| 2017-05-20 19:30:38May 20, 2017 | WSA Winnipeg vs Des Moines Menace | 0 - 2 | USL League 2 | 2017 | |
| 2017-05-21 17:00:45May 21, 2017 | WSA Winnipeg vs St.Louis Lions | 0 - 3 | USL League 2 | 2017 | |
| 2017-05-23 18:00:06May 23, 2017 | WSA Winnipeg vs Saint Louis FC U-23 | 0 - 1 | USL League 2 | 2017 | |
| 2017-05-24 17:00:26May 24, 2017 | WSA Winnipeg vs Saint Louis FC U-23 | 0 - 2 | USL League 2 | 2017 | |
| 2017-05-26 07:00:35May 26, 2017 | WSA Winnipeg vs Chicago FC United | 1 - 1 | USL League 2 | 2017 | |
| 2017-06-03 19:00:26June 3, 2017 | Thunder Bay Chill vs WSA Winnipeg | 1 - 0 | USL League 2 | 2017 | Winnipeg Soccer Complex |
| 2017-06-04 13:00:45June 4, 2017 | Thunder Bay Chill vs WSA Winnipeg | 3 - 0 | USL League 2 | 2017 | Winnipeg Soccer Complex |
| 2017-06-13 19:00:48June 13, 2017 | Des Moines Menace vs WSA Winnipeg | 3 - 1 | USL League 2 | 2017 | Winnipeg Soccer Complex |
| 2017-06-14 19:00:39June 14, 2017 | Des Moines Menace vs WSA Winnipeg | 3 - 0 | USL League 2 | 2017 | Winnipeg Soccer Complex |
| 2017-06-23 18:30:54June 23, 2017 | WSA Winnipeg vs Thunder Bay Chill | 0 - 5 | USL League 2 | 2017 | |
| 2017-06-24 18:30:01June 24, 2017 | WSA Winnipeg vs Thunder Bay Chill | 1 - 4 | USL League 2 | 2017 | |
| 2017-07-07 19:00:37July 7, 2017 | Chicago FC United vs WSA Winnipeg | 2 - 0 | USL League 2 | 2017 | Winnipeg Soccer Complex |
| 2017-07-09 13:00:00July 9, 2017 | Saint Louis FC U-23 vs WSA Winnipeg | 1 - 4 | USL League 2 | 2017 | Winnipeg Soccer Complex |
| 2017-07-14 19:00:47July 14, 2017 | St.Louis Lions vs WSA Winnipeg | 2 - 5 | USL League 2 | 2017 | Winnipeg Soccer Complex |
