Stadium: Cancha 11 Round: 25 Ground: Clay
| Challenger Winnipeg | 2023/08/14 17:30 | Omni Kumar v Blaise Bicknell | 6-1,6-2 |
| Challenger Winnipeg | 2023/08/13 20:40 | Osgar O'Hoisin v Blaise Bicknell | 2-6,4-6 |
| Challenger Granby | 2023/07/19 00:15 | Blaise Bicknell v Justin Boulais | 0-6,6-4,4-6 |
| Challenger Granby | 2023/07/17 17:00 | Blaise Bicknell v Blake Ellis | 6-1,6-0 |
| Challenger Granby | 2023/07/17 00:45 | Christian Langmo v Blaise Bicknell | 1-6,6-7 |
| ITF M25 Laval | 2023/07/16 16:00 | James Tracy v Blaise Bicknell | 6-3,3-6,4-6 |
| ITF M25 Laval | 2023/07/15 14:00 | Liam Draxl v Blaise Bicknell | 2-6,3-6 |
| ITF M25 Laval | 2023/07/14 14:45 | Blaise Bicknell v Alexander Cozbinov | 6-4,0-6,6-2 |
| Challenger Lima | 2023/08/21 15:00 | Victor Lilov v Fermin Tenti | 6-2,7-5 |
| Challenger Lima | 2023/08/20 16:30 | Victor Lilov v Luciano Tacchi | 6-4,6-1 |
| ITF M25 Trujillo | 2023/08/15 13:55 | Victor Lilov v Ignacio Monzon | 5-7,6-1,2-6 |
| Challenger Porto | 2023/07/30 10:00 | Johannes Haerteis v Victor Lilov | 6-4,2-6,6-2 |
| ITF M25 Porto | 2023/07/27 10:00 | Alexandre Reco v Victor Lilov | 6-4,1-6,6-3 |
| ITF M25 Porto | 2023/07/25 13:30 | Victor Lilov v Arthur Fery | 6-2,6-3 |
| ITF M25 Castelo Branco | 2023/07/21 11:20 | Guillaume Dalmasso v Victor Lilov | 7-6,6-3 |
| ITF M25 Castelo Branco | 2023/07/20 10:45 | Nicolas H Cuesta v Victor Lilov | 3-6,6-7 |