| Tue, May. 07, 2024 7:30 PM | St. John's Ravenscourt Field 2 (East) | Stingray FC (3) | Winnipeg Gauchos FC (1) | | Print |
| Thu, May. 16, 2024 9:15 PM | Memorial Park Turf Field | Winnipeg Gauchos FC (1) | Fort Rouge Fury (2) | | Print |
| Wed, May. 22, 2024 8:15 PM | Murray Field - Dakota Collegiate | Le Coq Sportif (3) | Winnipeg Gauchos FC (0) | | Print |
| Thu, May. 30, 2024 9:15 PM | Memorial Park Turf Field | Manitoba United (2) | Winnipeg Gauchos FC (6) | | Print |
| Thu, Jun. 06, 2024 9:15 PM | Memorial Park Turf Field | Casuals FC (4) | Winnipeg Gauchos FC (1) | | Print |
| Tue, Jun. 18, 2024 7:30 PM | St. John's Ravenscourt Field 2 (East) | Winnipeg Gauchos FC (3) | Kildonan Athletic FC (6) | | Print |
| Sun, Jun. 23, 2024 8:30 PM | Memorial Park Turf Field | Winnipeg Gauchos FC (8) | Rowdies FC (0) | | Print |
| Thu, Jul. 04, 2024 7:30 PM | St. John's Ravenscourt Field 2 (East) | SJR Eagles (3) | Winnipeg Gauchos FC (0) | | Print |
| Tue, Jul. 16, 2024 7:30 PM | St. John's Ravenscourt Field 2 (East) | Fort Rouge Fury (0) | Winnipeg Gauchos FC (1) | | Print |
| Mon, Jul. 22, 2024 7:30 PM | Murray Field - Dakota Collegiate | Winnipeg Gauchos FC (1) | Le Coq Sportif (3) | | Print |
| Thu, Aug. 01, 2024 9:15 PM | Memorial Park Turf Field | Kildonan Athletic FC (13) | Winnipeg Gauchos FC (1) | | Print |
| Thu, Aug. 08, 2024 7:00 PM | St. John's Ravenscourt Field 2 (East) | Winnipeg Gauchos FC (2) | Casuals FC (3) | | Print |
| Sun, Aug. 11, 2024 8:30 PM | Memorial Park Turf Field | Winnipeg Gauchos FC (2) | Stingray FC (5) | | Print |
| Thu, Aug. 15, 2024 6:45 PM | St. John's Ravenscourt Field 2 (East) | Winnipeg Gauchos FC (1) | SJR Eagles (6) | | Print |
| Thu, Aug. 29, 2024 9:15 PM | Memorial Park Turf Field | Winnipeg Gauchos FC (0) | Manitoba United (3) | | Print |
| Wed, Sep. 04, 2024 7:30 PM | University of Manitoba Turf Field West | Rowdies FC (2) | Winnipeg Gauchos FC (1) | | Print |
| Mon, Sep. 09, 2024 7:15 PM | University of Manitoba Turf Field West | Kildonan Athletic FC (7) | Winnipeg Gauchos FC (1) | | Print |
