Stadium: Court 5 Round: 62 Ground: Clay
| ITF M25 Skopje | 2022/06/06 11:25 | Tomislav Jotovski v Ivan Kremenchutskyi | 4-6,6-4,10-4 |
| ITF M15 Doboj | 2022/05/09 08:00 | Tomislav Jotovski v Mihai Razvan Marinescu | 6-1,6-7,9-11 |
| ITF M25 Ulcinj | 2022/05/04 09:05 | Hamad Medjedovic v Tomislav Jotovski | 6-3,7-6 |
| ITF M15 Antalya | 2022/03/29 06:55 | Tomislav Jotovski v Stefanos Sakellaridis | 3-6,3-6 |
| ITF M15 Antalya | 2022/03/28 12:35 | Tomislav Jotovski v Obrad Markovski | 6-1,7-5 |
| ITF M15 Antalya | 2022/03/27 07:00 | Tomislav Jotovski v Alan Postay | 7-5,6-2 |
| ITF M25 Antalya | 2022/02/21 10:20 | Emilien Voisin v Tomislav Jotovski | 6-4,6-2 |
| ITF M25 Antalya | 2022/02/20 07:00 | Tomislav Jotovski v Petros Tsitsipas | 7-5,1-6,10-5 |
| ITF M25 Skopje | 2022/06/06 12:15 | Ioannis Kountourakis v Matic Dimic | 7-5,4-6,10-8 |
| ITF M25 Skopje | 2022/06/05 08:00 | Ioannis Kountourakis v Stevan Popovic | 6-3,6-3 |
| ITF M15 Heraklion | 2022/05/29 09:00 | Ioannis Kountourakis v Tom Evans | 7-5,2-6,5-10 |
| ITF M15 Heraklion | 2022/05/25 08:30 | Ioannis Kountourakis v Mark Whitehouse | 3-6,3-6 |
| ITF M15 Heraklion | 2022/05/24 07:00 | Kai Lemstra v Ioannis Kountourakis | 6-7,5-7 |
| ITF M15 Heraklion | 2022/05/23 08:30 | Dorian Kos v Ioannis Kountourakis | 3-6,2-6 |
| ITF M15 Heraklion | 2022/05/18 07:00 | Mark Lajal v Ioannis Kountourakis | 7-6,6-4 |
| ITF M15 Heraklion | 2022/05/10 08:30 | Aaron Addison v Ioannis Kountourakis | 6-3,6-1 |