Stadium: Court 8 Round: 28 Ground: Hardcourt outdoor
| Challenger Vancouver | 2018/08/15 02:00 | Vasek Pospisil v Benjamin Sigouin | 7-6,3-6,6-3 |
| ATP Toronto Qual | 2018/08/04 20:40 | Benjamin Sigouin v Elias Ymer | 5-7,3-6 |
| Challenger Granby | 2018/07/24 14:00 | Benjamin Sigouin v Lucas Miedler | 3-6,6-2,4-6 |
| Challenger Gatineau | 2018/07/19 16:35 | Ugo Humbert v Benjamin Sigouin | 6-4,6-4 |
| Challenger Gatineau | 2018/07/17 17:45 | Benjamin Sigouin v Liam Broady | 6-4,6-2 |
| Challenger Winnipeg | 2018/07/11 16:25 | Benjamin Sigouin v Filip Peliwo | 6-0,4-6,3-6 |
| ITF Canada F4 | 2018/06/30 20:00 | JC Aragone v Benjamin Sigouin | 6-1,6-7,6-4 |
| ITF Canada F4 | 2018/06/29 17:00 | Benjamin Sigouin v Colin Markes | 6-2,7-6 |
| ITF M15 Cancun | 2019/05/23 13:30 | Matija Pecotic v Nick Chappell | 6-0,6-1 |
| ITF M15 Cancun | 2019/05/22 16:05 | Nicholas Shamma v Nick Chappell | 4-6,2-6 |
| ITF M15 Cancun | 2019/05/14 13:30 | Marco Brugnerotto v Nick Chappell | 4-6,7-5,7-5 |
| ITF M25 Pensacola | 2019/05/08 14:00 | Alejandro Gomez v Nick Chappell | 6-1,6-3 |
| ITF M25 Vero Beach | 2019/05/02 17:30 | Nick Chappell v Nicolas Alvarez | 6-7,1-6 |
| ITF M25 Vero Beach | 2019/05/02 14:00 | Isaiah Strode v Nick Chappell | 4-6,6-7 |
| ITF M15 Mornington | 2019/03/26 03:40 | Nick Chappell v Rhett Purcell | 4-6,6-7 |
| ITF M15 Mornington | 2019/03/20 05:05 | Karunuday Singh v Nick Chappell | 6-4,6-4 |