Stadium: Show Court Round: 54 Ground: Hardcourt outdoor
| ITF M25 Nottingham | 2024/07/09 09:00 | Filip Peliwo v Pavlos Tsitsipas | 6-0,6-3 |
| ITF M25 Nottingham | 2024/07/08 11:10 | Pavlos Tsitsipas v Aleksandar Andic | 6-1,6-4 |
| ITF M25 Nottingham | 2024/07/07 14:45 | Pavlos Tsitsipas v Liam Delicata | 2-6,6-4,10-8 |
| ITF M25 Grasse | 2024/06/03 10:20 | Pavlos Tsitsipas v Santiago Russo | 4-6,6-7 |
| ITF M25 Grasse | 2024/06/02 11:15 | Pavlos Tsitsipas v Solal Pont | 6-7,7-5,10-6 |
| Challenger Kachreti | 2024/05/20 07:25 | Pavlos Tsitsipas v Nikolay Vylegzhanin | 6-7,0-6 |
| Challenger Kachreti | 2024/05/19 11:00 | Evgeny Tyurnev v Pavlos Tsitsipas | 6-7,4-6 |
| ITF M25 Kachreti | 2024/05/13 12:15 | Evgeny Philippov v Pavlos Tsitsipas | 6-0,6-1 |
| ITF M25 Nottingham | 2024/07/07 09:00 | Ewen Lumsden v Derrick Chen | 6-1,7-6 |
| ITF M25 Roehampton | 2023/08/01 14:30 | Toby Samuel v Derrick Chen | 6-2,6-1 |
| ITF M25 Nottingham | 2023/07/09 15:35 | Derrick Chen v Ali Habib | 1-6,4-6 |
| UTR Pro Calgary | 2023/06/10 17:00 | Derrick Chen v Matthis Ross | 2-6,6-4,3-6 |
| UTR Pro Calgary | 2023/06/09 19:30 | Derrick Chen v John Kim | 7-5,5-2 |
| UTR Pro Calgary | 2023/06/07 20:13 | Derrick Chen v Maxime Mareschal-Hay | 6-2,6-4 |
| UTR Pro Calgary | 2023/06/06 23:03 | Derrick Chen v Junghee You | 5-7,4-6 |
| UTR Pro Calgary | 2023/06/05 21:00 | Emmett Potter v Derrick Chen | 6-7,6-3,3-6 |