Stadium: Center Court Round: 27 Ground: Hardcourt outdoor
| ITF M25 Heraklion | 2023/11/30 13:00 | Pavlos Tsitsipas v Filip Krolo | 3-6,6-1,6-4 |
| ITF M15 Heraklion | 2023/11/23 10:00 | Pavlos Tsitsipas v Rodrigo Alujas | 3-6,6-2,4-6 |
| ITF M15 Heraklion | 2023/11/22 13:05 | Pavlos Tsitsipas v Lior Goldenberg | 6-2,7-6 |
| ITF M25 Heraklion | 2023/10/31 09:00 | Marlon Vankan v Pavlos Tsitsipas | 6-4,6-4 |
| ITF M15 Heraklion | 2023/10/24 06:30 | Stefan Palosi v Pavlos Tsitsipas | 6-4,6-7,10-7 |
| ITF M15 Heraklion | 2023/10/23 06:30 | Pavlos Tsitsipas v Daniele Rapagnetta | 7-5,6-3 |
| ITF M15 Heraklion | 2023/10/17 09:00 | Stefan Palosi v Pavlos Tsitsipas | 6-4,6-2 |
| ITF M25 Tbilisi | 2022/07/31 13:40 | Erik Arutiunian v Pavlos Tsitsipas | 6-2,6-2 |
| ITF M25 Heraklion | 2023/11/30 07:30 | Max Benaim v Marek Gengel | 1-6,2-6 |
| ITF M25 Heraklion | 2023/11/29 08:50 | Evangelos Kypriotis v Marek Gengel | 0-6,1-6 |
| ITF M25 Vale Do Lobo | 2023/11/15 10:00 | Pietro Pampanin v Marek Gengel | 6-4,6-3 |
| ITF M25 Sharm El Sheikh | 2023/11/02 08:00 | Marek Gengel v Harrison Adams | 6-7,1-6 |
| ITF M25 Sharm El Sheikh | 2023/11/01 09:45 | Marek Gengel v Akram El Sallaly | 6-4,6-2 |
| ITF M15 Sharm El Sheikh | 2023/10/20 07:00 | Marek Gengel v Yurii Dzhavakian | 2-6,2-6 |
| ITF M15 Sharm El Sheikh | 2023/10/19 08:15 | Marek Gengel v Nicolo Consonni | 6-3,6-4 |
| ITF M15 Sharm El Sheikh | 2023/10/18 07:00 | Marek Gengel v Adam Bojkovic | 6-2,6-1 |