 | Vorkuta v Hamilton City | L | 4-1 |