| ITF M15 Sofia | 07/02 11:00 | 44 | Ioannis Kountourakis v Daniele Minighini | 6-3,6-3 | |
| ITF M15 Belgrade | 06/26 10:00 | 62 | Maxence Rivet v Ioannis Kountourakis | 6-3,6-2 | |
| ITF M15 Belgrade | 06/25 07:00 | 62 | 미코브, 스테판 v Ioannis Kountourakis | 6-4,3-6,8-10 | |
| ITF M15 Heraklion | 03/19 07:00 | 62 | Ioannis Kountourakis v Mark Neyelov | 3-6,3-6 | |
| ITF M15 Sharm El Sheikh | 02/20 09:00 | 62 | Ioannis Kountourakis v 손, 지훈 | 3-6,1-6 | |
| ITF M15 Sharm El Sheikh | 02/19 11:30 | 62 | Ioannis Kountourakis v Ioan A Teglas | 6-3,7-5 | |
| ITF M15 Sharm El Sheikh | 02/14 08:00 | 62 | Sebastian Sorger v Ioannis Kountourakis | 6-4,6-3 | |
| ITF M15 Sharm El Sheikh | 02/13 08:00 | 62 | Ioannis Kountourakis v Dimic, Matic | 7-5,0-6,10-8 | |
| ITF M15 Sharm El Sheikh | 02/12 10:00 | 62 | Ioannis Kountourakis v 스치아베티, 피에트로 | 6-3,3-6,10-6 | |
| ITF M15 Monastir | 01/30 10:15 | 54 | Rogers, Andrew v Ioannis Kountourakis | 7-5,6-2 | |
| ITF M15 Monastir | 01/29 09:00 | 54 | Anthony Shumsky v Ioannis Kountourakis | 2-6,0-6 | |
| ITF M15 Monastir | 01/22 10:30 | 62 | Ioannis Kountourakis v Erik Arutiunian | 2-6,6-7 | |
| ITF M15 Monastir | 01/15 11:30 | 62 | Ioannis Kountourakis v 라가지, 알레산드로 | 6-3,6-7,8-10 | |
| ITF M15 Monastir | 12/26 08:00 | 62 | 아비브시, 모하메드 알리 v Ioannis Kountourakis | 4-6,7-5,10-7 | |
| ITF M15 Monastir | 12/18 10:00 | 62 | Mikail Alimli v Ioannis Kountourakis | 6-4,6-2 | |
| ITF M25 Heraklion | 11/21 08:00 | 62 | 드리니크, 밀란 v Ioannis Kountourakis | 7-5,7-6 | |
| ITF M25 Heraklion | 11/14 07:30 | 62 | Ioannis Kountourakis v Rodriguez, Damian | 4-6,2-6 | |
| ITF M25 Heraklion | 11/13 08:30 | 62 | Ioannis Kountourakis v Dagan, Adi | 6-3,6-2 | |
| ITF M15 Heraklion | 11/08 11:55 | 25 | 기마, 세바스티안 v Ioannis Kountourakis | 3-6,6-1,6-3 | |
| ITF M15 Heraklion | 11/02 12:20 | 25 | Ioannis Kountourakis v 무, 타오 | 5-7,1-6 | |
| ITF M15 Kottingbrunn | 08/01 10:00 | 44 | Ioannis Kountourakis v 블코브스키, 보지테크 | 4-6,4-6 | |
| ITF M15 Kottingbrunn | 07/31 10:30 | 44 | Ioannis Kountourakis v Nico Jaeger | 6-2,7-5 | |
| ITF M25 Kottingbrunn | 07/25 07:30 | 44 | Ioannis Kountourakis v 카타니, 레오날도 | 6-7,6-0,6-10 | |
| ITF M25 Kottingbrunn | 07/24 07:00 | 44 | Ioannis Kountourakis v 발타코빅스, 마르셀 | 6-4,6-4 | |
| ITF M25 Roehampton | 07/10 11:35 | 54 | 던칸, 스코트 v Ioannis Kountourakis | 6-1,6-4 | |
| ITF M15 Sofia | 07/04 12:30 | 44 | Ioannis Kountourakis v Tuncay Duran | 5-7,6-4,6-10 | |
| ITF M15 Sofia | 07/04 08:00 | 44 | Mihail Ivanov v Ioannis Kountourakis | 6-4,4-6,8-10 | |
| ITF M15 Sofia | 07/03 09:00 | 44 | William Alsterback v Ioannis Kountourakis | 1-6,1-6 | |
| ITF M25 Skopje | 06/07 07:55 | 62 | 조토브스키, 토미슬라브 v Ioannis Kountourakis | 6-2,6-0 | |
| ITF M25 Skopje | 06/06 12:15 | 62 | Ioannis Kountourakis v Dimic, Matic | 7-5,4-6,10-8 |