The 2024 OWSL Open Cup is underway. Best of luck to all teams!
Prize Money
1st - $2,500
2nd - $1,000
Semi-finalist - $500
1st Round
| HOME | VISITOR | DATE & STADIUM | ||||
| 1 | YJ Atletico | 1 | vs | 4 | SSC | Wednesday, May 15 @ 9:00 PM Eglinton Flats 10 |
| 2 | Oshawa Kicks White | 1 | vs | 5 | Toronto Azzurri | Tuesday, May 14 @ 9:00 PM North Oshawa Park |
| 3 | West Rouge White | 0 | vs | 5 | Bradford Wolves | Thursday, May 16 @ 9:00 PM L'Amoreaux 1 |
2nd Round
| HOME | VISITOR | DATE & STADIUM | ||||
| 4 | SSC | 2 | vs | 1 | NYC Panthers | Monday June 17 @ 9:00 PM Sherwood Park #1 |
| 5 | Toronto Azzurri | 6 | vs | 3 | Burlington | Friday, June 14 @ 8:00 PM Toronto Azzurri Stadium |
| 6 | Bradford | 3 | vs | 0 | Paris (SR) | Thursday, June 13 @ 9:00 PM Henderson Park East |
| 7 | Newmarket | 2 | vs | 1 | Mississauga Croatia | Saturday, June 15 @ 11:00 AM Denison Secondary School Turf |
| 8 | Alliance FC | 2 | vs | 4 | RED Academy | Tuesday, June 11 @ 8:45 PM North London Athletic Fields |
| 9 | Peterborough | 1 | vs | 2(PK) | Vaughan | Monday, June 3 @ 9:00 PM Eastgate 1 |
| 10 | Caledon United | 5 | vs | 0 | SC Toronto | Tuesday, July 2 @ 9:00 PM Humberview SS |
| 11 | Aurora Spurs | 0 | vs | 2 | Pickering | Sunday, June 2 @ 7:00 PM Sheppards Bush Field |
| 12 | Brams Black | 8 | vs | 0 | Cavan | Saturday, June 8 @ 11:00 AM Victoria Park Brampton |
| 13 | Nottawasaga | 3 | vs | 0 | Oshawa Kicks Red | |
| 14 | Paris FC (PROV) | 4 | vs | 1 | Caledon (CR) | Sunday, June 9 @ 6:00 PM Greenlane Sports Complex 1 |
| 15 | Banat | 3 | vs | 0 | King City (CR) | Friday, June 14 @ 9:00 PM RBJ Schlegel Park 1 |
| 16 | Gryphons FC (PROV) | 0 | vs | 3 | West Rouge Black | Wednesday, June 26 @ 9:00 PM Centennial Bowl - Guelph |
| 17 | West Rouge (PROV) | 2 | vs | 1 | Union | Wednesday, June 5 @ 9:00 PM L'Amoreaux 1 |
| 18 | GS United | 4 | vs | 0 | Cambridge | Sunday, June 23 @ 9:00 PM L'Amoreaux 1 |
| 19 | King City | 3 | vs | 0 | Rockwood | Sunday, June 2 @ 2:00 PM Villanova Turf |
3rd Round
| HOME | VISITOR | DATE & STADIUM | ||||
| 20 | SSC | vs | King City | Wednesday, July 31 @ 9:00 PM Sherwood Park Stoney Creek - Saltfleet | ||
| 21 | Toronto Azzurri | vs | GS United | Tuesday July 23 @ 9:00 PM Toronto Azzurri Stadium | ||
| 22 | Bradford Wolves | 3(PK) | vs | 2 | West Rouge (PROV) | Friday July 19 @ 9:00 PM Henderson Field |
| 23 | Newmarket | 2 | vs | 0 | West Rouge Black | Tuesday, July 16 @ 9:00 PM Dr. Denison Turf - Newmarket |
| 24 | RED Academy | 1 | vs | 8 | Banat | Friday, July 19 @ 7:00 PM Westmount Field #2 |
| 25 | Vaughan | 3 | vs | 0 | Paris FC (PROV) | |
| 26 | Caledon United | 3 | vs | 0 | Nottawasaga | Thursday July 18 @ 9:00 PM Caledon East Soccer Complex Field R3 |
| 27 | Pickering | 3 | vs | 1 | Brams Black | Friday, July 19 @ 9:00 PM Jayde Riviere Turf Field |
¼ Finals
| HOME | VISITOR | DATE & STADIUM | ||||
| 28 | Winner Game 20 | vs | Pickering | |||
| 29 | Winner Game 21 | vs | Caledon United | |||
| 30 | Bradford Wolves | vs | Vaughan | |||
| 31 | Newmarket | vs | Banat |
½ Finals
| HOME | VISITOR | DATE & STADIUM | ||||
| 32 | Winner Game 28 | vs | Winner Game 31 | |||
| 33 | Winner Game 29 | vs | Winner Game 30 |
Final
| HOME | VISITOR | DATE & STADIUM | ||||
| 34 | Winner Game 32 | vs | Winner Game 33 |
