| Challenger Winnipeg | 07/10 15:00 | 24 | Benjamin Sigouin v Carlos Gomez-Herrera | 6-2,3-6,6-3 | |
| ITF M15 Cancun | 06/29 14:00 | 28 | Benjamin Sigouin v Nick Chappell | 3-6,5-7 | |
| ITF M15 Cancun | 06/28 13:30 | 27 | Benjamin Sigouin v Gage Brymer | 6-2,6-3 | |
| ITF M15 Cancun | 06/27 13:30 | 26 | Benjamin Sigouin v Juan A H Serrano | 6-7,7-5,6-1 | |
| ITF M15 Cancun | 06/25 13:30 | 25 | Benjamin Sigouin v Preston Brown | 7-5,6-0 | |
| ITF M25 Tulsa | 06/18 20:50 | 25 | [453] Alexander Ritschard v Benjamin Sigouin [485] | 4-6,6-1,7-5 | |
| Challenger Vancouver | 08/15 02:00 | 25 | Vasek Pospisil v Benjamin Sigouin | 7-6,3-6,6-3 | |
| ATP Toronto Qual | 08/04 20:40 | 45 | Benjamin Sigouin v Elias Ymer | 5-7,3-6 | |
| Challenger Granby | 07/24 14:00 | 25 | Benjamin Sigouin v Lucas Miedler | 3-6,6-2,4-6 | |
| Challenger Gatineau | 07/19 16:35 | 26 | Ugo Humbert v Benjamin Sigouin | 6-4,6-4 | |
| Challenger Gatineau | 07/17 17:45 | 25 | Benjamin Sigouin v Liam Broady | 6-4,6-2 | |
| Challenger Winnipeg | 07/11 16:25 | 25 | Benjamin Sigouin v Filip Peliwo | 6-0,4-6,3-6 | |
| ITF Canada F5 | 07/04 22:00 | 25 | Benjamin Sigouin v Tom Fawcett | Retired | |
| ITF Canada F4 | 06/30 20:00 | 28 | JC Aragone v Benjamin Sigouin | 6-1,6-7,6-4 | |
| ITF Canada F4 | 06/29 17:00 | 27 | Benjamin Sigouin v Colin Markes | 6-2,7-6 | |
| ITF Canada F4 | 06/28 20:35 | 26 | Benjamin Sigouin v Adrian Ortiz | Retired | |
| ITF Canada F4 | 06/27 18:10 | 25 | Samuel Monette v Benjamin Sigouin | Retired | |
| ITF Canada F3 | 06/21 17:55 | 26 | Benjamin Sigouin v Tyler Lu | 6-7,3-6 | |
| ITF Canada F3 | 06/20 17:25 | 25 | Benjamin Sigouin v Taha Baadi | 6-0,6-1 | |
| Challenger Drummondville | 03/13 18:00 | 25 | Benjamin Sigouin v Nicolaas Scholtz | 1-6,6-2,4-6 | |
| ITF USA F40 | 12/07 18:00 | 26 | Benjamin Sigouin v Mats Moraing | 3-6,6-7 | |
| ITF USA F40 | 12/05 16:00 | 25 | Jose E Gracia v Benjamin Sigouin | 3-6,1-6 | |
| ITF USA F39 | 11/29 17:25 | 26 | Edward Corrie v Benjamin Sigouin | 6-3,6-3 | |
| ITF USA F39 | 11/27 21:05 | 25 | Deiton Baughman v Benjamin Sigouin | 2-6,6-7 | |
| ITF Canada F8 | 09/22 19:50 | 27 | Benjamin Sigouin v Harrison Adams | 7-6,6-7,2-6 | |
| ITF Canada F8 | 09/21 18:10 | 26 | Adam El Mihdawy v Benjamin Sigouin | 7-6,4-6,4-6 | |
| ITF Canada F8 | 09/20 15:10 | 25 | Victor Krustev v Benjamin Sigouin | 3-6,1-6 | |
| ITF Canada F7 | 09/15 15:00 | 28 | Dennis Nevolo v Benjamin Sigouin | 6-2,6-4 | |
| ITF Canada F7 | 09/14 14:00 | 27 | Alexios Halebian v Benjamin Sigouin | 3-6,3-6 | |
| ITF Canada F7 | 09/13 14:00 | 26 | Benjamin Sigouin v Peter Kobelt | 7-5,6-0 |