| 2018-04-25 13:29:26April 25, 2018 | Bonivital SC vs WSA Winnipeg (pre-season) | 0 - 8 | USL League 2 | 2018 | |
| 2018-04-26 17:30:52April 26, 2018 | Hellas SC vs WSA Winnipeg (Pre Season) | 1 - 4 | USL League 2 | 2018 | |
| 2018-05-23 19:30:15May 23, 2018 | WSA Winnipeg vs Des Moines Menace | 0 - 3 | USL League 2 | 2018 | Winnipeg Soccer Complex |
| 2018-05-25 19:30:17May 25, 2018 | WSA Winnipeg vs Kaw Valley FC | 1 - 2 | USL League 2 | 2018 | |
| 2018-05-27 14:00:59May 27, 2018 | WSA Winnipeg vs Kaw Valley FC | 1 - 4 | USL League 2 | 2018 | |
| 2018-05-29 17:00:14May 29, 2018 | WSA Winnipeg vs St.Louis Lions | 0 - 5 | USL League 2 | 2018 | |
| 2018-05-30 20:00:12May 30, 2018 | WSA Winnipeg vs Chicago FC United | 0 - 4 | USL League 2 | 2018 | |
| 2018-06-02 19:00:47June 2, 2018 | Thunder Bay Chill vs WSA Winnipeg | 3 - 0 | USL League 2 | 2018 | Winnipeg Soccer Complex |
| 2018-06-03 19:00:15June 3, 2018 | Thunder Bay Chill vs WSA Winnipeg | 2 - 0 | USL League 2 | 2018 | Winnipeg Soccer Complex |
| 2018-06-07 19:00:08June 7, 2018 | Chicago FC United vs WSA Winnipeg | 2 - 1 | USL League 2 | 2018 | Winnipeg Soccer Complex |
| 2018-06-10 19:00:28June 10, 2018 | Des Moines Menace vs WSA Winnipeg | 3 - 0 | USL League 2 | 2018 | Winnipeg Soccer Complex |
| 2018-06-22 19:30:33June 22, 2018 | WSA Winnipeg vs Thunder Bay Chill | 1 - 4 | USL League 2 | 2018 | |
| 2018-06-23 19:30:43June 23, 2018 | WSA Winnipeg vs Thunder Bay Chill | 19:30:437:30 pm | USL League 2 | 2018 | |
| 2018-07-09 19:00:16July 9, 2018 | St.Louis Lions vs WSA Winnipeg | 19:00:167:00 pm | USL League 2 | 2018 | Winnipeg Soccer Complex |
| 2018-07-10 19:00:18July 10, 2018 | St.Louis Lions vs WSA Winnipeg | 19:00:187:00 pm | USL League 2 | 2018 | Winnipeg Soccer Complex |
| 2018-07-13 19:00:33July 13, 2018 | Kaw Valley FC vs WSA Winnipeg | 4 - 2 | USL League 2 | 2018 | Winnipeg Soccer Complex |
