Stadium: Court Tsitsipas Round: 25 Ground: Hardcourt outdoor
| UTR Pro Dubai | 2023/02/01 06:30 | Besir Durguti v Markos Kalovelonis | 4-6,7-6,6-1 |
| UTR Pro Dubai | 2023/01/31 05:00 | Mihai Razvan Marinescu v Markos Kalovelonis | 4-6,7-5,7-6 |
| UTR Pro Tennis Series Athens | 2022/08/01 06:30 | Aleksandr Kalinin v Markos Kalovelonis | 3-6,3-6 |
| Challenger Oeiras Qual | 2022/04/03 13:25 | Alex Rybakov v Markos Kalovelonis | 6-4,7-5 |
| Challenger Bengaluru | 2022/02/17 05:30 | Markos Kalovelonis v Johan Nikles | 2-6,3-6 |
| Challenger Bengaluru | 2022/02/15 10:45 | Chun Hsin Tseng v Markos Kalovelonis | 2-6,2-6 |
| Challenger Bengaluru | 2022/02/14 04:30 | N.Sriram Balaji v Markos Kalovelonis | 4-6,6-4,4-6 |
| Challenger Bengaluru Qual | 2022/02/13 04:00 | Markos Kalovelonis v Jaroslav Pospisil | 6-4,3-6,6-3 |
| ITF M25 Heraklion | 2023/03/14 07:00 | Preston Brown v Jonathan Baron | 6-4,0-6,8-10 |
| ITF M25 Heraklion | 2023/03/13 08:00 | Evangelos Kypriotis v Jonathan Baron | 2-6,4-6 |
| ITF M25 Heraklion | 2023/03/12 07:00 | Tom Sorin v Jonathan Baron | 7-5,0-6,6-10 |
| ITF M25 Manacor | 2023/01/24 12:50 | Jonathan Baron v Daniil Sarksian | 4-6,0-6 |
| ITF M25 Manacor | 2023/01/23 13:00 | Jonathan Baron v Przemyslaw Michocki | 6-4,6-4 |
| ITF M25 Manacor | 2023/01/22 12:00 | Jonathan Baron v Ivan Kazakov | 6-4,7-5 |
| ITF M25 Jerusalem | 2022/11/02 07:30 | Jonathan Baron v Shay Bar Menahem | 4-6,3-6 |
| ITF M25 Afula | 2022/10/25 06:30 | Jonathan Baron v Asaf Friedler | 2-6,4-6 |