The 2025 Men's Open Cup draw is complete. Best of luck to all teams!
Prize Money
1st - $10,000
2nd - $4,000
Semi-finalist - $1000 each
1st Round
| HOME | VISITOR | STADIUM | ||||
| 1 | Newmarket United MJC | 3 | vs | 0 | Toronto Irish FC II MJW | Mon May 5 @ 9:00pm Zanchin Automotive SC |
| 2 | No Finish FC MJW | 2 | vs | 1 | IFC Men MJC | Mon May 5 @ 7:00pm St. Joan of Arc Turf |
| 3 | Markham Lightning MJC | 2 | vs | 0 | International SC MJW | Tues May 6 @ 9:00pm Zanchin Automotive SC |
| 4 | RH PARS FC MJC | 2 | vs | 4 | Pana 2.0 MJE | Sun May 11 @ 9:00pm Richmond Green West |
| 5 | Woodbridge Strikers MJW | 1 | vs | 3 | YJ Atletico Blue MJE | Tues May 6 @ 7:00pm Zanchin Automotive SC |
| 6 | YJ Atletico Black MJC | 2 | vs | 3 | CTSA Titans MJE | Wed May 7 @ 7:00pm Zanchin Automotive SC |
| 7 | Toronto Tigers AST MJW | 4 | vs | 1 | Aurora Lions MJC | Thurs May 8 @ 9:00pm Zanchin Automotive SC |
| 8 | Peterborough City MJE | 1 | vs | 0 | Georgetown Mustangs RS | Sat May 10 @ 6:00pm St. Joan of Arc Turf |
| 9 | GTA United MJW | 3 | vs | 1 | Black Tigers FC MJE | Thurs May 8 @ 7:00pm Zanchin Automotive SC |
| 10 | Ajax Galacticos MJE | 1 | vs | 2 | Barrie Spirit MJC | Sat May 10 @ 8:00pm St. Joan of Arc Turf |
| 11 | Scarboro Azzurri MJE | 4 | vs | 2 | Prostars FC MJW | Mon May 5 @ 7:00pm Zanchin Automotive SC |
| 12 | North Mississauga MJW | 1 | vs | 2 | Queens Park Rangers RCE | Sun May 11 @ 6:00pm St. Joan of Arc Turf |
2nd Round
| HOME | VISITOR | STADIUM | ||||
| 13 | Newmarket United MJC | 0 | vs | 1 | Clarkson SC RS | Thur May 29 @ 9:00pm Frank Stronach Park |
| 14 | No Finish FC MJW | 5 | vs | 4 | GS Vets RCE | Wed June 4 @ 9:00pm L'Amoreaux #1 |
| 15 | Markham Lightning MJC | 0 | vs | 1 | Scarborough Town FC RCE | Sat June 14 @ 9:30pm Centennial College Scarborough |
| 16 | Pana 2.0 MJE | 1 | vs | 2 | Mississauga Croatia PW | Fri June 13 @ 9:00pm St. Robs CHS |
| 17 | YJ Atletico Blue MJE | 1 | vs | 3 | SC Toronto Eagles RC | Sun May 25 @ 2:00pm Weston Lions |
| 18 | CTSA Titans MJE | 6 | vs | 0 | Bradford Wolves RC | Sun June 1 @ 11:00am Zanchin Automotive Soccer Centre |
| 19 | Toronto Tigers AST MJW | 4 | vs | 2 | Olympiakos SC RCE | Sun June 1 @ 3:00pm Zanchin Automotive Soccer Centre |
| 20 | Peterborough City MJE | 0 | vs | 8 | AIFC PW | Tues June 3 @ 9:00pm Eastgate #1 |
| 21 | GTA United MJW | 1 | vs | 0 | Bolton Wanderers RC | Mon, June 9 @ 8:30pm Century Gardens 1 |
| 22 | Barrie Spirit MJC | 2 | vs | 4 | Olimpia Toronto II RS | Sat May 24 @ 9:00pm Barrie SC Development Centre |
| 23 | Scarboro Azzurri MJE | 1 | vs | 2 | Queens Park Rangers PE | Thur May 29 @ 9:00pm LAmoreaux #5 |
| 24 | Queens Park Rangers RCE | 1 | vs | 2 | Aurora Hearts PE | Thur May 22 @ 9:00pm Monarch Turf |
| 25 | Toronto Celtic PE | 1 | vs | 2 | Sporting Club Ideal De Brampton RS | Fri May 23 @ 8:15pm Rob Ford Stadium |
| 26 | RH PARS FC PE | 3 | vs | 0 | Prostars FC RS | Wed May 21 @ 7:00pm Zanchin Automotive SC |
| 27 | Globe FC RS | 2 | vs | 4 | Scarborough Rangers PE | Sun May 11 @ 8:00pm Zanchin Automotive SC |
| 28 | Peniche CC Elite | 4 | vs | 2 | Peterborough City RCE | Sun May 11 @ 2:00pm St. Joan of Arc Turf |
| 29 | Burlington Bayhawks PW | 1 | vs | 0 | Hrvat St. Catharines Elite | Mon Jun 9 @ 9:00pm Norton F2 |
| 30 | Union FC RC | 3 | vs | 2 | Lakeshore United Elite | Sun May 25 @ 3:00pm Zanchin Automotive SC |
| 31 | Vaughan Azzurri Elite | 5 | vs | 4 | Cambridge United Men | Sun May 11 @ 4:00pm St. Joan of Arc Turf |
| 32 | Toronto Pamir PE | 2 | vs | 0 | Distinctionz PW | Sun June 8 @ 8:00pm Concord Thornhill Turf |
| 33 | GS United Elite | 0 | vs | 5 | Croatia Norval PW | Wed May 21 @ 9:00pm Zanchin Automotive SC |
| 34 | USC Karpaty RC | 0 | vs | 3 | SPG Red Devils United RCE | Thurs May 15 @ 9:00pm Rob Ford Stadium |
| 35 | Atletico Sporting RC | 0 | vs | 4 | Caledon United FC PW | Wed June 4 @ 9:00pm Caledon R4 |
| 36 | Panathinaikos Elite | 5 | vs | 4 | Barrie Blazers PE | Fri May 23 @ 9:00pm St. Robs CHS |
| 37 | AC Diavoli PW | 3 | vs | 1 | Magic AC RCE | Wed May 28 @ 9:00pm Zanchin Automotive SC |
| 38 | Guelph Royals Elite | 3 | vs | 0 | Artemisium FC RCE | Tues, June 3 @ 9:00pm Gryphon Soccer Complex West |
| 39 | Woodbridge Strikers Elite | 3 | vs | 0 | North York Hearts RC | Sat, June 28 @ 3:00pm Vaughan Grove 1 |
| 40 | Scarboro Azzurri Elite | 6 | vs | 2 | Guelph Royals RS | Wed May 21 @ 9:00pm LAmoreaux #5 |
| 41 | Cavan FC PE | 2 | vs | 1 | Toronto Irish FC RC | Sun May 11 @ 6:00pm Fleming East Field |
| 42 | Olimpia Toronto Elite | 2 | vs | 3 | KNSC Lions RC | Sun May 25 @ 9:00pm Zanchin Automotive SC |
| 43 | East York RCE | 2 | vs | 1 | Ebony Jrs PW | Wed May 28 @ 7:00pm Zanchin Automotive SC |
| 44 | Fort Erie Sting PW | 0 | vs | 2 | Hamilton Serbians RS | Mon June 2 @ 9:00pm Optimist Park 1 - Fort Erie |
| HOME | VISITOR | |||||
| 45 | Clarkson SC RS | 1 | vs | 3 | Hamilton Serbians RS | Thur July 10 @ 9:00pm Clarkson Park |
| 46 | No Finish FC MJW | 4 | vs | 1 | East York RCE | Sun July 6 @ 5:00pm Rainbow Creek |
| 47 | Scarborough Town FC RCE | 4 | vs | 2 | KNSC Lions RC | Wed July 9 @ 9:00pm Centennial College Scarborough |
| 48 | Mississauga Croatia PW | 7 | vs | 5 | Cavan FC PE | Wed July 9 @ 9:00pm South Common |
| 49 | SC Toronto Eagles RC | 5 | vs | 1 | Scarboro Azzurri Elite | Mon July 14 @ 9:00pm Earlscourt North |
| 50 | CTSA Titans MJE | 1 | vs | 4 | Woodbridge Strikers Elite | Sun July 27 @ 9:00pm Major Abbas Ali Park East |
| 51 | Toronto Tigers AST MJW | 3 | vs | 4 | Guelph Royals Elite | Wed June 25 @ 9:00pm Zanchin Automotive SC |
| 52 | AIFC PW | 2 | vs | 1 | AC Diavoli PW | Wed July 2 @ 8:45pm Terry Fox Stadium |
| 53 | GTA United MJW | 1 | vs | 2 | Panathinaikos Elite | Wed July 9 @ 9:00pm Century Gardens |
| 54 | Olimpia Toronto II RS | 0 | vs | 3 | Caledon United FC PW | Tues July 8 @ 9:00pm Lincoln M Alexander Turf |
| 55 | Queens Park Rangers PE | 3 | vs | 2 | SPG Red Devils United RCE | Wed July 23 @ 9:00pm Zanchin Automotive SC |
| 56 | Aurora Hearts PE | 1 | vs | 2 | Croatia Norval PW | Wed, July 16 @ 9:30pm Highland Park |
| 57 | Sporting Club Ideal De Brampton RS | 1 | vs | 2 | Toronto Pamir PE | Fri July 18 @ 9:00pm Century Gardens |
| 58 | RH PARS FC PE | 1 | vs | 3 | Vaughan Azzurri Elite | Tues June 17 @ 9:00pm Headwaters Park |
| 59 | Union FC RC | 3 | vs | 0 | Scarborough Rangers PE | Tues July 15 @ 9:00pm Henderson Park West |
| 60 | Peniche CC Elite | 0 | vs | 1 | Burlington Bayhawks PW | Tues July 22 @ 9:00pm Earlscourt North |
| HOME | VISITOR | |||||
| 61 | Hamilton Serbians RS | vs | Burlington Bayhawks PW | Tues September 2 @ 9:00pm St. John Henry Newman Catholic SS | ||
| 62 | No Finish FC MJW | 7 | vs | 0 | Union FC RC | Fri August 15 @ 9:00pm SaveMax Sports Centre Field 2 |
| 63 | Scarborough Town FC RCE | 0 | vs | 5 | Vaughan Azzurri Elite | Thur July 31 @ 9:00pm North Maple Regional Park Turf #2 |
| 64 | Mississauga Croatia PW | 1 | vs | 3 | Toronto Pamir PE | Wed August 13 @ 9:00pm Zanchin Automotive SC |
| 65 | SC Toronto Eagles RC | 3 | vs | 4 | Croatia Norval PW | Thur July 31 @ 9:00pm Earlscourt North |
| 66 | Woodbridge Strikers Elite | 1 | vs | 3 | Queens Park Rangers PE | Sun August 17 @ 5:00pm Vaughan Grove #1 |
| 67 | Guelph Royals Elite | 1 | vs | 2 | Caledon United FC PW | Wed August 13 @ 9:00pm University of Guelph West |
| 68 | AIFC PW | 2 | vs | 3 | Panathinaikos Elite | Wed August 13 @ 9:30pm SaveMax Sports Centre Field 2 |
¼ Finals
| HOME | VISITOR | |||||
| 69 | Winner Game 61 | vs | Panathinaikos Elite | |||
| 70 | No Finish FC MJW | vs | Caledon United FC PW | |||
| 71 | Vaughan Azzurri Elite | vs | Queens Park Rangers PE | |||
| 72 | Toronto Pamir PE | vs | Croatia Norval PW |
½ Finals
| HOME | VISITOR | |||||
| 73 | Winner Game 69 | vs | Winner Game 72 | |||
| 74 | Winner Game 70 | vs | Winner Game 71 |
Finals
| HOME | VISITOR | |||||
| 75 | Winner Game 73 | vs | Winner Game 74 | To Be Determined Zanchin Automotive SC |
