stadio: Stadium Round: 26 Ground: Hardcourt outdoor
| ITF M25 Praga | 2021/05/14 11:10 | Thai-Son Kwiatkowski v Jack Draper | 3-6,5-7 |
| Challenger Winnipeg | 2023/08/15 23:00 | Jack Draper v Rio Noguchi | 6-2,6-2 |
| ATP Lione | 2023/05/25 09:00 | Jack Draper v Francisco Cerundolo | 6-4,4-6,3-6 |
| ATP Lione | 2023/05/23 13:00 | Miomir Kecmanovic v Jack Draper | 4-6,5-7 |
| ATP Lione | 2023/05/21 15:45 | Jack Draper v Alexandre Muller | 6-2,6-3 |
| ATP Monte Carlo | 2023/04/11 14:55 | Hubert Hurkacz v Jack Draper | 6-3,6-7,7-5 |
| ATP Monte Carlo | 2023/04/10 10:30 | Sebastian Baez v Jack Draper | 3-6,5-7 |
| ATP Indian Wells | 2023/03/14 01:05 | Jack Draper v Andy Murray | 7-6,6-2 |
| ATP Indian Wells | 2023/03/11 19:00 | Daniel Evans v Jack Draper | 4-6,2-6 |
| Challenger Winnipeg | 2023/08/15 17:30 | Thai-Son Kwiatkowski v Chris Rodesch | 6-0,6-2 |
| ATP Toronto | 2023/08/05 16:25 | Christopher O'Connell v Thai-Son Kwiatkowski | 6-2,2-6,6-4 |
| ATP Washington | 2023/07/30 16:30 | Juncheng Shang v Thai-Son Kwiatkowski | 7-6,6-2 |
| ATP Washington | 2023/07/29 17:55 | Peter Polansky v Thai-Son Kwiatkowski | 2-6,0-6 |
| Challenger Granby | 2023/07/19 23:10 | Alexis Galarneau v Thai-Son Kwiatkowski | 6-2,7-6 |
| Challenger Granby | 2023/07/18 23:40 | Nick Chappell v Thai-Son Kwiatkowski | 5-7,3-6 |
| Challenger Chicago | 2023/07/10 16:50 | Yunseong Chung v Thai-Son Kwiatkowski | 6-0,3-6,6-3 |
| Challenger Chicago | 2023/07/09 21:05 | Thai-Son Kwiatkowski v Aidan Mchugh | 7-5,3-6,7-6 |