Stadium: Court Central Round: 19 Ground: Hardcourt outdoor
| Challenger Granby | 2023/07/16 21:20 | Nick Chappell v Keegan Rice | 6-1,6-3 |
| ITF M25 Dallas | 2023/07/11 21:30 | Alexander Bernard v Nick Chappell | 1-6,6-4,3-6 |
| Challenger Bloomfield Hills | 2023/07/03 20:55 | Justin Boulais v Nick Chappell | 4-6,7-5,6-4 |
| ITF M25 Santo Domingo | 2023/07/01 13:30 | Liam Draxl v Nick Chappell | 7-6,6-1 |
| ITF M25 Santo Domingo | 2023/06/30 13:30 | Darian King v Nick Chappell | 2-6,2-6 |
| ITF M25 Santo Domingo | 2023/06/29 13:30 | Joshua Lapadat v Nick Chappell | 6-3,6-7,2-6 |
| ITF M25 Santo Domingo | 2023/06/28 18:50 | Brandon Perez v Nick Chappell | 4-6,1-6 |
| ITF M25 Tulsa | 2023/06/25 14:00 | Adam Walton v Nick Chappell | 6-1,6-3 |
| Challenger Granby | 2023/07/16 20:15 | Dan Martin v Alexander Cozbinov | 6-1,4-6,1-6 |
| ITF M25 Laval | 2023/07/14 14:45 | Blaise Bicknell v Alexander Cozbinov | 6-4,0-6,6-2 |
| ITF M25 Laval | 2023/07/13 16:00 | Preston Brown v Alexander Cozbinov | 2-6,1-6 |
| ITF M25 Laval | 2023/07/11 14:15 | Alexandre Bergeron v Alexander Cozbinov | 2-6,1-6 |
| Challenger Bloomfield Hills | 2023/07/03 15:15 | Alexander Cozbinov v Ernesto Escobedo | 6-7,6-4,1-6 |
| Davis Cup | 2023/06/16 08:35 | Liam Delicata v Alexander Cozbinov | 6-3,3-6,0-6 |
| Davis Cup | 2023/06/15 10:00 | Kalin Ivanovski v Alexander Cozbinov | 5-7,2-5 |
| Davis Cup | 2023/06/14 09:25 | Menelaos Efstathiou v Alexander Cozbinov | 6-7,7-5,2-6 |