Stadium: Court 16 Round: 44 Ground: Hardcourt outdoor
| 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 Tbilisi | 2022/07/31 06:00 | Irakli Tsurtsumia v Pavlos Tsitsipas | 5-7,3-6 |
| ITF M15 Heraklion | 2021/11/30 08:30 | Pavlos Tsitsipas v Harry Wendelken | 1-6,2-6 |
| ITF M15 Heraklion | 2021/11/21 11:00 | Pavlos Tsitsipas v Maxim Khorozov | 4-6,2-6 |
| ITF M15 Heraklion | 2021/11/14 09:30 | Uisung Park v Pavlos Tsitsipas | 6-1,6-1 |
| ITF M15 Monastir | 2023/09/28 08:30 | Daniele Rapagnetta v Peter Benjamin Privara | 5-7,2-6 |
| ITF M15 Monastir | 2023/09/27 08:30 | Daniele Rapagnetta v Demetris Azoides | 7-6,6-7,6-4 |
| ITF M15 Monastir | 2023/09/25 13:30 | Daniele Rapagnetta v Paul Werren | 6-4,2-6,13-11 |
| ITF M15 Monastir | 2023/09/24 10:30 | Daniele Rapagnetta v Josh Roe Flannelly | 6-1,6-2 |
| ITF M15 Monastir | 2023/09/18 14:30 | Daniele Rapagnetta v Jakub Kroslak | 6-4,7-6 |
| ITF M15 Monastir | 2023/09/18 08:00 | Daniele Rapagnetta v Joan Nadal Vives | 6-7,6-1,10-6 |
| ITF M15 Monastir | 2023/09/17 12:00 | Daniele Rapagnetta v Mayeul Darras | 6-2,6-2 |
| ITF M15 Monastir | 2023/09/13 10:05 | Peter Bertran v Daniele Rapagnetta | 6-4,0-6,6-0 |