| 2016-05-22 18:00:24May 22, 2016 | WSA Winnipeg vs St.Louis Lions | 0 - 4 | USL League 2 | 2016 | |
| 2016-05-23 18:00:29May 23, 2016 | WSA Winnipeg vs Kokomo Mantis | 0 - 4 | USL League 2 | 2016 | |
| 2016-05-25 12:00:09May 25, 2016 | WSA Winnipeg vs Chicago Fire U-23 | 0 - 5 | USL League 2 | 2016 | |
| 2016-06-03 19:00:39June 3, 2016 | WSA Winnipeg vs Thunder Bay Chill | 1 - 5 | USL League 2 | 2016 | Winnipeg Soccer Complex |
| 2016-06-04 19:00:13June 4, 2016 | WSA Winnipeg vs Thunder Bay Chill | 1 - 2 | USL League 2 | 2016 | Winnipeg Soccer Complex |
| 2016-06-11 19:00:35June 11, 2016 | WSA Winnipeg vs Chicago Fire U-23 | 0 - 2 | USL League 2 | 2016 | Winnipeg Soccer Complex |
| 2016-06-12 19:00:13June 12, 2016 | WSA Winnipeg vs Chicago Fire U-23 | 1 - 0 | USL League 2 | 2016 | Winnipeg Soccer Complex |
| 2016-06-14 19:00:49June 14, 2016 | WSA Winnipeg vs Des Moines Menace | 0 - 6 | USL League 2 | 2016 | Winnipeg Soccer Complex |
| 2016-06-17 18:30:46June 17, 2016 | WSA Winnipeg vs Thunder Bay Chill | 0 - 2 | USL League 2 | 2016 | Winnipeg Soccer Complex |
| 2016-06-18 18:30:08June 18, 2016 | WSA Winnipeg vs Thunder Bay Chill | 0 - 1 | USL League 2 | 2016 | Winnipeg Soccer Complex |
| 2016-06-24 19:30:41June 24, 2016 | WSA Winnipeg vs Des Moines Menace | 0 - 7 | USL League 2 | 2016 | |
| 2016-07-14 19:00:20July 14, 2016 | WSA Winnipeg vs St.Louis Lions | 2 - 2 | USL League 2 | 2016 | Winnipeg Soccer Complex |
| 2016-07-15 19:00:34July 15, 2016 | WSA Winnipeg vs Kokomo Mantis | 2 - 2 | USL League 2 | 2016 | Winnipeg Soccer Complex |
