Round: 60 Ground: Clay
| ITF USA F3 | 2017/01/07 17:00 | Tomislav Jotovski v McClain Kessler | 7-6,7-5 |
| ITF Egypt F34 | 2016/11/23 19:30 | Tomislav Jotovski v George Tsivadze | 4-6,4-6 |
| ITF Egypt F33 | 2016/11/15 14:00 | Oleg Khotkov v Tomislav Jotovski | 6-2,1-6,6-2 |
| ITF Croatia F11 | 2016/10/19 08:00 | Tomislav Jotovski v Pietro Licciardi | 1-6,2-6 |
| ITF Croatia F10 | 2016/10/14 08:00 | Tomislav Jotovski v Nino Serdarusic | 0-6,3-6 |
| ITF Croatia F10 | 2016/10/13 08:00 | Gian Marco Moroni v Tomislav Jotovski | 4-6,5-7 |
| ITF Croatia F10 | 2016/10/11 10:05 | Paul Monteban v Tomislav Jotovski | 2-6,6-3,5-7 |
| ITF Serbia F7 | 2016/09/13 10:50 | Tomislav Jotovski v Nino Serdarusic | 0-6,4-6 |
| ITF USA F3 | 2017/01/07 16:30 | Ivan Kalinin v Mark Oljaca | 6-4,6-4 |
| ITF Turkey F47 Qual | 2016/11/20 07:00 | Dan Dowson v Ivan Kalinin | 6-1,6-0 |
| ITF Turkey F47 Qual | 2016/11/19 06:00 | Nicolas Carlone v Ivan Kalinin | 4-6,7-6,2-6 |
| ITF Turkey F46 | 2016/11/17 08:45 | Ivan Kalinin v Dmitry Popko | 1-6,1-6 |
| ITF Turkey F46 Qual | 2016/11/14 07:00 | Patryk Krolik v Ivan Kalinin | 3-6,1-6 |
| ITF Turkey F46 Qual | 2016/11/13 07:00 | Ivan Kalinin v Max Colorado | 6-3,6-3 |
| ITF Turkey F46 Qual | 2016/11/12 08:00 | Ivan Kalinin v Eric Caleguer | 6-1,6-4 |
| ITF Turkey F45 | 2016/11/06 07:00 | Valentin Vanta v Ivan Kalinin | 6-3,3-6,7-5 |